17153-20-7

Usage

Uses

Used in Pharmaceutical Industry:
3-Methyl-4-isoxazolecarboxylic acid is used as an impurity in Leflunomide (L322750) for its role in the synthesis of the drug. Leflunomide is an immunomodulatory drug used to treat autoimmune diseases such as rheumatoid arthritis and psoriasis. The presence of 3-Methyl-4-isoxazolecarboxylic acid in the synthesis process contributes to the overall effectiveness of the medication.
Used in Chemical Synthesis:
3-Methyl-4-isoxazolecarboxylic acid is used as a building block or intermediate in the synthesis of various chemical compounds. Its unique structure allows it to be a versatile component in the creation of new molecules with potential applications in different fields, such as pharmaceuticals, agrochemicals, and materials science.
Used in Research and Development:
Due to its unique chemical properties, 3-Methyl-4-isoxazolecarboxylic acid is utilized in research and development for the exploration of new chemical reactions and the discovery of novel compounds. Its reactivity and structural features make it a valuable tool for scientists and researchers in the field of organic chemistry.

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

Upstream product

• 100367-83-7 (3-methyl-isoxazol-4-yl)-methanol 
• 20328-15-8 3-methylisoxazole-4-carboxylic acid ethyl ester 
• 99979-76-7 4-chloromethyl-3-methyl-isoxazole 

Downstream Products

• 639523-27-6 3-methyl-isoxazole-4-carboxylic acid [2-(4-methoxy-phenylamino)-phenyl]-amide 
• 62348-18-9 3-methyl-1,2-oxazole-4-carboxylic acid chloride 
• 637336-43-7 3-methyl-isoxazole-4-carboxylic acid {4-[3-cyclopropylmethyl-1-(2-fluorobenzyl)-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-ylmethyl]-phenyl}-methyl-amide 
• 1079400-27-3 N-[6-amino-5-(2-chloro-5-methoxyphenyl)pyridin-2-yl]-3-methylisoxazole-4-carboxamide 
• 1079400-46-6 N-(6-amino-5-[2-(trifluoromethoxy)phenyl]pyridin-2-yl)-3-methylisoxazole-4-carboxamide 
• 1076245-57-2 N-{6-amino-5-[2-(trifluoromethoxy)phenyl]pyrazin-2-yl}-3-methylisoxazole-4-carboxamide 
• 1076245-59-4 N-{6-amino-5-[5-chloro-2-(trifluoromethoxy)phenyl]pyrazin-2-yl}-3-methylisoxazole-4-carboxamide 
• 1076245-58-3 N-{6-amino-5-[2-(trifluoromethyl)phenyl]pyrazin-2-yl}-3-methylisoxazole-4-carboxamide 
• 1076245-66-3 N-{6-amino-5-[5-fluoro-2-(trifluoromethyl)phenyl]pyrazin-2-yl}-3-methylisoxazole-4-carboxamide 
• 1005782-50-2 N-[5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-fluorophenyl]-3-methylisoxazole-4-carboxamide 
• 1318754-78-7 3-methyl-N-{4-methyl-2-[3-(trifluoromethyl)benzyl]-1,3-thiazol-5-yl}isoxazole-4-carboxamide 
• 58752-01-5 1-(3-methylisoxazol-4-yl)ethanone 
• 1616100-92-5 (R)-N-((S)-2-(2,4-difluorophenyl)-4-(3-methylisoxazol-4-yl)-4-oxobutan-2-yl)-2-methylpropane-2-sulfinamide 
• 1616100-93-6 (R)-N-((2S,4R)-2-(2,4-difluorophenyl)-4-hydroxy-4-(3-methylisoxazol-4-yl)butan-2-yl)-2-methylpropane-2-sulfinamide 

Relevant academic research and scientific papers

A 3 - substituted - 4 - isoxazole carboxylic acid synthesizing method

The invention relates to a synthesis method of high-purity and high-regioselectivity 3-substituted-4-isoxazole carboxylic acid. The method has the advantages of simplicity and easiness in operation, mild reaction and high yield and can solve the technical problems of harsh reaction conditions, generation of isomers, difficulty in separation, low total yield and difficulty in large-scale production of the existing preparation method. The preparation steps are as follows: taking 3-substituted-3-oxopropionate (I) as a starting raw material, and performing cyclization with hydroxylamine hydrochloride and an alkali in water to prepare 3-substituted-4-isoxazole-5-ketone (II); performing acetalization on the compound (II) and N, N-dimethylformamide dimethyl acetal to prepare 4-dimethylaminomethylene-3-substituted-4-hydrogen-isoxazol-5-ketone (III); performing ring opening by hydrolysis of lactone on the compound (III) in alkaline conditions and re-closing a ring; and acidifying to obtain the 3-substituted-4-isoxazole carboxylic acid. The method for the 3-substituted-4-isoxazole carboxylic acid, provided by the invention, is used for development and large-scale preparation.

Isoxazole-4-carboxamide compounds active against protein tryosine kinase related disorders

The present invention relates to novel isoxazole-4-carboxamides which modulate the activity of protein tyrosine kinases and therefore are expected to be useful in the treatment of abnormal protein tyrosine kinase activity driven disorders including cancer