589:
566:
7208:
1083:
study the topic (finasteride is a similar 5α-reductase inhibitor) and lawsuits alleging harm from the drug are ongoing. Concerns from the PFSF and other patient advocates led the FDA to add a black-box warning to
Finasteride for possible risks of suicide in June 2022. Some experts have questioned the basis of the black-box warning, given that it relies on anecdotal patient-reported outcomes rather than prospective trials.
31:
7236:
1433:
1208:. As a result of this difference, dutasteride is able to achieve a reduction in circulating DHT levels of up to 98%, whereas finasteride is able to achieve a reduction of only 65 to 70%. In spite of the differential reduction in circulating DHT levels, the two drugs decrease levels of DHT to a similar extent of approximately 85 to 90% in the
858:. Since dutasteride is an inhibitor of both type 1 and 2 5α-reductases, it could theoretically be a more effective therapy for hirsutism. However, dutasteride is not recommended for this indication due to a lack of supportive clinical evidence and a substantial risk of birth defects in female patients who inadvertently become pregnant.
847:. The superior effectiveness of dutasteride relative to finasteride for this indication is because the inhibition of 5α-reductase and consequent reduction of dihydrotestosterone (DHT) production within the hair follicles is more complete with dutasteride. Dutasteride is also used off-label in the treatment of female pattern hair loss.
1104:
and should be with supportive therapies. The long elimination half-life of dutasteride should be taken into consideration in the event of an overdose of the medication. Dutasteride has been used in clinical studies at doses of up to 40 mg/day for a week (80 times the therapeutic dosage) and
1215:
Since 5α-reductases degrade testosterone to DHT, the inhibition of these enzymes could theoretically cause an increase in testosterone. A 2018 review found that initiation of 5α-reductase inhibitors did not result in a consistent increase in testosterone levels. Among the studies analyzed, there was
1082:
effect may play a role, whether self-report questionnaires are reliable for this data, and whether enough objective evidence exists to conclude these effects are persistent after discontinuation of the drug. The Post-Finasteride
Syndrome Foundation (PFSF) was created with a medical advisory board to
1046:
occur in as many as 4.8% of patients taking 5α-reductase inhibitors including dutasteride. In affected men, semen volume is decreased an average of 30%, with a smaller subgroup of patients also experiencing a decrease of sperm motility of 6-12%. Sperm shape and function are unaffected and the impact
999:
to dutasteride in 2011 describing an increased risk of high-grade prostate cancer in those who take the drug. No direct mechanistic link between 5α-reductase inhibitors and prostate cancer has been established. This is not due to a direct link between dutasteride or other 5α-reductase inhibitors and
3834:
Capitalizing on this premise, agents in the pipeline for PMDD including dutasteride, ulipristal acetate, and sepranolone are promising. Dutasteride, FDA-approved for benign prostatic hyperplasia, is a 5-α reductase inhibitor; the latter catalyzes the rate-limiting step in metabolism of progesterone
1408:
in 1997. It was approved by the FDA for the treatment of BPH in
November 2001, and was introduced on the United States market the following year under the brand name Avodart. Dutasteride has subsequently been introduced in many other countries, including throughout Europe and South America. The
2086:
1020:. The AUA also advises that this affect can be alleviated with more frequent screening and lower PSA cutoffs for diagnostic biopsies in men taking dutasteride or other 5α-reductase inhibitors. Dutasteride is known to reduce the growth and prevalence of benign prostate tumors. A 2018
3631:
Chu FM, Sartor O, Gomella L, Rudo T, Somerville MC, Hereghty B, et al. (August 2015). "A randomised, double-blind study comparing the addition of bicalutamide with or without dutasteride to GnRH analogue therapy in men with non-metastatic castrate-resistant prostate cancer".
1077:
A subset of men affected by sexual and mood side effects report persistent loss of libido, depression, and erectile dysfunction for several years after discontinuing treatment. This remains a highly contested topic in the academic literature due to disagreements about whether the
1489:
Dutasteride is available widely throughout the world, including in the United States, Canada, the United
Kingdom, Ireland, Europe, Australia, South Africa, Latin America, Asia, and elsewhere. It is available as a generic medication in many countries, including the United States.
664:
2312:
Olsen EA, Hordinsky M, Whiting D, Stough D, Hobbs S, Ellis ML, et al. (December 2006). "The importance of dual 5alpha-reductase inhibition in the treatment of male pattern hair loss: results of a randomized placebo-controlled study of dutasteride versus finasteride".
1318:
or elimination half-life of about 4 to 5 weeks. Its elimination half-life is increased in the elderly (170 hours for men aged 20–49 years, 300 hours for men aged >70 years). No dosage adjustment is necessary in the elderly nor in patients with
3667:
Gaudet M, Vigneault É, Foster W, Meyer F, Martin AG (January 2016). "Randomized non-inferiority trial of
Bicalutamide and Dutasteride versus LHRH agonists for prostate volume reduction prior to I-125 permanent implant brachytherapy for prostate cancer".
4633:
1327:
concentrations. It also remains in the body for a long time after discontinuation and can be detected up to 4 to 6 months. In contrast to dutasteride, finasteride has a short terminal half-life of only 5 to 8 hours. Dutasteride is
2727:
Lerner LB, McVary KT, Barry MJ, Bixler BR, Dahm P, Das AK, et al. (October 2021). "Management of Lower
Urinary Tract Symptoms Attributed to Benign Prostatic Hyperplasia: AUA GUIDELINE PART I-Initial Work-up and Medical Management".
706:
InChI=1S/C27H30F6N2O2/c1-24-11-9-17-15(4-8-21-25(17,2)12-10-22(36)35-21)16(24)6-7-19(24)23(37)34-20-13-14(26(28,29)30)3-5-18(20)27(31,32)33/h3,5,10,12-13,15-17,19,21H,4,6-9,11H2,1-2H3,(H,34,37)(H,35,36)/t15-,16-,17-,19+,21+,24-,25+/m0/s1
1008:(PSA) levels, and therefore increases in PSA (which are an indicator of possible cancer) may be masked in those who take the drug. This is thought to delay cancer diagnosis so that patients taking 5α-reductase inhibitors present with a
3705:"The AVOCAT study: Bicalutamide monotherapy versus combined bicalutamide plus dutasteride therapy for patients with locally advanced or metastatic carcinoma of the prostate-a long-term follow-up comparison and quality of life analysis"
1074:(vs 1% of placebo). These effects were noted to resolve over time, with many fewer men reporting any adverse effects by the end of the 4-year study. The rate of discontinuation of the drug due to adverse effects was less than 5%.
2690:
3141:
Amory JK, Wang C, Swerdloff RS, Anawalt BD, Matsumoto AM, Bremner WJ, et al. (May 2007). "The effect of 5alpha-reductase inhibition with dutasteride and finasteride on semen parameters and serum hormones in healthy men".
3008:
Traish AM, Hassani J, Guay AT, Zitzmann M, Hansen ML (March 2011). "Adverse side effects of 5α-reductase inhibitors therapy: persistent diminished libido and erectile dysfunction and depression in a subset of patients".
1099:
of dutasteride is known, since the drug is extremely safe and well tolerated. Research studies show that even at 100 times the normal dose, dutasteride is not lethal. Treatment of dutasteride overdose should be based on
4007:
Gisleskog PO, Hermann D, Hammarlund-Udenaes M, Karlsson MO (December 1998). "A model for the turnover of dihydrotestosterone in the presence of the irreversible 5 alpha-reductase inhibitors GI198745 and finasteride".
3882:
Yamana K, Labrie F, Luu-The V (August 2010). "Human type 3 5α-reductase is expressed in peripheral tissues at higher levels than types 1 and 2 and its activity is potently inhibited by finasteride and dutasteride".
4111:
Traish AM, Krakowsky Y, Doros G, Morgentaler A (January 2019). "Do 5α-Reductase
Inhibitors Raise Circulating Serum Testosterone Levels? A Comprehensive Review and Meta-Analysis to Explaining Paradoxical Results".
2116:
Wilt TJ, Macdonald R, Hagerty K, Schellhammer P, Tacklind J, Somerfield MR, et al. (November 2010). "5-α-Reductase inhibitors for prostate cancer chemoprevention: an updated
Cochrane systematic review".
3566:
4366:
3465:
Liu L, Zhao S, Li F, Li E, Kang R, Luo L, et al. (September 2016). "Effect of 5α-Reductase
Inhibitors on Sexual Function: A Meta-Analysis and Systematic Review of Randomized Controlled Trials".
1204:
values are 3.9 nM for type I and 1.8 nM for type II). This is in contrast to finasteride, which is similarly an irreversible inhibitor of 5α-reductase but only inhibits the type II and III
1420:
It was approved for the treatment of scalp hair loss in South Korea in 2009 and in Japan in 2015. It has not been approved for this indication in the United States, though it is often used
3786:
A recent study with a 5α-reductase inhibitor dutasteride, that blocks the conversion of progesterone to ALLO, reported that dutasteride 2.5 mg daily decreased several premenstrual symptoms
5565:
2682:
3535:
1268:. For this reason, decreased neurosteroid production is one hypothesized mechanism for sexual dysfunction and depression associated with 5α-reductase inhibitors such as dutasteride.
2965:
Traish AM, Melcangi RC, Bortolato M, Garcia-Segura LM, Zitzmann M (September 2015). "Adverse effects of 5α-reductase inhibitors: What do we know, don't know, and need to know?".
937:
to prevent birth defects if a pregnant woman receives blood and should also not donate blood for at least 6 months after the cessation of treatment due to the drug's long
2561:
Treatment of Lower
Urinary Tract Symptoms and Benign Prostatic Hyperplasia: Current methods, outcomes, and controversies, An Issue of Urologic Clinics of North America, E-Book
843:
at a dosage of 0.5 mg per day. Several studies have found it to induce hair regrowth in men more rapidly and to a greater extent than even the highest approved dosage of
1216:
no statistically significant change in testosterone levels from 5α-reductase inhibitors overall, though men with lower baseline testosterone levels did show an increase.
5763:
5558:
3558:
1156:
Dutasteride belongs to a class of drugs called 5α-reductase inhibitors, which block the action of the 5α-reductase enzymes that convert testosterone into DHT. It
4362:
4481:
3606:
171:
2530:
5551:
4182:
Tvrdeić A, Poljak L (2016). "Neurosteroids, GABAA receptors and neurosteroid based drugs: are we witnessing the dawn of the new psychiatric drugs?".
2263:"The efficacy and safety of dutasteride compared with finasteride in treating men with androgenetic alopecia: a systematic review and meta-analysis"
4211:
7145:
5756:
3527:
65:
5880:
867:
812:
749:
678:
3835:
to allopregnanolone...Two double-blind RCTs, cross-over trials, support use of dutasteride where high-dose (2.5 mg/d) outperforms placebo.
3373:
Coskuner ER, Ozkan B, Culha MG (April 2019). "Sexual Problems of Men With Androgenic Alopecia Treated With 5-Alpha Reductase Inhibitors".
1571:
4339:
2575:
2488:
1991:
1665:
1617:
1306:. It has three major metabolites: 6'-hydroxydutasteride, 4'-hydroxydutasteride, and 1,2-dihydrodutasteride. The former two are formed by
1740:
5749:
5527:
2683:"FDA Drug Safety Communication: 5-alpha reductase inhibitors (5-ARIs) may increase the risk of a more serious form of prostate cancer"
1767:
Wesp LM, Deutsch MB (March 2017). "Hormonal and Surgical Treatment Options for Transgender Women and Transfeminine Spectrum Persons".
4474:
4295:
992:
also exist. A small risk of sexual side effects has been documented in men taking the drug during the first few months of therapy.
