20485-41-0

Basic information

• Product Name: 4-Methylthiazole-5-carboxylic acid
• Synonyms: 5-Thiazolecarboxylic acid, 4-methyl-;TIMTEC-BB SBB010167;4-methyl-5-thiazolecarboxylicaci;4-methyl-5-thiazolecarboxylicacid;IFLAB-BB F2124-0222;CHEMBRDG-BB 4402151;4-METHYL-1,3-THIAZOLE-5-CARBOXYLIC ACID;4-METHYLTHIAZOLE-5-CARBOXYLATE
• CAS NO: 20485-41-0
• Molecular Formula: C₅H₅NO₂S
• Molecular Weight: 143.16
• EINECS: 606-565-5
• Product Categories: Sulphur Derivatives;Carboxylic Acids;Thiazoles, Isothiazoles &Benzothiazoles;Thiazole;Organic acids;Carboxylic Acids;Thiazoles, Isothiazoles & Benzothiazoles;Heterocycles
• Mol File: 20485-41-0.mol

Chemical Properties

• Melting Point: 287 °C (dec.)(lit.)
• Boiling Point: 303.6 °C at 760 mmHg
• Flash Point: 137.413 °C
• Appearance: /solid
• Density: 1.338 (estimate)
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.5480 (estimate)
• Storage Temp.: Room temperature.
• Solubility: DMSO
• PKA: 1.16±0.31(Predicted)
• CAS DataBase Reference: 4-Methylthiazole-5-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methylthiazole-5-carboxylic acid(20485-41-0)
• EPA Substance Registry System: 4-Methylthiazole-5-carboxylic acid(20485-41-0)

Safety Data

• Hazard Codes: Xi
• Statements: 43-36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• RTECS: XJ3680000
• HazardClass: IRRITANT
• Hazardous Substances Data: 20485-41-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Methylthiazole-5-carboxylic acid is used as a reagent for the synthesis of thiazolylimidazolidinone compounds, which act as Stearoyl-CoA desaturase-1 (SCD1) inhibitors. These SCD1 inhibitors are employed in the treatment of metabolic diseases, such as obesity and diabetes, by regulating lipid metabolism.
Additionally, 4-Methylthiazole-5-carboxylic acid is used as a reagent in the synthesis of 4-Methyl-5-formylthiazole, an important intermediate in the production of Cefditoren pivoxil (C242700). Cefditoren pivoxil is a cephalosporin antibiotic used to treat various bacterial infections.

InChI:InChI=1/C10H9NO/c1-12-10-3-2-9-7-11-5-4-8(9)6-10/h2-7H,1H3

Upstream product

• 77287-34-4 formamide 
• 609-15-4 ethyl 2-chloro-3-oxo-butyrate 
• 1977-06-6 (4-methyl-1,3-thiazol-5-yl)methanol 
• 57658-34-1 2-mercapto-4-methylthiazole-5-carboxylic acid 
• 533885-40-4 4-methyl-thiazole-2,5-dicarboxylic acid diethyl ester 
• 20582-55-2 ethyl 4-methylthiazole-5-carboxylate 
• 137-00-8 5-hydroxyethyl-4-methylthiazole 

Downstream Products

• 1139901-88-4 tert-butyl 2-(3’-cyano-4’-isobutoxyphenyl)-4-methylthiazole-5-carboxylate 
• 1288341-61-6 4-[5-cyclopropyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-N-[(4-methylthiazol-5-yl)methyl]aniline 
• 82294-70-0 4-methyl-1,3-thiazole-5-carbaldehyde 
• 1977-06-6 (4-methyl-1,3-thiazol-5-yl)methanol 
• 1288341-63-8 1-{4-[5-cyclopropyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl}-3-(4-methylthiazol-5-yl)urea 
• 693-95-8 4-Methylthiazole 
• 1155194-83-4 N-(3-chlorophenyl)-N-((7,8-difluoro-2-oxo-2H-chromen-4-yl)methyl)-4-methylthiazole-5-carboxamide 
• 1005785-32-9 N-[5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-methylphenyl]-4-methyl-1,3-thiazole-5-carboxamide 
• 1005782-59-1 N-[5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-fluorophenyl]-4-methyl-1,3-thiazole-5-carboxamide 
• 1034981-18-4 N-benzyl-4-methylthiazole-5-carboxamide 
• 54237-09-1 4-methylthiazole-5-carboxylic acid chloride 
• 19968-61-7 4-methyl-5-phenyl-1,3-thiazole 
• 81569-44-0 methyl 4-methyl thiazole-5-carboxylate 
• 31815-35-7 4-Methyl-thiazole-5-carboxylic acid {2-[4-(3-cyclohexyl-2-imino-imidazolidine-1-sulfonyl)-phenyl]-ethyl}-amide 

Relevant articles and documents

A process for preparing 4 - methyl thiazole - 5 - carboxylic acid ethyl ester

The invention discloses a preparation method of 4-methylthiazole-5-ethyl formate and relates to the technical field of organic synthesis. In the method, glycol dimethyl ether is employed as a reaction solvent and ethyl-2-chloroacetoacetate, phosphorous sulfide and formamide are employed as reaction raw materials. The method includes the following steps: dissolving the phosphorous sulfide in the glycol dimethyl ether, adding the formamide dropwisely, performing a reaction for 2-3 h, adding the ethyl-2-chloroacetoacetate dropwisely, heating the mixture to 60 DEG C and carrying out a reaction for 4-8 h, cooling the reaction product after the reaction is finished, filtering the reaction product to obtain a solid, adding the solid to water, regulating the pH value to 7-8 under a low temperature with sodium hydroxide, and filtering the solid to obtain the 4-methylthiazole-5-ethyl formate. The preparation method is carried out through a one-pot method to obtain the target product, thereby omitting a purifying step in the process. The preparation method is more than 95% in molar yield of the product, is 99% in product purity and is suitable for large-scale production.

The oxidation of alcohols in N-oxyl-immobilized silica gel/aqueous NaOCl disperse systems. A prominent access to a column-flow system

The oxidation of alcohols was performed successfully in a disperse system with N-oxyl-adsorbed or immobilized silica gel as a disperse phase and aqueous NaOCl as a disperse medium. In the disperse system, the oxidation of sec-alcohols afforded the corresponding ketones, while prim-alcohols were oxidized to aldehydes and/or carboxylic acids depending on their structures and reaction conditions. The N-oxyl-immobilized silica gel was recovered and repeatedly used without a significant change in the product yields. A column-flow system was also investigated for the oxidation of alcohols by use of a newly devised column packed with the N-oxyl-immobilized silica gel.