898:
Pakistan), Nise (Russia, Venezuela, Vietnam, Ukraine), Nilsid (Egypt); Aulin (Bulgaria, Czech
Republic, Italy, Romania, Poland), Ainex, Drexel, Donulide, Edrigyl, Enetra, Heugan, Mesulid, Minapon, NeRelid, Nexen, Nidolon, Nilden (Mexico); Emsulide, Nimed, Nimedex, Nimesil (Czech Republic, Moldova, Latvia, Lithuania, Kazhakhstan, Georgia, Poland), Nimulid (Trinidad & Tobago), Nimutab, Nimdase, Nimopen-MP Nise, Nimuwin, Nisulid, Nodard Plus, Nicip, Nimcap, Nic-P, Nic-Spas, Nimupain (India); Mesulid, Novolid, Relmex (Ecuador); Remisid (Ukraine); Coxulid, Emulid, Frenag, Fuzo, Motival, Nimeksil, Nimelid, Nîmes, Nimesdin, Romasulid, Sulidin, Suljel, Thermo Sulidin (Turkey), Xilox (Hungary); Modact-IR (Pakistan); and ad Sulidene and Zolan for veterinary use. Many generic and copy-products also exist (Lusemin, Medicox, Nidol, Nimalox, Nimesil, Nimotas, Nimulid, Nizer, Sorini, Ventor, Vionim, Neolide, Willgo among others), new-aid, Nexulide (Syria), Nims, Nice, Nimulide (Nepal)
1213:
458:
435:
2680:
2700:
745:, nimesulide has been withdrawn from market in several countries (Mexico, Spain, Finland, Belgium, and Ireland). Liver problems have resulted in both deaths and the need for transplantation. Although the frequency of nimesulide-induced liver injury is estimated at around 1 in 50,000 patients and is less common when use is limited to 15 days, severe injury has occurred in as little as three days after starting the medication.
714:
2690:
29:
926:
On
September 21, 2007 the EMA released a press release on their review on the liver-related safety of nimesulide. The EMA has concluded that the benefits of these medicines outweigh their risks, but that there is a need to limit the duration of use to ensure that the risk of patients developing liver
958:
and other media outlets reported that a top-ranking official at Italy's medicines agency AIFA had been filmed by police while accepting bribes from employees of pharmaceutical companies. The money allegedly was being paid to ensure that certain drugs would be spared scrutiny from the drugs watchdog.
831:
The therapeutic effects of nimesulide are the result of its complex mode of action, which targets a number of key mediators of the inflammatory process such as: COX-2 mediated prostaglandins, free radicals, proteolytic enzymes, and histamine. Clinical evidence is available to support a particularly
939:
has decided to suspend
Nimesulide from the Irish market and refer it to the EU Committee for Human Medicinal Products (CHMP) for a review of its benefit/risk profile. The decision is due to the reporting of six cases of potentially-related liver failures to the IMB by the National Liver Transplant
897:
Nimesulide is available throughout the world as original product with the following trademarks: Sulide, Nimalox, Mesulid (Novartis, Brazil, Boehringer
Ingelheim, Greece, Italy), Coxtal (Sanofi, China, Bulgaria), Sintalgin (Abbott, Brazil), Eskaflam (GSK, Brazil, Mexico), Octaprin, Nimside (Teva,
651:
It may be used for pain, including period pains. Nimesulide is not recommended long-term, as for chronic conditions such as arthritis. This is due to its association with an increased risk of liver toxicity, including liver failure. Despite its risk of hepatotoxicity, a 2012 evaluation by the
959:
The investigation had started in 2005 following suspicions that some AIFA drug tests had been faked. Eight arrests were made. Nimesulide can be bought carrying a prescription from a physician that is kept as a receipt at the chemist shop, nominally allowing strong control over selling.
914:
reported that the Union
Ministry of Health and Family Welfare finally had decided to suspend the pediatric use of the analgesic, Nimesulide suspension. From 10 March 2011 onward Nimesulide formulations are not indicated for human use in children below 12 years of age.
962:
The original manufacturer of nimesulide is
Helsinn Healthcare SA, Switzerland, which acquired the rights for the drug in 1976. After the patent protection terminated in 2015, a number of other companies started production and marketing of Nimesulide.
1027:
643:. It has a multifactorial mode of action and is characterized by a fast onset of action. It works by blocking the production of prostaglandins (a chemical associated with pain), thereby relieving pain and inflammation.
676:
Less than 10 days of nimesulide does not appear to increase the risk of hypothermia, gastrointestinal bleeding, epigastric pain, vomiting, diarrhea, or transient, asymptomatic elevation of liver enzymes compared to
792:. However, the pharmacological profile of nimesulide is peculiar, and additional, unknown/yet-to-be-identified mechanisms appear to also be involved. One pathway that has been implicated in its actions is the
1677:
1148:
136:
3365:
705:
Women should use the drug with caution during lactation and nimesulide is contraindicated during pregnancy, and research suggest that it is also contraindicated in lactating women.
1023:
3676:
1616:
1397:
Bianchi M, Broggini M (2003). "A randomised, double-blind, clinical trial comparing the efficacy of nimesulide, celecoxib and rofecoxib in osteoarthritis of the knee".
2736:
1134:
530:
3817:
1172:"An investigation into drug products withdrawn from the EU market between 2002 and 2011 for safety reasons and the evidence used to support the decision-making"
1699:
2683:
927:
problems is kept to a minimum. Therefore, the EMA has limited the use of systemic formulations (tablets, solutions, suppositories) of nimesulide to 15 days.
81:
1752:
1440:
Laporte JR, Ibáñez L, Vidal X, Vendrell L, Leone R (2004). "Upper gastrointestinal bleeding associated with the use of NSAIDs: newer versus older agents".
1685:
4577:
4547:
4378:
588:
828:
Nimesulide has a relatively rapid onset of action, with meaningful reductions in pain and inflammation observed within 15 minutes from drug intake.
5293:
3583:
3203:
1323:
918:
On
September 13, 2011 Madras High Court revoked a suspension on manufacture and sale of paediatric drugs nimesulide and phenylpropanolamine (PPA).
4430:
4410:
3966:
3916:
2100:
1240:
Suleyman H, Cadirci E, Albayrak A, Halici Z (2008). "Nimesulide is a selective COX-2 inhibitory, atypical non-steroidal anti-inflammatory drug".
4736:
4201:
4091:
4086:
4071:
4006:
3956:
3911:
3476:
825:
does not necessitate dosage adjustment, while in patients with severe chronic kidney disease or liver disease, nimesulide is contraindicated.
5308:
5143:
4974:
4964:
4388:
4066:
4046:
4031:
4021:
4001:
3996:
3951:
3926:
3891:
3737:
3568:
3346:
3244:
3183:
3144:
2943:
2933:
2841:
2729:
41:
5173:
5168:
5133:
5108:
4969:
4830:
4687:
4288:
4283:
4081:
4061:
4056:
4051:
4036:
4026:
4016:
3991:
3981:
3976:
3971:
3961:
3946:
3941:
3901:
3860:
3840:
3797:
3792:
3777:
3767:
3762:
3747:
3626:
3548:
3503:
3417:
3393:
3383:
2831:
1630:
877:
544:
5158:
5113:
4924:
4870:
4855:
4704:
4415:
4363:
4248:
4096:
4041:
4011:
3986:
3936:
3931:
3921:
3906:
3855:
3850:
3807:
3742:
3732:
3702:
3646:
3616:
3573:
3563:
3412:
3336:
3188:
3101:
2898:
2399:
2175:
1658:
5163:
5138:
5128:
4979:
4954:
4939:
4904:
4880:
4875:
4626:
4076:
3896:
3830:
3802:
3787:
3782:
3757:
3373:
3341:
3321:
3264:
3149:
3072:
3067:
3062:
3057:
2893:
2888:
2115:
2075:
1730:
721:
Nimesulide is available in a variety of forms: tablets, powder for dissolution in water, suppositories, mouth dissolving tablets, and
5266:
5183:
4899:
4845:
4840:
3875:
3722:
3631:
3588:
3139:
3052:
2938:
2918:
2913:
2908:
1099:
Gupta P, Sachdev HP (June 2003). "Safety of oral use of nimesulide in children: systematic review of randomized controlled trials".
656:(EMA) concluded that the overall benefit/risk profile of nimesulide is favourable and in line with that of the other NSAIDs such as
5045:
4949:
4944:
3752:
3717:
3593:
3553:
2722:
2693:
1745:
3835:
3684:
1354:
Rainsford KD (June 2006). "Nimesulide -- a multifactorial approach to inflammation and pain: scientific and clinical consensus".
1056:
Caiazzo E, Ialenti A, Cicala C (April 2019). "The relatively selective cyclooxygenase-2 inhibitor nimesulide: What's going on?".
1608:
815:
Nimesulide undergoes extensive biotransformation, mainly to 4-hydroxynimesulide (which also appears to be biologically active).
1575:
2658:
1492:
844:
for the first time as Aulin and
Mesulid in 1985 and is available in more than 50 countries worldwide, including among others
1507:
Safety of nimesulide. CD ROM, Appropriate Use of
Antipyretics / Analgesics in Children, Health Informatics, New Delhi, 2004.
