601:
578:
40:
31:
2499:
2487:
1259:
Das K, Clark AD, Lewi PJ, Heeres J, De Jonge MR, Koymans LM, et al. (May 2004). "Roles of conformational and positional adaptability in structure-based design of TMC125-R165335 (etravirine) and related non-nucleoside reverse transcriptase inhibitors that are highly potent and effective against
802:
In the EU, etravirine, in combination with a boosted protease inhibitor and other antiretrovirals, is indicated for the treatment of human-immunodeficiency-virus-type-1 (HIV-1) infection in antiretroviral-treatment-experienced people aged six years of age and older.
784:(FDA) approved its use for people with established resistance to other drugs, making it the 30th anti-HIV drug approved in the United States and the first to be approved in 2008. It was also approved for use in Canada in April 2008.
1884:
1376:
Alfedi G, Luffarelli R, Condò I, Pedini G, Mannucci L, Massaro DS, et al. (March 2019). "Drug repositioning screening identifies etravirine as a potential therapeutic for friedreich's ataxia".
217:
2068:
2073:
1006:
1169:
2529:
2019:
1491:
2458:
172:
1655:
728:
2025:
2539:
2083:
2003:
787:
Etravirine is licensed in the United States, Canada, Israel, Russia, Australia, New
Zealand, and the European Union, and is under regulatory review in Switzerland.
2088:
860:
765:
863:(NNRTI), designed to be active against HIV with mutations that confer resistance to the two most commonly prescribed first-generation NNRTIs, mutation K103N for
2036:
1437:
670:
70:
2058:
2042:
684:
2053:
2063:
1233:
2330:
1974:
1077:
1014:
1135:
1180:
1018:
996:
Text was copied from this source which is copyright
European Medicines Agency. Reproduction is authorized provided the source is acknowledged.
2429:
2320:
768:(NNRTI). Unlike agents in the class, resistance to other NNRTIs does not seem to confer resistance to etravirine. Etravirine is marketed by
1205:
2078:
1298:
Rajput L, Sanphui P, Desiraju GR (7 August 2013). "New Solid Forms of the Anti-HIV Drug
Etravirine: Salts, Cocrystals, and Solubility".
229:
1109:
2093:
712:
InChI=1S/C20H15BrN6O/c1-11-7-14(10-23)8-12(2)17(11)28-19-16(21)18(24)26-20(27-19)25-15-5-3-13(9-22)4-6-15/h3-8H,1-2H3,(H3,24,25,26,27)
1649:
1430:
704:
2103:
1987:
947:
2113:
2098:
1878:
1858:
1776:
1761:
1749:
820:
347:
202:
102:
1993:
1333:
Muresan-Pop M, Macavei S, Turza A, Borodi G (November 2021). "New solvates and a salt of the anti-HIV compound etravirine".
1415:
832:
1423:
1210:
781:
449:
2554:
2446:
900:
557:
121:
2477:
836:
831:
In 2009, the FDA prescribing information for etravirine was modified to include "postmarketing reports of cases of
2534:
1176:
981:
757:
2519:
2270:
2180:
2048:
2009:
891:, allowing for a more robust interaction between etravirine and the enzyme, even in the presence of mutations.
880:
2549:
2434:
2030:
769:
158:
1084:
1059:
596:
2559:
2108:
1237:
1147:
1032:
Stellbrink HJ (October 2007). "Antiviral drugs in the treatment of AIDS: what is in the pipeline ?".
281:
498:
2524:
2305:
2118:
1998:
1868:
1467:
884:
799:
for the treatment of HIV-1 infection in treatment-experienced patients aged two years of age and older.
2014:
1863:
1621:
888:
847:
reactions characterized by rash, constitutional findings, and sometimes organ dysfunction, including
777:
316:
573:
2123:
1982:
1854:
1772:
1571:
1450:
840:
364:
39:
518:
1401:
1358:
916:
816:
132:
871:. This potency appears to be related to etravirine's flexibility as a molecule. Etravirine is a
2411:
2406:
539:
2544:
2265:
1928:
1393:
1350:
1315:
1277:
1110:"Intelence receives marketing authorisation in the European Union for HIV combination therapy"
1041:
976:
529:
254:
241:
52:
2290:
1385:
1342:
1307:
1269:
1113:
1063:
876:
872:
844:
613:
438:
373:
273:
458:
2491:
2366:
2325:
1485:
291:
1011:
Guidelines for the Use of
Antiretroviral Agents in HIV-1-Infected Adults and Adolescents
907:. The structures of these and of a number of solvate and salt forms have been reported.
