495417-30-6

Basic information

• Product Name: 4-Isoxazolecarboxylicacid,3-(2-methoxyphenyl)-5-methyl-,ethylester(9CI)
• Synonyms: 4-Isoxazolecarboxylicacid,3-(2-methoxyphenyl)-5-methyl-,ethylester(9CI);ethyl 3-(2-methoxyphenyl)-5-methylisoxazole-4-carboxylate
• CAS NO: 495417-30-6
• Molecular Formula: C₁₄H₁₅NO₄
• Molecular Weight: 261.27
• Product Categories: ISOXAZOLE
• Mol File: 495417-30-6.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Isoxazolecarboxylicacid,3-(2-methoxyphenyl)-5-methyl-,ethylester(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Isoxazolecarboxylicacid,3-(2-methoxyphenyl)-5-methyl-,ethylester(9CI)(495417-30-6)
• EPA Substance Registry System: 4-Isoxazolecarboxylicacid,3-(2-methoxyphenyl)-5-methyl-,ethylester(9CI)(495417-30-6)

Safety Data

• Hazardous Substances Data: 495417-30-6(Hazardous Substances Data)

Upstream product

• 141-97-9 ethyl acetoacetate 
• 74467-01-9 2-methoxybenzohydroximoyl chloride 
• 6609-56-9 2-methoxy-benzonitrile 
• 135-02-4 ortho-anisaldehyde 
• 29577-53-5 2-Methoxy-benzaldehyde oxime 
• 2723-42-4 ethyl 3-pyrrolidinobut-2-enoate 
• 54716-02-8 ethyl (E)-3-(1-pyrrolidino)-2-butenoate 

Downstream Products

• 1370420-75-9 (4-(2-bromo-6-nitropyridin-3-yl)piperazin-1-yl)(3-(2-methoxyphenyl)-5-methylisoxazol-4-yl)methanone 
• 1370420-79-3 (4-(5-amino-2-bromo-6-nitropyridin-3-yl)piperazin-1-yl)(3-(2-methoxyphenyl)-5-methylisoxazol-4-yl)methanone 
• 1370419-34-3 (3-(2-chlorophenyl)-5-methylisoxazol-4-yl)(4-(2-methyl-4-nitrophenyl)piperazin-1-yl)methanone 
• 495417-35-1 3-(2-methoxyphenyl)-5-methylisoxazole-4-carbinol 
• 1364522-66-6 N-(4-chloro-5-(4-(3-(2-methoxyphenyl)-5-methylisoxazole-4-carbonyl)piperazin-1-yl)-2-nitrophenyl)-4-(2-oxopyrrolidin-1-yl)benzamide 
• 1364522-06-4 N-(4-chloro-5-(4-(3-(2-methoxyphenyl)-5-methylisoxazole-4-carbonyl)piperazin-1-yl)-2-nitrophenyl)-4-methoxybenzamide 
• 1364524-13-9 (4-(6-amino-3-chloro-5-nitropyridin-2-yl)piperazin-1-yl)(3-(2-methoxyphenyl)-5-methylisoxazol-4-yl)methanone 
• 1364524-02-6 (4-(6-amino-3,5-dichloropyridin-2-yl)piperazin-1-yl)(3-(2-methoxyphenyl)-5-methylisoxazol-4-yl)methanone 
• 495417-39-5 3-(2-methoxyphenyl)-5-methylisoxazole-4-carboxaldehyde 
• 93041-44-2 3-(2-methoxyphenyl)-5-methylisoxazole-4-carboxylic acid 

Relevant articles and documents

Design, synthesis and in vitro biological evaluation of isoxazol-4-carboxa piperidyl derivatives as new anti-influenza A agents targeting virus nucleoprotein

Influenza infection is a major cause of morbidity and mortality during seasonal epidemics and sporadic pandemics. It is important and urgent to develop new anti-influenza agents with a new mechanism of action. Nucleozin has been reported as a potent antagonist of nucleoprotein accumulation in the nucleus. In this study, a new series of isoxazol-4-carboxa piperidyl derivatives 1a-j were synthesized and their chemical structures were confirmed by 1H, 13C NMR and mass spectral data. Furthermore, all the synthesized compounds were evaluated for in vitro anti-influenza virus activity against influenza virus (A/PR/8/34 H1N1). Among all the compounds, 1a, 1b, 1c, 1f and 1g exhibited more potent activity than the standard drug, and compound 1b has showed most promising anti-influenza virus activity. These results are also consistent with the docking study results in terms of the design of compounds targeting influenza A via viral nucleoprotein.

Isoxazolopyridone derivatives as allosteric metabotropic glutamate receptor 7 antagonists

This Letter describes the synthesis and evaluation of mGluR7 antagonists in the isoxazolopyridone series. In the course of modification in this class, novel solid support synthesis of the isoxazolopyridone scaffold was developed. Subsequent chemical modification led to the identification of several potent derivatives with improved physicochemical properties compared to a hit compound 1. Among these, 2 showed good oral bioavailability and brain penetrability, suggesting that 2 may be useful for in vivo study to elucidate the role of mGluR7.

Unique structure-activity relationship for 4-isoxazolyl-1,4-dihydropyridines

A series of 4-isoxazolyl-1,4-dihydropyridines (IDs) were prepared and characterized, and their interaction with the calcium channel was studied by patch clamp analysis. The structureactivity relationship (SAR) that emerges is distinct from the 4-aryldihydropyridines (DHPs), and affinity increases dramatically at higher holding potentials. Thus, among the 3′-arylisoxazolyl analogues p-Br > p-Cl ? p-F, and p-Cl > m-Cl > o-Cl ? o-MeO. Four of the analogues were examined by single-crystal X-ray diffractometry, and all were found to adopt an O-exo conformation in the solid state. The calculated barrier to rotation, however, suggests that rotation about the juncture between the heterocyclic rings is plausible under physiological conditions. A variable-temperature NMR study confirmed the computation. With Striessnig's computational sequence homologation procedure, a working hypothesis was derived from the data that explains the unique SAR for IDs.