511:
488:
49:
632:
InChI=1S/C46H64N14O12S2/c47-35(62)15-14-29-40(67)58-32(22-36(48)63)43(70)59-33(45(72)60-18-5-9-34(60)44(71)56-28(8-4-17-52-46(50)51)39(66)53-23-37(49)64)24-74-73-19-16-38(65)54-30(21-26-10-12-27(61)13-11-26)41(68)57-31(42(69)55-29)20-25-6-2-1-3-7-25/h1-3,6-7,10-13,28-34,61H,4-5,8-9,14-24H2,(H2,47,62)(H2,48,63)(H2,49,64)(H,53,66)(H,54,65)(H,55,69)(H,56,71)(H,57,68)(H,58,67)(H,59,70)(H4,50,51,52)/t28-,29+,30+,31+,32+,33+,34+/m1/s1
590:
40:
2502:
878:, a deficit of the body's sodium levels, and the nasal spray is no longer approved for use in children in the United States. However, US drug regulators have said that desmopressin tablets can still be considered safe for treatment of nocturnal enuresis in children as long as the person is otherwise healthy.
921:
via cytosolic vesicles to the apical membrane of the collecting duct. The presence of these aquaporin channels in the distal nephron causes increasing water reabsorption from the urine, which becomes passively re-distributed from the nephron to systemic circulation by way of basolateral membrane
953:), and therefore does not directly raise blood pressure, however, one study showed that it stimulates ACTH release in over 50% of healthy subjects. Additionally, desmopressin is able to enhance ACTH and cortisol release in normal subjects following oCRH administration, but not in patients with
881:
Patients must stop taking desmopressin if they develop severe vomiting and diarrhea, fever, the flu, or severe cold. Patients should also be very cautious about taking desmopressin during hot weather conditions or following strenuous exercise, as these conditions can place stress on the body's
810:
Desmopressin is only recommended in mild hemophilia A. It may be used both for bleeding due to trauma or to try to prevent bleeding due to surgery. It is not effective in the treatment of hemophilia B (factor IX deficiency) or severe hemophilia A. May also be used in
949:, which indirectly increases responsiveness of alpha-1 receptor in blood vessel smooth muscle, increasing vessel tone and blood pressure. Several studies have shown that Desmopressin does not stimulate ACTH release (except in
779:(bedwetting). It is usually prescribed in the form of desmopressin acetate, by mouth. Children taking DDAVP have 2.2 fewer wet nights per week and are 4.5 times more likely to sleep without disruption compared with placebo.
1759:
1583:
Foppiani L, Sessarego P, Valenti S, Falivene MR, Cuttica CM, Giusti Disem M (October 1996). "Lack of effect of desmopressin on ACTH and cortisol responses to ovine corticotropin-releasing hormone in anorexia nervosa".
1677:"High-dose DDAVP intranasal spray (Stimate) for the prevention and treatment of bleeding in patients with mild haemophilia A, mild or moderate type 1 von Willebrand disease and symptomatic carriers of haemophilia A"
1752:
831:(ADH) that is in insufficient quantity due to decreased or non-existent secretion or production of ADH by the posterior pituitary or hypothalamus, respectively. It is also used in the
2537:
2542:
1745:
138:
648:
1330:"Information for Healthcare Professionals โ Desmopressin Acetate (marketed as DDAVP Nasal Spray, DDAVP Rhinal Tube, DDAVP, DDVP, Minirin, and Stimate Nasal Spray)"
71:
604:
1308:
1285:
2532:
1329:
755:
874:
US drug regulators added warning to the nasal sprays after two people died and fifty-nine other people had seizures. This occurred due to
807:. Usefulness in type 2A, 2M, or 2N von Willebrand disease is variable. Generally not recommended in 2B and type 3 von Willebrand disease.
1492:"Corticotrophin-releasing activity of desmopressin in Cushing's disease: lack of correlation between in vivo and in vitro responsiveness"
1239:
Ebell MH, Radke T, Gardner J (September 2014). "A systematic review of the efficacy and safety of desmopressin for nocturia in adults".
1056:
1627:
Scott LV, Medbak S, Dinan TG (November 1999). "ACTH and cortisol release following intravenous desmopressin: a dose-response study".
930:
by acting on the V2 receptor. It also increases endogenous levels of factor VIII, making it useful in the treatment of hemophilia A.
