212078-64-3

Basic information

• Product Name: 1-(5-chloro-3-methylbenzo[b]thiophen-2-yl)-3-(1H-imidazol-1-yl)propan-1-ol
• Synonyms: 1-(5-chloro-3-methylbenzo[b]thiophen-2-yl)-3-(1H-imidazol-1-yl)propan-1-ol
• CAS NO: 212078-64-3
• Molecular Weight: 306.816
• Mol File: 212078-64-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-(5-chloro-3-methylbenzo[b]thiophen-2-yl)-3-(1H-imidazol-1-yl)propan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(5-chloro-3-methylbenzo[b]thiophen-2-yl)-3-(1H-imidazol-1-yl)propan-1-ol(212078-64-3)
• EPA Substance Registry System: 1-(5-chloro-3-methylbenzo[b]thiophen-2-yl)-3-(1H-imidazol-1-yl)propan-1-ol(212078-64-3)

Safety Data

• Hazardous Substances Data: 212078-64-3(Hazardous Substances Data)

Upstream product

• 19404-18-3 5-chloro-3-methylbenzo(b)thiophene 

Relevant articles and documents

C17,20-lyase inhibitors I. Structure-based de novo design and SAR study of C17,20-lyase inhibitors.

Novel nonsteroidal C(17,20)-lyase inhibitors were synthesized using de novo design based on its substrate, 17 alpha-hydroxypregnenolone, and several compounds exhibited potent C(17,20)-lyase inhibition. However, in vivo activities were found to be short-lasting, and in order to improve the duration of action, a series of benzothiophene derivatives were evaluated. As a result, compounds 9h, (S)-9i, and 9k with nanomolar enzyme inhibition (IC(50)=4-9 nM) and 9e (IC(50)=27 nM) were identified to have powerful in vivo efficacy with extended duration of action. The key structural determinants for the in vivo efficacy were demonstrated to be the 5-fluoro group on the benzothiophene ring and the 4-imidazolyl moiety. Superimposition of 9k and 17 alpha-hydroxypregnenolone demonstrated their structural similarity and enabled rationalization of the pharmacological results. In addition, selected compounds were also identified to be potent inhibitors of human enzyme with IC(50) values of 20-30 nM.