1761:
941:
2339:
1738:
782:
609:
1126:
595:
5303:
1001:
564:
3712:
209:
121:
283:
5259:
453:
334:
1149:"Aviso sobre los riesgos del consumo y uso de los medicamentos que contengan en su formulación Nimesulida"
2851:
2794:
414:
1760:
1334:
403:
3274:
3159:
3082:
2975:
5216:
668:
provided that the duration of use is limited to 15 days and the dose does not exceed 200 mg/day.
2957:
2776:
653:
1212:
5318:
5053:
5034:
4989:
3431:
2637:
430:
1641:
2759:
2662:
1609:"Madras High Court Revokes Ban on Manufacture and Sale PPA - Adverse Effect - Medical Treatments"
793:
59:
5313:
5095:
5015:
1555:
Khan RA, Rahman SZ (2004). "Nimesulide
Induced Coronary Artery Insufficiency – A Case Report".
907:
822:
797:
158:
74:
572:
InChI=1S/C13H12N2O5S/c1-21(18,19)14-12-8-7-10(15(16)17)9-13(12)20-11-5-3-2-4-6-11/h2-9,14H,1H3
383:
5298:
5288:
5072:
3528:
2765:
2642:
2632:
2627:
2617:
936:
274:
70:
5211:
4333:
4186:
3656:
2612:
2589:
2070:
1942:
343:
238:
178:
3494:
3403:
1517:
Rahman SZ, Khan RA (2004). "Is nimesulide safe in a cardiovascular-Compromised patient?".
323:
8:
4161:
2666:
2622:
2539:
1917:
954:
786:
229:
5023:
2751:
2529:
2462:
1536:
Khan RA, Rahman SZ (2004). "A Case Report on Nimesulide and its Relation with Angina".
1465:
1422:
1379:
1305:
1196:
1171:
1081:
748:
Continuous use of nimesulide (more than 15 days) may cause the following side effects:
457:
434:
51:
4557:
4226:
4196:
2699:
2559:
2409:
1972:
1947:
1488:
1457:
1453:
1414:
1410:
1371:
1297:
1293:
1257:
1201:
1108:
1073:
993:
1426:
1383:
1309:
1085:
818:
Food, sex, and advanced age have negligible effects on nimesulide pharmacokinetics.
5239:
5231:
5226:
4530:
4116:
3607:
3486:
3312:
3303:
3235:
3226:
3218:
3120:
3111:
3033:
3024:
2875:
2813:
2323:
1720:
1469:
1449:
1406:
1363:
1289:
1249:
1191:
1183:
1065:
470:
150:
104:
94:
2714:
5087:
5019:
4929:
4604:
4582:
4552:
3249:
2703:
2441:
2431:
2389:
1855:
1773:
1069:
789:
697:
in children. However, data does not speak to populations less than 6 months old.
621:
263:
168:
1769:
1765:
1225:
1187:
4609:
4562:
4127:
3689:
2748:
2415:
2190:
2055:
1967:
1892:
1877:
1872:
1866:
1795:
1253:
911:
742:
686:
640:
625:
5282:
5206:
4890:
4675:
4572:
4450:
4435:
4368:
4298:
2549:
2426:
2239:
2224:
2105:
2040:
1367:
881:
629:
446:
1127:"Nimesulide, Nimesulide Tablets, Ainex Nimesulide, Nimesulide Manufacturers"
4746:
4663:
4589:
4567:
4520:
4455:
4425:
4405:
4400:
4323:
4211:
3636:
3598:
3466:
3293:
3129:
3014:
2821:
2421:
2384:
2369:
2313:
2298:
2293:
2244:
2219:
2209:
2204:
1962:
1840:
1820:
1815:
1805:
1787:
1461:
1418:
1375:
1261:
1205:
1112:
1077:
997:
722:
99:
89:
20:
1301:
985:
733:
It should be avoided by children under 12 and people with liver problems.
5221:
5123:
5064:
4934:
4919:
4860:
4825:
4803:
4783:
4731:
4716:
4658:
4616:
4542:
4510:
4495:
4328:
4313:
4238:
4176:
4171:
3845:
3518:
3481:
3456:
3451:
3298:
3254:
3213:
3208:
3106:
3042:
3019:
3009:
2928:
2903:
2870:
2836:
2657:
indicates initially developed first-in-class compound of specific group;
2554:
2534:
2503:
2488:
2379:
2344:
2333:
2143:
2065:
1993:
1982:
1932:
1927:
857:
682:
633:
617:
1280:
Bernareggi A (October 1998). "Clinical pharmacokinetics of nimesulide".
303:
5153:
4914:
4885:
4865:
4818:
4813:
4798:
4773:
4741:
4680:
4636:
4535:
4485:
4480:
4475:
4470:
4445:
4358:
4353:
4293:
4278:
4258:
4243:
4216:
4191:
4181:
4166:
4156:
3870:
3825:
3812:
3727:
3513:
3508:
3461:
3398:
3378:
3331:
2923:
2745:
2584:
2569:
2564:
2513:
2478:
2328:
2276:
2271:
2266:
2261:
2234:
2158:
2095:
2034:
2028:
2003:
1998:
1937:
1922:
1912:
1882:
1850:
1835:
1782:
678:
657:
506:
314:
5178:
5118:
4850:
4808:
4793:
4788:
4778:
4768:
4763:
4758:
4753:
4668:
4651:
4646:
4641:
4525:
4505:
4500:
4465:
4460:
4420:
4393:
4348:
4343:
4338:
4318:
4273:
4268:
4231:
4221:
4146:
3865:
3772:
3621:
3558:
3471:
3388:
3193:
3178:
2999:
2994:
2579:
2544:
2508:
2498:
2493:
2483:
2473:
2468:
2457:
2451:
2404:
2318:
2303:
2288:
2256:
2250:
2214:
2180:
2169:
2163:
2125:
2090:
2085:
2080:
2060:
2023:
2018:
1952:
1907:
1860:
1825:
1810:
694:
661:
613:
249:
191:
45:
5011:
5006:
4835:
4697:
4692:
4631:
4621:
4599:
4594:
4515:
4490:
4440:
4383:
4373:
4308:
4303:
4263:
3578:
3198:
3004:
2394:
2374:
2360:
2308:
2282:
2229:
2153:
2148:
2120:
2110:
2050:
2045:
2013:
1845:
1830:
1800:
1598:
CDSCO website-wide gazette notification GSR 82(E) dated 10.03.2011.
869:
849:
665:
363:
294:
66:
713:
529:
5148:
4959:
4726:
4253:
4206:
4151:
3697:
2594:
2195:
2008:
1957:
1901:
1700:"Italian medicines agency officials arrested in corruption probe"
861:
690:
4909:
4110:
2135:
921:
873:
865:
853:
845:
394:
812:
Nimesulide is absorbed rapidly following oral administration.
4721:
1239:
841:
520:
374:
28:
419:
354:
1439:
1487:. Bazylea, Boston, Berlin: Birkhäuser Verlag. p. 7.
1324:"Nimesulide Tablets: Summary of Product Characteristics"
944:. These cases occurred in the period from 1999 to 2006.
832:
good profile in terms of gastrointestinal tolerability.
1275:
1273:
1271:
1169:
1055:
1024:"Current status: European Commission final decision"
2852:
2795:
2744:
282:
4133:
3275:
3160:
3083:
2976:
2958:
2777:
1349:
1347:
1268:
5280:
5054:
5035:
4990:
3432:
1092:
262:
1396:
1170:McNaughton R, Huet G, Shakir S (January 2014).
237:
5096:
1344:
1235:
1233:
1051:
1049:
1047:
1045:
5073:
3529:
2730:
1746:
1678:"Mazzette per evitare i controlli sull'Aulin"
1226:https://www.ncbi.nlm.nih.gov/books/NBK547948/
785:(NSAID), acting specifically as a relatively
620:properties. Its approved indications are the
3657:
1098:
922:EMA confirms the positive benefit/risk ratio
624:of acute pain, the symptomatic treatment of
220:-(4-Nitro-2-phenoxyphenyl)methanesulfonamide
1576:"Nimesulide for kids to be banned, finally"
1230:
1042:
142:In general: ℞ (Prescription only)
2737:
2723:
1753:
1739:
1675:
1554:
1535:
1516:
1279:
700:
456:
433:
322:
1482:
1353:
1195:
1131:www.pharmaceutical-drug-manufacturers.com
980:
978:
976:
952:In May 2008, Italy's leading daily paper
342:
930:
712:
5294:Drugs with unknown mechanisms of action
1573:
429:
302:
5281:
4128:
973:
887:
876:. Nimesulide has never been filed for
447:
2718:
1762:Non-steroidal anti-inflammatory drugs
1734:
1004:from the original on 23 December 2017
402:
382:
50:
5309:Nonsteroidal anti-inflammatory drugs
4751:Selective COX-2 inhibitors (coxibs):
2689:
1702:. Manufacturing Chemist. 22 May 2008
1356:Current Medical Research and Opinion
1030:from the original on 19 October 2014
728:
552:(=O)c2cc(Oc1ccccc1)c(cc2)NS(=O)(=O)C
103:
93:
2860:Tooltip Prostaglandin D2 receptor 2
2803:Tooltip Prostaglandin D2 receptor 1
2340:COX-inhibiting nitric oxide donator
1574:Thacker, Teena (12 February 2011).
