4857-42-5

Basic information

• Product Name: 3-METHYLISOXAZOLE-5-CARBOXYLIC ACID
• Synonyms: 3-Methylisoxazole-5-carboxylic acid 97%;5-isoxazolecarboxylic acid, 3-methyl-;3-Methylisoxazole-5-carboxylic acid;3-methylisoxazole-5-carboxylic acid(SALTDATA: FREE);5-Carboxy-3-methylisoxazole;3-Methyl-1,2-oxazole-5-carboxylic acid;5-Carboxy-3-methylisoxazole, 3-Methyl-1,2-oxazole-5-carboxylic acid;4857-42-5
• CAS NO: 4857-42-5
• Molecular Formula: C₅H₅NO₃
• Molecular Weight: 127.1
• EINECS: 225-454-9
• Product Categories: Heterocycles series
• Mol File: 4857-42-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 312.5°Cat760mmHg
• Flash Point: 142.8°C
• Appearance: /Solid
• Density: 1.348g/cm³
• Vapor Pressure: 0.000308mmHg at 25°C
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• PKA: 2.36±0.10(Predicted)
• CAS DataBase Reference: 3-METHYLISOXAZOLE-5-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYLISOXAZOLE-5-CARBOXYLIC ACID(4857-42-5)
• EPA Substance Registry System: 3-METHYLISOXAZOLE-5-CARBOXYLIC ACID(4857-42-5)

Safety Data

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37
• RTECS: NY2560000
• HazardClass: IRRITANT
• Hazardous Substances Data: 4857-42-5(Hazardous Substances Data)

Usage

General Description

3-Methylisoxazole-5-carboxylic acid is a chemical compound with the molecular formula C5H5NO3. It is a derivative of isoxazole and contains a carboxylic acid group. 3-METHYLISOXAZOLE-5-CARBOXYLIC ACID is commonly used in organic synthesis as a building block for creating pharmaceuticals, agrochemicals, and other fine chemicals. It is also utilized in the preparation of heterocyclic compounds, which are important in drug design and development. 3-Methylisoxazole-5-carboxylic acid has various applications in research and industry due to its versatile reactivity and the potential for creating biologically active compounds.

InChI:InChI=1/C5H5NO3/c1-3-2-4(5(7)8)9-6-3/h2H,1H3,(H,7,8)/p-1

Upstream product

• 7063-93-6 3-methyl-5-vinylisoxazole 
• 19999-32-7 3,8-dimethyl-1,6-dioxa-2,7-diaza-spiro[4.4]nona-2,7-diene 
• 300-87-8 3,5-dimethyl-1,2-oxazole 
• 7647-01-0 hydrogenchloride 
• 3405-77-4 5-methylisoxazole 3-carboxylic acid 
• 7803-49-8 hydroxylamine 
• 615-79-2 ethyl 2,4-diketopentanoate 
• 14716-89-3 3-methyl-5-isoxazolemethanol 
• 93904-13-3 7-acetyl-2-(2,4-dioxo-pentyl)-3,5,5-trimethyl-7H-benzofuran-4,6-dione 
• 53009-77-1 1,1-dichloro-pentane-2,4-dione 
• 27930-43-4 5-dichloromethyl-3-methyl-isoxazole 
• 13081-00-0 ethyl-4-hydroximino-2-oxopentanoate 
• 135351-22-3 3-methyl-5-hydroxy-5-trichloromethyl-4,5-dihydroisoxazole 
• 135351-33-6 3-methyl-5-trichloromethylisoxazole 

Downstream Products

• 1448807-48-4 N-[4-(3,4-dimethoxyphenyl)-2-thienyl]-3-methylisoxazole-5-carboxamide 
• 7063-93-6 3-methyl-5-vinylisoxazole 
• 70753-36-5 3-methylisoxazole-5-carbaldehyde 

Relevant articles and documents

Usnic acid. II. Methylusnic acid.

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Synthesis and biological evaluation of aryloxazole derivatives as antimitotic and vascular-disrupting agents for cancer therapy

A series of aryloxazole, thiazole, and isoxazole derivatives was synthesized as vascular-targeting anticancer agents. Antiproliferative activity and tumor vascular-disrupting activity of all of the synthesized compounds were tested in vitro using various human cancer cell lines and HUVECs (human umbilical vein endothelial cells). Several compounds with an arylpiperazinyl oxazole core showed excellent cytotoxicity and metabolic stability in vitro. Among this series, two representative compounds (6-48 and 6-51) were selected and tested for the evaluation of anticancer effects in vivo using tumor-bearing mice. Compound 6-48 effectively reduced tumor growth (42.3% reduction in size) at the dose of 100 mg/kg. We believe that compound 6-48 will serve as a good lead compound for antimitotic and vascular-disrupting agents; further investigation to improve the in vivo efficacy of this series is underway.

Synthesis and structure of new trichloromethyl-β-diketones - 5-Trichloromethylisoxazole and 5-isoxazolecarboxylic acid derivatives

An improved method for the synthesis of a new series of trichloromethyl-β-diketones including 1,1,1-trichloropentan-2,4-dione (2a), 1,1,1-trichloro-3-methylhexan-2,4-dione (2b), 4,4,4-trichloro-1-phenylbutan-1, 3-dione (2c), 4,4,4-trichloro-2-methyl-1-phenylbutan-1,3-dione (2d), 2-trichloroacetylcyclohexanone (2e), 4-tert-butylcyclohexanone (2f), 4-tert-butylcycloheptanone (2g), and 4-tert-butylcyclooctanone (2h) is reported. A multinuclear NMR study showed that β-dicarbonyl compounds 2b and 2d-2h are predominantly in the keto form and 2a and 2c are in the enol form. The trichloromethyl-β-diketones react with hydroxylamine hydrochloride leading to three sets of isoxazole derivatives.