327058-25-3

Basic information

• Product Name: N,N-dicyclohexyl-4-(2-oxo-1,2-dihydro-quinolin-6-yl)-benzamide
• Synonyms: N,N-dicyclohexyl-4-(2-oxo-1,2-dihydro-quinolin-6-yl)-benzamide
• CAS NO: 327058-25-3
• Molecular Weight: 428.574
• Mol File: 327058-25-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N,N-dicyclohexyl-4-(2-oxo-1,2-dihydro-quinolin-6-yl)-benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-dicyclohexyl-4-(2-oxo-1,2-dihydro-quinolin-6-yl)-benzamide(327058-25-3)
• EPA Substance Registry System: N,N-dicyclohexyl-4-(2-oxo-1,2-dihydro-quinolin-6-yl)-benzamide(327058-25-3)

Safety Data

• Hazardous Substances Data: 327058-25-3(Hazardous Substances Data)

Upstream product

• 327058-51-5 N-(4-bromophenyl)-(E)-3-ethoxyacrylamide 
• 106-40-1 4-bromo-aniline 
• 99455-05-7 2-methoxy-6-bromoquinoline 
• 1810-66-8 6-bromo-2-quinolone 
• 1810-71-5 6-bromo-2-chloroquinoline 
• 327057-70-5 N,N-dicyclohexyl-4-(2-methoxy-quinolin-6-yl)-benzamide 

Relevant articles and documents

6-Substituted 1H-quinolin-2-ones and 2-methoxy-quinolines: Synthesis and evaluation as inhibitors of steroid 5α reductases types 1 and 2

A Negishi-type coupling reaction between 6-bromo-2-methoxyquinoline. (1a) and various 4-bromo-N,N'dialkyl-benzamides gave access to 6-substituted 2-methoxy-quinolines 1-3 and 1H-quinolin-2-ones 4-12. Most of these compound proved to be inhibitors of steroid 5α reductases with activity arid selectivity both being strongly dependent on the features of the heterocycle and the size of the N,N-dialkylamide substituent. The most active inhibitor for the human type 2 isozyme was 6-[4-(N,N-diisopropylcarbamoyl)phenyl]-1H-quinolin-2-one 4 (K(i) 800 ± 85 nM), showing mostly competitive inhibitory patterns. A type 1 selective inhibitor could be identified with 6-[4-(N,N-diisopropylcarbamoyl)phenyl]-N-methyl-quinolin-2-one (5, IC50 510 nM). (C) 2000 Editions scientifiques et medicales Elsevier SAS.