1151:(in Spanish). Cofepris. 30 May 2019
807:
783:nonsteroidal anti-inflammatory drug
776:
610:nonsteroidal anti-inflammatory drug
362:
253:
13:
4722:AM-404 (N-arachidonoylaminophenol)
4540:Anthranilic acids (fenamic acids):
4192:Mesalazine (5-aminosalicylic acid)
3283:Tooltip Prostaglandin EP4 receptor
3168:Tooltip Prostaglandin EP3 receptor
3091:Tooltip Prostaglandin EP2 receptor
2984:Tooltip Prostaglandin EP1 receptor
906:Several reports have been made of
741:Due to concerns about the risk of
708:
14:
5330:
5212:γ-Linolenic acid (gamolenic acid)
4558:Meclofenamic acid (meclofenamate)
2967:Tooltip Prostaglandin E2 receptor
2786:Tooltip Prostaglandin D2 receptor
1631:"EMA press release on nimesulide"
942:St. Vincent's University Hospital
130:
5267:Leukotriene signaling modulators
5059:Tooltip Prostaglandin F synthase
5040:Tooltip Prostaglandin E synthase
4999:Tooltip Prostaglandin D synthase
3441:Tooltip Prostaglandin F receptor
2698:
2688:
2679:
2678:
1640:. September 2007. Archived from
1619:from the original on 2014-01-07.
1454:10.2165/00002018-200427060-00005
1411:10.2165/00003495-200363001-00006
1294:10.2165/00003088-199835040-00001
1211:
1137:from the original on 2016-03-03.
1058:European Journal of Pharmacology
910:in India. On February 12, 2011,
487:
481:
27:
4578:Talinflumic acid (talinflumate)
4568:Morniflumic acid (morniflumate)
4548:Floctafenic acid (floctafenate)
4531:Tiaprofenic acid (tiaprofenate)
2590:Superoxide dismutase / orgotein
1713:
1692:
1669:
1651:
1623:
1601:
1592:
1567:
1557:J Pharmacovigilance Drug Safety
1548:
1538:J Pharmacovigilance Drug Safety
1529:
1510:
1501:
1476:
1433:
1390:
1316:
771:
736:
646:
636:and adults above 12 years old.
577:Key:HYWYRSMBCFDLJT-UHFFFAOYSA-N
5101:Tooltip Thromboxane A synthase
4152:Aspirin (acetylsalicylic acid)
3366:16,16-Dimethyl Prostaglandin E
1902:Aspirin (acetylsalicylic acid)
1219:
1163:
1141:
1119:
1016:
892:
499:
493:
475:
1:
5260:Receptor/signaling modulators
5082:Tooltip Prostacyclin synthase
4583:Tolfenamic acid (tolfenamate)
4553:Flufenamic acid (flufenamate)
4543:Etofenamic acid (etofenamate)
3599:Prostacyclin (prostaglandin I
3538:Tooltip Prostacyclin receptor
1721:"Nimesulide for external use"
1485:Nimesulide – Actions and Uses
966:
3666:Tooltip Thromboxane receptor
1676:Pappagallo M (23 May 2008).
1070:10.1016/j.ejphar.2019.01.044
884:, where it is not marketed.
878:Food and Drug Administration
7:
4732:Paracetamol (acetaminophen)
4563:Mefenamic acid (mefenamate)
4217:Salicylate (salicylic acid)
1968:Salicylic acid (salicylate)
1242:Current Medicinal Chemistry
1188:10.1136/bmjopen-2013-004221
840:Nimesulide was launched in
671:
10:
5335:
4411:Bucloxic acid (blucloxate)
4329:Indometacin (indomethacin)
1331:Europeans Medicines Agency
1254:10.2174/092986708783497247
835:
790:cyclooxygenase-2 inhibitor
465:Chemical and physical data
5251:
5196:
5094:
5071:
5052:
5033:
4988:
4573:Niflumic acid (niflumate)
4126:
4109:
3884:
3677:Carbocyclic thromboxane A
3655:
3527:
3430:
3355:
3273:
3158:
3081:
2974:
2956:
2850:
2793:
2775:
2758:
2674:
2651:
2603:
2522:
2440:
2353:
2189:
2134:
1981:
1891:
1781:
1638:European Medicines Agency
1282:Clinical Pharmacokinetics
947:
654:European Medicines Agency
639:Side effects may include
585:
560:
540:
518:
505:
469:
464:
445:
413:
393:
373:
353:
333:
313:
293:
273:
248:
228:
205:
200:
190:
177:
167:
157:
149:
120:
115:
80:
58:
40:
35:
26:
5304:Nitrobenzene derivatives
4891:Menatetrenone (vitamin K
4714:Aminophenols (anilines):
2638:Naproxen/diphenhydramine
1368:10.1185/030079906X104849
901:
880:(FDA) evaluation in the
196:Renal (50%), fecal (29%)
52:International Drug Names
5217:Dihomo-γ-linolenic acid
4614:Enolic acids (oxicams):
4157:Benorilate (benorylate)
2659:WHO-Essential Medicines
701:Pregnancy and lactation
5016:selenium tetrachloride
1987:and related substances
1333:. 2004. Archived from
908:adverse drug reactions
823:chronic kidney disease
718:
717:100mg Nimesulide pills
16:Anti-inflammatory drug
4685:Aminonicotinic acids:
2643:Naproxen/esomeprazole
2633:Meloxicam/bupivacaine
2628:Ibuprofen/paracetamol
2618:Ibuprofen/hydrocodone
1483:Rainsford KD (2005).
937:Irish Medicines Board
931:Irish Medicines Board
716:
4334:Indometacin farnesil
4187:Magnesium salicylate
3818:Pinane thromboxane A
3579:Iloprost (ciloprost)
3199:Iloprost (ciloprost)
3005:Iloprost (ciloprost)
2613:Ibuprofen/famotidine
2071:Indometacin farnesil
1943:Magnesium salicylate
1764:(NSAIDs) (primarily
794:ecto-5'-nucleotidase
4162:Carbasalate calcium
2623:Ibuprofen/oxycodone
2540:Chondroitin sulfate
1918:Carbasalate calcium
1682:Corriere della Sera
955:Corriere della Sera
888:Society and culture
767:Bitterness in mouth
139:(Prescription only)
23:
5024:selenium disulfide
4656:4-Aminoquinolines:
2530:Aminopropionitrile
1663:www.irishtimes.com
1580:The Indian Express
1519:Indian J Pharmacol
1405:(Suppl 1): 37–46.
719:
19:
5276:
5275:
5192:
5191:
4227:Sodium salicylate
4197:Methyl salicylate
4120:
4105:
4104:
3426:
3425:
2952:
2951:
2769:
2712:
2711:
2560:Glycosaminoglycan
2410:Meclofenamic acid
1973:Sodium salicylate
1948:Methyl salicylate
1659:"The Irish Times"
1494:978-3-7643-7068-8
1101:Indian Pediatrics
729:Contraindications
603:
602:
531:Interactive image
415:CompTox Dashboard
134:
5326:
5227:Arachidonic acid
5102:
5098:
5083:
5079:
5060:
5056:
5041:
5037:
5000:
4996:
4823:Others/unsorted:
4398:Propionic acids:
4379:Sulindac sulfide
4144:Salicylic acids:
4135:
4130:
4124:
4123:
4114:
3667:
3663:
3539:
3535:
3442:
3438:
3284:
3280:
3169:
3165:
3092:
3088:
2985:
2981:
2972:
2971:
2968:
2964:
2861:
2857:
2804:
2800:
2791:
2790:
2787:
2783:
2773:
2772:
2763:
2739:
2732:
2725:
2716:
2715:
2702:
2692:
2691:
2682:
2681:
2442:COX-2 inhibitors
2357:-arylanthranilic
2324:Tiaprofenic acid
1755:
1748:
1741:
1732:
1731:
1725:
1724:
1717:
1711:
1710:
1708:
1707:
1696:
1690:
1689:
1684:. Archived from
1673:
1667:
1666:
1655:
1649:
1648:
1646:
1635:
1627:
1621:
1620:
1605:
1599:
1596:
1590:
1589:
1587:
1586:
1571:
1565:
1564:
1552:
1546:
1545:
1533:
1527:
1526:
1514:
1508:
1505:
1499:
1498:
1480:
1474:
1473:
1437:
1431:
1430:
1394:
1388:
1387:
1362:(6): 1161–1170.
1351:
1342:
1341:
1340:on 11 June 2007.
