900530-66-7

Basic information

• Product Name: ethyl 5-(trifluoromethyl)thiazole-4-carboxylate
• Synonyms: ethyl 5-(trifluoromethyl)thiazole-4-carboxylate
• CAS NO: 900530-66-7
• Molecular Formula: C₇H₆F₃NO₂S
• Molecular Weight: 225.1882496
• Mol File: 900530-66-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 264.2±40.0 °C(Predicted)
• Appearance: /
• Density: 1.407±0.06 g/cm3(Predicted)
• PKA: -1.95±0.10(Predicted)
• CAS DataBase Reference: ethyl 5-(trifluoromethyl)thiazole-4-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 5-(trifluoromethyl)thiazole-4-carboxylate(900530-66-7)
• EPA Substance Registry System: ethyl 5-(trifluoromethyl)thiazole-4-carboxylate(900530-66-7)

Safety Data

• Hazardous Substances Data: 900530-66-7(Hazardous Substances Data)

Upstream product

• 14527-43-6 ethyl thiazole-4-carboxylate 
• 14353-88-9 iodopentafluorobenzene bis(trifluoroacetate) 
• 860646-12-4 ethyl 2-amino-5-iodothiazole-4-carboxylate 
• 5398-36-7 2-aminothiazole-4-carboxylate 
• 900530-64-5 ethyl 5-iodothiazole-4-carboxylate 
• 680-15-9 2,2-difluoro-2-(fluorosulfonyl)acetate 

Downstream Products

• 900530-68-9 5-(trifluoromethyl)-1,3-thiazole-4-carboxylic acid 

Relevant articles and documents

Visible-Light photoredox decarboxylation of perfluoroarene iodine(III) Trifluoroacetates for C-H trifluoromethylation of (Hetero)arenes

A scalable and operationally simple decarboxylative trifluoromethylation of (hetero)arenes with easily accessible C6F5I(OCOCF3)2 under photoredox catalysis has been developed. This method is tolerant of various (hetero)arenes and functional groups. Notably, C6F5I is recycled from the decarboxylation reaction and further used for the preparation of C6F5I(OCOCF3)2. The combination of photoredox catalysis and hypervalent iodine reagent provides a practical approach for the application of trifluoroacetic acid in trifluoromethylation reactions.

Pyrido[2,3-b]pyrazines, discovery of TRPV1 antagonists with reduced potential for the formation of reactive metabolites

The transient receptor potential cation channel, subfamily V, member 1 (TRPV1) is a non-selective cation channel that can be activated by a wide range of noxious stimuli, including capsaicin, acid, and heat. Blockade of TRPV1 activation by selective antagonists is under investigation in an attempt to identify novel agents for pain treatment. During pre-clinical development, the 1,8-naphthyridine 2 demonstrated unacceptably high levels of irreversible covalent binding. Replacement of the 1,8-naphthyridine core by a pyrido[2,3-b]pyrazine led to the discovery of compound 26 which was shown to have significantly lower potential for the formation of reactive metabolites. Compound 26 was characterized as an orally bioavailable TRPV1 antagonist with moderate brain penetration. In vivo, 26 significantly attenuated carrageenan-induced thermal hyperalgesia (CITH) and dose-dependently reduced complete Freund's adjuvant (CFA)-induced chronic inflammatory pain after oral administration.