1241:
Cells are normally MGMT proficient (MGMTp) as they have an unmethylated MGMT promoter allowing the gene to be expressed normally. In this state, temozolomide induced DNA damage is able to be efficiently repaired in tumor cells (and normal cells) by the active MGMT enzyme. Cells may grow and pass through the cell cycle normally without arrest or death. However, some tumors cells are MGMT deficient (MGMTd). This is most commonly due to abnormal methylation of the MGMT gene promoter and suppression of gene expression. MGMTd has also been described to occur by promoter rearrangement. In cells with MGMTd, DNA damage by temozolomide activates the next stage of repair in cells with a proficient
Mismatch Repair enzyme complex (MMRp). In MMRp the MMR protein complex identifies the damage and causes cells to arrest and undergo death which inhibits tumor growth. However, if cells have combined MGMTd and MMR deficiency (MGMTd + MMRd) then cells retain the induced mutations and continue to cycle and are resistant to effects of temozolomide.
1039:
621:
598:
51:
42:
1055:
1024:
1165:, a natural compound with demonstrated therapeutic activity in brain cancer patients, to the temozolomide molecule. The resultant novel compound, called NEO212 or TMZ-POH, revealed anticancer activity that was significantly greater than that of either of its two parent molecules, temozolomide and perillyl alcohol. Although as of 2016, NEO212 has not been tested in humans, it has shown superior cancer therapeutic activity in animal models of
4977:
884:
In the
European Union, temozolomide is indicated for adults with newly diagnosed glioblastoma multiforme concomitantly with radiotherapy and subsequently as monotherapy treatment; or children from the age of three years, adolescents and adults with malignant glioma, such as glioblastoma multiforme or
1240:
Two mechanisms of resistance to temozolomide effects have now been described: 1) intrinsic resistance conferred by MGMT deficiency (MGMTd) and 2) intrinsic or acquired resistance through MMR deficiency (MMRd). The MGMT enzyme is the first line of repair of mismatched bases created by temozolomide.
966:
gene prevents the synthesis of this enzyme, and as a consequence such tumors are more sensitive to killing by temozolomide. Conversely, the presence of AGT protein in brain tumors predicts poor response to temozolomide and these patients receive little benefit from chemotherapy with temozolomide.
1160:
While the above-mentioned approaches have investigated whether the combination of temozolomide with other agents might improve therapeutic outcome, efforts have also started to study whether altering the temozolomide molecule itself can increase its activity. One such approach permanently fused
908:
The most common side effects include nausea (feeling sick), vomiting, constipation, loss of appetite, alopecia (hair loss), headache, fatigue (tiredness), convulsions (fits), rash, neutropenia or lymphopenia (low white-blood-cell counts), and thrombocytopenia (low blood platelet counts). People
1244:
In gliomas and other cancers MMRd has now been reported to occur as primary MMRd (intrinsic or germline Lynch bMMRd) or as secondary MMRd (acquired - not present in the original untreated tumor). The latter occurs after effective treatment and cytoreduction of tumors with temozolomide and then
2537:
Ueno T, Ko SH, Grubbs E, Yoshimoto Y, Augustine C, Abdel-Wahab Z, et al. (March 2006). "Modulation of chemotherapy resistance in regional therapy: a novel therapeutic approach to advanced extremity melanoma using intra-arterial temozolomide in combination with systemic O6-benzylguanine".
1852:
Stupp R, Hegi ME, Mason WP, van den Bent MJ, Taphoorn MJ, Janzer RC, et al. (May 2009). "Effects of radiotherapy with concomitant and adjuvant temozolomide versus radiotherapy alone on survival in glioblastoma in a randomised phase III study: 5-year analysis of the EORTC-NCIC trial".
1125:
Laboratory studies and clinical trials have started investigating the possibility of increasing the anticancer potency of temozolomide by combining it with other pharmacologic agents. For example, clinical trials have indicated that the addition of
942:
residues. This methylation damages the DNA and triggers the death of tumor cells. However, some tumor cells are able to repair this type of DNA damage, and therefore diminish the therapeutic efficacy of temozolomide, by expressing a protein
1457:
1245:
selection or induction of mutant MSH6, MSH2, MLH1, or PMS2 proteins and cells which are MMRd and temozolomide resistant. The latter is described as an acquired resistance pathway with hotspot mutations in glioma patients (MSH6 p.T1219I).
1074:
Temozolomide is an imidazotetrazine derivative. It is slightly soluble in water and aqueous acids, and decomposes at 212 °C (414 °F). It was recently discovered that temozolomide is an explosive, tentatively assigned as
1582:
2391:
Da
Fonseca CO, Teixeira RM, Silva JC, Fischer JD, Meirelles OC, Landeiro JA, et al. (December 2013). "Long-term outcome in patients with recurrent malignant glioma treated with Perillyl alcohol inhalation".
1199:-BG), an AGT inhibitor, could overcome this resistance and improve the drug's therapeutic effectiveness. In the laboratory, this combination indeed showed increased temozolomide activity in tumor-cell culture
2460:
Chen TC, Cho HY, Wang W, Nguyen J, Jhaveri N, Rosenstein-Sisson R, et al. (March 2015). "A novel temozolomide analog, NEO212, with enhanced activity against MGMT-positive melanoma in vitro and in vivo".
880:
for the treatment of adults with newly diagnosed glioblastoma concomitantly with radiotherapy and subsequently as monotherapy treatment; or adults with newly diagnosed or refractory anaplastic astrocytoma.
845:(low blood platelet counts). People receiving the solution for infusion may also have injection-site reactions, such as pain, irritation, itching, warmth, swelling and redness, as well as bruising.
1450:
2656:
Dall'oglio S, D'Amico A, Pioli F, Gabbani M, Pasini F, Passarin MG, et al. (December 2008). "Dose-intensity temozolomide after concurrent chemoradiotherapy in operated high-grade gliomas".
1117:
It was approved for medical use in the
European Union in January 1999, and in the United States in August 1999. The intravenous formulation was approved in the United States in February 2009.
2285:
Pyrko P, Schönthal AH, Hofman FM, Chen TC, Lee AS (October 2007). "The unfolded protein response regulator GRP78/BiP as a novel target for increasing chemosensitivity in malignant gliomas".
2139:
Newlands ES, Stevens MF, Wedge SR, Wheelhouse RT, Brock C (January 1997). "Temozolomide: a review of its discovery, chemical properties, pre-clinical development and clinical trials".
1949:
2117:
1574:
1370:
2498:"A novel temozolomide-perillyl alcohol conjugate exhibits superior activity against breast cancer cells in vitro and intracranial triple-negative tumor growth in vivo"
4843:
2634:
1207:. However, a recently completed phase-II clinical trial with brain-tumor patients yielded mixed outcomes; while there was some improved therapeutic activity when
909:
receiving the solution for infusion may also have injection-site reactions, such as pain, irritation, itching, warmth, swelling and redness, as well as bruising.
1230:
gene prior to transplanting them into brain-tumor patients. This would allow for the patients to receive stronger doses of temozolomide, since the patient's
204:
3218:
2220:
1913:
2362:"Safety and Efficacy Study of Trans Sodium Crocetinate (TSC) With Concomitant Radiation Therapy and Temozolomide in Newly Diagnosed Glioblastoma (GBM)"
758:
132:
3255:
2804:
2186:
1038:
2929:
2421:"NEO212, temozolomide conjugated to perillyl alcohol, is a novel drug for effective treatment of a broad range of temozolomide-resistant gliomas"
2369:
2914:
2046:
1435:
Text was copied from this source which is copyright
European Medicines Agency. Reproduction is authorized provided the source is acknowledged.
1007:, likely the active methylating agent, and 5-aminoimidazole-4-carboxamide (AIC). Other metabolites include temozolomide acid and unidentified
81:
1999:
Sperry JB, Stone S, Azuma M, Barrett C (2021). "Importance of
Thermal Stability Data to Avoid Dangerous Reagents: Temozolomide Case Study".
4903:
3955:
714:
5037:
3784:
3764:
3749:
2125:
5027:
1422:
1938:
690:
5052:
1830:
1606:"European Society of Endocrinology Clinical Practice Guidelines for the management of aggressive pituitary tumours and carcinomas"
1185:
988:
948:
1362:
1329:
4171:
4931:
3248:
3204:
3184:
2861:
2322:"Trans-sodium crocetinate enhancing survival and glioma response on magnetic resonance imaging to radiation and temozolomide"
1983:
1237:
High doses of temozolomide in high-grade gliomas have low toxicity, but the results are comparable to the standard doses.
