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Asoprisnil ecamate Other names J-956; 11β-(4-((E)-(Ethylcarbamoyl-oxyimino)methyl)phenyl)-17β-methoxy-17α-(methoxymethyl)estra-4,9-dien-3-one
[(E )-[4-[(8S ,11R ,13S ,14S ,17S )-17-Methoxy-17-(methoxymethyl)-13-methyl-3-oxo-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-11-yl]phenyl]methylideneamino] N -ethylcarbamate
CAS Number PubChem CID ChemSpider UNII ChEMBL Formula C 31 H 40 N 2 O 5 Molar mass 520.670 g·mol−1 3D model (JSmol )
CCNC(=O)O/N=C/C1=CC=C(C=C1)[C@H]2C[C@]3([C@@H](CC[C@]3(COC)OC)[C@H]4C2=C5CCC(=O)C=C5CC4)C
InChI=1S/C31H40N2O5/c1-5-32-29(35)38-33-18-20-6-8-21(9-7-20)26-17-30(2)27(14-15-31(30,37-4)19-36-3)25-12-10-22-16-23(34)11-13-24(22)28(25)26/h6-9,16,18,25-27H,5,10-15,17,19H2,1-4H3,(H,32,35)/b33-18+/t25-,26+,27-,30-,31+/m0/s1
Key:XMCOWVOJIVSMEO-RCCUTSCYSA-N
Asoprisnil ecamate (INN ) (developmental code name J-956 ) is a synthetic , steroidal selective progesterone receptor modulator (SPRM) which was under development for the treatment of endometriosis , uterine fibroids , and menopausal symptoms but was discontinued.[1] [2] [3] It is a potent and highly selective ligand of the progesterone receptor with mixed agonistic and antagonistic activity and much reduced antiglucocorticoid activity relative to mifepristone .[2] [3] [4] The drug reached phase III clinical trials for the aforementioned indications prior to its discontinuation.[1]
See also [ ]
References [ ]
^ a b "Asoprisnil - AdisInsight" .
^ a b Schubert G, Elger W, Kaufmann G, Schneider B, Reddersen G, Chwalisz K (2005). "Discovery, chemistry, and reproductive pharmacology of asoprisnil and related 11beta-benzaldoxime substituted selective progesterone receptor modulators (SPRMs)". Seminars in Reproductive Medicine . 23 (1): 58–73. doi :10.1055/s-2005-864034 . PMID 15714390 .
^ a b Chwalisz K, Perez MC, Demanno D, Winkel C, Schubert G, Elger W (2005). "Selective progesterone receptor modulator development and use in the treatment of leiomyomata and endometriosis" . Endocrine Reviews . 26 (3): 423–38. doi :10.1210/er.2005-0001 . PMID 15857972 .
^ Chwalisz K, Garg R, Brenner R, Slayden O, Winkel C, Elger W (2006). "Role of nonhuman primate models in the discovery and clinical development of selective progesterone receptor modulators (SPRMs)" . Reproductive Biology and Endocrinology . 4 Suppl 1: S8. doi :10.1186/1477-7827-4-S1-S8 . PMC 1775068 . PMID 17118172 .
External links [ ]
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