600:
577:
2503:
2440:
2216:
2198:
2161:
1446:
2513:
2206:
1956:
1791:
1677:
1362:
848:
589:
94:
1405:
30:
2260:
2250:
1831:
1821:
1639:
1596:
1591:
1586:
1548:
1528:
1458:
509:
398:
185:
180:
80:
2386:
2361:
2300:
2285:
2280:
1944:
1911:
1826:
1806:
1601:
1581:
1560:
1507:
1475:
88:
2391:
2371:
2356:
2351:
2315:
2310:
2224:
2169:
2139:
1951:
1934:
1906:
1846:
1836:
1811:
1796:
1786:
1735:
1730:
1718:
1702:
1692:
1672:
1634:
1544:
1532:
1524:
1346:
868:
773:
646:
429:
1319:
2401:
2381:
2376:
2346:
2275:
2255:
2188:
2144:
1901:
1816:
1801:
1724:
1697:
1687:
1682:
1629:
1606:
1519:
864:
812:
796:
329:
74:
1397:
1354:
1281:
1045:
22:
2396:
1781:
920:
409:
165:
116:
418:
2464:
2295:
1841:
1611:
1143:
1078:"First New NNRTI in Nearly a Decade to Benefit Canadians with HIV/AIDS"
384:
308:
2498:
1389:
1311:
1273:
2245:
2240:
489:
304:
300:
478:
1555:
669:
660:
545:
296:
1514:
1502:
1083:(Press release). Janssen-Ortho Inc. 1 April 2008. Archived from
469:
260:
235:
1419:
248:
111:
1539:
1454:
764:. Etravirine is a human immunodeficiency virus type 1 (HIV-1)
761:
562:
2069:
Elvitegravir/cobicistat/emtricitabine/tenofovir alafenamide
211:
143:
2074:
Elvitegravir/cobicistat/emtricitabine/tenofovir disoproxil
919:
application. Etravirine was shown to cause an increase in
2020:
Darunavir/cobicistat/emtricitabine/tenofovir alafenamide
224:
735:
1335:
2475:
942:
940:
938:
936:
2339:
2233:
2215:
2197:
2179:
2160:
2153:
2132:
1973:
1920:
1894:
1877:
1760:
1748:
1711:
1665:
1648:
1620:
1570:
1484:
1466:
658:
645:
612:
607:
588:
556:
528:
508:
488:
468:
448:
428:
408:
383:
363:
338:
328:
315:
290:
280:
272:
201:
196:
171:
157:
131:
101:
87:
69:
61:
51:
46:
692:N#Cc3cc(c(Oc1nc(nc(c1Br)N)Nc2ccc(C#N)cc2)c(c3)C)C
2026:Dolutegravir/emtricitabine/tenofovir alafenamide
971:
969:
397:
2530:Non-nucleoside reverse transcriptase inhibitors
2084:Emtricitabine/rilpivirine/tenofovir alafenamide
2004:Bictegravir/emtricitabine/tenofovir alafenamide
372:
2089:Emtricitabine/rilpivirine/tenofovir disoproxil
1575:(Integrase strand transfer inhibitors (INSTI))
1260:wild-type and drug-resistant HIV-1 variants".
1170:"Etravine: Summary of product characteristics"
861:non-nucleoside reverse transcriptase inhibitor
766:non-nucleoside reverse transcriptase inhibitor
355:4- pyrimidin-4-yl]oxy-3,5-dimethylbenzonitrile
2037:Dolutegravir/lamivudine/tenofovir alafenamide
1431:
8:
2059:Efavirenz/emtricitabine/tenofovir disoproxil
2043:Dolutegravir/lamivudine/tenofovir disoproxil
517:
120:
21:
2157:
2054:Doravirine/lamivudine/tenofovir disoproxil
1891:
1757:
1662:
1438:
1424:
1416:
599:
576:
437:
2064:Efavirenz/lamivudine/tenofovir disoproxil
457:
2540:Drugs developed by Johnson & Johnson
2331:Zinc finger protein transcription factor
811:People with rare hereditary problems of
16:Medication used for the treatment of HIV
2482:
1015:Department of Health and Human Services
932:
915:Etravine has been studied for use in a
709:
689:
572:
417:
352:
93:
590:
20:
1293:
1291:
1140:) granted accelerated approval in US"
538:
497:
79:
7:
1034:European Journal of Medical Research
544:
184:
2079:Emtricitabine/tenofovir alafenamide
477:
388:
2094:Emtricitabine/tenofovir disoproxil
1060:"FDA Approves HIV Drug Etravirine"
859:Etravirine is a second-generation
14:
1206:"FDA Medwatch Safety Information"
2497:
2485:
2467:. Formerly or rarely used agent.
