35272-15-2

Basic information

• Product Name: 2-Methyl-1,3-thiazole-4-carboxylic acid
• Synonyms: RARECHEM AL BO 0660;CHEMBRDG-BB 4400182;BUTTPARK 98\06-12;2-METHYL-1,3-THIAZOLE-4-CARBOXYLIC ACID;2-METHYL-THIAZOLE-4-CARBOXYLIC ACID;2-Methyl-Thiazole-4-Carboxylic;2-Methyl-1,3-thiazole-4-carboxylic acid ,97%;2-Methyl-4-thiazolecarboxylic Acid
• CAS NO: 35272-15-2
• Molecular Formula: C₅H₅NO₂S
• Molecular Weight: 143.16
• Product Categories: Carboxylic Acids;Thiazoles, Isothiazoles &Benzothiazoles;Thiazole;Carboxylic Acids;Thiazoles, Isothiazoles & Benzothiazoles;Building Blocks
• Mol File: 35272-15-2.mol
• Article Data: 8

Chemical Properties

• Melting Point: 148 °C
• Boiling Point: 301.2 °C at 760 mmHg
• Flash Point: 136 °C
• Appearance: /
• Density: 1.418 g/cm³
• Vapor Pressure: 0.000473mmHg at 25°C
• Refractive Index: 1.598
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 4.28±0.10(Predicted)
• CAS DataBase Reference: 2-Methyl-1,3-thiazole-4-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-1,3-thiazole-4-carboxylic acid(35272-15-2)
• EPA Substance Registry System: 2-Methyl-1,3-thiazole-4-carboxylic acid(35272-15-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 2
• HazardClass: IRRITANT
• Hazardous Substances Data: 35272-15-2(Hazardous Substances Data)

Usage

Chemical Properties

White to orange to tan solid

InChI:InChI=1/C5H5NO2S/c1-3-6-4(2-9-3)5(7)8/h2H,1H3,(H,7,8)

Upstream product

• 14527-41-4 thiazole-5-carboxylic acid 
• 6436-59-5 ethyl 2-methylthiazole-4-carboxylate 
• 856353-20-3 2-methyl-thiazole-4,5-dicarboxylic acid 

Downstream Products

• 1309778-60-6 N-(6-{6-chloro-5-[methyl(phenylsulfonyl)amino]-3-pyridinyl}-1H-indazol-4-yl)-2-methyl-1,3-thiazole-4-carboxamide 
• 1309778-62-8 N-(6-{6-chloro-5-[(phenylsulfonyl)methyl]-3-pyridinyl}-1H-indazol-4-yl)-2-methyl-1,3-thiazole-4-carboxamide 
• 1198804-08-8 N-(6-{4-chloro-3-[(methylsulfonyl)amino]phenyl}-1H-indazol-4-yl)-2-methyl-1,3-thiazole-4-carboxamide 
• 1198803-26-7 N-(6-{6-chloro-5-[(phenylsulfonyl)amino]-3-pyridinyl}-1H-indazol-4-yl)-2-methyl-1,3-thiazole-4-carboxamide 
• 1198804-07-7 N-[6-(3-hydroxyphenyl)-1H-indazol-4-yl]-2-methyl-1,3-thiazole-4-carboxamide 
• 1198803-97-2 N-[6-(2,3-diaminophenyl)-1H-indazol-4-yl]-2-methyl-1,3-thiazole-4-carboxamide 
• 1617505-28-8 C₂₈H₂₇FN₄O₂S 
• 1197291-10-3 N-((1s,4s)-4-(5-fluoro-2-(3-iodophenoxy)nicotinamido)cyclohexyl)-2-methylthiazole-4-carboxamide 
• 1197289-01-2 N-((1s,4s)-4-(2-(2'-((dimethylamino)methyl)-4'-hydroxybiphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-2-methylthiazole-4-carboxamide trifluoroacetic acid salt 

Relevant articles and documents

In vitro activity and mode of action of distamycin analogues against African trypanosomes

Distamycin, a natural polyamide containing three heterocycle rings with a polar end, has inspired several groups to prepare synthetic analogues, which proved to have anti-trypanosomal and anti-tumoral activity. We describe the synthesis of bi and tri thiazoles amides that harbor different substitutions at their ends and the evaluation of their anti-Trypanosoma brucei activity. The most active compound 10b showed better biological activity (EC50310 nM and selectivity index 16) than the control drug nifurtimox (EC5015 μM and selectivity index 10). Studies on the mode of action show that the parasiticidal activity of 10b originates from disruption of lysosomal homeostasis, which is followed by release of redox active iron, an increase in oxidizing species and collapse of cell membrane integrity. In this respect, our study suggests that non-charged lipophylic distamycins destabilize cell membranes.

An efficient synthesis of 2,4′-bi-1,3-oxa(thia)zoles as scaffolds for bioactive products

A rapid and efficient methodology to prepare 2,4′-bi-1,3-azoles as scaffolds for biologically active marine natural products is described. Hantzsch reaction and oxidative cyclodehydration of β-hydroxy amides or thioamides were used to construct the azole rings. The obtained biheterocycles displayed no cytotoxicity on HCT-15 cell line.

Thiazole-4-carboxyamide derivatives

The present invention is concerned with novel thiazole 4-carboxyamide derivatives of the general formula (I) and with methods for the preparation thereof, which compounds are useful as metabotropic glutamate receptor antagonists: wherein R1 to R4 are as defined in the specification.