6613:
4403:
7138:
744:(BPH), an enlarged prostate not associated with cancer. A few months may be required before benefits occur. It is also used for
7286:
3501:"The Post-Finasteride Syndrome Foundation – Dedicated to supporting research and finding treatments for PFS patients worldwide"
2214:"5-Alpha reductase inhibitors in androgenetic alopecia: Shifting paradigms, current concepts, comparative efficacy, and safety"
2094:
2021:
1817:
1413:
of dutasteride expired in November 2015, so the drug has since become available in the United States in a variety of low-cost
1223:, preventing the 5α-reductase-mediated biosynthesis of various neurosteroids, including allopregnanolone (from progesterone),
5517:
5484:
4333:
4266:
4236:
4166:
4092:
4062:
3940:
3861:
2569:
2482:
1734:
1659:
1611:
1565:
1193:
763:. In the largest available study of 6,729 men with BPH, 9% experienced erectile dysfunction (compared to 5.7% treated with a
4653:
4158:
Neuroactive Steroids in Brain Function, Behavior and Neuropsychiatric Disorders: Novel Strategies for Research and Treatment
933:. For the same reason, women who are currently pregnant should never take dutasteride. People taking dutasteride should not
5522:
4467:
3053:"The dark side of 5α-reductase inhibitors' therapy: sexual dysfunction, high Gleason grade prostate cancer and depression"
7311:
6755:
6528:
5532:
4742:
7256:
7306:
2165:"Safety and Tolerability of the Dual 5-Alpha Reductase Inhibitor Dutasteride in the Treatment of Androgenetic Alopecia"
723:
116:
2388:"Female Pattern Hair Loss and Androgen Excess: A Report From the Multidisciplinary Androgen Excess and PCOS Committee"
1349:
1310:, while the latter is not. All three metabolites are active; 6'-hydroxydutasteride has similar 5α-reductase inhibitor
7152:
4601:
1985:
1700:
1450:
698:
2647:
Trost L, Saitz TR, Hellstrom WJ (May 2013). "Side Effects of 5-Alpha Reductase Inhibitors: A Comprehensive Review".
1292:
at levels up to 3 ng/ml, with no significant effects on DHT levels of sexual partners. The drug is extensively
7159:
5501:
4807:
4787:
4708:
5379:
3595:
7176:
7085:
4762:
4507:
2519:
1324:
1125:
1013:
339:
201:
97:
2432:"Evaluation and treatment of hirsutism in premenopausal women: an endocrine society clinical practice guideline"
1477:
under the brand names Combodart, Duodart, and Jalyn. Dutasteride is also available in India in combination with
7276:
7131:
4998:
4430:
Frye SV (2006). "Discovery and clinical development of dutasteride, a potent dual 5alpha-reductase inhibitor".
2773:"Association of Treatment With 5α-Reductase Inhibitors With Time to Diagnosis and Mortality in Prostate Cancer"
1220:
1047:
on male fertility is unknown. These negative effects reverse by 3–4 months after discontinuation of the drug.
414:
6493:
5260:
5072:
1281:
1241:
1224:
3504:
2608:"Adverse Effects and Safety of 5-alpha Reductase Inhibitors (Finasteride, Dutasteride): A Systematic Review"
5575:
5429:
5021:
3281:
Than JK, Rodriguez K, Khera M (24 July 2018). "Post-finasteride Syndrome: A Review of Current Literature".
1051:
741:
584:
465:
2386:
Carmina E, Azziz R, Bergfeld W, Escobar-Morreale HF, Futterweit W, Huddleston H, et al. (July 2019).
2043:
Slater S, Dumas C, Bubley G (March 2012). "Dutasteride for the treatment of prostate-related conditions".
811:
Dutasteride is used for treating BPH, colloquially known as an "enlarged prostate". It is approved by the
534:
6673:
5437:
4962:
4716:
4541:
1016:
advises that increased risk for patients taking these drugs leads to higher prostate cancer-specific and
977:
545:
7226:
5387:
4621:
3232:
Semet M, Paci M, Saïas-Magnan J, Metzler-Guillemain C, Boissier R, Lejeune H, et al. (July 2017).
1454:
1329:
886:. It may be useful for treating scalp hair loss or in those who have issues tolerating spironolactone.
3961:
Keam SJ, Scott LJ (2008). "Dutasteride: a review of its use in the management of prostate disorders".
930:
759:
The most commonly reported side effects of dutasteride, although rare, include sexual dysfunction and
6850:
6444:
6299:
5202:
4596:
4571:
1933:
Andriole GL, Bostwick DG, Brawley OW, Gomella LG, Marberger M, Montorsi F, et al. (April 2010).
1887:"Sexual side effects of 5-α-reductase inhibitors finasteride and dutasteride: A comprehensive review"
1005:
6222:
6115:
5588:
5543:
5213:
2857:"5-alpha Reductase Inhibitors and risk of male breast cancer: a systematic review and meta-analysis"
164:
7296:
7187:
7080:
6854:
6737:
6633:
6623:
6523:
6178:
4792:
4617:
790:
and was approved for medical use in 2001. In the United States and elsewhere, it is available as a
561:
1219:
In addition to inhibition of DHT production, 5α-reductase inhibitors such as dutasteride are also
6618:
6375:
6106:
5489:
4663:
4613:
1173:
145:
43:
1124:
Ongoing clinical trials are investigating whether dutasteride may be an effective treatment for
6904:
6693:
6663:
6370:
5706:
5659:
4797:
4703:
4609:
4605:
4546:
4226:
1555:
1474:
1462:
1311:
1165:
929:
and undermasculinization. This is due to its antiandrogenic effects similar to what is seen in
514:
257:
4323:
4256:
4082:
4052:
3851:
2559:
2472:
1975:
1649:
1601:
1323:. Because of its long elimination half-life, dutasteride requires 5 to 6 months to reach
783:
such as dutasteride have been shown to interfere with the sexual development of male fetuses.
351:--9a,11a-dimethyl-7-oxo-1,2,3,3a,3b,4,5,5a,6,9b,10,11-dodecahydroindenoquinoline-1-carboxamide
7281:
7266:
7181:
6608:
6213:
5959:
5900:
5610:
5421:
5082:
4205:
3930:
3102:"Finasteride use in the male infertility population: effects on semen and hormone parameters"
2430:
Martin KA, Chang RJ, Ehrmann DA, Ibanez L, Lobo RA, Rosenfield RL, et al. (April 2008).
2212:
Dhurat R, Sharma A, Rudnicka L, Kroumpouzos G, Kassir M, Galadari H, et al. (May 2020).
1842:
Wu C, Kapoor A (July 2013). "Dutasteride for the treatment of benign prostatic hyperplasia".
1724:
1458:
1405:
1261:
1164:
of 5α-reductase, and can decrease DHT levels in the blood by up to 98%. Specifically it is a
938:
875:
454:
405:
369:
7261:
6533:
6435:
6136:
6067:
5968:
5713:
5677:
5433:
5241:
5132:
4727:
4712:
4688:
4581:
4566:
1105:
5 mg/day for 6 months (10 times the therapeutic dosage) with no significant
1059:
474:
300:
5741:
4287:
3703:
Dijkstra S, Witjes WP, Roos EP, Vijverberg PL, Geboers AD, Bruins JL, et al. (2016).
1237:
794:. In 2018, it was the 291st-most commonly prescribed medication in the US with more than 1
8:
7301:
6578:
6252:
6155:
6054:
5835:
5806:
5672:
5466:
5425:
5329:
5275:
5257:
5117:
5092:
5087:
5069:
5058:
5012:
4732:
1285:
1233:
926:
360:
152:
6845:
2771:
Sarkar RR, Parsons JK, Bryant AK, Ryan ST, Kader AK, McKay RR, et al. (June 2019).
588:
565:
7271:
5875:
5845:
5371:
5333:
4802:
4737:
4693:
4683:
4658:
4586:
4561:
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4137:
4033:
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3908:
3820:
3799:
3731:
3704:
3447:
3398:
3314:
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3211:
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2990:
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2289:
2262:
2243:
2189:
2164:
2142:
2068:
1867:
1381:
1359:
1315:
1314:
as dutasteride, while the other two are less potent. Dutasteride has an extremely long
1169:
1031:
902:
791:
127:
4021:
3118:
3101:
2872:
850:
Other 5α-reductase inhibitors such as finasteride (a type 2 inhibitor) have been used
6937:
6486:
6405:
6385:
6320:
5979:
5974:
5870:
5682:
5441:
5265:
5122:
5112:
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4522:
4447:
4329:
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4162:
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3990:
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3900:
3857:
3825:
3777:
3736:
3685:
3649:
3482:
3451:
3439:
3434:
3417:
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3355:
3306:
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3203:
3159:
3123:
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2745:
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2478:
2453:
2409:
2368:
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2235:
2194:
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1981:
1956:
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1859:
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1655:
1607:
1561:
1410:
1373:
1039:
760:
753:
745:
229:
216:
89:
6628:
4141:
4037:
3912:
3402:
3318:
3267:
2994:
2788:
2351:
Nusbaum AG, Rose PT, Nusbaum BP (August 2013). "Nonsurgical therapy for hair loss".
2146:
1871:
394:
7291:
7211:
7036:
6924:
6345:
6335:
5383:
5314:
4637:
4439:
4191:
4121:
4017:
3970:
3892:
3815:
3767:
3726:
3716:
3677:
3641:
3474:
3429:
3382:
3345:
3290:
3245:
3215:
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3113:
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3018:
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2013:
1946:
1898:
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1446:
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1133:
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945:
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601:
239:
184:
75:
3772:
3755:
3332:
Saengmearnuparp T, Lojanapiwat B, Chattipakorn N, Chattipakorn S (November 2021).
3331:
7240:
7064:
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6688:
6543:
6430:
6380:
6305:
6090:
5987:
5885:
5786:
5697:
5621:
5407:
4972:
4882:
4767:
4156:
3681:
3350:
3334:"The connection of 5-alpha reductase inhibitors to the development of depression"
3333:
2056:
1855:
1280:
of dutasteride is about 60%. Consumption with food does not adversely affect its
1277:
1265:
1055:
820:
816:
787:
267:
247:
6603:
6598:
6593:
5579:
2741:
1004:, but rather that those who take 5α-reductase inhibitors may have a decrease in
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7011:
6262:
6165:
6095:
6003:
5992:
5945:
5816:
5773:
5495:
5391:
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5137:
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4902:
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6039:
5893:
5667:
4872:
3310:
3302:
2606:
Hirshburg JM, Kelsey PA, Therrien CA, Gavino AC, Reichenberg JS (July 2016).
2180:
2163:
Choi GS, Kim JH, Oh SY, Park JM, Hong JS, Lee YS, et al. (August 2016).
1025:
1021:
996:
949:
851:
577:
4196:
1336:(40%) as metabolites. A smaller portion (5%) is eliminated unchanged in the
22:
7105:
7090:
7041:
6810:
6479:
6460:
6410:
6395:
6340:
6269:
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5107:
5102:
5041:
5008:
4994:
4980:
4892:
4857:
4822:
4812:
4777:
4722:
4673:
4668:
4494:
4451:
4258:
The Evolution of Drug Discovery: From Traditional Medicines to Modern Drugs
4133:
3982:
3904:
3896:
3829:
3781:
3740:
3689:
3653:
3486:
3443:
3394:
3359:
3259:
3207:
3163:
3127:
3086:
3030:
2986:
2946:
2913:"Investigation of the Plausibility of 5-Alpha-Reductase Inhibitor Syndrome"
2890:
2841:
2806:
2749:
2668:
2633:
2457:
2413:
2372:
2334:
2298:
2239:
2198:
2138:
2064:
1960:
1912:
1863:
1788:
1414:
1369:
1137:
1129:
1118:
1071:
981:
965:
918:
879:
835:
Dutasteride is approved for the treatment of male androgenetic alopecia in
780:
772:
179:
4743:
Trenbolone hexahydrobenzylcarbonate (trenbolone cyclohexylmethylcarbonate)
4029:
4006:
3325:
2448:
2431:
2404:
2387:
1951:
1934:
1143:, which may be responsible for some of the debilitating symptoms of PMDD.