624:
2170:
2026:
2274:
1979:
914:
267:
168:
836:
612:
c1ccc(cc1)C2C(=O)N(C(=O)N(C(=O)N(CSSCCC(=O)N(C(=O)N2)Cc3ccc(cc3)O)C(=O)N4CCC4C(=O)N(CCCNC(=N)N)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N
839:. Desmopressin is not effective at treating nephrogenic DI, thus a positive response is generally indicative of central DI.
747:
that plays roles in the control of the body's osmotic balance, blood pressure regulation, kidney function, and reduction of
824:
2492:
407:
946:
467:
1114:
705:
692:. In hemophilia A and von Willebrand disease, it should only be used for mild to moderate cases. It may be given
356:
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2522:
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Desmopressin works by limiting the amount of water that is eliminated in the urine; that is, it is an
2017:
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Loomans JI, Kruip MJ, Carcao M, Jackson S, van Velzen AS, Peters M, et al. (March 2018).
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1173:
1090:
196:
183:
61:
48:
2229:
1278:"FDA approves first treatment for frequent urination at night due to overproduction of urine"
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vasopressin, and requires less frequent administration. In addition, it has little effect on
893:) โ either as a result of increased water take-up or reduced salt levels โ a person may have
396:
2373:
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In 2017, the FDA approved
Desmopressin has some benefit for adults who have problems with
728:
214:
510:
487:
2478:
2437:
2002:
1597:
1549:
1532:
1490:
Pecori
Giraldi F, Marini E, Torchiana E, Mortini P, Dubini A, Cavagnini F (June 2003).
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1143:
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799:
Desmopressin (DDAVP) is usually the first line treatment for mild to moderate type 1
754:
Desmopressin was approved for medical use in the United States in 1978. It is on the
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1812:
1533:"Effect of desmopressin on ACTH and cortisol secretion in states of ACTH excess"
981:
974:
804:
740:
1467:
1402:"Desmopressin in moderate hemophilia A patients: a treatment worth considering"
1252:
1082:
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2363:
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1984:
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1368:
1353:"Desmopressin in the treatment of nocturia: clinical evidence and experience"
31:
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2007:
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1119:
World Health
Organization model list of essential medicines: 21st list 2019
1094:
977:(the antidiuretic hormone, or ADH), a peptide containing nine amino acids.
1605:
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39:
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17:
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886:
858:
812:
689:
447:
252:
803:. It is not recommended in severe disease or in those with abnormal
436:
980:
Compared to vasopressin, desmopressin's first amino acid has been
748:
589:
580:
427:
177:
1741:
190:
1531:
Colombo P, Passini E, Re T, Faglia G, Ambrosi B (June 1997).
1455:
Continuing
Education in Anaesthesia, Critical Care & Pain
472:
100:
1675:
Leissinger C, Becton D, Cornell C, Cox Gill J (May 2001).
731:
or low blood sodium. It appears to be safe to use during
1131:. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
756:
655:
66:
DDAVP (deamino D-arginine vasopressin), Minirin, others
2490:
1055:. The American Society of Health-System Pharmacists.
2460:
2387:
2273:
2169:
2025:
2016:
1782:
791:(having a need to wake up at night for urination).
727:. It should not be used in people with significant
578:
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167:
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137:
114:
88:
70:
60:
55:
973:) is a synthetic form of the normal human hormone
922:channels. Desmopressin also stimulates release of
289:6,9,12,15,18-pentaoxo-13-(phenylmethyl)1,2-dithia-
1144:"Evidence based management of nocturnal enuresis"
885:A body needs to maintain a balance of water and
335:
1089:. Treasure Island (FL): StatPearls Publishing.
