34272-65-6

Basic information

• Product Name: (2,4-DIMETHYL-THIAZOL-5-YL)-ACETIC ACID
• Synonyms: 2-(Dimethyl-1,3-thiazol-5-yl)acetic acid;2-(2,4-Dimethylthiazol-5-yl)acetic acid;(2,4-DIMETHYL-1,3-THIAZOL-5-YL)ACETIC ACID;(2,4-DIMETHYL-THIAZOL-5-YL)-ACETIC ACID;2,4-DIMETHYLTHIAZOLE-5-ACETIC ACID;AKOS BBS-00002884;CHEMBRDG-BB 4402640;ASINEX-REAG BAS 07721639
• CAS NO: 34272-65-6
• Molecular Formula: C₇H₉NO₂S
• Molecular Weight: 171.22
• Mol File: 34272-65-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 320.5 °C at 760 mmHg
• Flash Point: 147.7 °C
• Appearance: /
• Density: 1.295 g/cm³
• Vapor Pressure: 0.000131mmHg at 25°C
• Refractive Index: 1.572
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (2,4-DIMETHYL-THIAZOL-5-YL)-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2,4-DIMETHYL-THIAZOL-5-YL)-ACETIC ACID(34272-65-6)
• EPA Substance Registry System: (2,4-DIMETHYL-THIAZOL-5-YL)-ACETIC ACID(34272-65-6)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 34272-65-6(Hazardous Substances Data)

Usage

General Description

(2,4-DIMETHYL-THIAZOL-5-YL)-ACETIC ACID is a chemical compound with the molecular formula C7H9NO2S. It is a thiazole derivative containing a carboxylic acid group. (2,4-DIMETHYL-THIAZOL-5-YL)-ACETIC ACID is often used as a building block in organic synthesis and pharmaceutical research. It has potential biological activity and is being studied for its potential use in the treatment of various diseases. Additionally, it has been used in the development of new drugs and as a key intermediate in the production of various pharmaceuticals. Moreover, it is also utilized in the manufacture of agrochemical and veterinary products.

InChI:InChI=1/C7H9NO2S/c1-4-6(3-7(9)10)11-5(2)8-4/h3H2,1-2H3,(H,9,10)

Upstream product

• 123-76-2 levulinic acid 
• 64-17-5 ethanol 
• 62-55-5 thioacetamide 
• 62557-43-1 3-bromolevulinic acid 
• 405921-41-7 ethyl 2-(2,4-dimethylthiazol-5-yl)acetate 

Downstream Products

• 13623-11-5 2,4,5-trimethylthiazole 
• 1444398-38-2 C₂₄H₂₉N₇O₂S 
• 61928-55-0 2-(2,4-dimethyl-thiazol-5-yl)-acetamide 
• 50382-35-9 (2,4-dimethyl-thiazol-5-yl)-acetonitrile 
• 142437-68-1 2-(2,4-dimethyl-thiazol-5-yl)-ethylamine 
• 405921-41-7 ethyl 2-(2,4-dimethylthiazol-5-yl)acetate 
• 59865-88-2 2-(2,4-dimethyl-thiazol-5-yl)-N-phenyl-acetamide 

Relevant articles and documents

Overall synthesis of GSK356278: Quick delivery of a PDE4 inhibitor using a fit-for-purpose approach

The family of phosphodiesterase (PDE) enzymes hydrolyse cyclic nucleotides, cAMP and cGMP, leading to their inactivation as intracellular second messengers. Inhibition of these enzymes leads to an elevation of levels of cyclic nucleotides in the cell and prolongs their action on downstream signaling pathways. PDE4, of which there are four subtypes, is widely expressed throughout the brain but is also abundant in the periphery in inflammatory and immune cells, in the gastrointestinal tract, and in cardiac myocytes. GSK356278 1 is a potent, selective, and competitive inhibitor of PDE4 enzymes currently under investigation for the treatment of CNS disorders. The initial synthetic route developed by Medicinal Chemistry Department, used several hazardous and/or expensive reagents and harsh conditions and gave relatively low yields. By targeted process of research and development plus application of analytical techniques to identify byproduct and extensive route scouting, a novel synthetic route for 1 has been developed. This contribution reports the optimisation of the chemical synthesis of 1 to develop a large-scale process suitable for its synthesis.