Asoprisnil ecamate

Asoprisnil ecamate (INN; development code 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]

Asoprisnil ecamate

Clinical data
Other names	J-956; 11β-(4-((E)-(Ethylcarbamoyl-oxyimino)methyl)phenyl)-17β-methoxy-17α-(methoxymethyl)estra-4,9-dien-3-one
Identifiers
IUPAC name [(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	222732-94-7
PubChem CID	9578571
ChemSpider	7852933
UNII	7JZY47BZJR
ChEMBL	ChEMBL2107728
CompTox Dashboard (EPA)	DTXSID701337166
Chemical and physical data
Formula	C31H40N2O5
Molar mass	520.670 g·mol−1
3D model (JSmol)	Interactive image
SMILES 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 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

See also

• Asoprisnil
• Ulipristal acetate
• Vilaprisan