745078-84-6

Basic information

• Product Name: 5-(3-amino-phenyl)-isoxazole-3-carboxylic acid ethyl ester
• Synonyms: 5-(3-amino-phenyl)-isoxazole-3-carboxylic acid ethyl ester
• CAS NO: 745078-84-6
• Molecular Weight: 232.239
• Mol File: 745078-84-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 5-(3-amino-phenyl)-isoxazole-3-carboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(3-amino-phenyl)-isoxazole-3-carboxylic acid ethyl ester(745078-84-6)
• EPA Substance Registry System: 5-(3-amino-phenyl)-isoxazole-3-carboxylic acid ethyl ester(745078-84-6)

Safety Data

• Hazardous Substances Data: 745078-84-6(Hazardous Substances Data)

Upstream product

• 745078-83-5 5-(3-tert-butoxycarbonylamino-phenyl)-isoxazole-3-carboxylic acid ethyl ester 
• 57961-49-6 ethyl 4-(3-nitrophenyl)-2,4-dioxobutanoate 
• 866040-66-6 ethyl 5-(3-nitrophenyl)isoxazole-3-carboxylate 
• 121-89-1 3-Nitroacetophenone 
• 185619-66-3 (3-ethynyl-phenyl)-carbamic acid tert-butyl ester 
• 54060-30-9 3-acetylenephenylamine 

Downstream Products

• 745078-85-7 ethyl 5-(3-{((1-acetylpiperidin-4-yl)carbonyl)amino}phenyl)isoxazole-3-carboxylate 
• 1203610-99-4 5-[3-[[[(3-trifluoromethyl)phenyl]methyl]amino]phenyl]-3-isoxazolecarboxylic acid ethyl ester 
• 1203611-01-1 5-[3-[[3-(trifluoromethyl)benzoyl]amino]phenyl]-3-isoxazolecarboxylic acid ethyl ester 

Relevant articles and documents

Synthesis and structure-activity relationship of new chalcone linked 5-phenyl-3-isoxazolecarboxylic acid methyl esters potentially active against drug resistant Mycobacterium tuberculosis

In search of novel therapeutic agents active against emerging drug-resistant Mycobacterium tuberculosis and to counter the long treatment protocol of existing drugs, herein we present synthesis and biological evaluation of a new series of 5-phenyl-3-isoxazolecarboxylic acid methyl ester-chalcone hybrids. Among 35 synthesized compounds, 32 analogues displayed potent in-vitro activity against Mycobacterium tuberculosis H37Rv with MIC 0.12–16 μg/mL. Cell viability test against Vero cells indicated 29 compounds to be non-cytotoxic (CC50 > 20 μg/mL & SI > 10). Most potent compounds with MIC 0.12 μg/mL (7 b, 7j, 7 ab) exhibited selectivity index (SI) in excess of 320. Further studies on activity against drug-resistant Mycobacterium tuberculosis revealed 7j as the most potent compound with MIC 0.03–0.5 μg/mL. Time-kill kinetic study suggested compound 7j displaying concentration-dependent bactericidal killing activity with relatively comparable potency to that of current first-line anti-TB drugs. Taken together, 7j presents a novel hit with potential to be translated into a potent antimycobacterial.

PROTEIN-TYROSINE PHOSPHATASE INHIBITORS AND USES THEREOF

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Fragment screening and assembly: A highly efficient approach to a selective and cell active protein tyrosine phosphatase 1B inhibitor

Using an NMR-based fragment screening and X-ray crystal structure-based assembly, starting with millimolar ligands for both the catalytic site and the second phosphotyrosine binding site, we have identified a small-molecule inhibitor of protein tyrosine phosphatase 1B with low micromolar inhibition constant, high selectivity (30-fold) over the highly homologous T-cell protein tyrosine phosphatase, and good cellular activity in COS-7 cells.