1585244-80-9

Basic information

• Product Name: 2-(4-phenoxybenzamido)-4,5,6,7,8,9-hexahydrocycloocta[b]thiophene-3-carboxamide
• Synonyms: 2-(4-phenoxybenzamido)-4,5,6,7,8,9-hexahydrocycloocta[b]thiophene-3-carboxamide
• CAS NO: 1585244-80-9
• Molecular Weight: 420.532
• Mol File: 1585244-80-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-(4-phenoxybenzamido)-4,5,6,7,8,9-hexahydrocycloocta[b]thiophene-3-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-phenoxybenzamido)-4,5,6,7,8,9-hexahydrocycloocta[b]thiophene-3-carboxamide(1585244-80-9)
• EPA Substance Registry System: 2-(4-phenoxybenzamido)-4,5,6,7,8,9-hexahydrocycloocta[b]thiophene-3-carboxamide(1585244-80-9)

Safety Data

• Hazardous Substances Data: 1585244-80-9(Hazardous Substances Data)

Upstream product

• 502-49-8 cycloactanone 
• 40106-15-8 2-amino-4,5,6,7,8,9-hexahydrocycloocta[4,5]thiophene-3-carboxamide 
• 2215-77-2 4-Phenoxybenzoic acid 
• 40106-14-7 2-amino-4,5,6,7,8,9-hexahydrocyclooctathiophene-3-carbonitrile 

Relevant articles and documents

Development of antimycobacterial tetrahydrothieno[2,3-c]pyridine-3- carboxamides and hexahydrocycloocta[b]thiophene-3-carboxamides: Molecular modification from known antimycobacterial lead

Twenty derivatives of 2,6-disubstituted 4,5,6,7-tetrahydrothieno[2,3-c] pyridine-3-carboxamide and ten of 2-substituted 4,5,6,7,8,9- hexahydrocycloocta[b]thiophene-3-carboxamide were synthesized by molecular modification of a known antimycobacterial molecule. Compounds were evaluated in vitro against Mycobacterium tuberculosis (MTB), and cytotoxicity against RAW 264.7 cell line. Among the compounds, 2-(4-phenoxybenzamido)-4,5,6,7,8,9- hexahydrocycloocta[b]thiophene-3-carboxamide (12f) was found to be the most active compound against MTB with MIC of 3.70 μM and was more potent than Ethambutol (MIC of 7.64 μM), Ciprofloxacin (MIC of 9.41 μM) and standard lead compound SID 92097880 (MIC of 9.15 μM). Compound 12f also showed MTB MIC of 1.23 μM in the presence of an efflux pump inhibitor verapamil, and showed no cytotoxicity at 50 μM.