448958-89-2

Basic information

• Product Name: 3-Quinolinecarboxylic acid, 1,4,5,6,7,8-hexahydro-2,6,6-trimethyl-4-(3-nitrophenyl)-5-oxo-, methyl ester
• CAS NO: 448958-89-2
• Molecular Formula: C20H22N2O5
• Molecular Weight: 370.405
• Mol File: 448958-89-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-Quinolinecarboxylic acid, 1,4,5,6,7,8-hexahydro-2,6,6-trimethyl-4-(3-nitrophenyl)-5-oxo-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Quinolinecarboxylic acid, 1,4,5,6,7,8-hexahydro-2,6,6-trimethyl-4-(3-nitrophenyl)-5-oxo-, methyl ester(448958-89-2)
• EPA Substance Registry System: 3-Quinolinecarboxylic acid, 1,4,5,6,7,8-hexahydro-2,6,6-trimethyl-4-(3-nitrophenyl)-5-oxo-, methyl ester(448958-89-2)

Safety Data

• Hazardous Substances Data: 448958-89-2(Hazardous Substances Data)

Upstream product

• 562-46-9 4,4-dimethylcyclohexane-1,3-dione 
• 99-61-6 3-nitro-benzaldehyde 
• 105-45-3 acetoacetic acid methyl ester 

Relevant articles and documents

Synthesis, evaluation of the calcium antagonistic activity and biotransformation of hexahydroquinoline and furoquinoline derivatives

The objective of this study was to synthesise new condensed 1,4-dihydropyridine derivatives and investigate their calcium channel blocking activity. In addition, the in vitro hepatic microsomal biotransformation of one hexahydroquinoline derivative was studied. 2,6,6-Trimethyl-3-carbmethoxy (carbethoxy)-4-aryl-5-oxo-1,4,5,6,7,8-hexahydroquinoline derivatives were synthesised by modified Hantzsch synthesis. 1,3,4,5,6,7,8,9-octa-hydro-7,7-dimethyl-9-arylfuro [3,4-b]quinoline-1,8-dione derivatives were synthesised the reaction of hexahydroquinoline derivatives with pyridinium bromide perbromide. The calcium antagonistic activities of the compounds were determined by tests performed on isolated rat ileum and lamb carotid artery. In vitro hepatic biotransformation of one compound was studied in rat microsomes. Although compounds 3, 18 and 28 showed promising relaxant activity, they were less active than nicardipine (CAS 55985-32-5) in isolated rat ileum. In all studied concentrations, compounds 5 and 20 were more active than nicardipine in lamb carotid artery. These compounds showed high tissue selectivity compared with nicardipine. In addition, in vitro hepatic microsomal biotransformation of compound 2 produced its lactone derivative (compound 34). This metabolite was verified by HPLC. In the hexahydroquinoline series, the compounds having ortho substituted phenyl substituent were more active than the meta isomers. Lactone derivatives were found less active than hexahydroquinoline derivatives in respect to calcium antagonistic activity.