78940-48-4

Upstream product

• 5621-66-9 [2-amino-3-chlorophenyl]phenylmethanone 
• 19088-99-4 3-chloro-2-nitrobenzoyl chloride 
• 100-58-3 phenylmagnesium bromide 
• 4771-47-5 3-chloro-2-nitro-benzoic acid 

Downstream Products

• 78940-50-8 2-(3-benzoyl-2-nitrophenyl)propanedioic acid, diethyl ester 
• 78940-53-1 3-benzoyl-2-nitrobenzeneacetic acid 
• 1073842-85-9 [3-(4-benzylpiperazin-1-yl)-2-nitrophenyl]phenylmethanone 
• 1073842-86-0 [3-(4-(benzyloxycarbonyl)piperazin-1-yl)-2-nitrophenyl]phenylmethanone 
• 1073842-88-2 [3-(4-(tert-butoxycarbonyl)piperazin-1-yl)-2-nitrophenyl]phenylmethanone 
• 1401067-31-9 (3-((4-methoxybenzyl)(2-methoxyethyl)amino)-2-nitrophenyl)(phenyl)methanone 
• 1401067-32-0 (2-amino-3-((4-methoxybenzyl)(2-methoxyethyl)amino)phenyl)(phenyl)methanone 
• 5621-66-9 [2-amino-3-chlorophenyl]phenylmethanone 

Relevant academic research and scientific papers

ALKYL, FLUOROALKYL-1,4-BENZODIAZEPINONE COMPOUNDS

Disclosed are compounds of Formula (I) and/or salts thereof: (I) wherein: R1 is CH2CH2CF3; R2 is CH2(cyclopropyl), CH(CH3)(cyclopropyl), or CH2CH2CH3/

An efficient approach to chiral C8/C9-piperazino-substituted 1,4-benzodiazepin-2-ones as peptidomimetic scaffolds

(Chemical Equation Presented) A promising way to interfere with biological processes is through the modulation of protein-protein interactions by means of small molecules acting as peptidomimetics. The 1,4-benzodiazepine scaffold has been widely reported as a peptide-mimicking, pharmacogenic system. While several synthetic pathways to C6-8 substituted benzodiazepines have been disclosed, few 1,4-benzodiazepines substituted at C9 have been reported. Herein, we describe a versatile approach to introduce cyclic, protonatable functionality at C8/C9. Introduction of the piperazine system at C8 and C9 gave access to a unique functionalization of the versatile benzodiazepine skeleton, broadening tailoring options on the benzofused side of the molecule, and the possibility of discovering novel peptidomimetics potentially able to modulate protein-protein interactions. Coupling of activated amino acids with poorly reactive anilines under mild conditions, while avoiding racemization, gave easy access to these compounds. Efficient amino acid activation was obtained by exploiting the rapid formation of acid chlorides under low temperature and acid/base free conditions, using triphenylphosphine and hexachloroacetone. This procedure successfully resulted in high reaction yields, did not produce racemization (ee > 98%, as demonstrated by using chiral solvating agents), and was compatible with the acid sensitive protecting groups present in the substrates.

Antiinflammatory Agents. 4. Syntheses and Biological Evaluation of Potential Prodrugs of 2-Amino-3-benzoylbenzeneacetic Acid and 2-Amino-3-(4-chlorobenzoyl)benzeneacetic Acid

A series of potential prodrugs of 2-amino-3-benzoylbenzeneacetic acid (amfenac) and 2-amino-3-(4-chlorobenzoyl)benzeneacetic acid were synthesized and evaluated for their cyclooxygenase inhibiting properties, antiinflammatory potency, and gastrointestinal irritation liability.One compound, 2-amino-3-(4-chlorobenzoyl)benzeneacetamide, possessed a therapeutic index 1 order of magnitude greater than that of indomethacin.

3-Benzoyl-2-nitrophenylacetic acids, metal salts, amides and esters

3-Benzoyl-2-nitrophenylacetic acids, metal salts, amides and esters are disclosed having the formula: STR1 wherein R1 is hydrogen or lower alkyl; R2 is OH, OM, O-lower alkyl, NH2, NH-lower alkyl or N,N-dilower alkyl; X is