2104:Lamivudine/nevirapine/zidovudine
1988:Abacavir/dolutegravir/lamivudine
1234:"Etravirine—Countdown to Launch"
633:
624:
38:
29:
2271:Epigallocatechin gallate (EGCG)
2114:Lamivudine/tenofovir disoproxil
2099:Lamivudine/nevirapine/stavudine
823:should not take this etravine.
821:glucose-galactose malabsorption
717:Key:PYGWGZALEOIKDF-UHFFFAOYSA-N
630:
1994:Abacavir/lamivudine/zidovudine
1262:Journal of Medicinal Chemistry
1236:. AIDSmeds.com. Archived from
948:"Intelence- etravirine tablet"
752:,), sold under the brand name
639:
618:
1:
1007:"Appendix A: Key to Acronyms"
899:Etravine forms as colourless
1211:Food and Drug Administration
903:crystals in space group Pna2
782:Food and Drug Administration
334:Faeces (93.7%), urine (1.2%)
1869:Tenofovir alafenamide (TAF)
1300:Crystal Growth & Design
1232:Evans D (15 January 2008).
1179:. p. 5. Archived from
2576:
1864:Tenofovir disoproxil (TDF)
837:toxic epidermal necrolysis
780:. In January 2008, the US
760:used for the treatment of
608:Chemical and physical data
2424:
1885:Discovery and development
1656:Discovery and development
1492:Discovery and development
1347:10.1107/S2053229621010482
1112:. Tibotec. Archived from
982:European Medicines Agency
883:that can bind the enzyme
795:In the US, etravirine is
758:antiretroviral medication
725:
700:
680:
343:
37:
28:
2181:Transcription inhibitors
2133:Pharmacokinetic boosters
2049:Dolutegravir/rilpivirine
2010:Cabotegravir/rilpivirine
1650:Protease Inhibitors (PI)
881:conformational isomerism
833:Stevens–Johnson syndrome
2465:initial regimen options
2031:Dolutegravir/lamivudine
1508:Enfuvirtide (ENF, T-20)
1486:Entry/fusion inhibitors
2306:Portmanteau inhibitors
2199:Translation inhibitors
2109:Lamivudine/raltegravir
1879:Non-nucleoside (NNRTI)
1837:Islatravir (EFdA, ISL)
815:intolerance, the Lapp
2321:Synergistic enhancers
2119:Lamivudine/zidovudine
1999:Atazanavir/cobicistat
1975:Combined formulations
1812:Zidovudine (AZT, ZDV)
1750:Reverse-transcriptase
1622:Maturation inhibitors
1136:"Etravirine (TMC125,
885:reverse transcriptase
778:Johnson & Johnson
2162:Uncoating inhibitors
2015:Darunavir/cobicistat
1855:Nucleotide analogues
1773:Nucleoside analogues
1572:Integrase inhibitors
1451:antiretroviral drugs
1116:on 28 September 2011
2154:Experimental agents
2124:Lopinavir/ritonavir
1983:Abacavir/lamivudine
1957:Elsulfavirine (ESV)
1792:Emtricitabine (FTC)
1678:Fosamprenavir (FPV)
855:Mechanism of action
841:erythema multiforme
244:(Prescription only)
220:(Prescription only)
25:
2555:Belgian inventions
2451:Never to phase III
1597:Elvitegravir (EVG)
1592:Dolutegravir (DTG)
1587:Cabotegravir (CAB)
1378:Movement Disorders
1341:(Pt 11): 698–706.
1240:on 19 January 2008
1090:on 2 November 2010
1066:. 18 January 2008.
1021:on 31 August 2012.
917:drug repositioning
875:(DAPY), a type of
817:lactase deficiency
2473:
2472:
2420:
2419:
2266:Diarylpyrimidines
1969:
1968:
1965:
1964:
1945:Rilpivirine (RPV)
1929:diarylpyrimidines
1912:Delavirdine (DLV)
1807:Zalcitabine (ddC)
1764:nucleotide (NRTI)
1744:
1743:
1602:Raltegravir (RAL)
1582:Bictegravir (BIC)
1561:Fostemsavir (FTR)
1476:Lenacapavir (LEN)
1468:Capsid inhibitors
1390:10.1002/mds.27604
1312:10.1021/cg4007058
1274:10.1021/jm030558s
1268:(10): 2550–2560.