1215:
glioma, there seemed to be no significant restoration of temozolomide sensitivity in patients with temozolomide-resistant
5007:
4538:
1270:
1151:
2583:"Phase II trial of temozolomide plus o6-benzylguanine in adults with recurrent, temozolomide-resistant malignant glioma"
765:
149:
3690:
3646:
3524:
2884:
2630:
1157:(TSC) when combined with temozolomide and radiation therapy and a clinical trial was underway as of August 2015.
3233:
3449:
734:
2242:
Gilbert MR (March 2006). "New treatments for malignant gliomas: careful evaluation and cautious optimism required".
4948:
3241:
1054:
3965:
2816:
2208:
1188:(MGMT) gene are more resistant to the effects of temozolomide, researchers investigated whether the inclusion of
849:
375:
234:
113:
4584:
3586:
3476:
1902:
446:
4506:
4489:
4364:
4128:
3506:
1178:
2761:
Kaloshi G, Benouaich-Amiel A, Diakite F, Taillibert S, Lejeune J, Laigle-Donadey F, et al. (May 2007).
5047:
4238:
3834:
2214:
2180:
616:
497:
2174:
5057:
4440:
3167:
1293:"FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)"
577:
3830:
3800:
5017:
4997:
4967:
3620:
3725:
2361:
1764:
Jacinto FV, Esteller M (August 2007). "MGMT hypermethylation: a prognostic foe, a predictive friend".
566:
4806:
4686:
4676:
2854:
1945:
1416:
1292:
1076:
127:
1451:"Guidance on the use of temozolomide for the treatment of recurrent malignant glioma (brain cancer)"
1134:
patients. Laboratory studies found that temozolomide killed brain tumor cells more efficiently when
1023:
4858:
4791:
4761:
4379:
3629:
2828:
2038:
1154:
1139:
1135:
593:
2070:"Imidazotetrazines as Weighable Diazomethane Surrogates for Esterifications and Cyclopropanations"
1363:"Temodar- temozolomide capsule Temodar- temozolomide injection, powder, lyophilized, for solution"
4936:
4661:
4376:
3862:
3710:
3637:
3211:
2894:
2581:
Quinn JA, Jiang SX, Reardon DA, Desjardins A, Vredenburgh JJ, Rich JN, et al. (March 2009).
1223:
1216:
976:
186:
63:
17:
1604:
Raverot G, Burman P, McCormack A, Heaney A, Petersenn S, Popovic V, et al. (January 2018).
991:
by 9%. Only 15% (10–20%) of the substance are bound to blood plasma proteins. Temozolomide is a
975:
Temozolomide is quickly and almost completely absorbed from the gut, and readily penetrates the
5012:
4741:
4731:
4464:
4306:
2950:
917:
Combining temozolomide with other myelosuppressants may increase the risk of myelosuppression.
861:
791:
305:
2763:"Temozolomide for low-grade gliomas: predictive impact of 1p/19q loss on response and outcome"
546:
5002:
4013:
3660:
3107:
3001:
2955:
1799:
Hegi ME, Diserens AC, Gorlia T, Hamou MF, de
Tribolet N, Weller M, et al. (March 2005).
896:
Temozolomide is contraindicated in people with hypersensitivity to it or to the similar drug
783:
437:
2255:
1520:
Farago AF, Yeap BY, Stanzione M, Hung YP, Heist RS, Marcoux JP, et al. (October 2019).
1411:
4411:
4288:
3809:
2847:
2712:
2699:
Touat M, Li YY, Boynton AN, Spurr LF, Iorgulescu JB, Bohrson CL, et al. (April 2020).
2034:
1150:
patients. Preclinical studies reported in 2010 on investigations into the use of the novel
506:
401:
341:
486:
8:
5042:
4696:
4596:
4575:
4296:
4118:
3950:
3681:
3577:
1978:(in German). Vol. 9 (29 ed.). Eschborn, Germany: Govi Pharmazeutischer Verlag.
1045:
1004:
980:
392:
193:
2716:
1800:
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in combination with temozolomide demonstrated substantial clinical activity in relapsed
620:
597:
3754:
3263:
3132:
3056:
2779:
2762:
2733:
2700:
2681:
2607:
2582:
2563:
2365:
2267:
2094:
2069:
2016:
1878:
1741:
1716:
1692:
1667:
1548:
1521:
865:
160:
2152:
1866:
1655:(in German). Vienna: Österreichischer Apothekerverlag. 2018. Temodal 5 mg-Hartkapseln.
5032:
4878:
4452:
3286:
3191:
2899:
2784:
2738:
2673:
2612:
2555:
2519:
2478:
2442:
2401:
2343:
2302:
2259:
2156:
2099:
2020:
1979:
1870:
1822:
1781:
1746:
1697:
1627:
1553:
1502:
1321:
1030:
888:
Temozolomide is also used to treat aggressive pituitary tumors and pituitary cancer.
249:
105:
2685:
2567:
2271:
1882:
1003:
to 3-methyl-(triazen-1-yl)imidazole-4-carboxamide (MTIC), which further splits into
91:
5022:
4883:
4640:
4355:
3989:
3974:
3695:
2945:
2904:
2774:
2728:
2720:
2665:
2602:
2594:
2547:
2509:
2470:
2432:
2333:
2294:
2251:
2148:
2089:
2081:
2008:
1862:
1812:
1773:
1736:
1728:
1687:
1679:
1617:
1543:
1533:
1492:
1189:
1174:
1162:
1107:
1095:
1017:
is 1.8 hours. The substance and its metabolites are mainly excreted via the urine.
1014:
842:
810:
633:
287:
217:
2551:
2514:
2497:
2437:
2420:
2419:
Cho HY, Wang W, Jhaveri N, Lee DJ, Sharma N, Dubeau L, et al. (August 2014).
2298:
885:
anaplastic astrocytoma, showing recurrence or progression after standard therapy.
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4322:
4284:
4075:
3497:
3412:
3092:
2981:
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2474:
1777:
1732:
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used to treat serious brain cancers; most commonly as second-line treatments for
426:
315:
295:
2496:
Chen TC, Cho HY, Wang W, Barath M, Sharma N, Hofman FM, et al. (May 2014).
1146:, was added; however, the efficacy of this effect has not yet been confirmed in
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3269:
3147:
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2338:
2321:
2320:
Sheehan J, Cifarelli CP, Dassoulas K, Olson C, Rainey J, Han S (August 2010).
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4816:
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3601:
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3011:
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2012:
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609:
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33:
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50:
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3273:
3265:
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2559:
2523:
2482:
2446:
2405:
2347:
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2263:
2103:
2085:
1874:
1826:
1785:
1750:
1701:
1631:
1557:
1506:
1087:
984:
806:
787:
742:
InChI=1S/C6H6N6O2/c1-11-6(14)12-2-8-3(4(7)13)5(12)9-10-11/h2H,1H3,(H2,7,13)
212:
2160:
1668:"Balancing repair and tolerance of DNA damage caused by alkylating agents"
1522:"Combination Olaparib and Temozolomide in Relapsed Small-Cell Lung Cancer"
1082:
Temozolomide has also been reported to be a comparatively safe and stable
987:. Intake with food decreases maximal plasma concentrations by 33% and the
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4888:
4873:
4868:
4853:
4811:
4781:
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3031:
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1817:
1147:
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1091:
1061:
1008:
897:
853:
838:
834:
197:
99:
41:
1622:
1605:
1575:"FDA approves new and updated indications for temozolomide under Projec"
1211:-BG and temozolomide were given to patients with temozolomide-resistant
466:
4898:
4801:
4796:
4771:
4766:
4756:
4751:
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4024:
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3926:
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3774:
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3380:
3332:
3127:
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3117:
3076:
3071:
3026:
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2760:
1497:
1480:
1212:
1111:
959:
931:
826:
666:
477:
327:
320:
383:
4-methyl-5-oxo-2,3,4,6,8-pentazabicyclonona-2,7,9-triene-9-carboxamide
4913:
4893:
4848:
4838:
4832:
4736:
4681:
4630:
4554:
4544:
4499:
4486:
4427:
4389:
4317:
4255:
4196:
4185:
4141:
4098:
4057:
4051:
4047:
4009:
3936:
3931:
3921:
3893:
3853:
3814:
3789:
3779:
3739:
3385:
3375:
3370:
3365:
3327:
3102:
3051:
3016:
2996:
2991:
2701:"Mechanisms and therapeutic implications of hypermutation in gliomas"
2655:
1143:
996:
935:
877:
412:
354:
85:
1683:
4822:
4786:
4726:
4494:
4432:
4212:
4108:
4080:
3759:
3596:
3142:
3021:
1801:"MGMT gene silencing and benefit from temozolomide in glioblastoma"
1200:
1170:
857:
818:
814:
802:
526:
457:
144:
947:-alkylguanine DNA alkyltransferase (AGT) encoded in humans by the
930:
The therapeutic benefit of temozolomide depends on its ability to
689:
3715:
3616:
3430:
3291:
1204:
992:
939:
822:
131:
1481:"Biomarkers and therapeutic advances in glioblastoma multiforme"
3355:
1166:
1131:
798:
557:
360:
2390:
2319:
2138:
1322:"Temodal Capsules - Summary of Product Characteristics (SmPC)"
680:
537:
1603:
938:
DNA, which most often occurs at the N-7 or O-6 positions of
582:
2580:
2175:"Drug Approval Package: Temodar (Temozolomide) NDA# 021029"
1569:
1567:
830:
517:
1851:
332:
3-methyl-(triazen-1-yl)imidazole-4-carboxamide (MTIC, the
1300:
2284:
1564:
2633:. Fred Hutchinson Cancer Research Center. 23 May 2011.
