56929-65-8

Basic information

• Product Name: 1,2,3,4,7,8,9,10-octahydro-12H-[1]benzothieno[2,3-d]pyrido[1,2-a]pyrimidin-12-one
• Synonyms: 1,2,3,4,7,8,9,10-octahydro-12H-[1]benzothieno[2,3-d]pyrido[1,2-a]pyrimidin-12-one
• CAS NO: 56929-65-8
• Molecular Formula: C₁₄H₁₆N₂OS
• Molecular Weight: 260.35464
• Mol File: 56929-65-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2,3,4,7,8,9,10-octahydro-12H-[1]benzothieno[2,3-d]pyrido[1,2-a]pyrimidin-12-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4,7,8,9,10-octahydro-12H-[1]benzothieno[2,3-d]pyrido[1,2-a]pyrimidin-12-one(56929-65-8)
• EPA Substance Registry System: 1,2,3,4,7,8,9,10-octahydro-12H-[1]benzothieno[2,3-d]pyrido[1,2-a]pyrimidin-12-one(56929-65-8)

Safety Data

• Hazardous Substances Data: 56929-65-8(Hazardous Substances Data)

Upstream product

• 675-20-7 piperidin-2-one 
• 4506-71-2 ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 
• 5693-62-9 2,3,4,5-tetrahydro-6-methoxypyridine 

Relevant articles and documents

Synthesis and biological evaluation of 17β-hydroxysteroid dehydrogenase type 1 (17β-HSD1) inhibitors based on a thieno[2,3-d] pyrimidin-4(3H)-one core

Many breast tumors are hormone-dependent, and estrogens, especially estradiol (E2), have a pivotal role in their growth and development. 17β-Hydroxysteroid dehydrogenase type 1 (17β-HSD1) is a key enzyme in the biosynthesis of female sex steroids, catalyzing the NADPH-dependent reduction of estrone into biologically active estradiol. In this study, a library of fused (di)cycloalkeno thieno[2,3-d]pyrimidin-4(3H)-one based compounds was synthesized, and the biological activities against 17β-HSD1 in a cell-free and in a cell-based assay were evaluated. Several thieno[2,3-d]pyrimidin-4(3H)-one based compounds, at 0.1 and 1 μM test concentrations, were found to be potent 17β-HSD1 inhibitors. For example, 4-(3-hydroxyphenylthio)-1,2,7,8,9,10,11,13-octahydro-13-oxo-[1] benzothieno[2′,3′:4,5]-pyrimido[1,2-a]azepine-3-carboxaldehyde (7f) is one of the most potent nonsteroidal 17β-HSD1 inhibitors reported to date with 94% inhibition of the recombinant enzyme at 0.1 μM test concentration. Importantly, the majority of these compounds exhibited excellent selectivity over the oxidative isoform 17β-HSD2 and lacked estrogenic effects in an estrogen receptor (ER) binding assay.

THIOPHENEPYRIMIDINONES AS 17-BETA-HYDROXYSTEROID DEHYDROGENASE INHIBITORS

This invention relates to compounds useful in therapy, especially for use in the treatment and/or prevention of a steroid hormone dependent disorder, preferably a steroid hormone dependent disease or disorder requiring the inhibition of a 170β-hydroxyster