1186:on 20 August 2016
1150:on 2 January 2010
743:
742:
671:Interactive image
558:CompTox Dashboard
264:
252:
239:
227:
215:
147:
114:
2567:
2535:Aminopyrimidines
2502:
2501:
2490:
2489:
2488:
2481:
2291:Hydroxycarbamide
2158:
1952:Doravirine (DOR)
1940:Etravirine (ETR)
1935:Dapivirine (DPV)
1907:Nevirapine (NVP)
1892:
1797:Lamivudine (3TC)
1787:Didanosine (ddI)
1758:
1731:Tipranavir (TPV)
1719:Atazanavir (ATV)
1703:Saquinavir (SQV)
1693:Nelfinavir (NFV)
1673:Amprenavir (APV)
1663:
1545:Ibalizumab (IBA)
1440:
1433:
1426:
1417:
1410:
1409:
1373:
1367:
1366:
1330:
1324:
1323:
1306:(8): 3681–3690.
1295:
1286:
1285:
1256:
1250:
1249:
1247:
1245:
1229:
1223:
1222:
1220:
1218:
1202:
1196:
1195:
1193:
1191:
1185:
1174:
1166:
1160:
1159:
1157:
1155:
1146:. Archived from
1132:
1126:
1125:
1123:
1121:
1106:
1100:
1099:
1097:
1095:
1089:
1082:
1074:
1068:
1067:
1064:Associated Press
1056:
1050:
1049:
1029:
1023:
1022:
1017:. Archived from
1003:
997:
995:
993:
991:
986:. 28 August 2008
977:"Intelence EPAR"
973:
964:
963:
961:
959:
954:. 15 August 2023
944:
877:organic molecule
873:diarylpyrimidine
845:hypersensitivity
807:Contraindication
739:
738:
731:
673:
653:
641:
635:
632:
626:
620:
603:
592:
581:
580:
566:
564:
548:
542:
521:
501:
481:
461:
441:
421:
401:
391:
390:
376:
320:
262:
259:
250:
247:
237:
234:
226:
223:
213:
210:
188:
145:
142:
124:
113:
110:
97:
83:
42:
33:
26:
24:
2575:
2574:
2570:
2569:
2568:
2566:
2565:
2564:
2520:CYP3A4 inducers
2510:
2509:
2508:
2496:
2486:
2484:
2476:
2474:
2469:
2468:
2456:
2441:Clinical trials
2416:
2367:Dexelvucitabine
2335:
2326:Tre recombinase
2229:
2211:
2193:
2189:Tat antagonists
2175:
2149:
2128:
1961:
1916:
1902:Efavirenz (EFV)
1881:
1873:
1802:Stavudine (d4T)
1763:
1751:
1740:
1725:Darunavir (DRV)
1707:
1698:Ritonavir (RTV)
1688:Lopinavir (LPV)
1683:Indinavir (IDV)
1652:
1644:
1616:
1574:
1566:
1520:Maraviroc (MVC)
1488:
1480:
1462:
1447:Antiviral drugs
1444:
1414:
1413:
1375:
1374:
1370:
1332:
1331:
1327:
1297:
1296:
1289:
1258:
1257:
1253:
1243:
1241:
1231:
1230:
1226:
1216:
1214:
1204:
1203:
1199:
1189:
1187:
1183:
1172:
1168:
1167:
1163:
1153:
1151:
1134:
1133:
1129:
1119:
1117:
1108:
1107:
1103:
1093:
1091:
1087:
1080:
1076:
1075:
1071:
1058:
1057:
1053:
1031:
1030:
1026:
1005:
1004:
1000:
989:
987:
975:
974:
967:
957:
955:
946:
945:
934:
929:
913:
906:
897:
857:
829:
827:Adverse effects
809:
793:
734:
732:
729:(what is this?)