1998:
1798:
1519:
1000:
1973:
4965:
2536:
794:. It is taken by mouth or via intravenous infusion.
2698:
2631:"Investigative Engineered Bone Marrow Cell Therapy"
1357:
1355:
1353:
1351:
1349:
1347:
1285:
797:The most common side effects with temozolomide are
445:
856:and as the first-line treatment for glioblastoma.
2495:
2459:
2418:
2122:Cancer Research UK impact & achievements page
1717:"DNA mismatch repair and the DNA damage response"
1114:. Its preclinical activity was reported in 1987.
4989:
2067:
1344:
425:
1763:
1714:
1478:
400:
3085:
1479:Sasmita AO, Wong YP, Ling AP (February 2018).
1406:
1404:
1402:
1400:
1398:
1396:
1394:
1392:
1390:
1388:
1090:in organic synthesis. In particular, use as a
3249:
2869:
2855:
1665:
2209:"Drug Approval Package: Temodar NDA #022277"
1715:Li Z, Pearlman AH, Hsieh P (February 2016).
148:
2132:
1385:
279:In general: ℞ (Prescription only)
3256:
3242:
2862:
2848:
2001:Organic Process Research & Development
1666:Fu D, Calvo JA, Samson LD (January 2012).
619:
596:
485:
2778:
2732:
2606:
2513:
2436:
2337:
2093:
2068:Svec RL, Hergenrother PJ (January 2020).
1896:
1894:
1892:
1816:
1740:
1691:
1621:
1547:
1537:
1496:
1485:Asia-Pacific Journal of Clinical Oncology
1130:might be beneficial for the treatment of
505:
2256:10.7326/0003-4819-144-5-200603070-00015
2241:
1974:Dinnendahl, V, Fricke, U, eds. (2016).
1939:"Temodal: EPAR – Scientific Discussion"
1903:"Temozolomide – birth of a blockbuster"
1186:O-6-methylguanine-DNA methyltransferase
592:
465:
104:
14:
4990:
1900:
1889:
1585:from the original on 15 September 2023
1445:
1443:
1441:
1332:from the original on 20 September 2020
1234:cells would be resistant to the drug.
1069:
952:-6-methylguanine-DNA methyltransferase
925:
876:In the United States, temozolomide is
610:
271:
243:
122:
3237:
3185:Merck Manual of Diagnosis and Therapy
2843:
2637:from the original on 29 November 2020
1647:
1645:
1643:
1641:
1184:Because tumor cells that express the
1044:AIC (part of the naturally occurring
565:
545:
256:
139:
90:
2372:from the original on 21 October 2014
2033:
1919:from the original on 22 October 2020
1425:from the original on 22 October 2020
891:
216:
3525:ribonucleotide reductase inhibitors
1955:from the original on 29 August 2021
1805:The New England Journal of Medicine
1438:
1273:from the original on 29 August 2021
1152:oxygen diffusion-enhancing compound
983:is 30% of the concentration in the
970:
841:(low white-blood-cell counts), and
786:used to treat brain tumors such as
706:212 °C (414 °F) (decomp.)
525:
416:
24:
5038:Drugs developed by Schering-Plough
5028:Drugs developed by Merck & Co.
3691:Ribonucleotide reductase inhibitor
3647:Ribonucleotide reductase inhibitor
2780:10.1212/01.wnl.0000262034.26310.a2
2753:
2223:from the original on 28 March 2021
2189:from the original on 31 March 2021
1833:from the original on 26 April 2019
1638:
1222:Some efforts focus on engineering
903:
25:
5069:
3450:Dihydrofolate reductase inhibitor
2797:
1610:European Journal of Endocrinology
1579:U.S. Food and Drug Administration
1460:from the original on 11 July 2021
1373:from the original on 8 April 2021
171:
5053:Alkylating antineoplastic agents
4975:
2124:. 22 August 2013. Archived from
2049:from the original on 4 June 2022
1053:
1037:
1022:
650:
644:
68:Temodar, Temodal, Temcad, others
49:
40:
2692:
2649:
2623:
2574:
2530:
2489:
2453:
2412:
2384:
2354:
2313:
2278:
2235:
2201:
2167:
2110:
2061:
2027:
1992:
1967:
1931:
1845:
1792:
1757:
1708:
1659:
1597:
1098:reagent has been demonstrated.
920:
912:
871:
747:Key:BPEGJWRSRHCHSN-UHFFFAOYSA-N
3587:Thymidylate synthase inhibitor
3477:Thymidylate synthase inhibitor
2821:NCI Dictionary of Cancer Terms
1513:
1472:
1314:
1255:
656:
638:
13:
1:
3507:Adenosine deaminase inhibitor
3348:Block microtubule disassembly
2552:10.1158/1535-7163.MCT-05-0098
2540:Molecular Cancer Therapeutics
2515:10.1158/1535-7163.mct-13-0882
2502:Molecular Cancer Therapeutics
2438:10.1158/1535-7163.mct-13-0964
2425:Molecular Cancer Therapeutics
2299:10.1158/0008-5472.CAN-07-0625
2153:10.1016/S0305-7372(97)90019-0
1867:10.1016/S1470-2045(09)70025-7
1248:
1179:triple-negative breast cancer
722:O=C(c1ncn2C(=O)N(\N=N/c12)C)N
2823:. National Cancer Institute.
2587:Journal of Clinical Oncology
2475:10.1016/j.canlet.2014.12.021
2215:Food and Drug Administration
2181:Food and Drug Administration
2118:"Malcolm Steven – interview"
1778:10.1016/j.dnarep.2007.03.013
1733:10.1016/j.dnarep.2015.11.019
1539:10.1158/2159-8290.CD-19-0582
1106:The agent was discovered at
778:, sold under the brand name
7:
3168:Merck Headquarters Building
2244:Annals of Internal Medicine
2039:"Temozolomide Is Explosive"
1120:
979:; the concentration in the
10:
5074:
5008:DNA replication inhibitors
1101:
628:Chemical and physical data
4926:
4807:Omacetaxine mepesuccinate
4687:Ciltacabtagene autoleucel
4677:Brexucabtagene autoleucel
4623:
4574:
4354:
4347:
4283:
4237:
4170:
4127:
3964:
3949:
3829:
3799:
3724:
3709:
3680:
3576:
3496:
3439:
3422:
3411:
3347:
3300:
3281:
3176:
3160:
2974:
2938:
2877:
2833:National Cancer Institute
2725:10.1038/s41586-020-2209-9
2670:10.1007/s11060-008-9663-9
2658:Journal of Neuro-Oncology
2339:10.3171/2009.11.JNS091314
1946:European Medicines Agency
1417:European Medicines Agency
755:
730:
710:
700:
678:
665:
632:
627:
608:
576:
556:
536:
516:
496:
476:
456:
436:
411:
391:
371:
366:
353:
340:
326:
314:
304:
294:
286:
233:
228:
203:
185:
159:
112:
98:
80:
72:
62:
57:
48:
39:
4859:Talimogene laherparepvec
4792:Nadofaragene firadenovec
4762:Lisocabtagene maraleucel
3711:Topoisomerase inhibitors
3630:DNA polymerase inhibitor
2805:"Temozolomide (Temodal)"
2599:10.1200/JCO.2008.18.8417
2141:Cancer Treatment Reviews
2013:10.1021/acs.oprd.1c00206
1224:hematopoietic stem cells
1155:trans sodium crocetinate
1136:epigallocatechin gallate
958:) gene. In some tumors,
4662:Axicabtagene ciloleucel
3266:chemotherapeutic agents
2326:Journal of Neurosurgery
1217:glioblastoma multiforme
864:. It is available as a
4844:Sitimagene ceradenovec
4742:Idecabtagene vicleucel
4307:Methyl aminolevulinate
2951:Cubist Pharmaceuticals
2086:10.1002/anie.201911896
1901:Sansom C (July 2009).