7054:
7031:
6703:
6450:
6440:
6420:
6415:
6330:
6310:
6285:
6233:
6131:
6121:
6031:
6021:
5929:
5906:
5730:
5606:
5601:
5417:
5401:
5349:
5345:
5337:
5322:
5295:
5236:
5231:
5221:
5187:
5147:
5002:
4942:
4926:
4852:
4847:
4817:
4782:
4772:
4757:
4752:
4678:
4625:
4363:"GSK Japan delays alopecia drug launch after Catalent manufacturing halt"
3155:
2833:
1903:
1886:
1106:
1043:
969:
871:
844:
836:
83:
2279:
1288:
occur 2 to 3 hours after administration. Dutasteride is present in
740:
among others, is a medication primarily used to treat the symptoms of a
434:
7110:
7059:
6967:
6919:
6733:
6723:
6718:
6708:
6588:
6455:
6400:
6390:
6350:
6196:
6082:
5940:
5916:
5865:
5850:
5830:
5824:
5687:
5644:
5411:
5367:
5290:
5270:
5182:
5157:
5127:
4934:
4917:
4877:
4862:
4842:
4591:
4576:
3250:
3233:
3231:
1362:
1293:
1257:
1140:
953:
640:
445:
284:
159:
3756:"Treatment of Premenstrual Dysphoric Disorder: Therapeutic Challenges"
3198:
3181:
2928:
2471:
Lebwohl MG, Heymann WR, Berth-Jones J, Coulson I (19 September 2013).
2230:
2213:
7193:
6977:
6957:
6914:
6909:
6889:
6884:
6825:
6795:
6775:
6728:
6713:
6698:
6364:
6355:
6257:
6184:
6160:
6072:
5839:
5811:
5649:
5639:
5634:
5629:
5573:
5375:
5357:
5280:
5172:
5097:
5077:
4988:
4984:
4922:
4837:
4551:
3596:"AVODART (dutasteride) Soft Gelatin Capsules Prescribing information"
2520:"AVODART (dutasteride) Soft Gelatin Capsules Prescribing information"
1478:
1473:
Dutasteride is sold primarily under the brand name Avodart, but also
1421:
1205:
989:
914:
855:
776:
380:
313:
69:
3418:"Post-finasteride syndrome: a surmountable challenge for clinicians"
2964:
2385:
6962:
6952:
6947:
6942:
6899:
6835:
6830:
6805:
6785:
6770:
6765:
6668:
6360:
6325:
6315:
6295:
6016:
5935:
5461:
5363:
4952:
4629:
4502:
4490:
2660:
1096:
1092:
973:
806:
494:
425:
111:
4081:
Heesakkers J, Chapple C, De Ridder D, Farag F (24 February 2016).
663:
6932:
6894:
6876:
6840:
6800:
6780:
6760:
6502:
4912:
4530:
3500:
1365:
1177:
1161:
1101:
1063:
899:
764:
686:
FC(F)(F)c1cc(c(cc1)C(F)(F)F)NC(=O)32(CC4(2CC3)CC5NC(=O)\C=C/45C)C
3559:"FDA requires disclosure of suicide risk for anti-baldness drug"
2470:
2115:
6972:
6820:
6815:
6790:
6558:
6538:
5950:
4110:
4080:
3528:"Group sues to have hair-loss drug Propecia pulled from market"
2474:
Treatment of Skin Disease: Comprehensive Therapeutic Strategies
2211:
1401:
1302:
1189:
1185:
1181:
1079:
1067:
768:
525:
276:
1932:
30:
3797:
2820:
Walsh PC (April 2010). "Chemoprevention of prostate cancer".
2605:
1337:
1333:
1297:
1289:
1194:
1054:(BPH, a condition where the prostate grows unassociated with
922:
840:
654:
505:
323:
318:
272:
3702:
1654:. Springer Science & Business Media. pp. 182, 369.
830:
550:
6982:
5955:
5771:
2311:
985:
485:
3800:"Psychopharmacotherapy of Premenstrual Dysphoric Disorder-
3798:
Naguy A, El-Sheshai A, Thiguti SH, Alamiri B (June 2022).
3666:
3180:
Millsop JW, Heller MM, Eliason MJ, Murase JE (July 2013).
3179:
2910:
1432:
1128:(PMDD), because dutasteride may inhibit the conversion of
3140:
3007:
2911:
Fertig R, Shapiro J, Bergfeld W, Tosti A (January 2017).
1885:
Fertig RM, Gamret AC, Darwin E, Gaudi S (November 2017).
1647:
1560:. Lippincott Williams & Wilkins. pp. 1286–1287.
895:
4076:
4074:
3050:
2429:
1695:(76 ed.). Pharmaceutical Press. 2018. p. 769.
3935:. Springer Science & Business Media. pp. 49–.
3100:
Samplaski MK, Lo K, Grober E, Jarvi K (December 2013).
2770:
2726:
1884:
6471:
3274:
3099:
1935:"Effect of dutasteride on the risk of prostate cancer"
1648:
Blume-Peytavi U, Whiting DA, Trüeb RM (26 June 2008).
1595:
1593:
1591:
1589:
7224:
4231:. Lippincott Williams & Wilkins. pp. 1381–.
4071:
3182:"Dermatological medication effects on male fertility"
2553:
2551:
1928:
1926:
1924:
1922:
1358:--3-oxo-4-aza-5α-androst-1-ene-17β-carboxamide, is a
1225:
1034:
and mood side effects, such as erectile dysfunction,
5022:
4649:
Androstanolone (stanolone, dihydrotestosterone, DHT)
3885:
Hormone Molecular Biology and Clinical Investigation
3845:
3843:
3630:
3144:
The Journal of Clinical Endocrinology and Metabolism
2436:
The Journal of Clinical Endocrinology and Metabolism
2392:
The Journal of Clinical Endocrinology and Metabolism
1549:
1547:
1545:
1543:
1541:
1539:
1537:
1535:
1533:
1531:
1529:
1527:
1525:
1523:
1240:(from testosterone). These neurosteroids are potent
968:
in studies of both men and women, producing minimal
4888:
Normethandrone (methylestrenolone, normethisterone)
4664:
Drostanolone propionate (dromostanolone propionate)
4508:
3881:
2722:
2720:
2718:
2716:
2714:
2712:
2710:
2708:
2646:
1718:
1716:
1714:
1712:
1586:
1521:
1519:
1517:
1515:
1513:
1511:
1509:
1507:
1505:
1503:
819:found a 25–26% reduction in the risk of developing
413:
3791:
3372:
3280:
2855:Wang J, Zhao S, Luo L, Li E, Li X, Zhao Z (2018).
2548:
2464:
2350:
1919:
917:should not handle the drug. Dutasteride can cause
4218:
4175:
4044:
3840:
3550:
3234:"The impact of drugs on male fertility: a review"
3051:Traish AM, Mulgaonkar A, Giordano N (June 2014).
2612:The Journal of Clinical and Aesthetic Dermatology
2261:Zhou Z, Song S, Gao Z, Wu J, Ma J, Cui Y (2019).
2042:
1816:. American Society of Health-System Pharmacists.
1117:Dutasteride has been studied in combination with
7248:
4778:Metandienone (methandienone, methandrostenolone)
4328:. Molecular Nutrition Llc. pp. 968–, 971–.
4317:
4315:
4313:
3590:
3588:
3586:
3584:
2705:
2529:. U.S. Food and Drug Administration. June 2011.
2379:
1709:
1599:
1500:
866:Dutasteride is sometimes used as a component of
807:Benign prostatic hyperplasia and prostate cancer
393:
7146:GlaxoSmithKline Services Unlimited v Commission
4489:
3956:
3954:
3952:
3924:
3922:
3093:
3046:
3044:
3042:
3040:
2353:Facial Plastic Surgery Clinics of North America
2346:
2344:
2158:
2156:
1973:
368:
4830:17α-Alkylated dihydrotestosterone derivatives:
4390:
4388:
4386:
4384:
4002:
4000:
3175:
3173:
2967:Reviews in Endocrine & Metabolic Disorders
2557:
2315:Journal of the American Academy of Dermatology
861:
815:(FDA) in the U.S. for this indication. A 2010
60:--3-oxo-4-aza-5α-androst-1-ene-17β-carboxamide
6487:
5757:
5559:
4870:17α-Alkylated 19-nortestosterone derivatives:
4475:
4310:
4250:
4248:
4224:
4181:
4106:
4104:
4050:
3877:
3875:
3873:
3849:
3581:
2960:
2958:
2956:
2906:
2904:
2902:
2900:
2854:
2425:
2423:
2260:
2162:
1722:
1553:
1481:under the brand names Alfusin-D and Dutalfa.
1202:Tooltip Half-maximal inhibitory concentration
894:Dutasteride is provided in the form of soft,
854:to treat excessive hair growth in women with
4689:Metenolone enanthate (methenolone enanthate)
4282:
4280:
4278:
4210:: CS1 maint: DOI inactive as of July 2024 (
3949:
3919:
3747:
3696:
3660:
3624:
3366:
3227:
3225:
3037:
2848:
2640:
2341:
2305:
2254:
2205:
2153:
2109:
1878:
115:
5013:
4381:
4148:
4054:Thermodynamics and Kinetics of Drug Binding
3997:
3856:. Elsevier Health Sciences. pp. 492–.
3464:
3409:
3170:
2601:
2599:
2597:
2595:
2593:
2564:. Elsevier Health Sciences. pp. 396–.
2514:
2512:
2510:
2508:
2506:
2477:. Elsevier Health Sciences. pp. 327–.
1766:
1762:
1760:
1758:
1606:. Elsevier Health Sciences. pp. 803–.
944:Children and people with known significant
6494:
6480:
5764:
5750:
5566:
5552:
4482:
4468:
4245:
4101:
3870:
3753:
2953:
2897:
2764:
2420:
1804:
1802:
1800:
1798:
1600:Burchum J, Rosenthal L (2 December 2014).
1436:Avodart (dutasteride) 500 μg soft capsules
1212:, where the type II isoform predominates.
587:
564:
453:
5051:
4733:Oxabolone cipionate (oxabolone cypionate)
4577:Prasterone (dehydroepiandrosterone, DHEA)
4523:
4360:
4321:
4275:
4225:Lemke TL, Williams DA (24 January 2012).
4195:
4161:. Springer Science & Business Media.
3960:
3819:
3771:
3730:
3720:
3433:
3349:
3249:
3222:
3197:
3134:
3117:
3076:
2936:
2880:
2813:
2796:
2623:
2447:
2403:
2288:
2278:
2229:
2188:
1950:
1902:
1810:"Dutasteride Monograph for Professionals"
1726:Hair Loss and Restoration, Second Edition
1643:
1641:
1639:
1637:
1635:
1112:
964:Dutasteride has overall been found to be
905:containing 0.5 mg dutasteride each.
831:Scalp hair loss and excessive hair growth
473:
4684:Metenolone acetate (methenolone acetate)
4261:. John Wiley & Sons. pp. 183–.
4228:Foye's Principles of Medicinal Chemistry
3928:
3850:Bostwick DG, Cheng L (24 January 2014).
2590:
2558:McVary KT, Welliver C (12 August 2016).
2503:
1841:
1837:
1835:
1769:The Psychiatric Clinics of North America
1755:
1693:British National Formulary : BNF 76
1557:Foye's Principles of Medicinal Chemistry
1431:
779:is specifically contraindicated because
7139:Christopher v. SmithKline Beecham Corp.
4750:17α-Alkylated testosterone derivatives:
4154:
3525:
3458:
3001:
1967:
1795:
1687:
1685:
1683:
1404:in 1996 and was first described in the
560:
433:
88:
7249:
4763:Chlorodehydromethyltestosterone (CDMT)
4254:
4010:Clinical Pharmacology and Therapeutics
3760:Expert Review of Clinical Pharmacology
3556:
3415:
1980:. John Wiley & Sons. p. 483.
1632:
1427:
578:
210:
6614:Recherche et Industrie Thérapeutiques
6475:
5876:Selenium disulfide (selenium sulfide)
5745:
5547:
4903:Norvinisterone (vinylnortestosterone)
4582:Prasterone enanthate (DHEA enanthate)
4463:
4432:Current Topics in Medicinal Chemistry
4406:from the original on 11 December 2017
4298:from the original on 20 December 2016
4051:Keserü G, Swinney DC (28 July 2015).
3605:. U.S. Food and Drug Administration.
3569:from the original on 12 November 2022
3538:from the original on 24 December 2021
3507:from the original on 21 December 2021
2819:
2091:Drugs@FDA: FDA Approved Drug Products
2014:"Dutasteride - Drug Usage Statistics"
1832:
1723:Shapiro J, Otberg N (17 April 2015).
1603:Lehne's Pharmacology for Nursing Care
1230:Tooltip tetrahydrodeoxycorticosterone
1121:in the treatment of prostate cancer.