1339:
1328:
1320:
1314:
1313:
1277:
1266:
1265:
1237:
1228:
1223:
1217:
1216:
1215:
1209:
1199:
1167:
1161:
1160:
1158:
1156:
1145:
1139:
1138:
1123:
1117:
1116:
1096:
1090:
1089:
1053:
1040:
1039:
1037:
1035:
1020:
1014:
1013:
1011:
1009:
990:livertox.nih.gov
982:
808:Pharmacokinetics
781:Nimesulide is a
777:Pharmacodynamics
599:
598:
591:
533:
513:
501:
495:
489:
483:
477:
460:
449:
438:
437:
423:
421:
406:
386:
366:
346:
326:
306:
286:
266:
256:
255:
241:
182:
132:
129:
107:
97:
54:
31:
24:
22:
18:
5334:
5333:
5329:
5328:
5327:
5325:
5324:
5323:
5319:Withdrawn drugs
5279:
5278:
5277:
5272:
5247:
5243:
5240:Prostaglandin H
5235:
5232:Prostaglandin G
5188:
5100:
5090:
5088:Tranylcypromine
5081:
5077:
5067:
5058:
5048:
5039:
5029:
5020:sodium selenite
4998:
4994:
4984:
4930:Rosmarinic acid
4894:
4702:Sulfonanilides:
4605:Oxyphenbutazone
4131:
4113:
4101:
3880:
3821:
3693:
3680:
3665:
3661:
3651:
3611:
3608:Prostaglandin E
3603:, epoprostenol)
3602:
3537:
3533:
3523:
3498:
3495:Prostaglandin F
3490:
3487:Prostaglandin D
3440:
3436:
3422:
3407:
3404:Prostaglandin F
3369:
3351:
3316:
3313:Prostaglandin E
3307:
3304:Prostaglandin E
3282:
3279:
3269:
3250:Ricinoleic acid
3239:
3236:Prostaglandin E
3230:
3227:Prostaglandin E
3222:
3219:Prostaglandin D
3167:
3164:
3154:
3124:
3121:Prostaglandin E
3115:
3112:Prostaglandin E
3090:
3087:
3077:
3037:
3034:Prostaglandin E
3028:
3025:Prostaglandin E
2983:
2980:
2966:
2962:
2948:
2879:
2876:Prostaglandin D
2859:
2856:
2846:
2817:
2814:Prostaglandin D
2802:
2799:
2785:
2781:
2762:
2754:
2743:
2713:
2708:
2670:
2663:withdrawn drugs
2647:
2605:
2599:
2518:
2444:
2436:
2432:Tolfenamic acid
2390:Flufenamic acid
2358:
2349:
2193:
2185:
2130:
1986:
1977:
1887:
1856:Oxyphenbutazone
1786:
1777:
1759:
1729:
1728:
1719:
1718:
1714:
1705:
1703:
1698:
1697:
1693:
1688:on 25 May 2008.
1674:
1670:
1657:
1656:
1652:
1644:
1633:
1629:
1628:
1624:
1607:
1606:
1602:
1597:
1593:
1584:
1582:
1572:
1568:
1553:
1549:
1534:
1530:
1515:
1511:
1506:
1502:
1495:
1481:
1477:
1438:
1434:
1395:
1391:
1352:
1345:
1337:
1326:
1322:
1321:
1317:
1278:
1269:
1238:
1231:
1224:
1220:
1210:
1168:
1164:
1154:
1152:
1147:
1146:
1142:
1125:
1124:
1120:
1097:
1093:
1054:
1043:
1033:
1031:
1022:
1021:
1017:
1007:
1005:
984:
983:
974:
969:
950:
933:
924:
904:
895:
890:
838:
810:
801:
779:
774:
739:
731:
711:
709:Available forms
703:
674:
649:
614:pain medication
594:
592:
589:(what is this?)
586:
581:
578:
573:
568:
567:
556:
553:
548:
547:
536:
511:
498:
492:
486:
480:
441:
417:
409:
389:
369:
349:
329:
309:
289:
269:
252:
244:
224:
221:
213:
212:
180:
159:Protein binding
151:Pharmacokinetic
145:
111:
61:
17:
12:
11:
5:
5332:
5322:
5321:
5316:
5311:
5306:
5301:
5296:
5291:
5274:
5273:
5271:
5270:
5263:
5256:
5252:
5249:
5248:
5246:
5245:
5241:
5237:
5233:
5229:
5224:
5222:Diacylglycerol
5219:
5214:
5209:
5200:
5198:
5194:
5193:
5190:
5189:
5187:
5186:
5181:
5176:
5171:
5166:
5161:
5156:
5151:
5146:
5141:
5136:
5131:
5126:
5121:
5116:
5111:
5105:
5103:
5092:
5091:
5086:
5084:
5075:
5069:
5068:
5063:
5061:
5050:
5049:
5044:
5042:
5031:
5030:
5028:
5027:
5009:
5003:
5001:
4992:
4986:
4985:
4983:
4982:
4977:
4972:
4967:
4962:
4957:
4952:
4947:
4942:
4937:
4932:
4927:
4922:
4917:
4912:
4907:
4902:
4897:
4892:
4888:
4883:
4878:
4873:
4868:
4863:
4858:
4853:
4848:
4843:
4838:
4833:
4828:
4816:
4811:
4806:
4801:
4796:
4791:
4786:
4781:
4776:
4771:
4766:
4761:
4756:
4744:
4739:
4734:
4729:
4724:
4719:
4707:
4695:
4690:
4678:
4666:
4661:
4649:
4644:
4639:
4634:
4629:
4624:
4619:
4610:Phenylbutazone
4607:
4602:
4597:
4592:
4580:
4575:
4570:
4565:
4560:
4555:
4550:
4545:
4533:
4528:
4523:
4518:
4513:
4508:
4503:
4498:
4493:
4488:
4483:
4478:
4473:
4468:
4463:
4458:
4453:
4448:
4443:
4438:
4433:
4428:
4423:
4418:
4413:
4408:
4403:
4391:
4386:
4381:
4376:
4371:
4366:
4361:
4356:
4351:
4346:
4341:
4336:
4331:
4326:
4321:
4316:
4311:
4306:
4301:
4296:
4291:
4286:
4281:
4276:
4271:
4266:
4261:
4256:
4251:
4246:
4241:
4229:
4224:
4219:
4214:
4209:
4204:
4199:
4194:
4189:
4184:
4179:
4174:
4169:
4164:
4159:
4154:
4149:
4140:
4138:
4121:
4107:
4106:
4103:
4102:
4100:
4099:
4094:
4089:
4084:
4079:
4074:
4069:
4064:
4059:
4054:
4049:
4044:
4039:
4034:
4029:
4024:
4019:
4014:
4009:
4004:
3999:
3994:
3989:
3984:
3979:
3974:
3969:
3964:
3959:
3954:
3949:
3944:
3939:
3934:
3929:
3924:
3919:
3914:
3909:
3904:
3899:
3894:
3888:
3886:
3882:
3881:
3879:
3878:
3873:
3868:
3863:
3858:
3853:
3848:
3843:
3838:
3833:
3828:
3823:
3819:
3815:
3810:
3805:
3800:
3795:
3790:
3785:
3780:
3775:
3770:
3765:
3760:
3755:
3750:
3745:
3740:
3735:
3730:
3725:
3720:
3715:
3706:
3705:
3700:
3695:
3691:
3687:
3682:
3678:
3670:
3668:
3659:
3653:
3652:
3650:
3649:
3640:
3639:
3634:
3629:
3624:
3619:
3614:
3609:
3605:
3600:
3596:
3591:
3586:
3584:Isocarbacyclin
3581:
3576:
3571:
3566:
3561:
3556:
3551:
3542:
3540:
3531:
3525:
3524:
3522:
3521:
3516:
3511:
3506:
3501:
3496:
3492:
3488:
3484:
3479:
3474:
3469:
3464:
3459:
3454:
3445:
3443:
3434:
3428:
3427:
3424:
3423:
3421:
3420:
3415:
3410:
3405:
3401:
3396:
3391:
3386:
3381:
3376:
3371:
3367:
3359:
3357:
3353:
3352:
3350:
3349:
3344:
3339:
3334:
3325:
3324:
3319:
3317:(dinoprostone)
3314:
3310:
3305:
3301:
3296:
3287:
3285:
3277:
3271:
3270:
3268:
3267:
3258:
3257:
3252:
3247:
3242:
3240:(dinoprostone)
3237:
3233:
3228:
3224:
3220:
3216:
3211:
3206:
3204:Isocarbacyclin
3201:
3196:
3191:
3186:
3181:
3172:
3170:
3162:
3156:
3155:
3153:
3152:
3147:
3142:
3133:
3132:
3127:
3125:(dinoprostone)
3122:
3118:
3113:
3109:
3104:
3095:
3093:
3085:
3079:
3078:
3076:
3075:
3070:
3065:
3060:
3055:
3046:
3045:
3040:
3038:(dinoprostone)
3035:
3031:
3026:
3022:
3017:
3012:
3007:
3002:
2997:
2988:
2986:
2978:
2969:
2960:
2954:
2953:
2950:
2949:
2947:
2946:
2941:
2936:
2931:
2926:
2921:
2916:
2911:
2906:
2901:
2896:
2891:
2882:
2881:
2877:
2873:
2864:
2862:
2854:
2848:
2847:
2845:
2844:
2839:
2834:
2825:
2824:
2819:
2815:
2807:
2805:
2797:
2788:
2779:
2770:
2756:
2755:
2742:
2741:
2734:
2727:
2719:
2710:
2709:
2707:
2706:
2696:
2686:
2675:
2672:
2671:
2667:veterinary use
2652:
2649:
2648:
2646:
2645:
2640:
2635:
2630:
2625:
2620:
2615:
2609:
2607:
2601:
2600:
2598:
2597:
2592:
2587:
2582:
2577:
2572:
2567:
2562:
2557:
2552:
2547:
2542:
2537:
2532:
2526:
2524:
2520:
2519:
2517:
2516:
2511:
2506:
2501:
2496:
2491:
2486:
2481:
2476:
2471:
2466:
2454:
2448:
2446:
2438:
2437:
2435:
2434:
2429:
2424:
2419:
2416:Mefenamic acid
2412:
2407:
2402:
2397:
2392:
2387:
2382:
2377:
2372:
2366:
2364:
2351:
2350:
2348:
2347:
2336:
2331:
2326:
2321:
2316:
2311:
2306:
2301:
2296:
2291:
2286:
2279:
2274:
2269:
2264:
2259:
2254:
2247:
2242:
2237:
2232:
2227:
2222:
2217:
2212:
2207:
2201:
2199:
2191:propionic acid
2187:
2186:
2184:
2183:
2178:
2173:
2166:
2161:
2156:
2151:
2146:
2140:
2138:
2132:
2131:
2129:
2128:
2123:
2118:
2113:
2108:
2103:
2098:
2093:
2088:
2083:
2078:
2073:
2068:
2063:
2058:
2056:Fenclozic acid
2053:
2048:
2043:
2038:
2031:
2026:
2021:
2016:
2011:
2006:
2001:
1996:
1990:
1988:
1979:
1978:
1976:
1975:
1970:
1965:
1960:
1955:
1950:
1945:
1940:
1935:
1930:
1925:
1920:
1915:
1910:
1905:
1897:
1895:
1889:
1888:
1886:
1885:
1880:
1878:Sulfinpyrazone
1875:
1873:Propyphenazone
1870:
1867:Phenylbutazone
1863:
1858:
1853:
1848:
1843:
1838:
1833:
1828:
1823:
1818:
1813:
1808:
1803:
1798:
1796:Aminophenazone
1792:
1790:
1779:
1778:
1758:
1757:
1750:
1743:
1735:
1727:
1726:
1712:
1691:
1668:
1650:
1647:on 2009-07-18.