1672:Nature Reviews. Cancer
995:; it is spontaneously
862:small cell lung cancer
792:anaplastic astrocytoma
4318:Porphyrin derivatives
4014:Melphalan flufenamide
3661:Hypomethylating agent
3270:antineoplastic agents
3108:Ezetimibe/simvastatin
3002:Ezetimibe/simvastatin
2956:H. K. Mulford Company
2871:Merck & Co., Inc.
1581:. 14 September 2023.
1421:. 17 September 2018.
1203:and in animal models
784:anticancer medication
4647:Asparagine depleters
4576:Receptor antagonists
4490:+abiraterone acetate
2219:. 24 November 2009.
1948:. 13 December 2005.
1855:The Lancet. Oncology
1818:10.1056/NEJMoa043331
989:area under the curve
782:among others, is an
336:); temozolomide acid
5048:Explosive chemicals
4697:Denileukin diftitox
4597:Retinoid X receptor
4297:Aminolevulinic acid
4119:Triethylenemelamine
3951:Crosslinking of DNA
3682:Deoxyribonucleotide
3621:+gimeracil/oteracil
2878:Corporate directors
2717:2020Natur.580..517T
2394:Anticancer Research
1976:Arzneistoff-Profile
1623:10.1530/EJE-17-0796
1369:. 31 January 2020.
1328:. 24 October 2019.
1112:Birmingham, England
1070:Chemical properties
1046:AICA ribonucleotide
1005:monomethylhydrazine
981:cerebrospinal fluid
977:blood–brain barrier
926:Mechanism of action
848:Temozolomide is an
252:(Prescription only)
36:
5058:Methylating agents
4953:Never to phase III
3755:Etirinotecan pegol
3133:Rocuronium bromide
3057:rVSV-ZEBOV vaccine
2809:Cancer Research UK
2366:ClinicalTrials.gov
1498:10.1111/ajco.12756
1142:), a component of
866:generic medication
32:
5018:Imidazotetrazines
4998:Cancer treatments
4963:
4962:
4922:
4921:
4879:Tigilanol tiglate
4356:Enzyme inhibitors
4279:
4278:
4275:
4274:
3975:Nitrogen mustards
3945:
3944:
3705:
3704:
3407:
3406:
3231:
3230:
3192:The Merck Manuals
3156:
3155:
2835:. 5 October 2006.
2773:(21): 1831–1836.
2711:(7804): 517–523.
2400:(12): 5625–5631.
2368:. November 2011.
2293:(20): 9809–9816.
2185:. 30 March 2001.
2128:on 14 March 2012.
2074:Angewandte Chemie
1985:978-3-7741-9846-3
1532:(10): 1372–1387.
1060:The related drug
1031:active metabolite
999:at physiological
962:silencing of the
892:Contraindications
773:
772:
691:Interactive image
578:CompTox Dashboard
275:
260:
247:
175:
142:
125:
27:Cancer medication
16:(Redirected from
5065:
4980:
4979:
4978:
4971:
4884:Tisagenlecleucel
4641:Arsenic trioxide
4352:
4351:
4285:Photosensitizers
4076:Alkyl sulfonates
3990:Cyclophosphamide
3962:
3961:
3901:Anthracenediones
3722:
3721:
3696:Hydroxycarbamide
3437:
3436:
3420:
3419:
3298:
3297:
3258:
3251:
3244:
3235:
3234:
3083:
3082:
2946:Acceleron Pharma
2905:Rochelle Lazarus
2895:William Harrison
2864:
2857:
2850:
2841:
2840:
2836:
2824:
2812:
2792:
2782:
2747:
2746:
2736:
2696:
2690:
2689:
2653:
2647:
2646:
2644:
2642:
2627:
2621:
2620:
2610:
2593:(8): 1262–1267.
2578:
2572:
2571:
2534:
2528:
2527:
2517:
2508:(5): 1181–1193.
2493:
2487:
2486:
2457:
2451:
2450:
2440:
2431:(8): 2004–2017.
2416:
2410:
2409:
2388:
2382:
2381:
2379:
2377:
2358:
2352:
2351:
2341:
2317:
2311:
2310:
2282:
2276:
2275:
2239:
2233:
2232:
2230:
2228:
2205:
2199:
2198:
2196:
2194:
2171:
2165:
2164:
2136:
2130:
2129:
2114:
2108:
2107:
2097:
2080:(5): 1857–1862.
2065:
2059:
2058:
2056:
2054:
2037:(12 July 2021).
2031:
2025:
2024:
2007:(7): 1690–1700.
1996:
1990:
1989:
1971:
1965:
1964:
1962:
1960:
1954:
1943:
1935:
1929:
1928:
1926:
1924:
1918:
1907:
1898:
1887:
1886:
1849:
1843:
1842:
1840:
1838:
1820:
1811:(10): 997–1003.
1796:
1790:
1789:
1772:(8): 1155–1160.
1761:
1755:
1754:
1744:
1712:
1706:
1705:
1695:
1663:
1657:
1656:
1649:
1636:
1635:
1625:
1601:
1595:
1594:
1592:
1590:
1571:
1562:
1561:
1551:
1541:
1526:Cancer Discovery
1517:
1511:
1510:
1500:
1476:
1470:
1469:
1467:
1465:
1456:. 3 March 2016.
1455:
1447:
1436:
1434:
1432:
1430:
1408:
1383:
1382:
1380:
1378:
1359:
1342:
1341:
1339:
1337:
1318:
1312:
1311:
1309:
1307:
1297:nctr-crs.fda.gov
1289:
1283:
1282:
1280:
1278:
1259:
1175:brain metastasis
1163:perillyl alcohol
1108:Aston University
1096:cyclopropanating
1057:
1041:
1026:
1015:Plasma half-life
971:Pharmacokinetics
850:alkylating agent
843:thrombocytopenia
811:loss of appetite
769:
768:
761:
693:
673:
658:
652:
646:
640:
623:
612:
601:
600:
586:
584:
569:
549:
529:
509:
489:
469:
449:
429:
419:
418:
404:
345:
273:
270:
265:
258:
255:
245:
242:
220:
173:
170:
152:
141:
138:
135:
124:
121:
108:
94:
53:
44:
37:
35:
31:
21:
5073:
5072:
5068:
5067:
5066:
5064:
5063:
5062:
4988:
4987:
4986:
4976:
4974:
4966:
4964:
4959:
4958:
4943:Clinical trials
4918:
4624:Other/ungrouped
4619:
4570:
4343:
4323:Porfimer sodium
4271:
4233:
4166:
4123:
3953:
3941:
3825:
3795:
3713:
3701:
3676:
3572:
3492:
3428:
3426:antimetabolites
3424:
3423:DNA precursors/
3415:
3413:DNA replication
3403:
3343:
3313:Vinca alkaloids
3289:
3277:
3262:
3232:
3227:
3172:
3152:
3093:Coppertone sign
3086:Schering-Plough
3081:
2970:
2961:Schering-Plough
2934:
2873:
2868:
2827:
2815:
2803:
2800:
2795:
2756:
2754:Further reading
2751:
2750:
2697:
2693:
2654:
2650:
2640:
2638:
2629:
2628:
2624:
2579:
2575:
2535:
2531:
2494:
2490:
2458:
2454:
2417:
2413:
2389:
2385:
2375:
2373:
2360:
2359:
2355:
2318:
2314:
2287:Cancer Research
2283:
2279:
2240:
2236:
2226:
2224:
2207:
2206:
2202:
2192:
2190:
2173:
2172:
2168:
2137:
2133:
2116:
2115:
2111:
2066:
2062:
2052:
2050:
2032:
2028:
1997:
1993:
1986:
1972:
1968:
1958:
1956:
1952:
1941:
1937:
1936:
1932:
1922:
1920:
1916:
1910:Chemistry World
1905:
1899:
1890:
1850:
1846:
1836:
1834:
1797:
1793:
1762:
1758:
1713:
1709:
1684:10.1038/nrc3185
1664:
1660:
1651:
1650:
1639:
1602:
1598:
1588:
1586:
1573:
1572:
1565:
1518:
1514:
1477:
1473:
1463:
1461:
1453:
1449:
1448:
1439:
1428:
1426:
1410:
1409:
1386:
1376:
1374:
1361:
1360:
1345:
1335:
1333:
1320:
1319:
1315:
1305:
1303:
1291:
1290:
1286:
1276:
1274:
1261:
1260:
1256:
1251:
1226:expressing the
1123:
1104:
1072:
1065:
1058:
1049:
1042:
1033:
1027:
973:
928:
923:
915:
906:
904:Adverse effects
894:
874:
764:
762:
759:(what is this?)
