3919-76-4

Basic information

• Product Name: 3-(2,6-Dichlorophenyl)-5-methylisoxazole-4-carboxylic acid
• Synonyms: 3-(2,6-DICHLOROPHENYL)-5-METHYLISOXAZOLE-4-CARBOXYLIC ACID;5-METHYL-3-(2',6'-DICHLOROPHENYL)-4-ISOXAZOLECARBOXYLIC ACID;RARECHEM AL BO 1567;3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolecarboxylicaci;3-(2,6-DICHLOROPHENYL)-5-METHYL-OXAZOLE-4-CARBOXYLIC ACID;3-(2,6-Dichlorophenyl)-5-Methyllisoxazole-4-CarboxylicAcid;3-(2,6-dichlorophenyl)-5-methy;3-(2,6-DICHLOROPHENYL)-5-METHYLISOXAZOLE-4-CARBOXYLIC ACID 98+%
• CAS NO: 3919-76-4
• Molecular Formula: C₁₁H₇Cl₂NO₃
• Molecular Weight: 272.08
• EINECS: 223-487-3
• Product Categories: Oxazole&Isoxazole
• Mol File: 3919-76-4.mol
• Article Data: 9

Chemical Properties

• Melting Point: 221 °C
• Boiling Point: 383.6°Cat760mmHg
• Flash Point: 185.8°C
• Appearance: /
• Density: 1.483g/cm³
• Vapor Pressure: 1.44E-06mmHg at 25°C
• Refractive Index: 1.6
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• BRN: 806524
• CAS DataBase Reference: 3-(2,6-Dichlorophenyl)-5-methylisoxazole-4-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2,6-Dichlorophenyl)-5-methylisoxazole-4-carboxylic acid(3919-76-4)
• EPA Substance Registry System: 3-(2,6-Dichlorophenyl)-5-methylisoxazole-4-carboxylic acid(3919-76-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-22
• Safety Statements: 22-36/37-36/37/39-26
• TSCA: Yes
• Hazardous Substances Data: 3919-76-4(Hazardous Substances Data)

Usage

Chemical Properties

3-(2,6-Dichlorophenyl)-5-methylisoxazole-4-carboxylic acid is White to creams oli

Uses

Different sources of media describe the Uses of 3919-76-4 differently. You can refer to the following data:
1. 3-(2,6-Dichlorophenyl)-5-methylisoxazole-4-carboxylic acid is used in the preparation of isoxazolyl penicillin derivatives.
2. 3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolylcarboxylic Acid (Dicloxacillin EP Impurity D) is used in the preparation of isoxazolyl penicillin derivatives.

InChI:InChI=1/C11H7Cl2NO3/c1-5-8(11(15)16)10(14-17-5)9-6(12)3-2-4-7(9)13/h2-4H,1H3,(H,15,16)

Upstream product

• 4402-83-9 SPB 06193 
• 83-38-5 2,6-dichlorobenzaldehyde 
• 105-45-3 acetoacetic acid methyl ester 
• 25185-95-9 2,6-dichlorobenzaldoxime 
• 6579-27-7 2,6-dichlorobenzohydroximoyl chloride 
• 24248-21-3 ethyl 3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazole-4-carboxylate 

Downstream Products

• 4462-55-9 3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolylcarbonyl chloride 
• 848186-99-2 3-(2,6-dichlorophenyl)-N-[4-(diethylamino)-2-methoxyphenyl]-5-methylisoxazole-4-carboxamide 
• 175204-38-3 [3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl]methanol 
• 885057-42-1 (4-{[3-(2,6-Dichloro-phenyl)-5-methyl-isoxazole-4-carbonyl]-amino}-phenyl)-ethyl-carbamic acid tert-butyl ester 
• 343-55-5 sodium dicloxacillin 

Relevant articles and documents

Design, synthesis, and bioevaluation of substituted phenyl isoxazole analogues as herbicide safeners

Herbicide safeners enhance herbicide detoxification in crops without affecting target weed sensitivity. To enhance crop tolerance to the toxicity-related stress caused by the herbicide acetochlor (ACT), a new class of substituted phenyl isoxazole derivatives was designed by an intermediate derivatization method as herbicide safeners. Microwave-assisted synthesis was used to prepare the phenyl isoxazole analogues, and all of the structures were confirmed via IR, 1H NMR, 13C NMR, and HRMS. Compound I-1 was further characterized by X-ray diffraction analysis. Bioassay results showed that most of the obtained compounds provided varying degrees of safening against ACT-induced injury by increasing the corn growth recovery, glutathione content, and glutathione S-transferase activity. In particular, compound I-20 showed excellent safener activity against ACT toxicity, comparable to that of the commercial safener benoxacor. Gaussian calculations have been performed and the results indicated that the nucleophilic ability of compound I-20 is higher than that of benoxacor, thus the activity is higher than that of benoxacor. These findings demonstrate that phenyl isoxazole derivatives possess great potential for protective management in cornfields.

Design, Synthesis, and in Vitro Evaluation of Novel 3, 7-Disubstituted Coumarin Derivatives as Potent Anticancer Agents

Twenty-seven 3, 7-disubstituted coumarin derivatives were designed, synthesized, and evaluated in vitro as anticancer agents. Most of the compounds showed moderate-to-potent antiproliferative activity against K562 cells. Compounds 7b and 7d were chosen to evaluate the concentration of 50% growth inhibition (GI50) against SN12C, OVCAR, BxPC-3, KATO-III, T24, SNU-1, WiDr, HeLa, K562, and AGS cell lines. The most potent compound 7d was selected for further cell cycle arrest assay in the AGS cell line. The in vitro data indicated that methylation of benzimidazole moiety at the 3-position of coumarin exhibited significant enhancement of anticancer activity. This study should provide important information for further modification and optimization of coumarin derivatives as anticancer agents.

IMPROVED PROCESS FOR PREPARING PENICILLINS AND INTERMEDIATE COMPOUNDS

Disclosed is an improved process for the preparation of isoxazolyl penicillins of formula (I), wherein X1 and X2 can be independently selected from the group comprising hydrogen, chlorine or fluorine, and its pharmaceutically suitable salts. The process is economic in -situ synthetic method without isolation of any intermediate. (I).