1622:
1600:
1591:
1566:
1547:
1528:
1509:
1500:
1493:
1475:
1448:(6): 411–420.
1432:
1389:
1343:
1315:
1288:(4): 247–274.
1267:
1248:(3): 278–283.
1229:
1218:
1182:(1): e004221.
1162:
1140:
1118:
1107:(6): 518–531.
1091:
1041:
1015:
971:
970:
968:
965:
949:
946:
932:
929:
923:
920:
912:Indian Express
903:
900:
894:
891:
889:
886:
837:
834:
809:
806:
799:
796:(e-5′NT/CD73)/
778:
775:
773:
770:
769:
768:
765:
762:
759:
756:
753:
743:liver toxicity
738:
735:
730:
727:
710:
707:
702:
699:
687:mefenamic acid
673:
670:
648:
645:
641:liver problems
628:, and primary
626:osteoarthritis
618:fever reducing
601:
600:
583:
582:
580:
579:
576:
574:
571:
563:
562:
561:
558:
557:
555:
554:
551:
543:
542:
541:
538:
537:
535:
534:
526:
524:
516:
515:
509:
503:
502:
496:
490:
484:
478:
473:
467:
466:
462:
461:
451:
443:
442:
440:
439:
426:
424:
411:
410:
408:
407:
399:
397:
391:
390:
388:
387:
379:
377:
371:
370:
368:
367:
359:
357:
351:
350:
348:
347:
339:
337:
331:
330:
328:
327:
319:
317:
311:
310:
308:
307:
299:
297:
291:
290:
288:
287:
279:
277:
271:
270:
268:
267:
259:
257:
246:
245:
243:
242:
234:
232:
226:
225:
223:
222:
216:
208:
207:
206:
203:
202:
198:
197:
194:
188:
187:
184:
175:
174:
171:
165:
164:
161:
155:
154:
147:
146:
144:
143:
140:
126:
124:
118:
117:
113:
112:
110:
109:
86:
84:
78:
77:
64:
62:administration
56:
55:
48:
38:
37:
33:
32:
15:
9:
6:
4:
3:
2:
5331:
5320:
5317:
5315:
5314:Phenol ethers
5312:
5310:
5307:
5305:
5302:
5300:
5297:
5295:
5292:
5290:
5287:
5286:
5284:
5269:
5268:
5264:
5262:
5261:
5257:
5254:
5253:
5250:
5244:
5238:
5236:
5230:
5228:
5225:
5223:
5220:
5218:
5215:
5213:
5210:
5208:
5207:Linoleic acid
5205:
5202:
5201:
5199:
5195:
5185:
5182:
5180:
5177:
5175:
5172:
5170:
5167:
5165:
5162:
5160:
5157:
5155:
5152:
5150:
5147:
5145:
5142:
5140:
5137:
5135:
5132:
5130:
5127:
5125:
5122:
5120:
5117:
5115:
5112:
5110:
5107:
5106:
5104:
5099:
5093:
5089:
5085:
5080:
5070:
5066:
5062:
5057:
5051:
5047:
5043:
5038:
5032:
5025:
5021:
5017:
5013:
5010:
5008:
5005:
5004:
5002:
4997:
4987:
4981:
4978:
4976:
4973:
4971:
4968:
4966:
4963:
4961:
4958:
4956:
4953:
4951:
4948:
4946:
4943:
4941:
4938:
4936:
4933:
4931:
4928:
4926:
4923:
4921:
4918:
4916:
4913:
4911:
4908:
4906:
4903:
4901:
4898:
4896:
4889:
4887:
4884:
4882:
4879:
4877:
4874:
4872:
4869:
4867:
4864:
4862:
4859:
4857:
4854:
4852:
4849:
4847:
4844:
4842:
4839:
4837:
4834:
4832:
4829:
4827:
4824:
4820:
4817:
4815:
4812:
4810:
4807:
4805:
4802:
4800:
4797:
4795:
4792:
4790:
4787:
4785:
4782:
4780:
4777:
4775:
4772:
4770:
4767:
4765:
4762:
4760:
4757:
4755:
4752:
4748:
4745:
4743:
4740:
4738:
4735:
4733:
4730:
4728:
4725:
4723:
4720:
4718:
4715:
4711:
4708:
4706:
4703:
4699:
4696:
4694:
4691:
4689:
4686:
4682:
4679:
4677:
4676:Fluproquazone
4674:
4673:Quinazolines:
4670:
4667:
4665:
4662:
4660:
4657:
4653:
4650:
4648:
4645:
4643:
4640:
4638:
4635:
4633:
4630:
4628:
4625:
4623:
4620:
4618:
4615:
4611:
4608:
4606:
4603:
4601:
4598:
4596:
4593:
4591:
4588:
4584:
4581:
4579:
4576:
4574:
4571:
4569:
4566:
4564:
4561:
4559:
4556:
4554:
4551:
4549:
4546:
4544:
4541:
4537:
4534:
4532:
4529:
4527:
4524:
4522:
4519:
4517:
4514:
4512:
4509:
4507:
4504:
4502:
4499:
4497:
4494:
4492:
4489:
4487:
4484:
4482:
4479:
4477:
4474:
4472:
4469:
4467:
4464:
4462:
4459:
4457:
4454:
4452:
4451:Flunoxaprofen
4449:
4447:
4444:
4442:
4439:
4437:
4436:Dexketoprofen
4434:
4432:
4431:Dexindoprofen
4429:
4427:
4424:
4422:
4419:
4417:
4414:
4412:
4409:
4407:
4404:
4402:
4399:
4395:
4392:
4390:
4387:
4385:
4382:
4380:
4377:
4375:
4372:
4370:
4369:Proglumetacin
4367:
4365:
4362:
4360:
4357:
4355:
4352:
4350:
4347:
4345:
4342:
4340:
4337:
4335:
4332:
4330:
4327:
4325:
4322:
4320:
4317:
4315:
4312:
4310:
4307:
4305:
4302:
4300:
4299:Difenpiramide
4297:
4295:
4292:
4290:
4287:
4285:
4282:
4280:
4277:
4275:
4272:
4270:
4267:
4265:
4262:
4260:
4257:
4255:
4252:
4250:
4247:
4245:
4242:
4240:
4237:
4236:Acetic acids:
4233:
4230:
4228:
4225:
4223:
4220:
4218:
4215:
4213:
4210:
4208:
4205:
4203:
4200:
4198:
4195:
4193:
4190:
4188:
4185:
4183:
4180:
4178:
4175:
4173:
4170:
4168:
4165:
4163:
4160:
4158:
4155:
4153:
4150:
4148:
4145:
4142:
4141:
4139:
4137:
4125:
4122:
4118:
4112:
4108:
4098:
4095:
4093:
4090:
4088:
4085:
4083:
4080:
4078:
4075:
4073:
4070:
4068:
4065:
4063:
4060:
4058:
4055:
4053:
4050:
4048:
4045:
4043:
4040:
4038:
4035:
4033:
4030:
4028:
4025:
4023:
4020:
4018:
4015:
4013:
4010:
4008:
4005:
4003:
4000:
3998:
3995:
3993:
3990:
3988:
3985:
3983:
3980:
3978:
3975:
3973:
3970:
3968:
3967:Fenprostalene
3965:
3963:
3960:
3958:
3955:
3953:
3950:
3948:
3945:
3943:
3940:
3938:
3935:
3933:
3930:
3928:
3925:
3923:
3920:
3918:
3917:Delprostenate
3915:
3913:
3910:
3908:
3905:
3903:
3900:
3898:
3895:
3893:
3890:
3889:
3887:
3883:
3877:
3874:
3872:
3869:
3867:
3864:
3862:
3859:
3857:
3854:
3852:
3849:
3847:
3844:
3842:
3839:
3837:
3834:
3832:
3829:
3827:
3824:
3822:
3816:
3814:
3811:
3809:
3806:
3804:
3801:
3799:
3796:
3794:
3791:
3789:
3786:
3784:
3781:
3779:
3776:
3774:
3771:
3769:
3766:
3764:
3761:
3759:
3756:
3754:
3751:
3749:
3746:
3744:
3741:
3739:
3736:
3734:
3731:
3729:
3726:
3724:
3721:
3719:
3716:
3714:
3711:
3708:
3707:
3704:
3701:
3699:
3696:
3694:
3690:Thromboxane A
3688:
3686:
3683:
3681:
3675:
3672:
3671:
3669:
3664:
3654:
3648:
3645:
3642:
3641:
3638:
3635:
3633:
3630:
3628:
3625:
3623:
3620:
3618:
3615:
3613:
3612:(alprostadil)
3606:
3604:
3597:
3595:
3592:
3590:
3587:
3585:
3582:
3580:
3577:
3575:
3572:
3570:
3567:
3565:
3562:
3560:
3557:
3555:
3552:
3550:
3547:
3544:
3543:
3541:
3536:
3526:
3520:
3517:
3515:
3512:
3510:
3507:
3505:
3502:
3500:
3493:
3491:
3485:
3483:
3480:
3478:
3475:
3473:
3470:
3468:
3465:
3463:
3460:
3458:
3455:
3453:
3450:
3447:
3446:
3444:
3439:
3429:
3419:
3416:
3414:
3411:
3409:
3402:
3400:
3397:
3395:
3392:
3390:
3387:
3385:
3382:
3380:
3377:
3375:
3372:
3370:
3364:
3361:
3360:
3358:
3354:
3348:
3345:
3343:
3340:
3338:
3335:
3333:
3330:
3327:
3326:
3323:
3320:
3318:
3311:
3309:
3308:(alprostadil)
3302:
3300:
3297:
3295:
3292:
3289:
3288:
3286:
3281:
3272:
3266:
3263:
3260:
3259:
3256:
3253:
3251:
3248:
3246:
3243:
3241:
3234:
3232:
3231:(alprostadil)
3225:
3223:
3217:
3215:
3212:
3210:
3207:
3205:
3202:
3200:
3197:
3195:
3192:
3190:
3187:
3185:
3182:
3180:
3177:
3174:
3173:
3171:
3166:
3157:
3151:
3148:
3146:
3143:
3141:
3138:
3135:
3134:
3131:
3128:
3126:
3119:
3117:
3116:(alprostadil)
3110:
3108:
3105:
3103:
3100:
3097:
3096:
3094:
3089:
3080:
3074:
3071:
3069:
3066:
3064:
3061:
3059:
3056:
3054:
3051:
3048:
3047:
3044:
3041:
3039:
3032:
3030:
3029:(alprostadil)
3023:
3021:
3018:
3016:
3013:
3011:
3008:
3006:
3003:
3001:
2998:
2996:
2993:
2990:
2989:
2987:
2982:
2973:
2970:
2965:
2955:
2945:
2942:
2940:
2937:
2935:
2932:
2930:
2927:
2925:
2922:
2920:
2917:
2915:
2912:
2910:
2907:
2905:
2902:
2900:
2897:
2895:
2892:
2890:
2887:
2884:
2883:
2880:
2874:
2872:
2869:
2866:
2865:
2863:
2858:
2849:
2843:
2840:
2838:
2835:
2833:
2830:
2827:
2826:
2823:
2820:
2818:
2812:
2809:
2808:
2806:
2801:
2792:
2789:
2784:
2774:
2771:
2767:
2761:
2757:
2753:
2750:
2747:
2740:
2735:
2733:
2728:
2726:
2721:
2720:
2717:
2705:
2701:
2697:
2695:
2687:
2685:
2677:
2676:
2673:
2668:
2664:
2660:
2656:
2650:
2644:
2641:
2639:
2636:
2634:
2631:
2629:
2626:
2624:
2621:
2619:
2616:
2614:
2611:
2610:
2608:
2602:
2596:
2593:
2591:
2588:
2586:
2583:
2581:
2578:
2576:
2573:
2571:
2568:
2566:
2563:
2561:
2558:
2556:
2553:
2551:
2550:Fluproquazone
2548:
2546:
2543:
2541:
2538:
2536:
2533:
2531:
2528:
2527:
2525:
2521:
2515:
2512:
2510:
2507:
2505:
2502:
2500:
2497:
2495:
2492:
2490:
2487:
2485:
2482:
2480:
2477:
2475:
2472:
2470:
2467:
2464:
2460:
2459:
2455:
2453:
2450:
2449:
2447:
2443:
2439:
2433:
2430:
2428:
2427:Niflumic acid
2425:
2423:
2420:
2418:
2417:
2413:
2411:
2408:
2406:
2403:
2401:
2398:
2396:
2393:
2391:
2388:
2386:
2383:
2381:
2378:
2376:
2373:
2371:
2368:
2367:
2365:
2362:
2356:
2352:
2346:
2342:
2341:
2337:
2335:
2332:
2330:
2327:
2325:
2322:
2320:
2317:
2315:
2312:
2310:
2307:
2305:
2302:
2300:
2297:
2295:
2292:
2290:
2287:
2285:
2284:
2280:
2278:
2275:
2273:
2270:
2268:
2265:
2263:
2260:
2258:
2255:
2253:
2252:
2248:
2246:
2243:
2241:
2240:Flunoxaprofen
2238:
2236:
2233:
2231:
2228:
2226:
2225:Dexketoprofen
2223:
2221:
2218:
2216:
2213:
2211:
2208:
2206:
2203:
2202:
2200:
2197:
2194:derivatives (
2192:
2188:
2182:
2179:
2177:
2174:
2172:
2171:
2167:
2165:
2162:
2160:
2157:
2155:
2152:
2150:
2147:
2145:
2142:
2141:
2139:
2137:
2133:
2127:
2124:
2122:
2119:
2117:
2114:
2112:
2109:
2107:
2106:Proglumetacin
2104:
2102:
2101:Prodolic acid
2099:
2097:
2094:
2092:
2089:
2087:
2084:
2082:
2079:
2077:
2074:
2072:
2069:
2067:
2064:
2062:
2059:
2057:
2054:
2052:
2049:
2047:
2044:
2042:
2041:Difenpiramide
2039:
2037:
2036:
2032:
2030:
2027:
2025:
2022:
2020:
2017:
2015:
2012:
2010:
2007:
2005:
2002:
2000:
1997:
1995:
1992:
1991:
1989:
1984:
1980:
1974:
1971:
1969:
1966:
1964:
1961:
1959:
1956:
1954:
1951:
1949:
1946:
1944:
1941:
1939:
1936:
1934:
1931:
1929:
1926:
1924:
1921:
1919:
1916:
1914:
1911:
1909:
1906:
1904:
1903:
1899:
1898:
1896:
1894:
1890:
1884:
1881:
1879:
1876:
1874:
1871:
1869:
1868:
1864:
1862:
1859:
1857:
1854:
1852:
1849:
1847:
1844:
1842:
1839:
1837:
1834:
1832:
1829:
1827:
1824:
1822:
1819:
1817:
1814:
1812:
1809:
1807:
1804:
1802:
1799:
1797:
1794:
1793:
1791:
1789:
1788:pyrazolidines
1784:
1780:
1775:
1771:
1767:
1763:
1756:
1751:
1749:
1744:
1742:
1737:
1736:
1733:
1722:
1716:
1701:
1695:
1687:
1683:
1679:
1672:
1664:
1660:
1654:
1643:
1639:
1632:
1626:
1618:
1614:
1610:
1604:
1595:
1581:
1577:
1570:
1562:
1558:
1551:
1543:
1539:
1532:
1524:
1520:
1513:
1504:
1496:
1490:
1486:
1479:
1471:
1467:
1463:
1459:
1455:
1451:
1447:
1443:
1436:
1428:
1424:
1420:
1416:
1412:
1408:
1404:
1400:
1393:
1385:
1381:
1377:
1373:
1369:
1365:
1361:
1357:
1350:
1348:
1336:
1332:
1325:
1319:
1311:
1307:
1303:
1299:
1295:
1291:
1287:
1283:
1276:
1274:
1272:
1263:
1259:
1255:
1251:
1247:
1243:
1236:
1234:
1227:
1222:
1214:
1207:
1203:
1198:
1193:
1189:
1185:
1181:
1177:
1173:
1166:
1150:
1144:
1136:
1132:
1128:
1122:
1114:
1110:
1106:
1102:
1095:
1087:
1083:
1079:
1075:
1071:
1067:
1063:
1059:
1052:
1050:
1048:
1046:
1029:
1025:
1019:
1003:
999:
995:
991:
987:
981:
979:
977:
972:
964:
960:
957:
956:
945:
943:
938:
928:
919:
916:
913:
909:
899:
885:
883:
882:United States
879:
875:
871:
867:
863:
859:
855:
851:
847:
843:
833:
829:
826:
824:
819:
816:
813:
805:
803:
795:
791:
788:
784:
766:
763:
760:
757:
754:
751:
750:
749:
746:
744:
734:
726:
724:
715:
706:
698:
696:
692:
688:
684:
680:
669:
667:
663:
659:
655:
644:
642:
637:
635:
631:
630:dysmenorrhoea
627:
623:
619:
615:
612:(NSAID) with
611:
607:
597:
590:
584:
575:
570:
569:
566:
559:
550:
549:
546:
539:
532:
528:
527:
525:
522:
517:
510:
508:
504:
474:
472:
468:
463:
459:
455:
452:
450:
448:ECHA InfoCard
444:
436:
432:
431:DTXSID3037250
428:
427:
425:
416:
412:
405:
401:
400:
398:
396:
392:
385:
381:
380:
378:
376:
372:
365:
361:
360:
358:
356:
352:
345:
341:
340:
338:
336:
332:
325:
321:
320:
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305:
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298:
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285:
281:
280:
278:
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265:
261:
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185:
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176:
172:
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138:
128:
127:
125:
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119:
114:
106:
101:
96:
91:
88:
87:
85:
83:
79:
76:
72:
68:
65:
63:
57:
53:
49:
47:
43:
39:
36:Clinical data
34:
30:
25:
5299:Hepatotoxins
5289:Antipyretics
5265:
5258:
5203:
4822:
4750:
4747:Propacetamol
4737:Parapropamol
4713:
4709:
4701:
4684:
4672:
4664:Floctafenine
4655:
4613:
4590:Azapropazone
4587:Pyrazolones:
4586:
4539:
4521:Tarenflurbil
