853942-70-8

Basic information

• Product Name: 3-(4-methylpentyl)-4-phenyl-4-(trichloromethyl)-3,4-dihydroquinazolin-2(1H)-one
• Synonyms: 3-(4-methylpentyl)-4-phenyl-4-(trichloromethyl)-3,4-dihydroquinazolin-2(1H)-one
• CAS NO: 853942-70-8
• Molecular Weight: 425.785
• Mol File: 853942-70-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3-(4-methylpentyl)-4-phenyl-4-(trichloromethyl)-3,4-dihydroquinazolin-2(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-methylpentyl)-4-phenyl-4-(trichloromethyl)-3,4-dihydroquinazolin-2(1H)-one(853942-70-8)
• EPA Substance Registry System: 3-(4-methylpentyl)-4-phenyl-4-(trichloromethyl)-3,4-dihydroquinazolin-2(1H)-one(853942-70-8)

Safety Data

• Hazardous Substances Data: 853942-70-8(Hazardous Substances Data)

Upstream product

• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 5344-20-7 4-methyl pentanamine 
• 35382-88-8 N-(2-benzoylphenyl)-2,2,2-trichloroacetamide 

Relevant articles and documents

A novel class of sodium/calcium exchanger inhibitor: Design, synthesis, and structure-activity relationships of 3,4-dihydro-2(1H)-quinazolinone derivatives

Design, synthesis, and structure-activity relationships of 3,4-dihydro-2(1H)-quinazolinone derivatives as inhibitors of the sodium/calcium (Na+/Ca2+) exchanger are discussed. These studies, based on a lead compound 9a, which was identified in our library, involved systematic modification of three regions and revealed that (1) the 3,4-dihydro-2(1H)- quinazolinone having a tertiary amino alkyl side chain at the 3-position is essential for activity, (2) a nonsubstituted phenyl ring is most suitable for high activity, and (3) introduction of a 4-substituted piperidine moiety enhanced the activity, in particular 4-benzylpiperidin-1-yl showed strong inhibitory activity. Based on these SAR studies, a structurally novel and highly potent inhibitor against the Na+/Ca2+ exchanger, 12g (SM-15811), was discovered. In particular, SM-15811 directly inhibited the Na+-dependent Ca2+ influx via the Na+/Ca 2+ exchanger in cardiomyocytes with a high potency. The activity was almost two orders more potent than the lead compound 9a and SM-15811 exerted a protective effect against myocardial ischemic reperfusion injury. These Na +/Ca2+ inhibitors could have a therapeutic potential for the treatment of ischemic reperfusion injury.