756:
751:
748:
743:
738:
737:
726:
723:
718:
717:
696:
671:
661:
655:
649:
643:
604:
580:
572:
552:
532:
512:
492:
472:
452:
432:
415:
407:
387:
384:
379:
378:
343:
306:Protein binding
296:Bioavailability
288:Pharmacokinetic
282:
263:
224:
188:
181:
162:
155:
28:
23:
22:
15:
12:
11:
5:
5071:
5061:
5060:
5055:
5050:
5045:
5040:
5035:
5030:
5025:
5020:
5015:
5010:
5005:
5000:
4985:
4984:
4961:
4960:
4957:
4956:
4955:
4954:
4951:
4940:
4934:
4928:
4927:
4924:
4923:
4920:
4919:
4917:
4916:
4911:
4906:
4901:
4896:
4891:
4886:
4881:
4876:
4871:
4866:
4861:
4856:
4851:
4846:
4841:
4836:
4830:
4819:
4814:
4809:
4804:
4799:
4794:
4789:
4784:
4779:
4774:
4769:
4764:
4759:
4754:
4749:
4744:
4739:
4734:
4729:
4724:
4719:
4714:
4709:
4704:
4699:
4694:
4689:
4684:
4679:
4674:
4669:
4664:
4659:
4643:
4638:
4633:
4627:
4625:
4621:
4620:
4618:
4617:
4605:
4593:
4580:
4578:
4572:
4571:
4569:
4568:
4562:
4557:
4552:
4547:
4535:
4529:
4524:
4519:
4514:
4503:
4497:
4492:
4484:
4477:PARP inhibitor
4473:
4461:
4449:
4437:
4436:
4435:
4430:
4425:
4420:
4408:
4402:
4397:
4392:
4387:
4373:
4360:
4358:
4349:
4345:
4344:
4342:
4341:
4335:
4330:
4325:
4314:
4309:
4304:
4299:
4293:
4291:
4281:
4280:
4277:
4276:
4273:
4272:
4270:
4269:
4263:
4258:
4253:
4243:
4241:
4235:
4234:
4232:
4231:
4225:
4220:
4209:
4204:
4199:
4194:
4182:
4176:
4174:
4168:
4167:
4165:
4164:
4159:
4154:
4149:
4144:
4139:
4133:
4131:
4129:Platinum-based
4125:
4124:
4122:
4121:
4116:
4111:
4106:
4094:
4093:
4087:
4071:
4070:
4065:
4060:
4055:
4045:
4040:
4028:
4027:
4022:
4017:
4007:
4002:
3996:
3987:
3982:
3970:
3968:
3959:
3947:
3946:
3943:
3942:
3940:
3939:
3934:
3929:
3924:
3919:
3913:
3908:
3897:
3891:
3886:
3881:
3876:
3871:
3866:
3856:
3851:
3844:Anthracyclines
3839:
3837:
3827:
3826:
3824:
3823:
3817:
3805:
3803:
3797:
3796:
3794:
3793:
3787:
3782:
3777:
3772:
3767:
3762:
3757:
3752:
3747:
3742:
3730:
3728:
3719:
3707:
3706:
3703:
3702:
3700:
3699:
3686:
3684:
3678:
3677:
3675:
3674:
3668:
3656:
3655:
3642:
3641:
3625:
3624:
3614:
3609:
3604:
3599:
3594:
3582:
3580:
3574:
3573:
3571:
3570:
3564:
3562:Mercaptopurine
3553:
3548:
3543:
3537:
3532:
3516:
3515:
3502:
3500:
3494:
3493:
3491:
3490:
3484:
3473:
3467:
3462:
3457:
3445:
3443:
3434:
3417:
3409:
3408:
3405:
3404:
3402:
3401:
3389:
3383:
3378:
3373:
3368:
3363:
3351:
3349:
3345:
3344:
3342:
3341:
3335:
3330:
3325:
3320:
3308:
3306:
3295:
3279:
3278:
3264:Intracellular
3261:
3260:
3253:
3246:
3238:
3229:
3228:
3226:
3225:
3224:
3223:
3216:
3209:
3202:
3188:
3180:
3178:
3174:
3173:
3171:
3170:
3164:
3162:
3158:
3157:
3154:
3153:
3151:
3150:
3148:Urofollitropin
3145:
3140:
3135:
3130:
3125:
3120:
3115:
3110:
3105:
3100:
3095:
3089:
3087:
3080:
3079:
3074:
3069:
3064:
3059:
3054:
3049:
3044:
3039:
3034:
3029:
3024:
3019:
3014:
3009:
3004:
2999:
2994:
2989:
2984:
2978:
2976:
2972:
2971:
2969:
2968:
2963:
2958:
2953:
2948:
2942:
2940:
2936:
2935:
2933:
2932:
2927:
2922:
2917:
2912:
2907:
2902:
2900:William Kelley
2897:
2892:
2890:Johnnetta Cole
2887:
2881:
2879:
2875:
2874:
2867:
2866:
2859:
2852:
2844:
2838:
2837:
2829:"Temozolomide"
2825:
2817:"Temozolomide"
2813:
2799:
2798:External links
2796:
2794:
2793:
2757:
2755:
2752:
2749:
2748:
2691:
2664:(3): 315–319.
2648:
2622:
2573:
2546:(3): 732–738.
2529:
2488:
2469:(2): 144–151.
2463:Cancer Letters
2452:
2411:
2383:
2353:
2332:(2): 234–239.
2312:
2277:
2250:(5): 371–373.
2234:
2200:
2166:
2131:
2109:
2060:
2026:
1991:
1984:
1966:
1930:
1888:
1861:(5): 459–466.
1844:
1791:
1756:
1707:
1678:(2): 104–120.
1658:
1637:
1596:
1563:
1512:
1471:
1437:
1412:"Temodal EPAR"
1384:
1343:
1313:
1284:
1269:. 4 May 2020.
1263:"Temozolomide"
1253:
1252:
1250:
1247:
1193:-benzylguanine
1122:
1119:
1103:
1100:
1071:
1068:
1067:
1066:
1064:for comparison
1059:
1052:
1050:
1043:
1036:
1034:
1028:
1021:
972:
969:
927:
924:
922:
919:
914:
911:
905:
902:
893:
890:
873:
870:
771:
770:
753:
752:
750:
749:
746:
744:
741:
733:
732:
731:
728:
727:
725:
724:
721:
713:
712:
711:
708:
707:
704:
698:
697:
695:
694:
686:
684:
676:
675:
669:
663:
662:
659:
653:
647:
641:
636:
630:
629:
625:
624:
614:
606:
605:
603:
602:
589:
587:
574:
573:
571:
570:
562:
560:
554:
553:
551:
550:
542:
540:
534:
533:
531:
530:
522:
520:
514:
513:
511:
510:
502:
500:
494:
493:
491:
490:
482:
480:
474:
473:
471:
470:
462:
460:
454:
453:
451:
450:
442:
440:
434:
433:
431:
430:
422:
420:
409:
408:
406:
405:
397:
395:
389:
388:
386:
385:
382:
374:
373:
372:
369:
368:
364:
363:
357:
351:
350:
347:
338:
337:
334:active species
330:
324:
323:
318:
312:
311:
308:
302:
301:
298:
292:
291:
284:
283:
281:
280:
277:
268:
253:
239:
237:
231:
230:
226:
225:
223:
222:
209:
207:
201:
200:
191:
189:administration
183:
182:
180:
179:
177:
167:
165:
157:
156:
154:
153:
136:
118:
116:
110:
109:
102:
96:
95:
88:
78:
77:
74:
70:
69:
66:
60:
59:
55:
54:
46:
45:
26:
9:
6:
4:
3:
2:
5070:
5059:
5056:
5054:
5051:
5049:
5046:
5044:
5041:
5039:
5036:
5034:
5031:
5029:
5026:
5024:
5021:
5019:
5016:
5014:
5013:Fetotoxicants
5011:
5009:
5006:
5004:
5001:
4999:
4996:
4995:
4993:
4983:
4973:
4972:
4969:
4952:
4950:
4947:
4946:
4944:
4941:
4938:
4935:
4933:
4930:
4929:
4925:
4915:
4912:
4910:
4907:
4905:
4902:
4900:
4897:
4895:
4892:
4890:
4887:
4885:
4882:
4880:
4877:
4875:
4872:
4870:
4867:
4865:
4862:
4860:
4857:
4855:
4852:
4850:
4847:
4845:
4842:
4840:
4837:
4834:
4831:
4829:
4825:
4824:
4820:
4818:
4817:Tabelecleucel
4815:
4813:
4810:
4808:
4805:
4803:
4800:
4798:
4795:
4793:
4790:
4788:
4785:
4783:
4780:
4778:
4777:Lurbinectedin
4775:
4773:
4770:
4768:
4765:
4763:
4760:
4758:
4755:
4753:
4750:
4748:
4745:
4743:
4740:
4738:
4735:
4733:
4730:
4728:
4725:
4723:
4720:
4718:
4715:
4713:
4710:
4708:
4705:
4703:
4700:
4698:
4695:
4693:
4690:
4688:
4685:
4683:
4680:
4678:
4675:
4673:
4670:
4668:
4665:
4663:
4660:
4657:
4653:
4649:
4648:
4644:
4642:
4639:
4637:
4634:
4632:
4629:
4628:
4626:
4622:
4615:
4611:
4610:
4606:
4603:
4599:
4598:
4594:
4591:
4587:
4586:
4582:
4581:
4579:
4577:
4573:
4566:
4563:
4561:
4558:
4556:
4553:
4551:
4548:
4546:
4542:
4540:
4536:
4533:
4530:
4528:
4525:
4523:
4520:
4518:
4515:
4513:
4509:
4508:
4504:
4501:
4498:
4496:
4493:
4491:
4488:
4485:
4483:
4479:
4478:
4474:
4471:
4467:
4466:
4462:
4459:
4455:
4454:
4450:
4447:
4443:
4442:
4438:
4434:
4431:
4429:
4426:
4424:
4421:
4419:
4416:
4415:
4414:
4413:
4409:
4406:
4403:
4401:
4398:
4396:
4393:
4391:
4388:
4386:
4382:
4381:
4378:
4374:
4371:
4367:
4366:
4362:
4361:
4359:
4357:
4353:
4350:
4346:
4339:
4336:
4334:
4331:
4329:
4326:
4324:
4320:
4319:
4315:
4313:
4310:
4308:
4305:
4303:
4300:
4298:
4295:
4294:
4292:
4290:
4286:
4282:
4267:
4264:
4262:
4259:
4257:
4254:
4252:
4248:
4245:
4244:
4242:
4240:
4239:Intercalation
4236:
4229:
4226:
4224:
4221:
4219:
4215:
4214:
4210:
4208:
4205:
4203:
4200:
4198:
4195:
4192:
4188:
4187:
4183:
4181:
4178:
4177:
4175:
4173:
4169:
4163:
4160:
4158:
4155:
4153:
4150:
4148:
4147:Dicycloplatin
4145:
4143:
4140:
4138:
4135:
4134:
4132:
4130:
4126:
4120:
4117:
4115:
4112:
4110:
4107:
4105:
4102:
4100:
4096:
4095:
4091:
4088:
4086:
4082:
4079:
4077:
4073:
4072:
4069:
4066:
4064:
4061:
4059:
4056:
4053:
4049:
4046:
4044:
4041:
4039:
4036:
4034:
4030:
4029:
4026:
4023:
4021:
4020:Prednimustine
4018:
4015:
4011:
4008:
4006:
4003:
4000:
3997:
3995:
3991:
3988:
3986:
3983:
3981:
3978:
3976:
3972:
3971:
3969:
3967:
3963:
3960:
3957:
3952:
3948:
3938:
3935:
3933:
3930:
3928:
3925:
3923:
3920:
3917:
3914:
3912:
3909:
3907:
3903:
3902:
3898:
3895:
3892:
3890:
3887:
3885:
3882:
3880:
3877:
3875:
3872:
3870:
3867:
3864:
3860:
3857:
3855:
3852:
3850:
3846:
3845:
3841:
3840:
3838:
3836:
3835:Intercalation
3832:
3828:
3821:
3818:
3816:
3812:
3811:
3807:
3806:
3804:
3802:
3798:
3791:
3788:
3786:
3783:
3781:
3778:
3776:
3773:
3771:
3768:
3766:
3763:
3761:
3758:
3756:
3753:
3751:
3748:
3746:
3743:
3741:
3737:
3736:
3732:
3731:
3729:
3727:
3723:
3720:
3717:
3712:
3708:
3697:
3693:
3692:
3688:
3687:
3685:
3683:
3679:
3672:
3669:
3667:
3663:
3662:
3658:
3657:
3653:
3649:
3648:
3644:
3643:
3639:
3638:+daunorubicin
3636:
3632:
3631:
3627:
3626:
3622:
3618:
3615:
3613:
3610:
3608:
3605:
3603:
3602:Doxifluridine
3600:
3598:
3595:
3593:
3589:
3588:
3584:
3583:
3581:
3579:
3575:
3568:
3565:
3563:
3559:
3558:
3554:
3552:
3551:Rabacfosadine
3549:
3547:
3544:
3541:
3538:
3536:
3533:
3531:
3527:
3526:
3522:
3518:
3517:
3513:
3509:
3508:
3504:
3503:
3501:
3499:
3495:
3488:
3485:
3483:
3479:
3478:
3474:
3471:
3468:
3466:
3463:
3461:
3458:
3456:
3452:
3451:
3447:
3446:
3444:
3442:
3438:
3435:
3432:
3427:
3421:
3418:
3414:
3410:
3399:
3395:
3394:
3390:
3387:
3384:
3382:
3379:
3377:
3374:
3372:
3369:
3367:
3364:
3362:
3358:
3357:
3353:
3352:
3350:
3346:
3339:
3336:
3334:
3331:
3329:
3326:
3324:
3321:
3319:
3315:
3314:
3310:
3309:
3307:
3304:
3299:
3296:
3293:
3288:
3284:
3280:
3275:
3271:
3267:
3259:
3254:
3252:
3247:
3245:
3240:
3239:
3236:
3222:
3221:
3217:
3215:
3214:
3210:
3208:
3207:
3203:
3201:
3200:
3196:
3195:
3194:
3193:
3189:
3187:
3186:
3182:
3181:
3179:
3175:
3169:
3166:
3165:
3163:
3159:
3149:
3146:
3144:
3141:
3139:
3136:
3134:
3131:
3129:
3126:
3124:
3121:
3119:
3116:
3114:
3111:
3109:
3106:
3104:
3101:
3099:
3098:Desloratadine
3096:
3094:
3091:
3090:
3088:
3084:
3078:
3075:
3073:
3070:
3068:
3065:
3063:
3060:
3058:
3055:
3053:
3050:
3048:
3045:
3043:
3040:
3038:
3035:
3033:
3030:
3028:
3025:
3023:
3020:
3018:
3015:
3013:
3012:Fosaprepitant
3010:
3008:
3005:
3003:
3000:
2998:
2995:
2993:
2990:
2988:
2985:
2983:
2980:
2979:
2977:
2973:
2967:
2964:
2962:
2959:
2957:
2954:
2952:
2949:
2947:
2944:
2943:
2941:
2937:
2931:
2930:Peter Wendell
2928:
2926:
2925:Wendell Weeks
2923:
2921:
2918:
2916:
2913:
2911:
2908:
2906:
2903:
2901:
2898:
2896:
2893:
2891:
2888:
2886:
2885:Richard Clark
2883:
2882:
2880:
2876:
2872:
2865:
2860:
2858:
2853:
2851:
2846:
2845:
2842:
2834:
2830:
2826:
2822:
2818:
2814:
2810:
2806:
2802:
2801:
2790:
2786:
2781:
2776:
2772:
2768:
2764:
2759:
2758:
2744:
2740:
2735:
2730:
2726:
2722:
2718:
2714:
2710:
2706:
2702:
2695:
2687:
2683:
2679:
2675:
2671:
2667:
2663:
2659:
2652:
2636:
2632:
2626:
2618:
2614:
2609:
2604:
2600:
2596:
2592:
2588:
2584:
2577:
2569:
2565:
2561:
2557:
2553:
2549:
2545:
2541:
2533:
2525:
2521:
2516:
2511:
2507:
2503:
2499:
2492:
2484:
2480:
2476:
2472:
2468:
2464:
2456:
2448:
2444:
2439:
2434:
2430:
2426:
2422:
2415:
2407:
2403:
2399:
2395:
2387:
2371:
2367:
2363:
2357:
2349:
2345:
2340:
2335:
2331:
2327:
2323:
2316:
2308:
2304:
2300:
2296:
2292:
2288:
2281:
2273:
2269:
2265:
2261:
2257:
2253:
2249:
2245:
2238:
2222:
2218:
2216:
2210:
2204:
2188:
2184:
2182:
2176:
2170:
2162:
2158:
2154:
2150:
2146:
2142:
2135:
2127:
2123:
2119:
2113:
2105:
2101:
2096:
2091:
2087:
2083:
2079:
2075:
2071:
2064:
2048:
2044:
2040:
2036:
2030:
2022:
2018:
2014:
2010:
2006:
2002:
1995:
1987:
1981:
1977:
1970:
1951:
1947:
1940:
1934:
1915:
1911:
1904:
1897:
1895:
1893:
1884:
1880:
1876:
1872:
1868:
1864:
1860:
1856:
1848:
1832:
1828:
1824:
1819:
1814:
1810:
1806:
1802:
1795:
1787:
1783:
1779:
1775:
1771:
1767:
1760:
1752:
1748:
1743:
1738:
1734:
1730:
1726:
1722:
1718:
1711:
1703:
1699:
1694:
1689:
1685:
1681:
1677:
1673:
1669:
1662:
1654:
1653:Austria-Codex
1648:
1646:
1644:
1642:
1633:
1629:
1624:
1619:
1616:(1): G1–G24.
