20582-55-2

Basic information

• Product Name: Ethyl 4-methyl-5-thiazoleactate
• Synonyms: ETHYL 4-METHYLTHIAZOLE-5-CARBOXYLATE;ETHYL 4-METHYL-5-THIAZOLEACTATE;ETHYL 4-METHYL-5-THIAZOLYL FORMATE;5-THIAZOLECARBOXYLIC ACID, 4-METHYL-, ETHYL ESTER;Ethyl-4-methyl-5-thizaolecarboxylate;4-Methyl-5-Thiazolecarboxylic Acid Ethyl Ester;ETHYL 4-METHYL-5-THIAZOLECARBOXYLATE;ethyl 4-methyl-1,3-thiazole-5-carboxylate
• CAS NO: 20582-55-2
• Molecular Formula: C₇H₉NO₂S
• Molecular Weight: 171.22
• Product Categories: Febuxostat
• Mol File: 20582-55-2.mol
• Article Data: 15

Chemical Properties

• Melting Point: 28°C(lit.)
• Boiling Point: 233°C(lit.)
• Flash Point: 98.4 °C
• Appearance: white to light yellow crystal powder
• Density: 1.198 g/cm³
• Refractive Index: 1.571
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 1.57±0.10(Predicted)
• CAS DataBase Reference: Ethyl 4-methyl-5-thiazoleactate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 4-methyl-5-thiazoleactate(20582-55-2)
• EPA Substance Registry System: Ethyl 4-methyl-5-thiazoleactate(20582-55-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 20582-55-2(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

InChI:InChI=1/C8H11NO4S/c1-3-13-7(10)6-5(2)4-14-9(6)8(11)12/h4,6H,3H2,1-2H3,(H,11,12)

Upstream product

• 115-08-2 thiocarboxamide 
• 84911-18-2 ethyl 2-bromoacetoacetate 
• 77287-34-4 formamide 
• 609-15-4 ethyl 2-chloro-3-oxo-butyrate 
• 7647-01-0 hydrogenchloride 
• 52481-66-0 ethyl 2-hydrazinyl-4-methylthiazole-5-carboxylate 
• 7722-84-1 dihydrogen peroxide 
• 7210-76-6 ethyl-2-amino-4-methylthiazole-5-carboxylate 
• 17309-13-6 ethyl 4-methyl-2-thioxo-2,3-dihydro-1,3-thiazole-5-carboxylate 
• 64-17-5 ethanol 
• 17309-13-6 ethyl 2-mercapto-4-methyl-5-thiazolecarboxylate 

Downstream Products

• 1977-06-6 (4-methyl-1,3-thiazol-5-yl)methanol 
• 129201-13-4 4-Chloro-benzoic acid 4-methyl-thiazol-5-ylmethyl ester 
• 78502-77-9 4-Brommethyl-5-thiazolcarbonsaeure-ethylester 
• 78502-78-0 4-Dibrommethyl-5-thiazolcarbonsaeure-ethylester 
• 82294-70-0 4-methyl-1,3-thiazole-5-carbaldehyde 
• 1096156-23-8 ethyl 2-acetyl-4-methylthiazole-5-carboxylate 
• 1432592-51-2 2-(5-(ethoxycarbonyl)-4-methylthiazol-2-yl)pyridine 1-oxide 
• 144060-68-4 ethyl 4-methyl-2-[3-nitro-4-(propan-2-yloxy)phenyl]-1,3-thiazole-5-carboxylate 
• 144060-72-0 ethyl 2-[4-(2,2-dimethylpropoxy)-3-nitrophenyl]-4-methyl-1,3-thiazole-5-carboxylate 

Relevant articles and documents

Iron-catalyzed tandem oxidative coupling and acetal hydrolysis reaction to prepare formylated benzothiazoles and isoquinolines

The aldehyde group is one of the most versatile intermediates in synthetic chemistry, and the introduction of an aldehyde group into heteroarenes is important for the transformation of molecular structure. Herein, we achieved the direct formylation of benzothiazo/les and isoquinolines. The reaction features a novel iron-catalyzed Minisci-type oxidative coupling process using commercially available 1,3-dioxolane as a formylated reagent followed by acetal hydrolysis without a separation process. The reaction can be performed under exceedingly mild reaction conditions and exhibits broad functional group tolerance.

Process for Preparing Ethyl-4-methyl-5-thiazolecarboxyate

Provided is a method for preparing ethyl-4-methyl-5-thiazolecarboxylate, used as an intermediate for manufacturing Febuxostat, an arthrifuge, in an efficient and economical manner and environmentally friendly conditions. The method comprises the following steps: (i) reacting ethyl 2-chloroacetoacetate and ammonium dithiocarbamate and obtaining ethyl-4-methyl-2-thioxo-2,3-dihydro-1,3-thiazole-5-carboxylate; and (ii) desulfurizing ethyl-4-methyl-2-thioxo-2,3-dihydro-1,3-thiazole-5-carboxylate.COPYRIGHT KIPO 2017

5 - thiazole amides and biological applications

The invention relates to a 5-thiazole amide compound and biology application thereof. The 5-thiazole amide compound has a general formula (I) described in the specification and is used for targeting an AKT/PKB kinase (ATP binding site). Experiments prove that a thiazole amide AKT inhibitor can remarkably inhibit the activity of the AKT kinase in vitro and has strong proliferation inhibition function on various tumor cells with high AKT activity, which indicate that the 5-thiazole amide compound can be used for preparing drugs for resisting tumors.