310:
2538:World Anti-Doping Agency prohibited substances
1578:
1576:
723:. The low blood sodium that results may cause
285:(diaminomethylideneamino)-1-oxopentan-2-yl]-1-
2543:World Health Organization essential medicines
1753:
8:
672:among others, is a medication used to treat
291:5,8,11,14,17-pentazacycloicosane-4-carbonyl]
30:
1451:"Vasopressin and its role in critical care"
1047:
1045:
1043:
1041:
1039:
1037:
1035:
1033:
2022:
1760:
1746:
1738:
1586:European Journal of Clinical Investigation
1031:
1029:
1027:
1025:
1023:
1021:
1019:
1017:
1015:
1013:
933:Desmopressin is degraded more slowly than
509:
486:
395:
47:
38:
1692:
1548:
1507:
1466:
1425:
1376:
1272:
1270:
1215:
1167:
1126:
823:Desmopressin is used in the treatment of
415:
1301:"2 Deaths Spur sleep apnea Drug Warning"
945:. Vasopressin stimulates the release of
917:, which signal for the translocation of
833:diagnostic workup for diabetes insipidus
133:, intranasal, by mouth, under the tongue
2497:
1351:Friedman FM, Weiss JP (December 2013).
1336:. FDA. December 4, 2007. Archived from
1334:Center for Drug Evaluation and Research
1009:
835:, in order to distinguish central from
629:
609:
482:
375:
272:
1081:Cuzzo B, Padala SA, Lappin SL (2021).
500:
29:
1121:. Geneva: World Health Organization.
827:(DI) as a replacement for endogenous
455:
80:
7:
1733:. U.S. National Library of Medicine.
1076:
1074:
1059:from the original on 3 December 2016
889:. If sodium levels become too low (
150:
435:
326:
1598:10.1111/j.1365-2362.1996.tb02133.x
1550:10.1046/j.1365-2265.1997.1330954.x
25:
1299:Miranda Hitti (4 December 2007).
988:at the eighth position is in the
2500:
1694:10.1046/j.1365-2516.2001.00500.x
1641:10.1046/j.1365-2265.1999.00850.x
1288:from the original on 2017-03-06.
897:and, in extreme cases, may die.
540:
534:
1449:Sharman A, Low J (2008-08-01).
1357:Therapeutic Advances in Urology
1311:from the original on 2007-12-07
1284:(Press release). 3 March 2017.
909:. It works at the level of the
882:electrolyte and water balance.
637:Key:NFLWUMRGJYTJIN-PNIOQBSNSA-N
219:Variable; 0.08โ0.16% (by mouth)
1202:(10): 616โ620. December 2005.
1196:Paediatrics & Child Health
941:, while vasopressin may cause
775:Desmopressin is used to treat
552:
546:
528:
1:
2533:Vasopressin receptor agonists
1496:The Journal of Endocrinology
1418:10.3324/haematol.2017.180059
711:Common side effects include
668:, sold under the trade name
2559:
1253:10.1016/j.juro.2014.03.095
1142:Evans JH (November 2001).
825:central diabetes insipidus
518:Chemical and physical data
2329:Vasotocin (argiprestocin)
2324:Vasopressin (argipressin)
2215:Vasotocin (argiprestocin)
2210:Vasopressin (argipressin)
2071:Vasotocin (argiprestocin)
2066:Vasopressin (argipressin)
1853:Vasotocin (argiprestocin)
1192:"[Not Available]"
1160:10.1136/bmj.323.7322.1167
1115:World Health Organization
1083:"Physiology, Vasopressin"
645:
620:
600:
293:pyrrolidine-2-carboxamide
263:
46:
37:
1468:10.1093/bjaceaccp/mkn021
1369:10.1177/1756287213502116
698:by injection into a vein
1731:Drug Information Portal
758:. It is available as a
2245:ORG-52186 (SCH-740935)
1967:Catabolism inhibitors:
1629:Clinical Endocrinology
1537:Clinical Endocrinology
1241:The Journal of Urology
1053:"Desmopressin Acetate"
801:von Willebrand disease
690:high blood urea levels
686:von Willebrand disease
1509:10.1677/joe.0.1770373
1340:on December 13, 2007.
1208:10.1093/pch/10.10.616
971:-arginine vasopressin
943:arterial hypertension
924:von Willebrand factor
911:renal collecting duct
837:DI due to the kidneys
1773:vasopressin receptor
975:arginine vasopressin
829:antidiuretic hormone
1975:Bestatin (ubenimex)
1154:(7322): 1167โ1169.
901:Mechanism of action
186:(Prescription only)
34:
919:aquaporin channels
819:Diabetes insipidus
815:induced bleeding.