1615:
1611:
1607:
1600:
1584:
1580:
1576:
1570:
1568:
1559:
1555:
1550:
1545:
1540:
1535:
1531:
1527:
1523:
1516:
1508:
1504:
1499:
1494:
1490:
1486:
1482:
1475:
1459:
1452:
1446:
1444:
1442:
1424:
1420:
1418:
1413:
1407:
1405:
1403:
1401:
1399:
1397:
1395:
1393:
1391:
1389:
1372:
1368:
1364:
1358:
1356:
1354:
1352:
1350:
1348:
1331:
1327:
1323:
1317:
1302:
1298:
1294:
1288:
1272:
1268:
1264:
1258:
1254:
1246:
1242:
1238:
1235:
1233:
1232:hematopoietic
1229:
1225:
1220:
1218:
1214:
1210:
1206:
1202:
1198:
1194:
1192:
1187:
1182:
1180:
1176:
1172:
1168:
1164:
1158:
1156:
1153:
1149:
1145:
1141:
1137:
1133:
1129:
1118:
1115:
1113:
1109:
1099:
1097:
1093:
1089:
1085:
1080:
1078:
1063:
1056:
1051:
1047:
1040:
1035:
1032:
1025:
1020:
1019:
1018:
1016:
1012:
1010:
1006:
1002:
998:
994:
990:
986:
982:
978:
968:
965:
961:
957:
953:
951:
946:
941:
937:
933:
918:
910:
901:
899:
889:
886:
882:
879:
869:
867:
863:
859:
855:
851:
846:
844:
840:
836:
832:
828:
824:
820:
817:(hair loss),
816:
812:
808:
804:
800:
795:
793:
789:
785:
781:
777:
767:
760:
754:
745:
740:
739:
736:
729:
720:
719:
716:
709:
705:
703:
702:Melting point
699:
692:
688:
687:
685:
682:
677:
670:
668:
664:
637:
635:
631:
626:
622:
618:
615:
613:
611:ECHA InfoCard
607:
599:
595:
594:DTXSID5043714
591:
590:
588:
579:
575:
568:
564:
563:
561:
559:
555:
548:
544:
543:
541:
539:
535:
528:
524:
523:
521:
519:
515:
508:
504:
503:
501:
499:
495:
488:
484:
483:
481:
479:
475:
468:
464:
463:
461:
459:
455:
448:
444:
443:
441:
439:
435:
428:
424:
423:
421:
414:
410:
403:
399:
398:
396:
394:
390:
381:
380:
377:
370:
365:
362:
358:
356:
352:
348:
346:
339:
335:
331:
329:
325:
322:
319:
317:
313:
309:
307:
303:
299:
297:
293:
289:
285:
278:
276: Rx-only
269:
266:
254:
251:
241:
240:
238:
236:
232:
227:
219:
214:
211:
210:
208:
206:
202:
199:
195:
192:
190:
184:
178:
169:
168:
166:
164:
158:
151:
146:
137:
134:
129:
120:
119:
117:
115:
111:
107:
103:
101:
97:
93:
89:
87:
83:
79:
75:
71:
67:
65:
61:
58:Clinical data
56:
52:
47:
43:
38:
30:
19:
5003:Carboxamides
4864:Tazemetostat
4828:Alitretinoin
4821:
4732:Estramustine
4712:Elsamitrucin
4702:Eflornithine
4656:Pegaspargase
4652:Asparaginase
4645:
4614:Testolactone
4607:
4595:
4583:
4537:
4522:Panobinostat
4505:
4475:
4463:
4451:
4439:
4410:
4375:
4363:
4316:
4312:Padeliporfin
4251:Dactinomycin
4247:Streptomyces
4228:Temozolomide
4227:
4223:Mitozolomide
4211:
4202:Mitobronitol
4191:Procarbazine
4184:
4172:Nonclassical
4097:
4074:
4068:Streptozocin
4033:Nitrosoureas
4031:
4005:Chlorambucil
3999:Trofosfamide
3985:Chlormethine
3980:Bendamustine
3973:
3911:Mitoxantrone
3906:Losoxantrone
3899:
3859:Daunorubicin
3842:
3808:
3745:Camptothecin
3733:
3689:
3659:
3645:
3628:
3612:Fluorouracil
3592:Capecitabine
3585:
3555:
3519:
3505:
3475:
3470:Pralatrexate
3460:Methotrexate
3448:
3391:
3354:
3311:
3219:
3212:
3205:
3198:
3190:
3183:
3177:Publications
3138:Temozolomide
3137:
3037:Omarigliptin
2939:Subsidiaries
2920:Samuel Thier
2915:Anne Tatlock
2910:Thomas Shenk
2832:
2820:
2808:
2770:
2766:
2708:
2704:
2694:
2661:
2657:
2651:
2639:. Retrieved
2625:
2590:
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2539:
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2505:
2501:
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2466:
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2455:
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2374:. Retrieved
2356:
2329:
2325:
2315:
2290:
2286:
2280:
2247:
2243:
2237:
2225:. Retrieved
2212:
2203:
2191:. Retrieved
2178:
2169:
2147:(1): 35–61.
2144:
2140:
2134:
2126:the original
2121:
2112:
2077:
2073:
2063:
2051:. Retrieved
2042:
2029:
2004:
2000:
1994:
1975:
1969:
1957:. Retrieved
1933:
1921:. Retrieved
1909:
1858:
1854:
1847:
1835:. Retrieved
1808:
1804:
1794:
1769:
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1724:
1720:
1710:
1675:
1671:
1661:
1652:
1613:
1609:
1599:
1589:14 September
1587:. Retrieved
1578:
1529:
1525:
1515:
1491:(1): 40–51.
1488:
1484:
1474:
1462:. Retrieved
1427:. Retrieved
1415:
1375:. Retrieved
1366:
1334:. Retrieved
1325:
1316:
1304:. Retrieved
1296:
1287:
1275:. Retrieved
1266:
1257:
1243:
1239:
1236:
1227:
1221:
1208:
1196:
1190:
1183:
1159:
1124:
1116:
1105:
1088:diazomethane
1083:
1081:
1073:
1013:
1011:substances.
985:blood plasma
974:
963:
955:
949:
944:
929:
921:Pharmacology
916:
913:Interactions
907:
895:
887:
883:
875:
872:Medical uses
847:
829:(seizures),
807:constipation
796:
788:glioblastoma
779:
776:Temozolomide
775:
774:
763:
757:
342:Elimination
310:15% (10–20%)
235:Legal status
229:Legal status
150:Temozolomide
114:License data
34:Temozolomide
29:
4939:from market
4909:Vorasidenib
4889:Trabectedin
4874:Tiazofurine
4869:Tebentafusp
4854:Tagraxofusp
4812:Plitidepsin
4782:Mitoguazone
4722:Epacadostat
4692:Demecolcine
4636:Aflibercept
4609:Sex steroid
4482:Fuzuloparib
4423:Carfilzomib
4395:Palbociclib
4385:Abemaciclib
4338:Verteporfin
4302:Efaproxiral
4218:Dacarbazine
4180:Altretamine
4162:Satraplatin
4157:Oxaliplatin
4137:Carboplatin
4114:Triaziquone
4085:Mannosulfan
4063:Ranimustine
4043:Fotemustine
3884:Pirarubicin
3869:Doxorubicin
3863:+cytarabine
3849:Aclarubicin
3810:Podophyllum
3735:Camptotheca
3666:Azacitidine
3652:Gemcitabine
3607:Floxuridine
3540:Fludarabine
3535:Clofarabine
3521:Halogenated
3512:Pentostatin
3487:Raltitrexed
3455:Aminopterin
3398:Ixabepilone
3393:Epothilones
3361:Cabazitaxel
3338:Vinorelbine
3323:Vincristine
3318:Vinblastine
3303:microtubule
3113:Famciclovir
3067:Sitagliptin
3062:Simvastatin
3047:Rizatriptan
3042:Raltegravir
3032:Montelukast
3007:Finasteride
2982:Alendronate
1148:brain-tumor
1128:chloroquine
1092:methylating
1062:dacarbazine
1009:hydrophilic
898:dacarbazine
854:astrocytoma
839:lymphopenia
835:neutropenia
827:convulsions
674: g·mol
617:100.158.652
547:CHEBI:72564
367:Identifiers
328:Metabolites
300:almost 100%
198:intravenous
100:MedlinePlus
73:Other names
64:Trade names
5043:Teratogens
4992:Categories
4904:Verdinexor
4899:Venetoclax
4802:Oblimersen
4797:Navitoclax
4772:Lucanthone
4767:Lonidamine
4757:Lifileucel
4752:Ivosidenib
4747:Imetelstat
4717:Enasidenib
4707:Elesclomol
4672:Bexarotene
4667:Belzutifan
4602:Bexarotene
4590:Atrasentan
4565:Umbralisib
4560:Idelalisib
4550:Copanlisib
4532:Vorinostat
4527:Romidepsin
4517:Entinostat
4512:Belinostat
4470:Masoprocol
4458:Tiazofurin
4446:Anagrelide
4418:Bortezomib
4405:Seliciclib
4400:Ribociclib
4380:inhibitors
4370:Tipifarnib
4333:Temoporfin
4328:Talaporfin
4266:Plicamycin
4261:Mitomycins
4207:Pipobroman
4186:Hydrazines
4152:Nedaplatin
4104:Carboquone
4099:Aziridines
4090:Treosulfan
4038:Carmustine
4025:Uramustine
3994:Ifosfamide
3966:Alkylating
3927:Bisantrene
3916:Pixantrone
3889:Valrubicin
3879:Idarubicin
3874:Epirubicin
3820:Teniposide
3775:Lurtotecan
3770:Irinotecan
3671:Decitabine
3635:Cytarabine
3578:Pyrimidine
3567:Tioguanine
3557:Thiopurine
3546:Nelarabine
3530:Cladribine
3482:Pemetrexed
3465:Pemetrexed
3441:Folic acid
3381:Paclitaxel
3333:Vinflunine
3220:Geriatrics
3213:Veterinary
3161:Facilities
3128:Mometasone
3123:Loratadine
3118:Infliximab
3077:Vorinostat
3072:Vericiguat
3027:Lovastatin
2987:Aprepitant
2966:Viralytics
2376:1 February
1766:DNA Repair
1727:: 94–101.
