ZM-182345

ZM-182345

Identifiers
IUPAC name 2-Hydroxy-N-[4-nitro-3-(trifluoromethyl)phenyl]-4-phenyl-2-(trifluoromethyl)pentanamide
CAS Number	314046-50-9
PubChem CID	10478916
ChemSpider	8654324
UNII	QEP7377LSU
CompTox Dashboard (EPA)	DTXSID801337090
Chemical and physical data
Formula	C19H16F6N2O4
Molar mass	450.337 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(CC(C(=O)NC1=CC(=C(C=C1)[N+](=O)[O-])C(F)(F)F)(C(F)(F)F)O)C2=CC=CC=C2
InChI InChI=1S/C19H16F6N2O4/c1-11(12-5-3-2-4-6-12)10-17(29,19(23,24)25)16(28)26-13-7-8-15(27(30)31)14(9-13)18(20,21)22/h2-9,11,29H,10H2,1H3,(H,26,28) Key:RETGATTXHQWSOT-UHFFFAOYSA-N

ZM-182345 is a nonsteroidal progestin that was never marketed. ^{[1] [2]} It was derived from structural modification of the nonsteroidal antiandrogen hydroxyflutamide. ^{[1] [2]} ZM-182345 was found to be at least as potent as progesterone as a progestogen in animals but to also possess androgenic activity. ^[1]

References

1. Dukes M, Furr BJ, Hughes LR, Tucker H, Woodburn JR (2000). "Nonsteroidal progestins and antiprogestins related to flutamide". Steroids. 65 (10–11): 725–31. doi:10.1016/s0039-128x(00)00179-3. PMID   11108883. S2CID   9749394.
2. Schöllkopf K, Schmees N (8 September 2008). "Progesterone receptor: overview of modern steroidal progestins and developments in the field of nonsteroidal selective progesterone receptor modulators.". In Ottow E, Weinmann H (eds.). Nuclear Receptors as Drug Targets. John Wiley & Sons. pp. 209–. ISBN   978-3-527-62330-3.