Asoprisnil

Title: Asoprisnil
CAS Registry Number: 199396-76-4
CAS Name: [C(E)]-4-[(11b,17b)-17-Methoxy-17-(methoxymethyl)-3-oxoestra-4,9-dien-11-yl]benzaldehyde-1-oxime
Additional Names: 11b-[4-(hydroxyiminomethyl)phenyl]-17b-methoxy-17a-(methoxymethyl)estra-4,9-dien-3-one
Manufacturers' Codes: J-867
Molecular Formula: C28H35NO4
Molecular Weight: 449.58
Percent Composition: C 74.80%, H 7.85%, N 3.12%, O 14.23%
Literature References: Selective progesterone receptor modulator. Prepn: G. Schubert et al., EP 648778; eidem, US 5693628 (1995, 1997 both to Jenpharm). Clinical effects on menstrual and ovarian cyclicity in premenopausal women: K. Chwalisz et al., Hum. Reprod. 20, 1090 (2005). Review of pharmacology and therapeutic potential: D. DeManno et al., Steroids 68, 1019-1032 (2003); of early clinical experience: K. Chwalisz et al., Semin. Reprod. Med. 22, 113-119 (2004).
Properties: Crystals from isopropanol + CH2Cl2, mp 118° (dec). [a]D +197° (CHCl3). uv max (methanol): 264, 299 nm (e 20366, 20228).
Melting point: mp 118° (dec)
Optical Rotation: [a]D +197° (CHCl3)
Absorption maximum: uv max (methanol): 264, 299 nm (e 20366, 20228)
Therap-Cat: In treatment of uterine fibroids.
Keywords: Selective Progesterone Receptor Modulator (SPRM).
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Asoprisnil
Asoprisnil.svg
Systematic (IUPAC) name
rel-4-[(8R,11S,13R,14R,17R)-17-Methoxy-17-
Clinical data
Legal status  ?
Identifiers
CAS number 199396-76-4 N
ATC code None
PubChem CID 9577221
IUPHAR ligand 2883
ChemSpider 7851660 YesY
UNII 72W09924WP YesY
KEGG D02996 YesY
ChEMBL CHEMBL267431 YesY
Chemical data
Formula C28H35NO4 
Mol. mass 449.582 g/mol
 N (what is this?)  (verify)

Asoprisnil (J867) is an investigational selective progesterone receptor modulator developed by Schering and TAP Pharmaceutical Products, tested for treatment of progesterone sensitive myomata.[1]

In 2005, Phase III trials were discontinued due to endometrial changes in patients. It is uncertain whether asoprisnil will be marketed.[2]