1721:DNA Repair
1306:22 October
1249:References
1213:anaplastic
1086:source of
1077:UN Class 1
1029:MTIC, the
997:hydrolyzed
960:epigenetic
679:3D model (
667:Molar mass
507:YF1K15M17Y
478:ChemSpider
438:IUPHAR/BPS
402:85622-93-1
393:CAS Number
376:IUPAC name
321:hydrolysis
316:Metabolism
4949:Phase III
4937:Withdrawn
4914:Vosaroxin
4894:Veliparib
4849:Sotorasib
4839:Selinexor
4833:Tretinoin
4823:Retinoids
4737:Glasdegib
4682:Celecoxib
4631:Adagrasib
4555:Duvelisib
4545:Alpelisib
4500:Rucaparib
4487:Niraparib
4428:Oprozomib
4390:Alvocidib
4256:Bleomycin
4213:Triazenes
4197:Etoglucid
4142:Cisplatin
4058:Nimustine
4052:Semustine
4048:Lomustine
4010:Melphalan
3937:Menogaril
3932:Crisnatol
3922:Amsacrine
3894:Zorubicin
3854:Amrubicin
3815:Etoposide
3790:Topotecan
3785:Silatecan
3780:Rubitecan
3765:Gimatecan
3750:Cositecan
3740:Belotecan
3416:inhibitor
3386:Tesetaxel
3376:Ortataxel
3371:Larotaxel
3366:Docetaxel
3328:Vindesine
3103:Ezetimibe
3052:Rofecoxib
3017:Indinavir
2997:Ezetimibe
2992:Ertapenem
2767:Neurology
2021:237644612
1912:: 48–51.
1267:Drugs.com
1144:green tea
936:methylate
878:indicated
567:ChEMBL810
355:Excretion
349:1.8 hours
344:half-life
187:Routes of
161:Pregnancy
92:Monograph
86:Drugs.com
5033:Prodrugs
4982:Medicine
4787:Mitotane
4727:Eribulin
4495:Olaparib
4433:Ixazomib
4109:Thiotepa
4081:Busulfan
3760:Exatecan
3597:Carmofur
3305:assembly
3268: /
3143:Tibolone
3022:Losartan
2975:Products
2789:17515545
2743:32322066
2686:21517366
2678:18688571
2635:Archived
2617:19204199
2568:14455128
2560:16546988
2524:24623736
2483:25524552
2447:24994771
2406:24324108
2370:Archived
2348:20001586
2307:17942911
2272:21181702
2264:16520480
2221:Archived
2187:Archived
2104:31793158
2047:Archived
2045:(Blog).
1959:25 April
1950:Archived
1914:Archived
1883:25150249
1875:19269895
1831:Archived
1827:15758010
1786:17482895
1751:26704428
1702:22237395
1632:29046323
1583:Archived
1558:31416802
1507:28840962
1458:Archived
1423:Archived
1371:Archived
1367:DailyMed
1330:Archived
1271:Archived
1201:in vitro
1171:melanoma
1121:Research
932:alkylate
858:Olaparib
819:headache
815:alopecia
803:vomiting
766:(verify)
458:DrugBank
205:ATC code
194:By mouth
163:category
145:DailyMed
5023:Lactams
3716:S phase
3617:Tegafur
3431:S phase
3356:Taxanes
3292:M phase
2734:8235024
2713:Bibcode
2641:27 June
2608:2667825
2161:9189180
2095:6982548
2053:30 June
2043:Science
1923:28 June
1837:9 April
1742:4740233
1693:3586545
1549:7319046
1205:in vivo
1102:History
1084:in situ
993:prodrug
940:guanine
823:fatigue
780:Temodar
672:194.154
634:Formula
467:DB00853
413:PubChem
359:mainly
267:Rx-only
264:WARNING
221:)
215: (
213:L01AX03
176: D
147::
130::
106:a601250
18:Temodar
4968:Portal
4932:WHO-EM
4541:(Pi3K)
3498:Purine
3301:Block
3206:Manual
2787:
2741:
2731:
2705:Nature
2684:
2676:
2615:
2605:
2566:
2558:
2522:
2481:
2445:
2404:
2346:
2305:
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2159:
2102:
2092:
2035:Lowe D
2019:
1982:
1881:
1873:
1825:
1784:
1749:
1739:
1700:
1690:
1630:
1556:
1546:
1505:
1173:, and
1167:glioma
1132:glioma
799:nausea
715:SMILES
558:ChEMBL
527:D06067
361:kidney
261:
248:
143:
133:by INN
126:
4453:IMPDI
4348:Other
3199:Index
2682:S2CID
2564:S2CID
2268:S2CID
2227:7 May
2217:(FDA)
2213:U.S.
2193:7 May
2183:(FDA)
2179:U.S.
2017:S2CID
1953:(PDF)
1942:(PDF)
1917:(PDF)
1906:(PDF)
1879:S2CID
1464:7 May
1454:(PDF)
1429:7 May
1419:(EMA)
1377:7 May
1336:7 May
1326:(emc)
1277:7 May
735:InChI
681:JSmol
538:ChEBI
4539:PIKI
4507:HDAC
3956:CCNS
2785:PMID
2739:PMID
2674:PMID
2643:2018
2613:PMID
2556:PMID
2520:PMID
2479:PMID
2443:PMID
2402:PMID
2378:2016
2344:PMID
2303:PMID
2260:PMID
2229:2020
2195:2020
2157:PMID
2100:PMID
2055:2022
1980:ISBN
1961:2019
1925:2015
1871:PMID
1839:2022
1823:PMID
1782:PMID
1747:PMID
1698:PMID
1628:PMID
1591:2023
1554:PMID
1503:PMID
1466:2020
1431:2020
1379:2020
1338:2020
1308:2023
1279:2020
1228:MGMT
1140:EGCG
1094:and
964:MGMT
956:MGMT
831:rash
790:and
518:KEGG
498:UNII
487:5201
447:7301
427:5394
290:data
82:AHFS
4585:ERA
4441:PhI
4412:PrI
4377:CDK
4289:PDT
3287:MIs
3283:SPs
3274:L01
2775:doi
2729:PMC
2721:doi
2709:580
2666:doi
2603:PMC
2595:doi
2548:doi
2510:doi
2471:doi
2467:358
2433:doi
2334:doi
2330:113
2295:doi
2252:doi
2248:144
2149:doi
2090:PMC
2082:doi
2009:doi
1863:doi
1813:doi
1809:352
1774:doi
1737:PMC
1729:doi
1688:PMC
1680:doi
1618:doi
1614:178
1544:PMC
1534:doi
1493:doi
1301:FDA
1177:of
1110:in
837:or
583:EPA
417:CID
250:POM
218:WHO
128:EMA
76:TMZ
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