726:
721:
718:
713:
708:
707:
696:
693:
688:
687:
676:
651:
638:
629:
623:
584:
560:
552:
524:
504:
484:
464:
444:
424:
404:
387:
379:
359:
356:
351:
350:
318:
282:Protein binding
274:Pharmacokinetic
268:
192:
160:
153:
134:
127:
17:
12:
11:
5:
2573:
2571:
2563:
2562:
2557:
2552:
2550:Organobromides
2547:
2542:
2537:
2532:
2527:
2522:
2512:
2511:
2507:
2506:
2494:
2471:
2470:
2455:
2454:
2453:
2452:
2449:
2438:
2432:
2426:
2425:
2422:
2421:
2418:
2417:
2415:
2414:
2409:
2404:
2399:
2394:
2389:
2384:
2379:
2374:
2369:
2364:
2359:
2354:
2349:
2343:
2341:
2337:
2336:
2334:
2333:
2328:
2323:
2318:
2313:
2308:
2303:
2298:
2293:
2288:
2283:
2278:
2273:
2268:
2263:
2258:
2253:
2248:
2243:
2237:
2235:
2231:
2230:
2228:
2227:
2221:
2219:
2213:
2212:
2210:
2209:
2203:
2201:
2195:
2194:
2192:
2191:
2185:
2183:
2177:
2176:
2174:
2173:
2166:
2164:
2155:
2151:
2150:
2148:
2147:
2142:
2140:Cobicistat (c)
2136:
2134:
2130:
2129:
2127:
2126:
2121:
2116:
2111:
2106:
2101:
2096:
2091:
2086:
2081:
2076:
2071:
2066:
2061:
2056:
2051:
2046:
2040:
2034:
2028:
2023:
2017:
2012:
2007:
2001:
1996:
1991:
1985:
1979:
1977:
1971:
1970:
1967:
1966:
1963:
1962:
1960:
1959:
1954:
1949:
1948:
1947:
1942:
1937:
1924:
1922:
1918:
1917:
1915:
1914:
1909:
1904:
1898:
1896:
1889:
1875:
1874:
1872:
1871:
1866:
1850:
1849:
1844:
1839:
1834:
1829:
1824:
1819:
1814:
1809:
1804:
1799:
1794:
1789:
1784:
1782:Abacavir (ABC)
1768:
1766:
1762:Nucleoside and
1755:
1746:
1745:
1742:
1741:
1739:
1738:
1733:
1728:
1722:
1715:
1713:
1709:
1708:
1706:
1705:
1700:
1695:
1690:
1685:
1680:
1675:
1669:
1667:
1660:
1646:
1645:
1643:
1642:
1637:
1632:
1626:
1624:
1618:
1617:
1615:
1614:
1609:
1604:
1599:
1594:
1589:
1584:
1578:
1576:
1568:
1567:
1565:
1564:
1552:
1536:
1522:
1511:
1498:
1496:
1482:
1481:
1479:
1478:
1472:
1470:
1464:
1463:
1445:
1443:
1442:
1435:
1428:
1420:
1412:
1411:
1384:(3): 323–334.
1368:
1325:
1287:
1251:
1224:
1197:
1161:
1127:
1101:
1069:
1051:
1040:(9): 483–495.
1024:
998:
965:
931:
930:
928:
925:
912:
909:
904:
896:
893:
867:and Y181C for
856:
853:
828:
825:
808:
805:
792:
789:
741:
740:
723:
722:
720:
719:
716:
714:
711:
703:
702:
701:
698:
697:
695:
694:
691:
683:
682:
681:
678:
677:
675:
674:
666:
664:
656:
655:
649:
643:
642:
636:
627:
621:
616:
610:
609:
605:
604:
594:
586:
585:
583:
582:
574:DTXSID30181412
569:
567:
554:
553:
551:
550:
534:
532:
526:
525:
523:
522:
514:
512:
506:
505:
503:
502:
494:
492:
486:
485:
483:
482:
474:
472:
466:
465:
463:
462:
454:
452:
446:
445:
443:
442:
434:
432:
426:
425:
423:
422:
414:
412:
406:
405:
403:
402:
394:
392:
381:
380:
378:
377:
369:
367:
361:
360:
358:
357:
354:
346:
345:
344:
341:
340:
336:
335:
332:
326:
325:
322:
313:
312:
294:
288:
287:
284:
278:
277:
270:
269:
267:
266:
257:
245:
232:
221:
207:
205:
199:
198:
194:
193:
191:
190:
177:
175:
169:
168:
163:
161:administration
155:
154:
152:
151:
149:
139:
137:
129:
128:
126:
125:
107:
105:
99:
98:
91:
85:
84:
77:
67:
66:
63:
59:
58:
55:
49:
48:
44:
43:
35:
34:
15:
13:
10:
9:
6:
4:
3:
2:
2572:
2561:
2560:Diaryl ethers
2558:
2556:
2553:
2551:
2548:
2546:
2543:
2541:
2538:
2536:
2533:
2531:
2528:
2526:
2523:
2521:
2518:
2517:
2515:
2505:
2500:
2495:
2493:
2483:
2479:
2466:
2463:
2460:
2450:
2448:
2445:
2444:
2442:
2439:
2436:
2433:
2431:
2428:
2427:
2423:
2413:
2410:
2408:
2405:
2403:
2400:
2398:
2395:
2393:
2390:
2388:
2385:
2383:
2380:
2378:
2375:
2373:
2370:
2368:
2365:
2363:
2360:
2358:
2355:
2353:
2350:
2348:
2345:
2344:
2342:
2340:Failed agents
2338:
2332:
2329:
2327:
2324:
2322:
2319:
2317:
2314:
2312:
2309:
2307:
2304:
2302:
2299:
2297:
2294:
2292:
2289:
2287:
2284:
2282:
2279:
2277:
2274:
2272:
2269:
2267:
2264:
2262:
2259:
2257:
2254:
2252:
2249:
2247:
2244:
2242:
2239:
2238:
2236:
2232:
2226:
2223:
2222:
2220:
2218:
2214:
2208:
2207:Trichosanthin
2205:
2204:
2202:
2200:
2196:
2190:
2187:
2186:
2184:
2182:
2178:
2171:
2168:
2167:
2165:
2163:
2159:
2156:
2152:
2146:
2145:Ritonavir (r)
2143:
2141:
2138:
2137:
2135:
2131:
2125:
2122:
2120:
2117:
2115:
2112:
2110:
2107:
2105:
2102:
2100:
2097:
2095:
2092:
2090:
2087:
2085:
2082:
2080:
2077:
2075:
2072:
2070:
2067:
2065:
2062:
2060:
2057:
2055:
2052:
2050:
2047:
2044:
2041:
2038:
2035:
2032:
2029:
2027:
2024:
2021:
2018:
2016:
2013:
2011:
2008:
2005:
2002:
2000:
1997:
1995:
1992:
1989:
1986:
1984:
1981:
1980:
1978:
1976:
1972:
1958:
1955:
1953:
1950:
1946:
1943:
1941:
1938:
1936:
1933:
1932:
1931:
1930:
1926:
1925:
1923:
1919:
1913:
1910:
1908:
1905:
1903:
1900:
1899:
1897:
1893:
1890:
1888:
1886:
1880:
1876:
1870:
1867:
1865:
1862:
1860:
1856:
1852:
1851:
1848:
1845:
1843:
1840:
1838:
1835:
1833:
1830:
1828:
1825:
1823:
1820:
1818:
1815:
1813:
1810:
1808:
1805:
1803:
1800:
1798:
1795:
1793:
1790:
1788:
1785:
1783:
1780:
1778:
1774:
1770:
1769:
1767:
1765:
1759:
1756:
1753:
1747:
1737:
1734:
1732:
1729:
1726:
1723:
1720:
1717:
1716:
1714:
1710:
1704:
1701:
1699:
1696:
1694:
1691:
1689:
1686:
1684:
1681:
1679:
1676:
1674:
1671:
1670:
1668:
1664:
1661:
1659:
1657:
1651:
1647:
1641:
1638:
1636:
1633:
1631:
1628:
1627:
1625:
1623:
1619:
1613:
1610:
1608:
1605:
1603:
1600:
1598:
1595:
1593:
1590:
1588:
1585:
1583:
1580:
1579:
1577:
1573:
1569:
1562:
1558:
1557:
1553:
1550:
1546:
1542:
1541:
1537:
1534:
1530:
1526:
1523:
1521:
1517:
