174505-06-7

Basic information

• Product Name: 5-hydroxy-11β-(4-methoxyphenyl)-11α,12α-epoxy-5α-androstane-3,17-dione cyclic bis(1,2-ethanediyl acetal)
• CAS NO: 174505-06-7
• Molecular Weight: 512.643
• Mol File: 174505-06-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 5-hydroxy-11β-(4-methoxyphenyl)-11α,12α-epoxy-5α-androstane-3,17-dione cyclic bis(1,2-ethanediyl acetal)(CAS DataBase Reference)
• NIST Chemistry Reference: 5-hydroxy-11β-(4-methoxyphenyl)-11α,12α-epoxy-5α-androstane-3,17-dione cyclic bis(1,2-ethanediyl acetal)(174505-06-7)
• EPA Substance Registry System: 5-hydroxy-11β-(4-methoxyphenyl)-11α,12α-epoxy-5α-androstane-3,17-dione cyclic bis(1,2-ethanediyl acetal)(174505-06-7)

Safety Data

• Hazardous Substances Data: 174505-06-7(Hazardous Substances Data)

Upstream product

• 174505-04-5 (5’R,8’S,9’R,10'R,13’R,14'S)-11’-(4-methoxyphenyl)-10’,13’-dimethyl-1‘,6’,7’,8’,9’,10’,13’,14',15’,16’-decahydro-2’H-dispiro[[1,3]dioxolane-2,3’-cyclopenta[a]phenanthrene-17’,2”-[1,3 ]dioxolan]-5’(4’H)-ol 
• 5720-07-0 4-methoxyphenylboronic acid 
• 174505-01-2 (8'S,9’S,10'R,13’R,14'S)-10’,13’-dimethyl-11’-(((4,4,4,4,4,4,4,4,4-nonafluoro-4112-buta-1,3-diyn-1-yl)thio)trioxidanyl)-1‘,4’,7’,8’,9’,10’, 13’,14',15’,16’-decahydro-2’H-dispiro[[1,3]dioxolane-2,3‘-cyclopenta[a]phenanthrene-17',2”-[1,3]dioxolane] 
• 174505-03-4 (4a’R, 5a’S,6a’S,6b’S,9a’R,11a’R,11b’R)-11‘-(4-methoxyphenyl)-9a’,11b’-dimethyl-1’,5a’,6’,6a’,6b’,7’,8’,9a’,11a',11b’-decahydro-2’H,4’H-dispiro[[1,3]dioxolane-2,3‘-cyclopenta[1,2]phenanthro[8a,9-b]oxirene-9’,2”-[1,3]dioxolane] 
• 174505-02-3 (8’S,9’S,10'R,13‘R,14’S)-11‘-(4-methoxyphenyl)-10’,13‘-dimethyl-1‘,4’,7’,8’,9’,10’,13’,14',15’,16’-decahydro-2’H-dispiro[[1,3]dioxolane-2,3’-cyclopenta[a]phenanthrene-17’,2”-[1,3]dioxolane] 
• 13872-18-9 (8'S,9’S,10'R,13’S,14'S)-10’,13’-dimethyl-1',2',4',7',8',9',10’,12’,13’,14',15’,16’-dodecahydro-11’H-dispiro[[1,3]dioxolane-2,3’-cyclopenta[a]phenanthrene-17’,2”-[1,3]dioxolan]-11‘-one 

Downstream Products

• 174505-09-0 (5’R,8’S,9’R,10'R,11'S,12'S,13‘R,14’S)-11‘-(4-methoxyphenyl)-10’,13‘-dimethyldodecahydro-2’H-dispiro[[1,3]dioxolane-2,3‘-cyclopenta[a]phenanthrene-17’,2”-[1,3]dioxolane]-5’,12’(4’H)-diol 
• 174505-11-4 O-((8S,9R,10R,11S,12S,13R,14S)-11-(4-methoxyphenyl)-10,13-dimethyl-3,17-dioxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-12-yl)-1H-imidazole-1-carbothioate 
• 174505-10-3 (8S,9R,10R,11S,12S,13R,14S)-12-hydroxy-11-(4-methoxyphenyl)-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-3H-cyclopenta[a]phenanthrene-3,17(2H)-dione 
• 174505-12-5 (8S,9R,10R,11S,13S,14S)-11-(4-methoxyphenyl)-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-3H-cyclopenta[a]phenanthrene-3,17(2H)-dione 
• 174505-04-5 (5’R,8’S,9’R,10'R,13’R,14'S)-11’-(4-methoxyphenyl)-10’,13’-dimethyl-1‘,6’,7’,8’,9’,10’,13’,14',15’,16’-decahydro-2’H-dispiro[[1,3]dioxolane-2,3’-cyclopenta[a]phenanthrene-17’,2”-[1,3 ]dioxolan]-5’(4’H)-ol 

Relevant articles and documents

Discovery of a potent steroidal glucocorticoid receptor antagonist with enhanced selectivity against the progesterone and androgen receptors (OP-3633)

Structure-based modification of mifepristone (1) led to the discovery of novel mifepristone derivatives with improved selectivity profile. Addition of a methyl group at the C10 position of the steroid has a significant impact on progesterone receptor (PR) and androgen receptor (AR) activity. Within this series, OP-3633 (15) emerged as a glucocorticoid receptor (GR) antagonist with increased selectivity against PR and AR, improved cytochrome P450 inhibition profile, and significantly improved pharmacokinetic properties compared to 1. Furthermore, 15 demonstrated substantial inhibition of GR transcriptional activity in the GR positive HCC1806 triple negative breast cancer xenograft model. Overall, compound 15 is a promising GR antagonist candidate to clinically evaluate the impact of GR inhibition in reversal or prevention of therapy resistance.