4456:Flurbiprofen
4426:Dexibuprofen
4406:Benoxaprofen
4401:Alminoprofen
4397:
4324:Glucametacin
4235:
4212:Salicylamide
4202:Salacetamide
4143:
4092:Trimoprostil
4087:Tiprostanide
4072:Spiriprostil
4007:Naxaprostene
3957:Esuberaprost
3912:Cobiprostone
3710:Antagonists:
3709:
3673:
3644:Antagonists:
3643:
3637:Treprostinil
3545:
3477:Fluprostenol
3467:Cloprostenol
3448:
3362:
3329:Antagonists:
3328:
3294:Lubiprostone
3290:
3262:Antagonists:
3261:
3175:
3137:Antagonists:
3136:
3130:Treprostinil
3098:
3050:Antagonists:
3049:
3015:Lubiprostone
2991:
2886:Antagonists:
2885:
2867:
2829:Antagonists:
2828:
2822:Treprostinil
2810:
2654:
2606:combinations
2574:
2456:
2422:Morniflumate
2414:
2385:Floctafenine
2370:Azapropazone
2354:
2338:
2314:Tarenflurbil
2299:Piketoprofen
2294:Pelubiprofen
2281:
2249:
2245:Flurbiprofen
2220:Dexibuprofen
2210:Benoxaprofen
2205:Alminoprofen
2168:
2033:
1963:Salicylamide
1900:
1865:
1841:Mofebutazone
1821:Famprofazone
1816:Difenamizole
1806:Azapropazone
1715:
1704:. Retrieved
1694:
1686:the original
1681:
1671:
1662:
1653:
1642:the original
1637:
1625:
1612:
1603:
1594:
1583:. Retrieved
1579:
1569:
1560:
1556:
1550:
1541:
1537:
1531:
1522:
1518:
1512:
1503:
1484:
1478:
1445:
1441:
1435:
1402:
1398:
1392:
1359:
1355:
1335:the original
1330:
1318:
1285:
1281:
1245:
1241:
1221:
1179:
1175:
1165:
1153:. Retrieved
1143:
1130:
1121:
1104:
1100:
1094:
1061:
1057:
1032:. Retrieved
1018:
1006:. Retrieved
989:
986:"Nimesulide"
961:
953:
951:
934:
925:
917:
905:
896:
839:
830:
827:
820:
817:
814:
811:
780:
772:Pharmacology
747:
740:
737:Side effects
732:
720:
704:
675:
650:
647:Medical uses
638:
605:
604:
593:
587:
217:
179:Elimination
122:Legal status
116:Legal status
5204:Precursors:
5144:Nicogrelate
5124:Furegrelate
5065:Bimatoprost
4975:Trifenagrel
4965:Tiflamizole
4935:Rutecarpine
4920:Resveratrol
4861:Glimepiride
4826:Anitrazafen
4804:Robenacoxib
4784:Lumiracoxib
4717:Acetanilide
4659:Antrafenine
4617:Ampiroxicam
4511:Pranoprofen
4496:Naproxcinod
4389:Zidometacin
4314:Fenclofenac
4239:Aceclofenac
4177:Ethenzamide
4172:Dipyrocetyl
4067:Rosaprostol
4047:Posaraprost
4032:Penprostene
4022:Ornoprostil
4002:Mexiprostil
3997:Meteneprost
3952:Eptaloprost
3927:Dimoxaprost
3892:Arbaprostil
3846:Seratrodast
3738:BMS-180,291
3569:Carbacyclin
3519:Unoprostone
3499:(dinoprost)
3482:Latanoprost
3457:Bimatoprost
3452:Alfaprostol
3408:(dinoprost)
3347:ONO-AE3-208
3299:Misoprostol
3255:Sulprostone
3245:Remiprostol
3214:Misoprostol
3209:Latanoprost
3184:Carbacyclin
3145:PF-04418948
3107:Misoprostol
3043:Sulprostone
3020:Misoprostol
3010:Latanoprost
2944:Vidupiprant
2934:Timapiprant
2929:Setipiprant
2904:Fevipiprant
2871:Indometacin
2842:Vidupiprant
2837:Laropiprant
2555:Glucosamine
2535:Benzydamine
2504:Robenacoxib
2489:Lumiracoxib
2380:Etofenamate
2345:Naproxcinod
2334:Zaltoprofen
2144:Ampiroxicam
2066:Indometacin
1994:Aceclofenac
1985:derivatives
1983:acetic acid
1933:Ethenzamide
1928:Dipyrocetyl
1893:salicylates
1783:pyrazolones
1442:Drug Safety
1064:: 105–111.
1034:12 November
1008:22 December
893:Brand names
858:Switzerland
798:adenosine A
723:topical gel
683:paracetamol
634:adolescents
514: g·mol
454:100.052.194
404:ChEMBL56367
384:CHEBI:44445
201:Identifiers
5283:Categories
5174:Samixogrel
5169:Rolafagrel
5154:Picotamide
5134:Midazogrel
5109:Camonagrel
4970:Timegadine
4915:Pamicogrel
4886:Licofelone
4866:Hyperforin
4831:Clobuzarit
4819:Valdecoxib
4814:Tilmacoxib
4799:Polmacoxib
4774:Etoricoxib
4742:Phenacetin
4710:Nimesulide
4688:Clonixeril
4681:Proquazone
4637:Lornoxicam
4536:Vedaprofen
4486:Miroprofen
4481:Loxoprofen
4476:Ketoprofen
4471:Indoprofen
4446:Fenoprofen
4359:Oxametacin
4354:Nabumetone
4294:Diclofenac
4289:Clometacin
4284:Cinmetacin
4279:Bumadizone
4259:Alclofenac
4244:Acemetacin
4182:Guacetisal
4167:Diflunisal
4117:inhibitors
4082:Tilsuprost
4062:Rivenprost
4057:Rioprostil
4052:Prostalene
4037:Pimilprost
4027:Oxoprostol
4017:Nocloprost
3992:Luprostiol
3982:Lanproston
3977:Froxiprost
3972:Flunoprost
3962:Etiproston
3947:Enisoprost
3942:Eganoprost
3902:Ciprostene
3871:Terutroban
3861:Sulotroban
3841:Samixogrel
3826:Ramatroban
3813:Picotamide
3798:Mipitroban
3793:Linotroban
3778:Imitrodast
3768:ICI-192605
3763:ICI-185282
3748:Domitroban
3728:Argatroban
3627:Taprostene
3549:ACT-333679
3514:Travoprost
3509:Tafluprost
3504:Sulotroban
3462:Carboprost
3418:Taprenepag
3399:Omidenepag
3394:Nocloprost
3384:Evatanepag
3379:Carboprost
3332:Grapiprant
2924:Ramatroban
2832:Asapiprant
2752:modulators
2746:Prostanoid
2585:Proquazone
2575:Nimesulide
2570:Nabumetone
2565:Hyperforin
2514:Valdecoxib
2479:Etoricoxib
2329:Vedaprofen
2277:Miroprofen
2272:Loxoprofen
2267:Ketoprofen
2262:Indoprofen
2235:Fenoprofen
2159:Lornoxicam
2096:Oxametacin
2035:Diclofenac
2029:Bumadizone
2004:Alclofenac
1999:Acemetacin
1938:Guacetisal
1923:Diflunisal
1913:Benorylate
1883:Suxibuzone
1851:Nifenazone
1836:Metamizole
1706:2018-05-19
1585:2018-05-19
967:References
679:ketoprofen
658:diclofenac
606:Nimesulide
519:3D model (
507:Molar mass
344:V4TKW1454M
315:ChemSpider
275:IUPHAR/BPS
239:51803-78-2
230:CAS Number
210:IUPAC name
169:Metabolism
21:Nimesulide
5179:Terbogrel
5159:Pirmagrel
5119:Dazoxiben
5114:Dazmegrel
5007:Retinoids
4925:Romazarit
4871:Itazigrel
4856:FR-122047
4851:Flumizole
4809:Rofecoxib
4794:Parecoxib
4789:Mavacoxib
4779:Firocoxib
4769:Deracoxib
4764:Cimicoxib
4759:Celecoxib
4754:Apricoxib
4705:Flosulide
4669:Glafenine
4652:Tenoxicam
4647:Piroxicam
4642:Meloxicam
4526:Tepoxalin
4506:Pirprofen
4501:Oxaprozin
4466:Ibuproxam
4461:Ibuprofen
4421:Carprofen
4416:Butibufen
4394:Zomepirac
4364:Oxindanac
4349:Mofezolac
4344:Lonazolac
4339:Ketorolac
4319:Fentiazac
4274:Bufexamac
4269:Bromfenac
4249:Aclofenac
4232:Triflusal
4222:Salsalate
4147:Aloxiprin
4097:Viprostol
4042:Piriprost
4012:Nileprost
3987:Limaprost
3937:Ecraprost
3932:Doxaprost
3922:Deprostil
3907:Clinprost
3866:Terbogrel
3856:SQ-29,548
3851:SQ-28,668
3808:ONO-11120
