1227154-43-9

Basic information

• Product Name: Methyl 3-(N'-hydroxycarbaMiMidoyl)benzoate
• Synonyms: Methyl 3-(N'-hydroxycarbaMiMidoyl)benzoate;Ataluren impurity A
• CAS NO: 1227154-43-9
• Molecular Formula: C₉H₁₀N₂O₃
• Molecular Weight: 194.1873
• Mol File: 1227154-43-9.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Methyl 3-(N'-hydroxycarbaMiMidoyl)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3-(N'-hydroxycarbaMiMidoyl)benzoate(1227154-43-9)
• EPA Substance Registry System: Methyl 3-(N'-hydroxycarbaMiMidoyl)benzoate(1227154-43-9)

Safety Data

• Hazardous Substances Data: 1227154-43-9(Hazardous Substances Data)

Usage

Uses

Methyl 3-(-N''-hydroxycarbamimidoyl)benzoate

Upstream product

• 13531-48-1 methyl 3-cyanobenzoate 
• 1877-72-1 3-Cyanobenzoic acid 

Downstream Products

• 775304-80-8 3-(N-2-fluorobenzoylcarbamimidoyl)-benzoic acid methyl ester 
• 775304-60-4 3-((5-(2-fluorophenyl))-(1,2,4-oxadiazol-3-yl))benzoic acid methyl ester 
• 775304-57-9 ataluren 
• 1609643-66-4 methyl 3-(5-(2,4-dichlorophenyl)-1,2,4-oxadiazol-3-yl)benzoate 
• 15676-11-6 3-(carbamimidoyl)benzoic acid methyl ester 

Relevant articles and documents

Pyrazol-1, 2, 4-oxadiazole substituted benzamide compound as well as preparation method and application of pyrazol-1, 2, 4-oxadiazole substituted benzamide compound

The invention belongs to the technical field of chemical synthesis and medicine application, and particularly relates to a pyrazol-1, 2, 4-oxadiazole substituted benzamide compound as well as a preparation method and application of the pyrazol-1, 2, 4-oxadiazole substituted benzamide compound. The preparation method comprises the following steps: reacting methyl 3-cyanobenzoate with hydroxylamine hydrochloride to obtain an intermediate 3, then carrying out ring synthesis on the intermediate 3 and pyrazole acid to obtain pyrazol-1, 2, 4-oxadiazole substituted methyl benzoate, and finally carrying out hydrolysis and condensation to obtain the pyrazol-1, 2, 4-oxadiazole substituted benzamide compound. According to the present invention, the structure of the obtained product is confirmed through the nuclear magnetic hydrogen spectrum, the bactericidal activity test is performed on the obtained 18 target products, and the results show that the target product obtained through the preparation method has good antibacterial activity at the concentration of 50 ppm, and the inhibition rate on the rhizoctonia solani within 7 h can achieve 100%.

Method for preparing ataluren

The invention discloses a method for preparing ataluren, (PTC124, a commodity name of ataluren) and belongs to the field of organic synthesis. The preparation method comprises the following steps: (1)reacting methyl m-cyanobenzoate with hydroxylamine hydrochloride in a lower alcohol or a mixed solvent of a lower alcohol and water to generate 3-(N-hydroxyamidino)-methyl benzoate; (2) carrying outO-acylation reaction between the 3-(N-hydroxyamidino)-methyl benzoate and o-fluorobenzoyl chloride in an organic solvent to obtain 3-((5-(2-fluorophenyl))-3-(1,2,4-oxadiazolyl)-methyl benzoate; (3) under the catalytic action of tetra-alkyl ammonium halide, carrying out cyclization to obtain 3-((5-(2-fluorophenyl))-3-(1,2,4-oxadiazolyl)-methyl benzoate; and (4) hydrolyzing to obtain ataluren. The synthesis method is a simple and efficient synthesis method of ataluren.

Palladium-Catalyzed, Silver-Assisted Direct C-5–H Arylation of 3-Substituted 1,2,4-Oxadiazoles under Microwave Irradiation

A direct C-5–H arylation of 3-substituted 1,2,4-oxadiazoles with aryl iodides in the presence of a palladium catalyst and silver acetate is reported. This method provides a rapid, reliable way to obtain versatile 3,5-diaryl-1,2,4-oxadiazole derivatives, which are common moieties of many biologically active molecules. The synthetic applications of this novel method have been demonstrated in the concise syntheses of Ataluren and a potent RET inhibitor Yhhu251. (Figure presented.).