35382-88-8

Basic information

• Product Name: N-(Benzoylphenyl)-2,2,2-trichloroacetaMide
• Synonyms: N-(Benzoylphenyl)-2,2,2-trichloroacetaMide
• CAS NO: 35382-88-8
• Molecular Formula: C₁₅H₁₀Cl₃NO₂
• Molecular Weight: 342.6044
• Product Categories: Aromatics, Miscellaneous Reagents, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 35382-88-8.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(Benzoylphenyl)-2,2,2-trichloroacetaMide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(Benzoylphenyl)-2,2,2-trichloroacetaMide(35382-88-8)
• EPA Substance Registry System: N-(Benzoylphenyl)-2,2,2-trichloroacetaMide(35382-88-8)

Safety Data

• Hazardous Substances Data: 35382-88-8(Hazardous Substances Data)

Usage

Uses

N-(Benzoylphenyl)-2,2,2-trichloroacetamide is a reagent used in the preparation of pharmaceuticals. Participates in the synthesis of Afacifenacin (A355005), a stereoisomer of afacifenacin (A355000) which acts as a sodium/calcium exchanger inhibitor used in the prevention of reperfusion injury associated with restoration of coronary blood flow via surgery.

Upstream product

• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 76-02-8 trifluoroacetyl chloride 

Downstream Products

• 853942-74-2 3-[2-(ethylamino)ethyl]-4-phenyl-4-(trichloromethyl)-3,4-dihydroquinazolin-2(1H)-one 
• 853942-77-5 3-[4-(diethylamino)butyl]-4-phenyl-4-(trichloromethyl)-3,4-dihydroquinazolin-2(1H)-one 
• 853942-71-9 3-(4-ethoxyethyl)-4-phenyl-4-(trichloromethyl)-3,4-dihydroquinazolin-2(1H)-one 
• 853942-70-8 3-(4-methylpentyl)-4-phenyl-4-(trichloromethyl)-3,4-dihydroquinazolin-2(1H)-one 
• 853942-72-0 N,N-diethyl-2-[2-oxo-4-phenyl-4-(trichloromethyl)-1,2,3,4-tetrahydroquinazolin-3-yl]acetamide 
• 625835-52-1 3-[3-(dimethylamino)propyl]-4-phenyl-4-(trichloromethyl)-3,4-dihydroquinazolin-2(1H)-one 
• 853942-75-3 3-[2-(diethylamino)ethyl]-4-phenyl-4-(trichloromethyl)-3,4-dihydroquinazolin-2(1H)-one 
• 853942-76-4 3-[3-(diethylamino)propyl]-4-phenyl-4-(trichloromethyl)-3,4-dihydroquinazolin-2(1H)-one 
• 35382-72-0 1-methyl-4-phenyl-1,4-dihydro-benzo[d][1,3]oxazin-2-one 
• 678179-48-1 3-[2-(benzylamino)ethyl]-4-phenyl-3,4-dihydroquinazoline-2(1H)-one 
• 625835-61-2 3-(3-dimethylamino-propyl)-4-phenyl-3,4-dihydro-1H-quinazolin-2-one 

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.

Synthesis and pharmacological evaluation of 1,4-dihydro-2H-3,1-benzoxazin-2-one derivatives.

-