3773:Ifetroban
3743:Daltroban
3733:Bay U3405
3703:Vapiprost
3674:Agonists:
3647:RO1138452
3622:Selexipag
3617:Ralinepag
3574:Cicaprost
3564:BMY-45778
3559:Beraprost
3546:Agonists:
3472:Enprostil
3449:Agonists:
3413:Simenepag
3389:Gemeprost
3363:Agonists:
3337:GW-627368
3291:Agonists:
3194:Enprostil
3189:Cicaprost
3179:Beraprost
3176:Agonists:
3102:Butaprost
3099:Agonists:
3000:Enprostil
2995:Beraprost
2992:Agonists:
2899:Bay U3405
2868:Agonists:
2811:Agonists:
2749:signaling
2655:underline
2580:Oxaceprol
2545:Diacerein
2509:Rofecoxib
2499:Parecoxib
2494:Mavacoxib
2484:Firocoxib
2474:Deracoxib
2469:Cimicoxib
2463:+tramadol
2458:Celecoxib
2452:Apricoxib
2405:Glafenine
2400:Flutiazin
2361:fenamates
2319:Tepoxalin
2304:Pirprofen
2289:Oxaprozin
2257:Ibuproxam
2251:Ibuprofen
2215:Carprofen
2181:Tenoxicam
2176:Pivoxicam
2170:Piroxicam
2164:Meloxicam
2126:Zomepirac
2091:Mofezolac
2086:Lonazolac
2081:Ketorolac
2061:Fentiazac
2024:Bufexamac
2019:Bromfenac
1953:Salsalate
1908:Aloxiprin
1861:Phenazone
1826:Feprazone
1811:Clofezone
821:Moderate
804:pathway.
787:selective
764:Dizziness
761:Itchiness
758:Skin rash
695:ibuprofen
662:ibuprofen
622:treatment
192:Excretion
181:half-life
163:>97.5%
60:Routes of
46:Drugs.com
5255:See also
5164:Ridogrel
5139:Nafagrel
5129:Isbogrel
5012:Selenium
4980:Tropesin
4955:SC-58125
4940:Satigrel
4905:NCX-4040
4881:L-670596
4876:L-655240
4836:Curcumin
4698:Flunixin
4693:Clonixin
4632:Isoxicam
4627:Enolicam
4622:Droxicam
4600:Isopyrin
4595:Dipyrone
4516:Suprofen
4491:Naproxen
4441:Fenbufen
4384:Tolmetin
4374:Sulindac
4309:Felbinac
4304:Etodolac
4264:Bendazac
4077:Tiaprost
3897:Ataprost
3885:Unsorted
3831:Ridogrel
3803:ONO-3708
3788:L-670596
3783:L-655240
3758:GR-32191
3374:Aganepag
3356:Unsorted
3342:L-161982
3322:TCS-2510
3265:L-798106
3150:TG 4-155
3073:SC-51322
3068:SC-51089
3063:SC-19220
3058:ONO-8130
2894:AZD-1981
2889:ADC-3680
2760:Receptor
2684:category
2445:(coxibs)
2395:Flunixin
2375:Clonixin
2309:Suprofen
2283:Naproxen
2230:Fenbufen
2154:Isoxicam
2149:Droxicam
2121:Tolmetin
2116:Tiopinac
2111:Sulindac
2076:Isoxepac
2051:Felbinac
2046:Etodolac
2014:Bendazac
1846:Morazone
1831:Kebuzone
1801:Ampyrone
1617:Archived
1544:: 19–21.
1525:: 252–3.
1462:15144234
1427:19826636
1419:14506910
1384:23004446
1376:16846549
1310:26895870
1262:18333314
1206:24435895
1176:BMJ Open
1135:Archived
1113:12824661
1086:59339842
1078:30689999
1028:Archived
1002:Archived
998:31643176
870:Thailand
850:Portugal
802:receptor
755:Vomiting
752:Diarrhea
672:Children
666:naproxen
596:(verify)
295:DrugBank
186:1.8–4.7h
82:ATC code
67:By mouth
5184:U63557A
5149:Ozagrel
4960:Tenidap
4900:NCX-466
4846:FK-3311
4841:DuP-697
4727:Bucetin
4254:Amfenac
4207:Salicin
3876:TRA-418
3723:AA-2414
3713:12-HETE
3698:U-46619
3632:TRA-418
3589:MRE-269
3140:AH-6809
3053:AH-6809
2939:TM30089
2919:QAV-680
2914:MK-7246
2909:MK-1029
2766:ligands
2694:commons
2595:Tenidap
2359:acids (
2196:profens
2136:oxicams
2009:Amfenac
1958:Salicin
1772:, also
1563:: 11–3.
1470:1786767
1302:9812177
1197:3902466
862:Belgium
836:History
691:aspirin
471:Formula
304:DB04743
250:PubChem
173:Hepatic
102: (
100:M02AA26
98:)
92: (
90:M01AX17
75:topical
5197:Others
5046:HQL-79
4950:SC-560
4945:SC-236
4910:NS-398
4111:Enzyme
3753:EP-045
3718:13-APA
3658:TP (TX
3594:NS-304
3554:AFP-07
2704:portal
1613:Scribd
1491:
1468:
1460:
1425:
1417:
1382:
1374:
1308:
1300:
1260:
1204:
1194:
1155:1 July
1111:
1084:
1076:
996:
948:Bribes
940:Unit,
874:Brazil
872:, and
866:Russia
854:Greece
846:France
664:, and
545:SMILES
512:308.31
395:ChEMBL
364:D01049
135:
71:rectal
3836:S-145
3685:I-BOP
3530:IP (I
3433:FP (F
2959:EP (E
2778:DP (D
2653:Key:
2604:NSAID
2523:other
1774:N02BA
1645:(PDF)
1634:(PDF)
1466:S2CID
1423:S2CID
1399:Drugs
1380:S2CID
1338:(PDF)
1327:(PDF)
1306:S2CID
1082:S2CID
902:India
842:Italy
693:, or
608:is a
565:InChI
521:JSmol
375:ChEBI
5097:TXAS
5055:PGFS
5036:PGES
4134:PTGS
1770:M02A
1768:and
1766:M01A
1489:ISBN
1458:PMID
1415:PMID
1372:PMID
1298:PMID
1258:PMID
1202:PMID
1157:2023
1109:PMID
1074:PMID
1036:2014
1010:2017
994:PMID
935:The
616:and
355:KEGG
335:UNII
324:4339
284:7401
264:4495
153:data
42:AHFS
5074:PGI
4991:PGD
4129:COX
1450:doi
1407:doi
1364:doi
1290:doi
1250:doi
1192:PMC
1184:doi
1066:doi
1062:848
632:in
420:EPA
254:CID
105:WHO
95:WHO
5285::
5022:,
5018:,
4821:;
4749:;
4712:;
4700:;
4683:;
4671:;
4654:;
4612:;
4585:;
4538:;
4396:;
4234:;
3660:A2
3497:2α
3435:2α
3406:2α
3276:EP
3161:EP
3084:EP
2977:EP
2853:DP
2796:DP
2665:;
2661:;
2343::
1680:.
1661:.
1636:.
1615:.
1611:.
1578:.
1559:.
1540:.
1523:36
1521:.
1464:.
1456:.
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1444:.
1421:.
1413:.
1403:63
1401:.
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1370:.
1360:22
1358:.
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1329:.
1304:.
1296:.
1286:35
1284:.
1270:^
1256:.
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1103:.
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1060:.
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992:.
988:.
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860:,
856:,
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689:,
685:,
681:,
660:,
485:12
479:13
137:S4
131:AU
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5242:2
5234:2
5078:S
5076:2
5026:)
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4995:S
4993:2
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4893:2
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4132:(
4119:)
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3315:2
3306:1
3278:4
3238:2
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3221:2
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3123:2
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3086:2
3036:2
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491:2
488:N
482:H
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108:)
44:/
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