1516:
1512:
1509:
1505:
1504:
1500:
1499:
1497:
1495:
1493:
1487:
1483:
1477:
1474:
1473:
1471:
1469:
1465:
1460:
1456:
1453:used against
1452:
1448:
1441:
1436:
1434:
1429:
1427:
1422:
1421:
1418:
1407:
1403:
1399:
1395:
1391:
1387:
1383:
1379:
1372:
1369:
1364:
1360:
1356:
1352:
1348:
1344:
1340:
1336:
1329:
1326:
1321:
1317:
1313:
1309:
1305:
1301:
1294:
1292:
1288:
1283:
1279:
1275:
1271:
1267:
1263:
1255:
1252:
1239:
1235:
1228:
1225:
1213:
1212:
1207:
1201:
1198:
1182:
1178:
1171:
1165:
1162:
1149:
1145:
1141:
1139:
1131:
1128:
1115:
1111:
1105:
1102:
1086:
1079:
1073:
1070:
1065:
1061:
1055:
1052:
1047:
1043:
1039:
1035:
1028:
1025:
1020:
1016:
1012:
1008:
1002:
999:
985:
983:
978:
972:
970:
966:
953:
949:
943:
941:
939:
937:
933:
926:
924:
922:
918:
910:
908:
902:
894:
892:
890:
889:conformations
886:
882:
878:
874:
870:
866:
862:
854:
852:
850:
849:liver failure
846:
843:, as well as
842:
838:
834:
826:
824:
822:
818:
814:
806:
804:
800:
798:
790:
788:
785:
783:
779:
775:
771:
767:
763:
759:
755:
751:
747:
737:
730:
724:
715:
710:
706:
699:
690:
686:
679:
672:
668:
667:
665:
662:
657:
650:
648:
644:
617:
615:
611:
606:
602:
598:
595:
593:
591:ECHA InfoCard
587:
579:
575:
571:
570:
568:
559:
555:
547:
546:RCSB PDB
541:
536:
535:
533:
531:
527:
520:
516:
515:
513:
511:
507:
500:
496:
495:
493:
491:
487:
480:
476:
475:
473:
471:
467:
460:
456:
455:
453:
451:
447:
440:
436:
435:
433:
431:
427:
420:
416:
415:
413:
411:
407:
400:
396:
395:
393:
386:
382:
375:
371:
370:
368:
366:
362:
353:
349:
342:
337:
333:
331:
327:
323:
321:
314:
310:
306:
302:
298:
295:
293:
289:
285:
283:
279:
275:
271:
265: Rx-only
258:
256:
246:
243:
233:
231:
222:
219:
209:
208:
206:
204:
200:
195:
187:
182:
179:
178:
176:
174:
170:
167:
164:
162:
156:
150:
141:
140:
138:
136:
130:
123:
118:
109:
108:
106:
104:
100:
96:
92:
90:
86:
82:
78:
76:
72:
68:
64:
60:
56:
54:
50:
47:Clinical data
45:
41:
36:
32:
27:
19:
2525:Hepatotoxins
2461:
2261:Cyanovirin-N
2251:Calanolide A
1939:
1927:
1921:2 generation
1895:1 generation
1882:
1853:
1832:Elvucitabine
1822:Apricitabine
1771:
1712:2 generation
1666:1 generation
1653:
1640:Fipravirimat
1554:
1549:Semzuvolimab
1538:
1529:Cenicriviroc
1513:
1501:
1489:
1381:
1377:
1371:
1338:
1334:
1328:
1303:
1299:
1265:
1261:
1254:
1242:. Retrieved
1238:the original
1227:
1215:. Retrieved
1209:
1200:
1188:. Retrieved
1181:the original
1164:
1152:. Retrieved
1148:the original
1137:
1130:
1118:. Retrieved
1114:the original
1104:
1092:. Retrieved
1085:the original
1072:
1054:
1037:
1033:
1027:
1019:the original
1010:
1001:
988:. Retrieved
980:
956:. Retrieved
951:
923:production.