795:Bleeding disorders
777:nocturnal enuresis
760:generic medication
674:diabetes insipidus
2488:
2487:
2468:Carrier proteins:
2456:
2455:
2447:lithium carbonate
2435:Other inhibitors:
1987:
1843:PF-06655075 (PF1)
970:
951:Cushing's Disease
928:endothelial cells
663:
662:
591:Interactive image
468:CompTox Dashboard
194:
181:
104:
16:(Redirected from
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1998:o-Phenanthroline
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992:rather than the
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955:anorexia nervosa
721:low blood sodium
706:under the tongue
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1818:Lipo-oxytocin-1
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1668:Further reading
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649:(what is this?)
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207:Pharmacokinetic
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1727:"Desmopressin"
1721:
1720:External links
1718:
1716:
1715:
1687:(3): 258โ266.
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1635:(5): 653โ658.
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965:Desmopressin (
962:
959:
939:blood pressure
913:by binding to
902:
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26:
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3:
2:
2555:
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2524:
2523:Antidiuretics
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2279:
2272:
2266:
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2238:
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2198:
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2162:
2159:
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2149:
2147:
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2142:
2139:
2137:
2134:
2132:
2129:
2127:
2124:
2122:
2119:
2117:
2114:
2112:
2109:
2107:
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2079:
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2036:
2035:
2033:
2031:
2024:
2021:
2019:
2015:
2009:
2006:
2004:
2001:
1999:
1996:
1994:
1991:
1989:
1983:
1981:
1978:
1976:
1973:
1971:
1968:
1965:
1964:
1961:
1958:
1956:
1953:
1951:
1948:
1946:
1943:
1941:
1938:
1936:
1933:
1931:
1928:
1926:
1923:
1921:
1918:
1916:
1913:
1911:
1908:
1906:
1903:
1899:
1898:Tocinoic acid
1896:
1894:
1891:
1888:
1885:
1884:
1881:
1878:
1876:
1873:
1871:
1868:
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1527:
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1469:
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1460:
1456:
1452:
1445:
1442:
1437:
1433:
1428:
1423:
1419:
1415:
1411:
1407:
1406:Haematologica
1403:
1396:
1393:
1388:
1384:
1379:
1374:
1370:
1366:
1362:
1358:
1354:
1347:
1344:
1339:
1335:
1331:
1325:
1322:
1310:
1306:
1302:
1295:
1292:
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1279:
1273:
1271:
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1258:
1254:
1250:
1246:
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1235:
1232:
1227:
1223:
1218:
1213:
1209:
1205:
1201:
1197:
1193:
1187:
1184:
1179:
1175:
1170:
1165:
1161:
1157:
1153:
1149:
1145:
1138:
1135:
1129:
1124:
1120:
1116:
1110:
1107:
1096:
1092:
1088:
1084:
1077:
1075:
1071:
1058:
1054:
1048:
1046:
1044:
1042:
1040:
1038:
1036:
1034:
1032:
1030:
1028:
1026:
1024:
1022:
1020:
1018:
1016:
1014:
1010:
1003:
1001:
999:
995:
991:
987:
983:
978:
976:
972:
960:
958:
956:
952:
948:
944:
940:
936:
931:
929:
925:
920:
916:
912:
908:
900:
898:
896:
892:
888:
883:
879:
877:
870:
867:
865:
862:
860:
857:
855:
852:
850:
847:
846:
842:
840:
838:
834:
830:
826:
818:
816:
814:
808:
806:
802:
794:
792:
790:
782:
780:
778:
770:
765:
763:
761:
757:
752:
750:
746:
742:
738:
734:
730:
726:
722:
718:
714:
709:
707:
703:
699:
695:
691:
687:
683:
679:
675:
671:
667:
657:
650:
644:
635:
630:
626:
619:
610:
606:
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592:
588:
587:
585:
582:
577:
566:
564:
560:
527:
525:
521:
516:
512:
508:
505:
503:
501:ECHA InfoCard
497:
489:
485:
484:DTXSID1048259
481:
480:
478:
469:
465:
458:
454:
453:
451:
449:
445:
438:
434:
433:
431:
429:
425:
418:
414:
413:
411:
409:
405:
398:
394:
393:
391:
389:
385:
378:
374:
373:
371:
369:
365:
358:
354:
353:
351:
349:
345:
338:
334:
333:
331:
324:
320:
313:
309:
308:
306:
304:
300:
282:
278:
273:
269:
262:
257:
254:
251:
249:
245:
242:1.5โ2.5 hours
241:
239:
232:
228:
226:
222:
218:
216:
212:
208:
204:
198:
188:
185:
175:
174:
172:
170:
166:
161:
153:
148:
145:
144:
142:
140:
136:
132:
128:
124:
121:
119:
113:
107:
98:
97:
95:
93:
87:
83:
79:
77:
73:
69:
65:
63:
59:
56:Clinical data
54:
50:
45:
41:
36:
19:
2467:
2434:
2395:Antagonists:
2394:
2344:JNJ-17079166
2336:Antagonists:
2335:
2319:Terlipressin
2289:Desmopressin
2288:
2285:
2261:
2255:TASP-0390325
2250:TASP-0233278
2222:Antagonists:
2221:
2205:Terlipressin
2185:Desmopressin
2184:
2181:
2106:JNJ-17308616
2101:JNJ-17079166
2078:Antagonists:
2077:
2061:Terlipressin
2037:
1966:
1902:Non-peptide:
1901:
1889:
1887:Antagonists:
1886:
1857:Non-peptide:
1856:
1794:
1791:
1730:
1684:
1680:
1632:
1628:
1622:
1589:
1585:
1540:
1536:
1526:
1499:
1495:
1485:
1458:
1454:
1444:
1409:
1405:
1395:
1360:
1356:
1346:
1338:the original
1333:
1324:
1313:. Retrieved
1304:
1294:
1281:
1244:
1240:
1234:
1199:
1195:
1186:
1151:
1147:
1137:
1128:10665/325771
1118:
1109:
1098:. Retrieved
1086:
1061:. Retrieved
993:
989:
979:
967:1-deamino-8-
966:
964:
932:
915:V2 receptors
907:antidiuretic
904:
891:hyponatremia
884:
880:
876:hyponatremia
873:
864:hyponatremia
843:Side effects
822:
809:
798:
786:
774:
766:Medical uses
753:
751:production.
739:analogue of
710:
682:hemophilia A
669:
666:Desmopressin
665:
664:
653:
647:
280:
276:
235:Elimination
169:Legal status
163:Legal status
32:Desmopressin
2471:Neurophysin
2309:Ornipressin
2294:Felypressin
2235:Brezivaptan
2200:Ornipressin
2190:Felypressin
2126:Relcovaptan
2056:Selepressin
2051:Ornipressin
2041:Felypressin
2018:Vasopressin
1988:-Methionine
1838:PF-06478939
1813:Demoxytocin
1681:Haemophilia
1282:www.fda.gov
935:recombinant
805:factor VIII
771:Bed wetting
741:vasopressin
694:in the nose
574: gยทmol
507:100.037.009
259:Identifiers
62:Trade names
2517:Categories
2408:RWJ-339489
2403:Ribuvaptan
2398:Balovaptan
2364:Satavaptan
2359:RWJ-351647
2354:Mozavaptan
2349:Lixivaptan
2339:Conivaptan
2240:Nelivaptan
2146:WAY-267464
2091:Conivaptan
2086:Balovaptan
1960:WAY-162720
1955:SSR-126768
1910:Cligosiban
1875:WAY-267464
1828:Nacartocin
1808:Cargutocin
1803:Carbetocin
1798:Aspartocin
1776:modulators
1315:2011-04-18
1100:2021-06-29
1087:StatPearls
1063:2 December
1004:References
996:form (see
984:, and the
982:deaminated
735:. It is a
678:bedwetting
579:3D model (
563:Molar mass
457:ChEMBL1429
417:ENR1LLB0FP
388:ChemSpider
348:IUPHAR/BPS
312:16679-58-6
303:CAS Number
268:IUPAC name
27:Medication
2428:YM-222546
2369:Tolvaptan
2304:Lypressin
2286:Agonists:
2195:Lypressin
2182:Agonists:
2121:PF-184563
2116:LY-307174
2096:FR-218944
2046:Lypressin
2038:Agonists:
2008:Puromycin
1993:Leupeptin
1970:Amastatin
1950:Retosiban
1945:Nolasiban
1940:L-372,662
1935:L-371,257
1930:L-368,899
1920:Erlosiban
1915:Epelsiban
1905:Barusiban
1823:Merotocin
1792:Agonists:
1477:1743-1816
961:Chemistry
849:headaches
737:synthetic
733:pregnancy
713:headaches
248:Excretion
237:half-life
116:Routes of
90:Pregnancy
82:Monograph
76:Drugs.com
2528:Peptides
2507:Medicine
2423:VMAX-382
2418:VMAX-372
2413:VMAX-367
2388:Unsorted
2379:YM-35471
2314:TC OT 39
2265:TASP-699
2262:Ligands:
2161:YM-35471
2141:TC OT 39
2081:Atosiban
1893:Atosiban
1890:Peptide:
1870:TC OT 39
1833:Oxytocin
1795:Peptide:
1784:Oxytocin
1769:Oxytocin
1711:20472310
1703:11380629
1657:27334220
1649:10594528
1614:34560015
1567:23167207
1518:12773117
1436:29305412
1387:24294289
1309:Archived
1286:Archived
1261:24704009
1226:19668677
1178:11711411
1117:(2019).
