83817-50-9

Basic information

• Product Name: ethyl 3-(2-chlorophenyl)-5-methylisoxazole-4-carboxylate
• Synonyms: ethyl 3-(2-chlorophenyl)-5-methylisoxazole-4-carboxylate;4-Isoxazolecarboxylicacid,3-(2-chlorophenyl)-5-methyl-,ethylester(9CI);3-(2-Chlorophenyl)-5-methyl-4-isoxazolecarboxylic acid ethyl ester;Einecs 280-950-2
• CAS NO: 83817-50-9
• Molecular Formula: C₁₃H₁₂ClNO₃
• Molecular Weight: 265.69228
• EINECS: 280-950-2
• Product Categories: ISOXAZOLE
• Mol File: 83817-50-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 384.2°C at 760 mmHg
• Flash Point: 186.2°C
• Appearance: /
• Density: 1.245g/cm³
• Vapor Pressure: 4.15E-06mmHg at 25°C
• Refractive Index: 1.544
• CAS DataBase Reference: ethyl 3-(2-chlorophenyl)-5-methylisoxazole-4-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 3-(2-chlorophenyl)-5-methylisoxazole-4-carboxylate(83817-50-9)
• EPA Substance Registry System: ethyl 3-(2-chlorophenyl)-5-methylisoxazole-4-carboxylate(83817-50-9)

Safety Data

• Hazardous Substances Data: 83817-50-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H12ClNO3/c1-3-17-13(16)11-8(2)18-15-12(11)9-6-4-5-7-10(9)14/h4-7H,3H2,1-2H3

Upstream product

• 54716-02-8 ethyl (E)-3-(1-pyrrolidino)-2-butenoate 
• 29568-74-9 2-chloro-N-hydroxybenzimidoyl chloride 
• 141-97-9 ethyl acetoacetate 
• 3717-28-0 2-chloro benzaldehyde oxime 
• 89-98-5 2-chloro-benzaldehyde 

Downstream Products

• 495417-33-9 3-(2-chlorophenyl)-5-methylisoxazole-4-carbinol 
• 23598-72-3 3-(2-chlorophenyl)-5-methyl-4-isoxazolecarboxylic acid 
• 352686-68-1 3-(2-chlorophenyl)-N-[4-(diethylamino)phenyl]-5-methylisoxazole-4-carboxamide 
• 388608-83-1 3-(2-chlorophenyl)-5-methylisoxazole-4-carboxaldehyde 
• 25629-50-9 3-(2-chlorophenyl)-5-methylisoxazole-4-carbonyl chloride 

Relevant articles and documents

Synthesis and biological activity of ethyl 2-(5-methyl-3-arylisoxazole-4-carboxamido)-4-alkylthiazole-5-carboxylate

A series of novel ethyl 2-(5-methyl-3-arylisoxazole-4-carboxamido)-4-alkylthiazole-5-carboxylates I-1-6 were synthesized. The structures of all target compounds were characterized by 1H NMR, 13C NMR, IR,MS and elemental analyses. Their fungicidal and herbicidal activities were evaluated. The results of preliminary bioassays show that the title compounds I-4 possess 20-50% inhibition against most of the tested plants at the dosage of 150 g ai/ha, while the title compounds I-1-5 possess 32-58% inhibition against FusaHum graminearum, Thanatephorus cucumeris, Botrytis cinereapers and Fusarium oxysporum in vitro at the concentration of 100 mg/L.

ISOXAZOLOPYRIDINE DERIVATIVES FOR USE IN THE TREATMENT OF HIF-MEDIATED CONDITIONS

The present invention relates to novel compounds of formula (I) capable of modulating the stability and/or activity of hypoxia inducible factor (HIF) by inhibiting the activity of at least one HIF hydroxylase enzyme.

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.