221165-63-5

Basic information

• Product Name: 2-Quinoxalinecarboxylic acid, 7-[4-[[[[(3-bromophenyl)amino]carbonyl]oxy]methyl]-1H-imidazol-1-yl]-3, 4-dihydro-3-oxo-6-(trifluoromethyl)-, ethyl ester
• CAS NO: 221165-63-5
• Molecular Formula: C23H17BrF3N5O5
• Molecular Weight: 580.318
• Mol File: 221165-63-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-Quinoxalinecarboxylic acid, 7-[4-[[[[(3-bromophenyl)amino]carbonyl]oxy]methyl]-1H-imidazol-1-yl]-3, 4-dihydro-3-oxo-6-(trifluoromethyl)-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Quinoxalinecarboxylic acid, 7-[4-[[[[(3-bromophenyl)amino]carbonyl]oxy]methyl]-1H-imidazol-1-yl]-3, 4-dihydro-3-oxo-6-(trifluoromethyl)-, ethyl ester(221165-63-5)
• EPA Substance Registry System: 2-Quinoxalinecarboxylic acid, 7-[4-[[[[(3-bromophenyl)amino]carbonyl]oxy]methyl]-1H-imidazol-1-yl]-3, 4-dihydro-3-oxo-6-(trifluoromethyl)-, ethyl ester(221165-63-5)

Safety Data

• Hazardous Substances Data: 221165-63-5(Hazardous Substances Data)

Upstream product

• 23138-55-8 3-Bromophenyl isocyanate 
• 221164-26-7 ethyl 3,4-dihydro-7-[4-(hydroxymethyl)imidazol-1-yl]-3-oxo-6-(trifluoromethyl)quinoxaline-2-carboxylate 
• 791823-71-7 N-[4-(4-hydroxymethyl-imidazol-1-yl)-2-nitro-5-trifluoromethyl-phenyl]-N-(4-methoxy-benzyl)-acetamide 
• 791823-69-3 N-(4-fluoro-2-nitro-5-trifluoromethyl-phenyl)-N-(4-methoxy-benzyl)-acetamide 
• 221167-32-4 4-[4-(hydroxymethyl)imidazol-1-yl]-2-nitro-5-(trifluoromethyl)aniline 
• 221167-34-6 4-[4-(hydroxymethyl)imidazol-1-yl]-5-(trifluoromethyl)-1,2-phenylenediamine 
• 143151-01-3 4-fluoro-2-nitro-5-(trifluoromethyl)acetanilide 
• 2357-47-3 4-Fluoro-3-trifluoromethylaniline 
• 2145-38-2 4-fluoro-3-(trifluoromethyl)acetanilide 
• 400-74-8 2-Fluoro-5-nitrobenzotrifluoride 

Relevant articles and documents

Design and synthesis of novel 7-heterocycle-6-trifluoromethyl-3- oxoquinoxaline-2-carboxylic acids bearing a substituted phenyl group as superior AMPA receptor antagonists with good physicochemical properties

We describe the design, synthesis, and physicochemical and biological properties of a novel series of 7-heterocycle-6-trifluoromethyl-3- oxoquinoxaline-2-carboxylic acids bearing a substituted phenyl group joined through a urethane or urea linkage to the heterocycle at the 7 position. Introduction of the trifluoromethyl group at the 6 position conferred good biological activity, including neuroprotective effects, as well as good physicochemical properties. In terms of α-amino-3-hydroxy-5- methylisoxazole propionate receptor (AMPA-R) affinity, a urea linkage was equivalent to a urethane linkage and a pyrrole ring at the 7 position reduced affinity in comparison with an imidazole ring. Among this series, compound 14h (KRP-199), which has a 4-carboxyphenyl group joined through a urethane linkage to a 7-imidazolyl heterocycle, was found to possess high potency and selectivity for the AMPA-R in vitro and to exhibit good neuroprotective effects in vivo. Furthermore, the compound showed good physicochemical properties, including stability to light and good solubility in aqueous solutions.

6,7-asymmetrically disubstituted quinoxalinecarboxylic acid derivatives, addition salts thereof, and processes for the preparation of both

The present invention provides 6,7-asymmetrically disubstituted quinoxalinecarboxylic acid compounds and their addition salts, and processes for preparing them, which have antagonism against excitatory amino acid receptors, in particular, an AMPA receptor