1109:concerns or additional side effects.
956:) to dutasteride should not take it.
533:
513:
223:
106:
74:
5027:Tooltip human chorionic gonadotropin
4910:17α-Ethynyltestosterone derivatives:
4429:
4342:from the original on 12 January 2023
2578:from the original on 12 January 2023
2491:from the original on 12 January 2023
2024:from the original on 6 February 2020
1994:from the original on 10 January 2023
1743:from the original on 12 January 2023
1680:
1668:from the original on 10 January 2023
1620:from the original on 12 January 2023
1574:from the original on 10 January 2023
1012:tumor at the time of diagnosis. The
908:
786:Dutasteride was patented in 1993 by
775:(vs 1% of placebo). Exposure during
183:
6529:GlaxoSmithKline Pharmaceuticals Ltd
5533:List of androgens/anabolic steroids
4513:Tooltip anabolic–androgenic steroid
4369:from the original on 1 October 2016
2822:The New England Journal of Medicine
2097:from the original on 29 August 2021
2079:
1939:The New England Journal of Medicine
1271:
1151:
1070:(vs 1.6% of placebo), and 1.9% had
771:(vs 1.6% of placebo), and 1.9% had
493:
384:
13:
5462:Androvax (androstenedione albumin)
4900:17α-Vinyltestosterone derivatives:
4783:Methandriol (methylandrostenediol)
4422:
2087:"Search Results for "DUTASTERIDE""
959:
889:
14:
7323:
7153:United States v. Glaxo Group Ltd.
5886:Zinc pyrithione (pyrithione zinc)
5528:Progestogens and antiprogestogens
4927:ethisterone (ethynyltestosterone)
4587:Prasterone sulfate (DHEA sulfate)
4184:Endocrine Oncology and Metabolism
3612:from the original on 3 April 2021
3338:Biomedicine & Pharmacotherapy
3119:10.1016/j.fertnstert.2013.07.2000
2873:10.1590/S1677-5538.IBJU.2017.0531
2693:from the original on 9 March 2021
2687:U.S. Food and Drug Administration
2536:from the original on 7 March 2013
1844:Expert Opinion on Pharmacotherapy
1451:international nonproprietary name
1062:(compared to 5.7% treated with a
7234:
7207:
7206:
7160:United States v. GlaxoSmithKline
4808:Methyltestosterone 3-hexyl ether
4788:Methandriol bisenanthoyl acetate
4646:Dihydrotestosterone derivatives:
3975:10.2165/00003495-200868040-00008
3435:10.1016/j.fertnstert.2019.11.030
3023:10.1111/j.1743-6109.2010.02157.x
2131:10.1111/j.1464-410X.2010.09714.x
1820:from the original on 4 July 2019
1440:
913:Women who are or who may become
756:. It is usually taken by mouth.
624:
618:
612:
29:
7177:Drug Industry Documents Archive
5846:Ciclopirox olamine (ciclopirox)
4701:19-Nortestosterone derivatives:
4361:MacDonald G (3 December 2015).
4354:
3519:
3493:
2789:10.1001/jamainternmed.2019.0280
2675:
2267:Clinical Interventions in Aging
2036:
2006:
1974:Fischer J, Ganellin CR (2006).
1484:
1350:List of 5α-reductase inhibitors
1221:neurosteroidogenesis inhibitors
1176:) inhibitor of all three
1146:
1126:premenstrual dysphoric disorder
1014:American Urological Association
801:
711:Key:JWJOTENAMICLJG-QWBYCMEYSA-N
137:Not to be used during pregnancy
56:GG-745; GI-198745; GI-198745X;
7132:Canada v. GlaxoSmithKline Inc.
5467:Ovandrotone albumin (Fecundin)
4939:norethisterone (norethindrone)
4288:"Generic Avodart Availability"
3929:Bradbury R (30 January 2007).
3526:Pierson B (8 September 2021).
3467:The Journal of Sexual Medicine
3011:The Journal of Sexual Medicine
1554:Lemke TL, Williams DA (2008).
1475:in combination with tamsulosin
1468:
1242:positive allosteric modulators
1066:), 3.3% experienced decreased
1028:with 5α-reductase inhibitors.
767:), 3.3% experienced decreased
630:
606:
347:(1S,3aS,3bS,5aR,9aR,9bS,11aS)-
16:Hormone replacement medication
1:
7287:Hormonal antineoplastic drugs
4155:Weizman A (1 February 2008).
4022:10.1016/S0009-9236(98)90054-6
3773:10.1586/17512433.2016.1142371
3283:Current Sexual Health Reports
2045:Expert Opinion on Drug Safety
1977:Analogue-based Drug Discovery
1493:
1384:has been replaced with a 2,5-
1050:In a study of 6,729 men with
5576:benign prostatic hyperplasia
5518:Androgen receptor modulators
5430:hydroxyprogesterone caproate
4893:Propetandrol (propethandrol)
4823:Tiomesterone (thiomesterone)
4255:Ravina E (11 January 2011).
4084:Practical Functional Urology
3682:10.1016/j.radonc.2015.11.022
3351:10.1016/j.biopha.2021.112100
2057:10.1517/14740338.2012.658040
1856:10.1517/14656566.2013.797965
1449:of the drug Avodart and its
1376:of finasteride in which the
1343:
1052:benign prostatic hyperplasia
823:with 5α-reductase inhibitor
813:Food and Drug Administration
742:benign prostatic hyperplasia
736:, sold under the brand name
7:
5523:Estrogens and antiestrogens
5459:Androstenedione immunogens:
5438:medroxyprogesterone acetate
5018:Tooltip luteinizing hormone
4963:Medroxyprogesterone acetate
4717:nandrolone phenylpropionate
4622:testosterone ester mixtures
4542:Androstenediol dipropionate
4087:. Springer. pp. 280–.
3853:Urologic Surgical Pathology
3808:Psychopharmacology Bulletin
3754:Pearlstein T (April 2016).
2742:10.1097/JU.0000000000002183
1729:. CRC Press. pp. 39–.
1354:Dutasteride, also known as
1086:
978:gastrointestinal discomfort
862:Transgender hormone therapy
10:
7328:
7312:Drugs developed by GSK plc
5388:ethinylestradiol sulfonate
4444:10.2174/156802606776743101
4126:10.1016/j.sxmr.2018.06.002
3646:10.1016/j.ejca.2015.04.028
3634:European Journal of Cancer
3479:10.1016/j.jsxm.2016.07.006
3416:Traish AM (January 2020).
3387:10.1016/j.sxmr.2018.07.003
2327:10.1016/j.jaad.2006.05.007
1891:Dermatology Online Journal
1455:United States Adopted Name
1395:
1347:
972:. Adverse effects include
596:Chemical and physical data
7307:Trifluoromethyl compounds
7202:
7169:
7123:
7073:
7002:
6995:
6869:
6748:
6656:
6649:
6642:
6634:Smith, Kline & French
6569:
6553:
6516:
6509:
6278:
6212:
6179:Potassium channel openers
6105:
6053:
6030:
6002:
5785:
5723:
5696:
5658:
5620:
5587:
5479:
5451:
5313:
5250:
5212:
5201:
5056:Tooltip Androgen receptor
5049:
5040:
4971:
4960:Progesterone derivatives:
4572:Cloxotestosterone acetate
4539:Testosterone derivatives:
4528:Tooltip Androgen receptor
4521:
4501:
3722:10.1186/s40064-016-2280-8
3670:Radiotherapy and Oncology
3557:Levine D (10 June 2022).
3295:10.1007/s11930-018-0163-4
3069:10.4111/kju.2014.55.6.367
3057:Korean Journal of Urology
2979:10.1007/s11154-015-9319-y
2861:International Braz J Urol
2365:10.1016/j.fsc.2013.04.003
1781:10.1016/j.psc.2016.10.006
1651:Hair Growth and Disorders
1006:prostate-specific antigen
719:
694:
674:
652:
639:
600:
595:
576:
544:
524:
504:
484:
464:
444:
424:
404:
379:
359:
335:
330:
312:
299:
283:
266:
256:
246:
238:
200:
195:
170:
158:
144:
126:
96:
82:
64:
52:
42:
37:
28:
6624:S. E. Massengill Company
6524:GlaxoSmithKline Pakistan
4843:Mebolazine (dimethazine)
4793:Methandriol dipropionate
4618:testosterone undecanoate
4057:. Wiley. pp. 165–.
2917:Skin Appendage Disorders
2181:10.5021/ad.2016.28.4.444
1388:(trifluoromethyl)phenyl
1024:found no higher risk of
748:in men and as a part of
293:• 1,2-Dihydrodutasteride
7257:5α-Reductase inhibitors
6619:Reliant Pharmaceuticals
6501:
6376:Glycopyrronium tosylate
6291:Aminobenzoate potassium
6223:5α-Reductase inhibitors
6171:Topilutamide (fluridil)
6116:5α-Reductase inhibitors
6091:Topical corticosteroids
5988:Topical corticosteroids
5660:Steroidal antiandrogens
5589:5α-Reductase inhibitors
5193:Topilutamide (fluridil)
4614:testosterone propionate
4200:(inactive 1 July 2024).
4114:Sexual Medicine Reviews
3422:Fertility and Sterility
3375:Sexual Medicine Reviews
3106:Fertility and Sterility
2649:Sexual Medicine Reviews
931:5α-reductase deficiency
874:in combination with an
798:million prescriptions.
291:• 6'-Hydroxydutasteride
289:• 4'-Hydroxydutasteride
6371:Glycopyrronium bromide
6214:Hair growth inhibitors
5901:Calcineurin inhibitors
4798:Methandriol propionate
4704:Bolandiol dipropionate
4610:testosterone enanthate
4606:testosterone cypionate
4547:Boldenone undecylenate
3897:10.1515/hmbci.2010.035
2777:JAMA Internal Medicine
2730:The Journal of Urology
1463:Japanese Accepted Name
1437:
1113:Current investigations
980:. Isolated reports of
165:5α-Reductase inhibitor
7277:Hair loss medications
7182:GlaxoSmithKline Prize
6609:Human Genome Sciences
5960:urea-containing cream
5422:chlormadinone acetate
5083:Chlormadinone acetate
4654:Androstanolone esters
4197:10.21040/eom/2016.2.7
2449:10.1210/jc.2018-00241
2405:10.1210/jc.2018-02548
2169:Annals of Dermatology
1952:10.1056/NEJMoa0908127
1459:British Approved Name
1435:
1406:scientific literature
939:elimination half-life
6579:Allen & Hanburys
6534:Stiefel Laboratories
6436:Pregnenolone acetate
6137:Saw palmetto extract
5714:Saw palmetto extract
5678:Gestonorone caproate
5434:gestonorone caproate
5242:Saw palmetto extract
5133:Potassium canrenoate
4728:Norclostebol acetate
4713:nandrolone decanoate
4567:Clostebol propionate
4322:Llewellyn W (2011).
3186:Dermatologic Therapy
3156:10.1210/jc.2006-2203
2834:10.1056/NEJMe1001045
2218:Dermatologic Therapy
1904:10.5070/D32311037240
1415:generic formulations
1060:erectile dysfunction
1044:reduced semen volume
6253:Cyproterone acetate
6156:Cyproterone acetate
6107:Alopecia treatments
6055:Anti-inflammatories
5836:Cetrimonium bromide
5807:Cyproterone acetate
5673:Delmadinone acetate
5426:cyproterone acetate
5334:prolactin releasers
5276:Cyproterone acetate
5258:Abiraterone acetate
5118:Nomegestrol acetate
5093:Delmadinone acetate
5088:Cyproterone acetate
5070:Abiraterone acetate
4602:Testosterone esters
2280:10.2147/CIA.S192435
1445:Dutasteride is the
1428:Society and culture
1234:deoxycorticosterone
1018:all-cause mortality
927:ambiguous genitalia
321:: 40% (metabolites)
219:(Prescription only)
25:
7086:Silas M. Burroughs
6629:SmithKline Beecham
6594:Burroughs Wellcome
5506:Never to phase III
5372:diethylstilbestrol
4999:GnRH (gonadorelin)
4803:Methyltestosterone
4738:Trenbolone acetate
4694:Stenbolone acetate
4659:Bolazine capronate
4562:Clostebol caproate
3251:10.1111/andr.12366
1438:
1286:Peak plasma levels
792:generic medication
295:(All three active)
21:
7222:
7221:
7119:
7118:
6991:
6990:
6865:
6864:
6565:
6564:
6469:
6468:
6406:Magnesium sulfate
6386:Hydrogen peroxide
6321:Calcium gluconate
5980:Lithium succinate
5975:Lithium gluconate
5871:Piroctone olamine
5739:
5738:
5683:Osaterone acetate
5541:
5540:
5475:
5474:
5442:megestrol acetate
5315:Antigonadotropins
5309:
5308:
5266:Aminoglutethimide
5123:Osaterone acetate
5113:Megestrol acetate
5036:
5035:
4709:Nandrolone esters
4557:Clostebol acetate
4335:978-0-9828280-1-4
4268:978-3-527-32669-3
4238:978-1-60913-345-0
4168:978-1-4020-6854-6
4094:978-3-319-25430-2
4064:978-3-527-67304-9
3942:978-3-540-33120-9
3863:978-0-323-08619-6
3640:(12): 1555–1569.