1095:30252325
1057:Archived
986:arginine
895:seizures
869:seizures
789:nocturia
783:Nocturia
725:seizures
717:diarrhea
702:by mouth
656:(verify)
368:DrugBank
139:ATC code
105: B2
92:category
2443:Lithium
2299:LIT-001
2230:ABT-558
2225:ABT-436
2111:LIT-001
1865:LIT-001
1606:8911861
1559:9274696
1427:5830393
1378:3825109
1217:2722621
1169:1121645
745:hormone
524:Formula
397:4470602
377:DB00035
337:5311065
323:PubChem
155:)
149: (
147:H01BA02
18:Minirin
2493:Portal
2461:Others
2374:YM-471
2156:YM-471
2151:YM-218
2136:SRX251
2131:SRX246
1880:WJ0679
1709:
1701:
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1647:
1612:
1604:
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1424:
1385:
1375:
1259:
1224:
1214:
1176:
1166:
1093:
990:dextro
887:sodium
859:nausea
813:uremia
743:, the
719:, and
688:, and
605:SMILES
448:ChEMBL
437:D00291
253:Kidney
197:โ-only
195:
182:
1925:IX-01
1707:S2CID
1653:S2CID
1610:S2CID
1563:S2CID
1305:WebMD
926:from
749:urine
704:, or
670:DDAVP
625:InChI
581:JSmol
1980:EDTA
1848:TGOT
1771:and
1699:PMID
1645:PMID
1602:PMID
1555:PMID
1514:PMID
1473:ISSN
1432:PMID
1383:PMID
1257:PMID
1222:PMID
1174:PMID
1091:PMID
1065:2016
994:levo
947:ACTH
428:KEGG
408:UNII
357:2182
283:--5-
209:data
72:AHFS
1860:CA7
1689:doi
1637:doi
1594:doi
1545:doi
1504:doi
1500:177
1463:doi
1422:PMC
1414:doi
1410:103
1373:PMC
1365:doi
1249:doi
1245:192
1212:PMC
1204:doi
1164:PMC
1156:doi
1152:323
1148:BMJ
1123:hdl
1000:).
572:.22
570:069
473:EPA
327:CID
229:50%
184:POM
152:WHO
2519::
2479:II
2477:,
2173:1B
2029:1A
1900:;
1855:;
1729:.
1705:.
1697:.
1683:.
1679:.
1651:.
1643:.
1633:51
1631:.
1608:.
1600:.
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1588:.
1575:^
1561:.
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1539:.
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1512:.
1498:.
1494:.
1471:.
1457:.
1453:.
1430:.
1420:.
1408:.
1404:.
1381:.
1371:.
1359:.
1355:.
1332:.
1307:.
1303:.
1280:.
1269:^
1255:.
1243:.
1220:.
1210:.
1200:10
1198:.
1194:.
1172:.
1162:.
1150:.
1146:.
1085:.
1073:^
1012:^
957:.
762:.
715:,
708:.
700:,
696:,
684:,
680:,
676:,
550:12
544:14
538:64
532:46
279:)-
275:(2
191:US
178:UK
131:SC
129:,
127:IM
125:,
123:IV
101:AU
2495::
2481:)
2475:I
2473:(
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2445:(
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2171:V
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547:O
541:N
535:H
529:C
475:)
471:(
287:-
281:N
277:S
193::
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74:/
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