54644-12-1

Usage

InChI:InChI=1/C12H11NO4/c1-2-16-12-9(11(14)15)13-10(17-12)8-6-4-3-5-7-8/h3-7H,2H2,1H3,(H,14,15)

Upstream product

• 855405-25-3 5-chloro-2-phenyl-oxazole-4-carboxylic acid 
• 32418-03-4 5-Ethoxy-2-phenyl-1,3-oxazol-4-carbonsaeure-ethylester 
• 6829-40-9 aminomalonic acid diethyl ester 
• 98-88-4 benzoyl chloride 
• 96-86-6 diethyl benzamidomalonate 

Downstream Products

• 890664-46-7 ethyl 5-(4-methylpiperazin-1-yl)-2-phenyloxazole-4-carboxylate 
• 54644-14-3 2-phenyl-5-ethoxyoxazole-4-carboxylic acid chloride 
• 33360-18-8 2-phenyl-6H-oxazolo[5,4-d]pyrimidin-7-one 
• 34905-96-9 2,5-diphenyl[1,3]oxazolo[5,4-d]pyrimidin-7(6H)-one 
• 88584-22-9 2-Phenyl-5-[(pyridine-2-carboximidoyl)-amino]-oxazole-4-carboxylic acid ethyl ester 
• 88584-28-5 5-Ethoxy-2-phenyl-oxazole-4-carboxylic acid 1-amino-1-pyridin-2-yl-meth-(E)-ylideneamide 
• 88584-27-4 5-Ethoxy-2-phenyl-oxazole-4-carboxylic acid 1-amino-1-phenyl-meth-(E)-ylideneamide 
• 88584-21-8 5-(Benzimidoyl-amino)-2-phenyl-oxazole-4-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Structure-activity relationships of heteroaromatic esters as human rhinovirus 3C protease inhibitors

Human rhinovirus 3C protease (HRV 3Cpro) is known to be a promising target for development of therapeutic agents against the common cold because of the importance of the protease in viral replication as well as its expression in a large number of serotypes. To explore non-peptidic inhibitors of HRV 3Cpro, a series of novel heteroaromatic esters was synthesized and evaluated for inhibitory activity against HRV 3Cpro, to determine the structure-activity relationships. The most potent inhibitor, 7, with a 5-bromopyridinyl group, had an IC50 value of 80 nM. In addition, the binding mode of a novel analog, 19, with the 4-hydroxyquinolinone moiety, was explored by molecular docking, suggesting a new interaction in the S1 pocket.

Convenient preparation of substituted 5-aminooxazoles via a microwave-assisted Cornforth rearrangement

The preparation of oxazole-4-carboxamides and their subsequent thermal rearrangement to 5-aminooxazole-4-carboxylates is optimized in a high-speed microwave-assisted procedure. The reaction sequence is effective with a variety of substituted oxazoles, and produces products in good yield and high purity.