3199:10.1111/dth.12069
2929:10.1159/000450617
2828:(13): 1237–1238.
2571:978-0-323-45994-5
2484:978-0-7020-5236-1
2231:10.1111/dth.13379
2125:(10): 1444–1451.
2119:BJU International
1945:(13): 1192–1202.
1850:(10): 1399–1408.
1736:978-1-4822-3199-1
1661:978-3-540-46911-7
1613:978-0-323-34026-7
1567:978-0-7817-6879-5
1411:patent protection
1238:3α-androstanediol
1180:of 5α-reductase,
997:black-box warning
909:Contraindications
872:transgender women
754:transgender women
731:
730:
665:Interactive image
546:CompTox Dashboard
227:
214:
109:
7319:
7239:
7238:
7237:
7230:
7210:
7209:
7037:Patrick Vallance
7000:
6999:
6729:Wellbutrin/Zyban
6654:
6653:
6647:
6646:
6514:
6513:
6496:
6489:
6482:
6473:
6472:
6346:Deoxycholic acid
6336:Cromoglicic acid
5787:Anti-seborrheics
5766:
5759:
5752:
5743:
5742:
5707:Pygeum africanum
5622:Alpha-1 blockers
5568:
5561:
5554:
5545:
5544:
5408:GnRH antagonists
5384:ethinylestradiol
5380:estradiol esters
5210:
5209:
5057:
5053:
5047:
5046:
5028:
5024:
5019:
5015:
4973:Progonadotropins
4638:Testoviron Depot
4529:
4525:
4519:
4518:
4514:
4510:
4484:
4477:
4470:
4461:
4460:
4455:
4416:
4415:
4413:
4411:
4392:
4379:
4378:
4376:
4374:
4358:
4352:
4351:
4349:
4347:
4319:
4308:
4307:
4305:
4303:
4284:
4273:
4272:
4252:
4243:
4242:
4222:
4216:
4215:
4209:
4201:
4199:
4179:
4173:
4172:
4152:
4146:
4145:
4108:
4099:
4098:
4078:
4069:
4068:
4048:
4042:
4041:
4004:
3995:
3994:
3958:
3947:
3946:
3926:
3917:
3916:
3879:
3868:
3867:
3847:
3838:
3837:
3823:
3795:
3789:
3788:
3775:
3751:
3745:
3744:
3734:
3724:
3700:
3694:
3693:
3664:
3658:
3657:
3628:
3622:
3621:
3619:
3617:
3611:
3600:
3592:
3579:
3578:
3576:
3574:
3554:
3548:
3547:
3545:
3543:
3523:
3517:
3516:
3514:
3512:
3497:
3491:
3490:
3473:(9): 1297–1310.
3462:
3456:
3455:
3437:
3413:
3407:
3406:
3370:
3364:
3363:
3353:
3329:
3323:
3322:
3278:
3272:
3271:
3253:
3229:
3220:
3219:
3201:
3177:
3168:
3167:
3150:(5): 1659–1665.
3138:
3132:
3131:
3121:
3112:(6): 1542–1546.
3097:
3091:
3090:
3080:
3048:
3035:
3034:
3005:
2999:
2998:
2962:
2951:
2950:
2940:
2923:(3–4): 120–129.
2908:
2895:
2894:
2884:
2852:
2846:
2845:
2817:
2811:
2810:
2800:
2768:
2762:
2761:
2724:
2703:
2702:
2700:
2698:
2689:. 18 June 2019.
2679:
2673:
2672:
2644:
2638:
2637:
2627:
2603:
2588:
2587:
2585:
2583:
2555:
2546:
2545:
2543:
2541:
2535:
2524:
2516:
2501:
2500:
2498:
2496:
2468:
2462:
2461:
2451:
2442:(4): 1105–1120.
2427:
2418:
2417:
2407:
2398:(7): 2875–2891.
2383:
2377:
2376:
2348:
2339:
2338:
2321:(6): 1014–1023.
2309:
2303:
2302:
2292:
2282:
2258:
2252:
2251:
2233:
2209:
2203:
2202:
2192:
2160:
2151:
2150:
2113:
2107:
2106:
2104:
2102:
2083:
2077:
2076:
2040:
2034:
2033:
2031:
2029:
2010:
2004:
2003:
2001:
1999:
1971:
1965:
1964:
1954:
1930:
1917:
1916:
1906:
1882:
1876:
1875:
1839:
1830:
1829:
1827:
1825:
1806:
1793:
1792:
1764:
1753:
1752:
1750:
1748:
1720:
1707:
1706:
1689:
1678:
1677:
1675:
1673:
1645:
1630:
1629:
1627:
1625:
1597:
1584:
1583:
1581:
1579:
1551:
1400:Dutasteride was
1321:renal impairment
1272:Pharmacokinetics
1231:
1227:
1203:
1199:
1152:Pharmacodynamics
1134:allopregnanolone
1072:enlarged breasts
995:The FDA added a
946:hypersensitivity
797:
773:enlarged breasts
727:
726:
667:
647:
632:
626:
620:
614:
608:
591:
580:
569:
568:
554:
552:
537:
517:
497:
477:
457:
437:
417:
397:
387:
386:
372:
326:: 5% (unchanged)
304:
225:
222:
212:
209:
187:
119:
108:
105:
92:
78:
33:
26:
24:
20:
7327:
7326:
7322:
7321:
7320:
7318:
7317:
7316:
7297:Prostate cancer
7247:
7246:
7245:
7235:
7233:
7225:
7223:
7218:
7198:
7165:
7115:
7069:
7065:Laurie Glimcher
7032:Manvinder Banga
7027:Roy M. Anderson
7022:Simon Dingemans
7004:
6987:
6861:
6744:
6638:
6571:
6561:
6549:
6544:ViiV Healthcare
6505:
6500:
6470:
6465:
6431:Povidone-iodine
6381:Hyaluronic acid
6306:Benzoylperoxide
6274:
6208:
6101:
6049:
6026:
6004:Skin lightening
5998:
5781:
5770:
5740:
5735:
5719:
5698:Herbal products
5692:
5654:
5616:
5583:
5572:
5542:
5537:
5511:
5496:Clinical trials
5471:
5447:
5326:
5305:
5246:
5204:
5203:Steroidogenesis
5197:
5055:
5032:
5026:
5017:
4967:
4883:Norethandrolone
4768:Fluoxymesterone
4527:
4512:
4505:
4497:
4488:
4458:
4425:
4423:Further reading
4420:
4419:
4409:
4407:
4394:
4393:
4382:
4372:
4370:
4359:
4355:
4345:
4343:
4336:
4320:
4311:
4301:
4299:
4286:
4285:
4276:
4269:
4253:
4246:
4239:
4223:
4219:
4203:
4202:
4180:
4176:
4169:
4153:
4149:
4109:
4102:
4095:
4079:
4072:
4065:
4049:
4045:
4005:
3998:
3959:
3950:
3943:
3927:
3920:
3880:
3871:
3864:
3848:
3841:
3796:
3792:
3752:
3748:
3701:
3697:
3665:
3661:
3629:
3625:
3615:
3613:
3609:
3603:GlaxoSmithKline
3598:
3594:
3593:
3582:
3572:
3570:
3555:
3551:
3541:
3539:
3524:
3520:
3510:
3508:
3499:
3498:
3494:
3463:
3459:
3414:
3410:
3371:
3367:
3330:
3326:
3279:
3275:
3230:
3223:
3178:
3171:
3139:
3135:
3098:
3094:
3049:
3038:
3006:
3002:
2963:
2954:
2909:
2898:
2853:
2849:
2818:
2814:
2769:
2765:
2725:
2706:
2696:
2694:
2681:
2680:
2676:
2645:
2641:
2604:
2591:
2581:
2579:
2572:
2556:
2549:
2539:
2537:
2533:
2527:GlaxoSmithKline
2522:
2518:
2517:
2504:
2494:
2492:
2485:
2469:
2465:
2428:
2421:
2384:
2380:
2349:
2342:
2310:
2306:
2259:
2255:
2210:
2206:
2161:
2154:
2114:
2110:
2100:
2098:
2085:
2084:
2080:
2041:
2037:
2027:
2025:
2012:
2011:
2007:
1997:
1995:
1988:
1972:
1968:
1931:
1920:
1883:
1879:
1840:
1833:
1823:
1821:
1808:
1807:
1796:
1765:
1756:
1746:
1744:
1737:
1721:
1710:
1703:
1691:
1690:
1681:
1671:
1669:
1662:
1646:
1633:
1623:
1621:
1614:
1598:
1587:
1577:
1575:
1568:
1552:
1501:
1496:
1487:
1471:
1443:
1430:
1398:
1352:
1346:
1278:bioavailability
1274:
1266:animal research
1252:and have shown
1249:
1229:
1201:
1198:
1170:mechanism-based
1154:
1149:
1115:
1089:
962:
960:Adverse effects
948:(e.g., serious
925:, specifically
911:
892:
890:Available forms
878:and/or another
868:hormone therapy
864:
833:
825:chemoprevention
821:prostate cancer
817:Cochrane review
809:
804:
795:
788:GlaxoSmithKline
750:hormone therapy
746:scalp hair loss
722:
720:
715:
712:
707:
702:
701:
690:
687:
682:
681:
670:
645:
635:
629:
623:
617:
611:
572:
548:
540:
520:
500:
480:
460:
440:
420:
400:
383:
375:
355:
352:
343:
342:
322:
302:
294:
292:
290:
258:Protein binding
248:Bioavailability
240:Pharmacokinetic
234:
191:
147:
140:
129:
122:
48:Avodart, others
17:
12:
11:
5:
7325:
7315:
7314:
7309:
7304:
7299:
7294:
7289:
7284:
7279:
7274:
7269:
7264:
7259:
7244:
7243:
7220:
7219:
7217:
7216:
7203:
7200:
7199:
7197:
7196:
7191:
7184:
7179:
7173:
7171:
7167:
7166:
7164:
7163:
7156:
7149:
7142:
7135:
7127:
7125:
7121:
7120:
7117:
7116:
7114:
7113:
7108:
7103:
7101:Henry Wellcome
7098:
7093:
7088:
7083:
7081:Thomas Beecham
7077:
7075:
7071:
7070:
7068:
7067:
7062:
7057:
7052:
7049:
7047:Lynn Elsenhans
7044:
7039:
7034:
7029:
7024:
7019:
7014:
7012:Philip Hampton
7008:
7006:
6997:
6993:
6992:
6989:
6988:
6986:
6985:
6980:
6975:
6970:
6965:
6960:
6955:
6950:
6945:
6940:
6938:Goody's Powder
6935:
6930:
6927:
6922:
6917:
6912:
6907:
6902:
6897:
6892:
6887:
6882:
6879:
6873:
6871:
6867:
6866:
6863:
6862:
6860:
6859:
6848:
6843:
6838:
6833:
6828:
6823:
6818:
6813:
6808:
6803:
6798:
6793:
6788:
6783:
6778:
6773:
6768:
6763:
6758:
6752:
6750:
6746:
6745:
6743:
6742:
6731:
6726:
6721:
6716:
6711:
6706:
6701:
6696:
6691:
6686:
6681:
6676:
6671:
6666:
6660:
6658:
6651:
6644:
6640:
6639:
6637:
6636:
6631:
6626:
6621:
6616:
6611:
6606:
6604:Glaxo Wellcome
6601:
6596:
6591:
6586:
6581:
6575:
6573:
6567:
6566:
6563:
6562:
6557:
6555:
6551:
6550:
6548:
6547:
6541:
6536:
6531:
6526:
6520:
6518:
6511:
6507:
6506:
6499:
6498:
6491:
6484:
6476:
6467:
6466:
6464:
6463:
6458:
6453:
6448:
6438:
6433:
6428:
6423:
6418:
6413:
6408:
6403:
6398:
6393:
6388:
6383:
6378:
6373:
6368:
6358:
6353:
6348:
6343:
6338:
6333:
6328:
6323:
6318:
6313:
6308:
6303:
6293:
6288:
6282:
6280:
6276:
6275:
6273:
6272:
6267:
6266:
6265:
6263:Spironolactone
6260:
6255:
6250:
6238:
6237:
6236:
6231:
6218:
6216:
6210:
6209:
6207:
6206:
6205:
6204:
6199:
6189:
6188:
6187:
6175:
6174:
6173:
6168:
6166:Spironolactone
6163:
6158:
6153:
6141:
6140:
6139:
6134:
6129:
6124:
6111:
6109:
6103:
6102:
6100:
6099:
6096:hydrocortisone
6086:
6085:
6080:
6075:
6070:
6068:Gamolenic acid
6065:
6059:
6057:
6051:
6050:
6048:
6047:
6042:
6036:
6034:
6032:Skin darkening
6028:
6027:
6025:
6024:
6019:
6014:
6008:
6006:
6000:
5999:
5997:
5996:
5993:hydrocortisone
5984:
5983:
5982:
5977:
5965:
5964:
5963:
5953:
5948:
5946:Salicylic acid
5943:
5938:
5926:
5921:
5920:
5919:
5914:
5909:
5897:
5894:Antihistamines
5890:
5889:
5888:
5883:
5878:
5873:
5868:
5863:
5858:
5853:
5848:
5843:
5833:
5821:
5820:
5819:
5817:Spironolactone
5814:
5809:
5804:
5791:
5789:
5783:
5782:
5776:preparations (
5774:dermatological
5769:
5768:
5761:
5754:
5746:
5737:
5736:
5734:
5733:
5727:
5725:
5721:
5720:
5718:
5717:
5710:
5702:
5700:
5694:
5693:
5691:
5690:
5685:
5680:
5675:
5670:
5664:
5662:
5656:
5655:
5653:
5652:
5647:
5642:
5637:
5632:
5626:
5624:
5618:
5617:
5615:
5614:
5604:
5599:
5593:
5591:
5585:
5584:
5574:Drugs used in
5571:
5570:
5563:
5556:
5548:
5539:
5538:
5536:
5535:
5530:
5525:
5520:
5515:
5510:
5509:
5508:
5507:
5504:
5493:
5487:
5481:
5480:
5477:
5476:
5473:
5472:
5470:
5469:
5464:
5455:
5453:
5449:
5448:
5446:
5445:
5415:
5405:
5395:
5392:paroxypropione
5361:
5354:chlorpromazine
5342:metoclopramide
5324:
5319:
5317:
5311:
5310:
5307:
5306:
5304:
5303:
5301:Spironolactone
5298:
5293:
5288:
5283:
5278:
5273:
5268:
5263:
5254:
5252:
5248:
5247:
5245:
5244:
5239:
5234:
5229:
5224:
5218:
5216:
5207:
5199:
5198:
5196:
5195:
5190:
5185:
5180:
5175:
5170:
5165:
5160:
5155:
5150:
5141:
5140:
5138:Spironolactone
5135:
5130:
5125:
5120:
5115:
5110:
5105:
5100:
5095:
5090:
5085:
5080:
5075:
5063:
5061:
5044:
5038:
5037:
5034:
5033:
5031:
5030:
5006:
4992:
4977:
4975:
4969:
4968:
4966:
4965:
4956:
4955:
4950:
4947:norgestrienone
4931:levonorgestrel
4920:
4915:
4906:
4905:
4896:
4895:
4890:
4885:
4880:
4875:
4866:
4865:
4860:
4855:
4850:
4845:
4840:
4835:
4833:Androisoxazole
4826:
4825:
4820:
4815:
4810:
4805:
4800:
4795:
4790:
4785:
4780:
4775:
4770:
4765:
4760:
4755:
4746:
4745:
4740:
4735:
4730:
4725:
4720:
4706:
4697:
4696:
4691:
4686:
4681:
4676:
4671:
4666:
4661:
4656:
4651:
4642:
4641:
4599:
4594:
4589:
4584:
4579:
4574:
4569:
4564:
4559:
4554:
4549:
4544:
4535:
4533:
4516:
4499:
4498:
4487:
4486:
4479:
4472:
4464:
4457:
4456:
4438:(5): 405–421.
4426:
4424:
4421:
4418:
4417:
4380:
4353:
4334:
4309:
4274:
4267:
4244:
4237:
4217:
4174:
4167:
4147:
4100:
4093:
4070:
4063:
4043:
4016:(6): 636–647.
3996:
3969:(4): 463–485.
3948:
3941:
3918:
3891:(3): 293–299.
3869:
3862:
3839:
3790:
3766:(4): 493–496.
3746:
3695:
3676:(1): 141–147.
3659:
3623:
3580:
3549:
3518:
3492:
3457:
3408:
3381:(2): 277–282.
3365:
3324:
3289:(3): 152–157.
3273:
3244:(4): 640–663.
3221:
3192:(4): 337–346.
3169:
3133:
3092:
3063:(6): 367–379.
3036:
3017:(3): 872–884.
3000:
2973:(3): 177–198.
2952:
2896:
2867:(5): 865–873.
2847:
2812:
2783:(6): 812–819.
2763:
2736:(4): 806–817.
2704:
2674:
2661:10.1002/smrj.3
2639:
2589:
2570:
2547:
2502:
2483:
2463:
2419:
2378:
2359:(3): 335–342.
2340:
2304:
2253:
2204:
2175:(4): 444–450.
2152:
2108:
2078:
2051:(2): 325–330.
2035:
2005:
1986:
1966:
1918:
1877:
1831:
1794:
1754:
1735:
1708:
1701:
1679:
1660:
1631:
1612:
1585:
1566:
1498:
1497:
1495:
1492:
1486:
1483:
1470:
1467:
1442:
1439:
1429:
1426:
1397:
1394:
1345:
1342:
1332:mainly in the
1273:
1270:
1254:antidepressant
1247:
1210:prostate gland
1196:
1153:
1150:
1148:
1145:
1114:
1111:
1088:
1085:
1036:loss of libido
966:well tolerated
961:
958:
950:skin reactions
910:
907:
891:
888:
884:spironolactone
863:
860:
832:
829:
808:
805:
803:
800:
729:
728:
717:
716:
714:
713:
710:
708:
705:
697:
696:
695:
692:
691:
689:
688:
685:
677:
676:
675:
672:
671:
669:
668:
660:
658:
650:
649:
643:
637:
636:
633:
627:
621:
615:
609:
604:
598:
597:
593:
592:
582:
574:
573:
571:
570:
557:
555:
542:
541:
539:
538:
530:
528:
522:
521:
519:
518:
510:
508:
502:
501:
499:
498:
490:
488:
482:
481:
479:
478:
470:
468:
462:
461:
459:
458:
450:
448:
442:
441:
439:
438:
430:
428:
422:
421:
419:
418:
410:
408:
402:
401:
399:
398:
390:
388:
377:
376:
374:
373:
365:
363:
357:
356:
354:
353:
346:
338:
337:
336:
333:
332:
328:
327:
316:
310:
309:
306:
297:
296:
287:
281:
280:
270:
264:
263:
260:
254:
253:
250:
244:
243:
236:
235:
233:
232:
220:
206:
204:
198:
197:
193:
192:
190:
189:
176:
174:
168:
167:
162:
156:
155:
150:
148:administration
142:
141:
139:
138:
134:
132:
124:
123:
121:
120:
102:
100:
94:
93:
86:
80:
79:
72:
62:
61:
54:
50:
49:
46:
40:
39:
35:
34:
15:
9:
6:
4:
3:
2:
7324:
7313:
7310:
7308:
7305:
7303:
7300:
7298:
7295:
7293:
7290:
7288:
7285:
7283:
7280:
7278:
7275:
7273:
7270:
7268:
7265:
7263:
7260:
7258:
7255:
7254:
7252:
7242:
7232:
7231:
7228:
7215:
7214:
7205:
7204:
7201:
7195:
7192:
7190:
7189:
7185:
7183:
7180:
7178:
7175:
7174:
7172:
7168:
7162:
7161:
7157:
7155:
7154:
7150:
7148:
7147:
7143:
7141:
7140:
7136:
7134:
7133:
7129:
7128:
7126:
7122:
7112:
7109:
7107:
7104:
7102:
7099:
7097:
7096:John K. Smith
7094:
7092:
7089:
7087:
7084:
7082:
7079:
7078:
7076:
7072:
7066:
7063:
7061:
7058:
7056:
7053:
7051:Jesse Goodman
7050:
7048:
7045:
7043:
7040:
7038:
7035:
7033:
7030:
7028:
7025:
7023:
7020:
7018:
7017:Emma Walmsley
7015:
7013:
7010:
7009:
7007:
7001:
6998:
6994:
6984:
6981:
6979:
6976:
6974:
6971:
6969:
6966:
6964:
6961:
6959:
6956:
6954:
6951:
6949:
6946:
6944:
6941:
6939:
6936:
6934:
6931:
6928:
6926:
6923:
6921:
6918:
6916:
6913:
6911:
6908:
6906:
6903:
6901:
6898:
6896:
6893:
6891:
6888:
6886:
6883:
6880:
6878:
6875:
6874:
6872:
6868:
6858:
6857:
6852:
6849:
6847:
6844:
6842:
6839:
6837:
6834:
6832:
6829:
6827:
6824:
6822:
6819:
6817:
6814:
6812:
6809:
6807:
6804:
6802:
6799:
6797:
6794:
6792:
6789:
6787:
6784:
6782:
6779:
6777:
6774:
6772:
6769:
6767:
6764:
6762:
6759:
6757:
6754:
6753:
6751:
6747:
6741:
6740:
6735:
6732:
6730:
6727:
6725:
6722:
6720:
6717:
6715:
6712:
6710:
6709:Paxil/Seroxat
6707:
6705:
6702:
6700:
6697:
6695:
6692:
6690:
6687:
6685:
6682:
6680:
6677:
6675:
6672:
6670:
6667:
6665:
6662:
6661:
6659:
6655:
6652:
6648:
6645:
6641:
6635:
6632:
6630:
6627:
6625:
6622:
6620:
6617:
6615:
6612:
6610:
6607:
6605:
6602:
6600:
6597:
6595:
6592:
6590:
6587:
6585:
6584:Beecham Group
6582:
6580:
6577:
6576:
6574:
6570:Predecessors,
6568:
6560:
6556:
6552:
6545:
6542:
6540:
6537:
6535:
6532:
6530:
6527:
6525:
6522:
6521:
6519:
6515:
6512:
6508:
6504:
6497:
6492:
6490:
6485:
6483:
6478:
6477:
6474:
6462:
6459:
6457:
6454:
6452:
6449:
6446:
6442:
6439:
6437:
6434:
6432:
6429:
6427:
6426:Oxymetazoline
6424:
6422:
6419:
6417:
6414:
6412:
6409:
6407:
6404:
6402:
6399:
6397:
6394:
6392:
6389:
6387:
6384:
6382:
6379:
6377:
6374:
6372:
6369:
6366:
6362:
6359:
6357:
6354:
6352:
6349:
6347:
6344:
6342:
6339:
6337:
6334:
6332:
6329:
6327:
6324:
6322:
6319:
6317:
6314:
6312:
6309:
6307:
6304:
6301:
6297:
6294:
6292:
6289:
6287:
6284:
6283:
6281:
6277:
6271:
6268:
6264:
6261:
6259:
6256:
6254:
6251:
6249:
6246:
6245:
6244:
6243:
6242:Antiandrogens
6239:
6235:
6232:
6230:
6227:
6226:
6225:
6224:
6220:
6219:
6217:
6215:
6211:
6203:
6200:
6198:
6195:
6194:
6193:
6190:
6186:
6183:
6182:
6181:
6180:
6176:
6172:
6169:
6167:
6164:
6162:
6159:
6157:
6154:
6152:
6149:
6148:
6147:
6146:
6145:Antiandrogens
6142:
6138:
6135:
6133:
6130:
6128:
6125:
6123:
6120:
6119:
6118:
6117:
6113:
6112:
6110:
6108:
6104:
6097:
6093:
6092:
6088:
6087:
6084:
6081:
6079:
6076:
6074:
6071:
6069:
6066:
6064:
6061:
6060:
6058:
6056:
6052:
6046:
6043:
6041:
6040:Afamelanotide
6038:
6037:
6035:
6033:
6029:
6023:
6020:
6018:
6015:
6013:
6010:
6009:
6007:
6005:
6001:
5994:
5990:
5989:
5985:
5981:
5978:
5976:
5973:
5972:
5971:
5970:
5969:Lithium salts
5966:
5961:
5957:
5954:
5952:
5949:
5947:
5944:
5942:
5939:
5937:
5934:
5933:
5932:
5931:
5927:
5925:
5922:
5918:
5915:
5913:
5910:
5908:
5905:
5904:
5903:
5902:
5898:
5896:
5895:
5891:
5887:
5884:
5882:
5879:
5877:
5874:
5872:
5869:
5867:
5864:
5862:
5859:
5857:
5854:
5852:
5849:
5847:
5844:
5841:
5837:
5834:
5832:
5829:
5828:
5827:
5826:
5822:
5818:
5815:
5813:
5810:
5808:
5805:
5803:
5800:
5799:
5798:
5797:
5796:Antiandrogens
5793:
5792:
5790:
5788:
5784:
5779:
5775:
5767:
5762:
5760:
5755:
5753:
5748:
5747:
5744:
5732:
5729:
5728:
5726:
5722:
5716:
5715:
5711:
5709:
5708:
5704:
5703:
5701:
5699:
5695:
5689:
5686:
5684:
5681:
5679:
5676:
5674:
5671:
5669:
5668:Allylestrenol
5666:
5665:
5663:
5661:
5657:
5651:
5648:
5646:
5643:
5641:
5638:
5636:
5633:
5631:
5628:
5627:
5625:
5623:
5619:
5612:
5608:
5605:
5603:
5600:
5598:
5595:
5594:
5592:
5590:
5586:
5581:
5577:
5569:
5564:
5562:
5557:
5555:
5550:
5549:
5546:
5534:
5531:
5529:
5526:
5524:
5521:
5519:
5516:
5513:
5512:
5505:
5503:
5500:
5499:
5497:
5494:
5491:
5488:
5486:
5483:
5482:
5478:
5468:
5465:
5463:
5460:
5457:
5456:
5454:
5450:
5443:
5439:
5435:
5431:
5427:
5423:
5419:
5416:
5413:
5409:
5406:
5403:
5399:
5398:GnRH agonists
5396:
5393:
5389:
5385:
5381:
5377:
5373:
5369:
5365:
5362:
5359:
5355:
5351:
5347:
5343:
5339:
5335:
5331:
5328:
5321:
5320:
5318:
5316:
5312:
5302:
5299:
5297:
5294:
5292:
5289:
5287:
5284:
5282:
5279:
5277:
5274:
5272:
5269:
5267:
5264:
5262:
5259:
5256:
5255:
5253:
5249:
5243:
5240:
5238:
5235:
5233:
5230:
5228:
5225:
5223:
5220:
5219:
5217:
5215:
5211:
5208:
5206:
5200:
5194:
5191:
5189:
5186:
5184:
5181:
5179:
5176:
5174:
5171:
5169:
5166:
5164:
5161:
5159:
5156:
5154:
5151:
5149:
5146:
5145:Nonsteroidal:
5143:
5142:
5139:
5136:
5134:
5131:
5129:
5126:
5124:
5121:
5119:
5116:
5114:
5111:
5109:
5106:
5104:
5101:
5099:
5096:
5094:
5091:
5089:
5086:
5084:
5081:
5079:
5076:
5074:
5071:
5068:
5065:
5064:
5062:
5060:
5054:
5048:
5045:
5043:
5042:Antiandrogens
5039:
5025:
5016:
5010:
5009:Gonadotropins
5007:
5004:
5000:
4996:
4995:GnRH agonists
4993:
4990:
4986:
4982:
4981:Antiestrogens
4979:
4978:
4976:
4974:
4970:
4964:
4961:
4958:
4957:
4954:
4951:
4948:
4944:
4940:
4936:
4932:
4928:
4924:
4921:
4919:
4916:
4914:
4911:
4908:
4907:
4904:
4901:
4898:
4897:
4894:
4891:
4889:
4886:
4884:
4881:
4879:
4876:
4874:
4873:Ethylestrenol
4871:
4868:
4867:
4864:
4861:
4859:
4856:
4854:
4851:
4849:
4846:
4844:
4841:
4839:
4836:
4834:
4831:
4828:
4827:
4824:
4821:
4819:
4816:
4814:
4811:
4809:
4806:
4804:
4801:
4799:
4796:
4794:
4791:
4789:
4786:
4784:
4781:
4779:
4776:
4774:
4771:
4769:
4766:
4764:
4761:
4759:
4756:
4754:
4751:
4748:
4747:
4744:
4741:
4739:
4736:
4734:
4731:
4729:
4726:
4724:
4721:
4718:
4714:
4710:
4707:
4705:
4702:
4699:
4698:
4695:
4692:
4690:
4687:
4685:
4682:
4680:
4677:
4675:
4672:
4670:
4667:
4665:
4662:
4660:
4657:
4655:
4652:
4650:
4647:
4644:
4643:
4639:
4635:
4631:
4627:
4623:
4619:
4615:
4611:
4607:
4603:
4600:
4598:
4595:
4593:
4590:
4588:
4585:
4583:
4580:
4578:
4575:
4573:
4570:
4568:
4565:
4563:
4560:
4558:
4555:
4553:
4550:
4548:
4545:
4543:
4540:
4537:
4536:
4534:
4532:
4526:
4520:
4517:
4511:
4504:
4500:
4496:
4495:antiandrogens
4492:
4485:
4480:
4478:
4473:
4471:
4466:
4465:
4462:
4453:
4449:
4445:
4441:
4437:
4433:
4428:
4427:
4405:
4401:
4397:
4396:"Dutasteride"
4391:
4389:
4387:
4385:
4368:
4364:
4357:
4341:
4337:
4331:
4327:
4326:
4318:
4316:
4314:
4297:
4293:
4289:
4283:
4281:
4279:
4270:
4264:
4260:
4259:
4251:
4249:
4240:
4234:
4230:
4229:
4221:
4213:
4207:
4198:
4193:
4189:
4185:
4178:
4170:
4164:
4160:
4159:
4151:
4143:
4139:
4135:
4131:
4127:
4123:
4120:(1): 95–114.
4119:
4115:
4107:
4105:
4096:
4090:
4086:
4085:
4077:
4075:
4066:
4060:
4056:
4055:
4047:
4039:
4035:
4031:
4027:
4023:
4019:
4015:
4011:
4003:
4001:
3992:
3988:
3984:
3980:
3976:
3972:
3968:
3964:
3957:
3955:
3953:
3944:
3938:
3934:
3933:
3925:
3923:
3914:
3910:
3906:
3902:
3898:
3894:
3890:
3886:
3878:
3876:
3874:
3865:
3859:
3855:
3854:
3846:
3844:
3836:
3831:
3827:
3822:
3817:
3813:
3809:
3805:
3803:
3794:
3787:
3783:
3779:
3774:
3769:
3765:
3761:
3757:
3750:
3742:
3738:
3733:
3728:
3723:
3718:
3714:
3710:
3706:
3699:
3691:
3687:
3683:
3679:
3675:
3671:
3663:
3655:
3651:
3647:
3643:
3639:
3635:
3627:
3608:
3604:
3597:
3591:
3589:
3587:
3585:
3568:
3564:
3560:
3553:
3537:
3533:
3529:
3522:
3506:
3502:
3496:
3488:
3484:
3480:
3476:
3472:
3468:
3461:
3453:
3449:
3445:
3441:
3436:
3431:
3427:
3423:
3419:
3412:
3404:
3400:
3396:
3392:
3388:
3384:
3380:
3376:
3369:
3361:
3357:
3352:
3347:
3343:
3339:
3335:
3328:
3320:
3316:
3312:
3308:
3304:
3300:
3296:
3292:
3288:
3284:
3277:
3269:
3265:
3261:
3257:
3252:
3247:
3243:
3239:
3235:
3228:
3226:
3217:
3213:
3209:
3205:
3200:
3195:
3191:
3187:
3183:
3176:
3174:
3165:
3161:
3157:
3153:
3149:
3145:
3137:
3129:
3125:
3120:
3115:
3111:
3107:
3103:
3096:
3088:
3084:
3079:
3074:
3070:
3066:
3062:
3058:
3054:
3047:
3045:
3043:
3041:
3032:
3028:
3024:
3020:
3016:
3012:
3004:
2996:
2992:
2988:
2984:
2980:
2976:
2972:
2968:
2961:
2959:
2957:
2948:
2944:
2939:
2934:
2930:
2926:
2922:
2918:
2914:
2907:
2905:
2903:
2901:
2892:
2888:
2883:
2878:
2874:
2870:
2866:
2862:
2858:
2851:
2843:
2839:
2835:
2831:
2827:
2823:
2816:
2808:
2804:
2799:
2794:
2790:
2786:
2782:
2778:
2774:
2767:
2759:
2755:
2751:
2747:
2743:
2739:
2735:
2731:
2723:
2721:
2719:
2717:
2715:
2713:
2711:
2709:
2692:
2688:
2684:
2678:
2670:
2666:
2662:
2658:
2654:
2650:
2643:
2635:
2631:
2626:
2621:
2617:
2613:
2609:
2602:
2600:
2598:
2596:
2594:
2577:
2573:
2567:
2563:
2562:
2554:
2552:
2532:
2528:
2521:
2515:
2513:
2511:
2509:
2507:
2490:
2486:
2480:
2476:
2475:
2467:
2459:
2455:
2450:
2445:
2441:
2437:
2433:
2426:
2424:
2415:
2411:
2406:
2401:
2397:
2393:
2389:
2382:
2374:
2370:
2366:
2362:
2358:
2354:
2347:
2345:
2336:
2332:
2328:
2324:
2320:
2316:
2308:
2300:
2296:
2291:
2286:
2281:
2276:
2272:
2268:
2264:
2257:
2249:
2245:
2241:
2237:
2232:
2227:
2224:(3): e13379.
2223:
2219:
2215:
2208:
2200:
2196:
2191:
2186:
2182:
2178:
2174:
2170:
2166:
2159:
2157:
2148:
2144:
2140:
2136:
2132:
2128:
2124:
2120:
2112:
2096:
2092:
2088:
2082:
2074:
2070:
2066:
2062:
2058:
2054:
2050:
2046:
2039:
2023:
2019:
2015:
2009:
1993:
1989:
1987:9783527607495
1983:
1979:
1978:
1970:
1962:
1958:
1953:
1948:
1944:
1940:
1936:
1929:
1927:
1925:
1923:
1914:
1910:
1905:
1900:
1896:
1892:
1888:
1881:
1873:
1869:
1865:
1861:
1857:
1853:
1849:
1845:
1838:
1836:
1819:
1815:
1811:
1805:
1803:
1801:
1799:
1790:
1786:
1782:
1778:
1775:(1): 99–111.