914:
901:orthorhombic
898:
887:in multiple
858:
830:
810:
801:
794:
791:Medical uses
786:
753:
749:
745:
744:
733:
727:
510:NIAID ChemDB
499:ChEMBL308954
317:Elimination
203:Legal status
197:Legal status
103:License data
18:
2462:recommended
2437:from market
2387:Lersivirine
2362:Capravirine
2301:Miltefosine
2286:Griffithsin
2281:Fosdevirine
1827:Censavudine
1457:(primarily
654: g·mol
597:100.207.546
374:269055-15-4
339:Identifiers
324:41±20 hours
230:Schedule VI
89:MedlinePlus
62:Other names
53:Trade names
2514:Categories
2392:Lodenosine
2372:Droxinavir
2357:Brecanavir
2352:Atevirdine
2316:Seliciclib
2311:Scytovirin
2225:Elipovimab
2170:TRIM5alpha
1847:Stampidine
1752:inhibitors
1736:TMC-310911
1635:BMS-955176
1533:Leronlimab
1525:Vicriviroc
1244:2 February
1154:24 January
927:References
879:with some
869:nevirapine
774:subsidiary
746:Etravirine
659:3D model (
647:Molar mass
530:PDB ligand
459:0C50HW4FO1
430:ChemSpider
365:CAS Number
348:IUPAC name
311:-mediated)
292:Metabolism
122:Etravirine
23:Etravirine
2447:Phase III
2435:Withdrawn
2412:Telinavir
2407:Palinavir
2402:Mozenavir
2382:Emivirine
2377:Lasinavir
2347:Aplaviroc
2276:Foscarnet
2256:Ceragenin
1817:Amdoxovir
1630:Bevirimat
1607:BI 224436
1363:243761396
1320:1528-7483
1217:27 August
1138:Intelence
1120:29 August
990:14 August
958:14 August
895:Chemistry
865:efavirenz
813:galactose
797:indicated
754:Intelence
330:Excretion
319:half-life
159:Routes of
133:Pregnancy
81:Monograph
75:Drugs.com
57:Intelence
2545:Nitriles
2492:Medicine
2397:Loviride
1406:58567610
1398:30624801
1355:34738540
1282:15115397
1046:17933730
952:DailyMed
921:frataxin
911:Research
736:(verify)
410:DrugBank
173:ATC code
166:By mouth
148: B1
135:category
117:DailyMed
2504:Viruses
2478:Portals
2296:KP-1461
1842:Racivir
1612:MK-2048
1190:13 July
1144:aidsmap
770:Janssen
652:435.285
614:Formula
419:DB06414
385:PubChem
309:CYP2C19
228::
189:)
183: (
181:J05AG04
119::
95:a608016
2430:WHO-EM
2246:BIT225
2241:Abzyme
2172:(gene)
1859:NtRTIs
1754:(RTIs)
1404:
1396:
1361:
1353:
1318:
1280:
1094:9 July
1044:
839:, and
756:is an
685:SMILES
519:105156
490:ChEMBL
479:D04112
439:168313
399:193962
307:&
305:CYP2C9
301:CYP3A4
255:â„ž-only
253:
240:
216:
115:
65:TMC125
2234:Other
2217:BNAbs
1777:NRTIs
1556:gp120
1402:S2CID
1359:S2CID
1184:(PDF)
1173:(PDF)
1088:(PDF)
1081:(PDF)
984:(EMA)
705:InChI
661:JSmol
537:65B (
297:Liver
286:99.9%
2459:DHHS
1515:CCR5
1503:gp41
1394:PMID
1351:PMID
1316:ISSN
1278:PMID
1246:2008
1219:2009
1192:2011
1177:EMEA
1156:2008
1122:2008
1096:2008
1042:PMID
992:2024
960:2024
772:, a
540:PDBe
470:KEGG
450:UNII
276:data
71:AHFS
1540:CD4
1459:J05
1455:HIV
1386:doi
1343:doi
1308:doi
1270:doi
851:."
819:or
776:of
762:HIV
750:ETR
563:EPA
389:CID
242:POM
186:WHO
2516::
2443::
1547:,
1531:,
1527:,
1449::
1400:.
1392:.
1382:34
1380:.
1357:.
1349:.
1339:77
1337:.
1314:.
1304:13
1302:.
1290:^
1276:.
1266:47
1264:.
1208:.
1175:.
1142:.
1062:.
1038:12
1036:.
1013:.
1009:.
979:.
968:^
950:.
935:^
835:,
631:Br
628:15
622:20
543:,
303:,
261:EU
249:US
236:UK
225:CA
218:S4
212:AU
144:AU
112:US
2480::
2457:°
2045:°
2039:°
2033:°
2022:°
2006:°
1990:°
1887:)
1883:(
1861::
1857:/
1779::
1775:/
1727:°
1721:°
1658:)
1654:(
1563:)
1559:(
1551:)
1543:(
1535:)
1518:(
1510:)
1506:(
1494:)
1490:(
1461:)
1439:e
1432:t
1425:v
1408:.
1388::
1365:.
1345::
1322:.
1310::
1284:.
1272::
1248:.
1221:.
1194:.
1158:.
1124:.
1098:.
1048:.
994:.
962:.
905:1
748:(
663:)
640:O
637:6
634:N
625:H
619:C
565:)
561:(
549:)
299:(
263::
251::
238::
214::
146::
73:/
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.