1774:
1770:
1763:
1761:
1759:
1742:
1738:
1732:
1728:
1727:
1719:
1717:
1715:
1713:
1704:
1702:9780857113382
1698:
1694:
1688:
1686:
1684:
1667:
1663:
1657:
1653:
1652:
1644:
1642:
1640:
1638:
1636:
1619:
1615:
1609:
1605:
1604:
1596:
1594:
1592:
1590:
1573:
1569:
1563:
1559:
1558:
1550:
1548:
1546:
1544:
1542:
1540:
1538:
1536:
1534:
1532:
1530:
1528:
1526:
1524:
1522:
1520:
1518:
1516:
1514:
1512:
1510:
1508:
1506:
1504:
1499:
1491:
1482:
1480:
1476:
1466:
1464:
1460:
1456:
1452:
1448:
1441:Generic names
1434:
1425:
1423:
1418:
1416:
1412:
1407:
1403:
1393:
1391:
1387:
1383:
1380:-butyl amide
1379:
1375:
1371:
1367:
1364:
1361:
1357:
1351:
1341:
1339:
1335:
1331:
1326:
1322:
1317:
1313:
1309:
1305:
1304:
1299:
1295:
1291:
1287:
1283:
1279:
1269:
1267:
1263:
1259:
1255:
1251:
1243:
1239:
1235:
1228:
1222:
1217:
1213:
1211:
1207:
1200:
1191:
1187:
1183:
1179:
1175:
1171:
1167:
1163:
1159:
1144:
1142:
1139:
1135:
1131:
1127:
1122:
1120:
1110:
1108:
1103:
1098:
1094:
1084:
1081:
1075:
1073:
1069:
1065:
1061:
1057:
1053:
1048:
1045:
1041:
1037:
1033:
1029:
1027:
1026:breast cancer
1023:
1022:meta-analysis
1019:
1015:
1011:
1007:
1003:
998:
993:
991:
987:
983:
979:
975:
971:
967:
957:
955:
951:
947:
942:
940:
936:
932:
928:
924:
920:
919:birth defects
916:
906:
904:
901:
897:
887:
885:
881:
877:
873:
869:
859:
857:
853:
848:
846:
842:
838:
828:
826:
822:
818:
814:
799:
793:
789:
784:
782:
781:antiandrogens
778:
774:
770:
766:
762:
757:
755:
751:
747:
743:
739:
735:
725:
718:
709:
704:
703:
700:
693:
684:
683:
680:
673:
666:
662:
661:
659:
656:
651:
644:
642:
638:
605:
603:
599:
594:
590:
586:
583:
581:
579:ECHA InfoCard
575:
567:
563:
562:DTXSID8046452
559:
558:
556:
547:
543:
536:
535:ChEMBL1200969
532:
531:
529:
527:
523:
516:
512:
511:
509:
507:
503:
496:
492:
491:
489:
487:
483:
476:
472:
471:
469:
467:
463:
456:
452:
451:
449:
447:
443:
436:
432:
431:
429:
427:
423:
416:
412:
411:
409:
407:
403:
396:
392:
391:
389:
382:
378:
371:
367:
366:
364:
362:
358:
350:
345:
344:
341:
334:
329:
325:
320:
317:
315:
311:
307:
305:
298:
288:
286:
282:
278:
274:
271:
269:
265:
261:
259:
255:
251:
249:
245:
241:
237:
231:
221:
218:
208:
207:
205:
203:
199:
194:
186:
181:
178:
177:
175:
173:
169:
166:
163:
161:
157:
154:
151:
149:
143:
136:
135:
133:
131:
125:
118:
113:
104:
103:
101:
99:
95:
91:
87:
85:
81:
77:
73:
71:
67:
63:
59:
55:
51:
47:
45:
41:
38:Clinical data
36:
32:
27:
19:
7282:Hair removal
7267:Carboxamides
7212:
7188:Side Effects
7186:
7158:
7151:
7144:
7137:
7130:
7106:Andrew Witty
7091:Mahlon Kline
7042:Vivienne Cox
6855:
6811:H5N1 vaccine
6738:
6572:acquisitions
6510:Subsidiaries
6461:Tralokinumab
6445:progesterone
6441:Progestogens
6411:Metandienone
6396:Lebrikizumab
6341:Delgocitinib
6300:testosterone
6270:Eflornithine
6248:Bicalutamide
6240:
6228:
6221:
6202:Ritlecitinib
6191:
6177:
6151:Bicalutamide
6143:
6126:
6114:
6089:
6078:Pimecrolimus
6063:Alitretinoin
6045:Melanotan II
6012:Hydroquinone
5986:
5967:
5930:Keratolytics
5928:
5924:Isotretinoin
5912:Pimecrolimus
5899:
5892:
5861:Ketoconazole
5856:Clotrimazole
5823:
5802:Bicalutamide
5794:
5712:
5705:
5596:
5458:
5418:Progestogens
5286:Ketoconazole
5226:
5214:5α-Reductase
5178:Ketoconazole
5168:Enzalutamide
5163:Darolutamide
5153:Bicalutamide
5144:
5108:Medrogestone
5103:Drospirenone
5066:
4959:
4909:
4899:
4869:
4858:Oxymetholone
4829:
4813:Oxymesterone
4749:
4723:Norclostebol
4700:
4674:Mepitiostane
4669:Epitiostanol
4645:
4597:Testosterone
4538:
4435:
4431:
4408:. Retrieved
4399:
4371:. Retrieved
4356:
4344:. Retrieved
4324:
4300:. Retrieved
4291:
4257:
4227:
4220:
4206:cite journal
4190:(1): 60–71.
4187:
4183:
4177:
4157:
4150:
4117:
4113:
4083:
4053:
4046:
4013:
4009:
3966:
3962:
3931:
3888:
3884:
3852:
3833:
3814:(3): 81–83.
3811:
3807:
3801:
3793:
3785:
3763:
3759:
3749:
3712:
3709:SpringerPlus
3708:
3698:
3673:
3669:
3662:
3637:
3633:
3626:
3614:. Retrieved
3602:
3571:. Retrieved
3562:
3552:
3540:. Retrieved
3531:
3521:
3509:. Retrieved
3495:
3470:
3466:
3460:
3428:(1): 21–50.
3425:
3421:
3411:
3378:
3374:
3368:
3341:
3337:
3327:
3286:
3282:
3276:
3241:
3237:
3189:
3185:
3147:
3143:
3136:
3109:
3105:
3095:
3060:
3056:
3014:
3010:
3003:
2970:
2966:
2920:
2916:
2864:
2860:
2850:
2825:
2821:
2815:
2780:
2776:
2766:
2733:
2729:
2695:. Retrieved
2686:
2677:
2655:(1): 24–41.
2652:
2648:
2642:
2618:(7): 56–62.
2615:
2611:
2580:. Retrieved
2560:
2540:15 September
2538:. Retrieved
2526:
2493:. Retrieved
2473:
2466:
2439:
2435:
2395:
2391:
2381:
2356:
2352:
2318:
2314:
2307:
2270:
2266:
2256:
2221:
2217:
2207:
2172:
2168:
2122:
2118:
2111:
2099:. Retrieved
2090:
2081:
2048:
2044:
2038:
2026:. Retrieved
2017:
2008:
1998:19 September
1996:. Retrieved
1976:
1969:
1942:
1938:
1894:
1890:
1880:
1847:
1843:
1822:. Retrieved
1813:
1772:
1768:
1745:. Retrieved
1725:
1692:
1670:. Retrieved
1650:
1622:. Retrieved
1602:
1576:. Retrieved
1556:
1488:
1485:Availability
1472:
1447:generic name
1444:
1419:
1399:
1385:
1377:
1370:4-azasteroid
1355:
1353:
1325:steady-state
1307:
1301:
1275:
1218:
1214:
1174:irreversible
1155:
1147:Pharmacology
1138:neurosteroid
1130:progesterone
1123:
1119:bicalutamide
1116:
1091:No specific
1090:
1076:
1049:
1030:
1010:higher-grade
1001:
994:
970:side effects
963:
943:
935:donate blood
912:
893:
880:antiandrogen
865:
849:
834:
810:
802:Medical uses
785:
758:
737:
733:
732:
721:
515:CHEBI:521033
348:
301:Elimination
202:Legal status
196:Legal status
98:License data
57:
18:
7262:Androstanes
7055:Judy Lewent
6451:Ruxolitinib
6421:Oclacitinib
6416:Nemolizumab
6331:Crisaborole
6311:Brimonidine
6286:Abrocitinib
6234:Finasteride
6229:Dutasteride
6132:Finasteride
6127:Dutasteride
6122:Alfatradiol
6022:Monobenzone
5907:Cyclosporin
5825:Antifungals
5731:Mepartricin
5607:Finasteride
5602:Epristeride
5597:Dutasteride
5492:from market
5402:leuprorelin
5350:haloperidol
5346:risperidone
5338:domperidone
5330:antagonists
5296:Seviteronel
5237:Finasteride
5232:Epristeride
5227:Dutasteride
5222:Alfatradiol
5188:Seviteronel
5148:Apalutamide
5059:antagonists
5003:leuprorelin
4943:lynestrenol
4853:Oxandrolone
4848:Mestanolone
4818:Penmesterol
4773:Formebolone
4758:Calusterone
4753:Bolasterone
4679:Mesterolone
4626:Deposterona
4410:11 December
4346:11 December
4302:10 December
3573:12 November
3542:24 December
3511:24 December
2582:10 December
2495:10 December
2273:: 399–406.
1672:10 December
1469:Brand names
1372:. It is an
1294:metabolized
1264:effects in
1166:competitive
845:finasteride
837:South Korea
734:Dutasteride
648: g·mol
585:100.166.372
370:164656-23-9
331:Identifiers
285:Metabolites
117:Dutasteride
84:MedlinePlus
53:Other names
44:Trade names
23:Dutasteride
7302:Teratogens
7251:Categories
7124:Litigation
7111:Chris Gent
7060:Urs Rohner
6968:Parodontax
6776:Engerix-B
6589:Block Drug
6456:Tiratricol
6401:Lokivetmab
6391:Ivermectin
6351:Diclofenac
6197:Nepidermin
6083:Tacrolimus
5941:Resorcinol
5917:Tacrolimus
5881:Xenysalate
5866:Miconazole
5851:Climbazole
5831:Bifonazole
5688:Oxendolone
5645:Tamsulosin
5611:+tadalafil
5412:cetrorelix
5368:bifluranol
5291:Nilutamide
5271:Bifluranol
5261:+niraparib
5205:inhibitors
5183:Nilutamide
5158:Cimetidine
5128:Oxendolone
5073:+niraparib
5067:Steroidal:
4935:norgestrel
4923:Progestins
4918:Gestrinone
4878:Mibolerone
4863:Stanozolol
4592:Quinbolone
3802:New Vistas
3616:10 January
3344:: 112100.
2101:29 October
1747:27 October
1624:27 October
1578:6 December
1494:References
1363:androstane
1348:See also:
1330:eliminated
1282:absorption
1262:pro-sexual
1258:anxiolytic
1206:isoenzymes
1160:all three
1141:metabolite
1058:), 9% had
1040:depression
954:angioedema
761:depression
653:3D model (
641:Molar mass
475:O0J6XJN02I
446:ChemSpider
406:IUPHAR/BPS
361:CAS Number
340:IUPAC name
268:Metabolism
160:Drug class
7272:Diketones
7194:Study 329
7005:Directors
7003:Board of
6978:Sensodyne
6958:Nicorette
6915:Emergen-C
6910:ChapStick
6890:BC Powder
6885:Aquafresh
6826:Pandemrix
6796:Hepatyrix
6694:Flixonase
6674:Augmentin
6365:estradiol
6361:Estrogens
6356:Dupilumab
6296:Androgens
6258:Flutamide
6185:Minoxidil
6161:Flutamide
6073:Oxaceprol
5840:cetrimide
5812:Flutamide
5650:Terazosin
5640:Silodosin
5635:Doxazosin
5630:Alfuzosin
5502:Phase III
5490:Withdrawn
5376:estradiol
5364:Estrogens
5358:sulpiride
5336:) (e.g.,
5281:Flutamide
5173:Flutamide
5098:Dienogest
5078:Canrenone
4989:clomifene
4985:tamoxifen
4838:Furazabol
4552:Clostebol
4503:Androgens
4491:Androgens
4400:Drugs.com
4325:Anabolics
4292:Drugs.com
3991:242987808
3452:211064052
3311:1548-3584
3303:1548-3592
3238:Andrology
2758:236999299
2248:215748750
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