630-22-8

Usage

Uses

Used in Pharmaceutical Industry:
2,2-Dimethylthiopropionamide is used as a reagent for the synthesis of Dabrafenib, a BRAF kinase inhibitor that is utilized in the treatment of BRAF V600-mutation positive carcinomas. This gene mediates cell growth and is often activated by cancerous mutations.
Used in Chemical Synthesis:
2,2-Dimethylthiopropionamide is also employed as a reagent in the preparation of sulfonyl-substituted 4,5-diarylthiazoles. These compounds function as cyclooxygenase-2 inhibitors, which are anti-inflammatory agents.

InChI:InChI=1/C5H11NS/c1-5(2,3)4(6)7/h1-3H3,(H2,6,7)

Upstream product

• 107106-62-7 thiopivalamide S-oxide 

Downstream Products

• 1195768-51-4 N-{5-[5-(2-chloro-4-pyrimidinyl)-2-(1,1-dimethylethyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,6-difluorobenzenesulfonamide 
• 1012881-39-8 2-(tert-butyl)thiazole-5-carboxylic acid 
• 937656-80-9 2-tert-butyl-4-hydroxymethylthiazole 
• 1166227-08-2 A66 
• 34845-30-2 2-tert-butyl-5,6-diphenyl-5,6-dihydro-[1,3]thiazin-4-one 
• 1012881-37-6 2-tert-butyl thiazole-5-carboxylic acid ethyl ester 
• 13623-12-6 2-(tert-butyl)thiazole 
• 1195767-08-8 ethyl 3-{4-[4-(3-{[(2,6-difluorophenyl)sulfonyl]amino}-2-fluorophenyl)-2-(1,1-dimethylethyl)-1,3-thiazol-5-yl]-2-pyrimidinyl}propanoate 
• 1195767-33-9 N-[3-(2-(1,1-dimethylethyl)-5-{2-[2-(methylsulfonyl)ethyl]-4-pyrimidinyl}-1,3-thiazol-4-yl)-2-fluorophenyl]-2,6-difluorobenzenesulfonamide 
• 1195769-46-0 N-{3-[2-(1,1-dimethylethyl)-5-(2-ethenyl-4-pyrimidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,6-difluorobenzenesulfonamide 
• 1195768-32-1 N-[3-[5-(2-chloro-4-pyrimidinyl)-2-(1,1-dimethylethyl)-1,3-thiazol-4-yl]-2-fluorophenyl]-2,5-difluorobenzenesulfonamide 
• 427896-41-1 2-(tert-butyl)-4-methylthiazole-5-carboxylic acid 

Relevant academic research and scientific papers

Substituted thiazoles for the treatment of inflammation

A class of substituted thiazolyl compounds is described for use in treating inflammation disorders. Compounds are defined by Formula II STR1 wherein R1 is selected from hydrido, alkyl, haloalkyl, cyanoalkyl, alkylamino, aralkyl, arylamino, heteroarylsulfonylalkyl, heteroarylsulfonylhaloalkyl, aralkylamino, aryloxyalkyl, alkoxycarbonyl, aryl optionally substituted at a substitutable position with one or more radicals selected from halo and alkoxy, and heterocyclic optionally substituted at a substitutable position with one or more radicals selected from halo and alkyl; wherein R4 is selected from alkyl and amino; and wherein R5 is selected from aryl and heteroaryl; wherein R5 is optionally substituted at a substitutable position with one or more radicals selected from halo, alkyl and alkoxy; provided R5 is not phenyl at position 4 when R1 is α,α-bis(trifluoromethyl)methanol and R4 is methyl; or a pharmaceutically-acceptable salt thereof.

THIONO COMPOUNDS. 7. OXIDATION OF THIOAMIDES IN RELATION TO ADVERSE BIOLOGICAL EFFECTS

Thioacetamide, thioacetamide S-oxide (1), and thiopivalamide S-oxide (8) were oxidized with H2O2 in H2(18)O to generate the corresponding amides with at least 50percent 18O incorporation; hydrolysis of the S-oxides to the amides or 18O exchange with the amides occurs much more slowly.When 1 and trifluorothioacetamide (6) were oxidized with three and four equivalents of H2O2, respectively, in the presence of benzylamine, N-acetylbenzylamine (5) and N-benzyltrifluoroacetamide (7) were isolated in respective yields of 17percent and 37percent.These results are interpreted as evidence for an oxidative desulfurization mechanism involving nucleophilic attack at the carbon atom of an S,S-dioxide or trioxide intermediate as the major pathway; a minor pathway may involve the intermediacy of an oxathiirane S-oxide (3) or dioxide (4) species.Understanding is added to the behavior of S-oxides in aqueous solution, as well as to thermal stability in deuterochloroform.Also reported are studies of the preparation and properties of some N,N-dialkyl derivatives of 8, of reduction of 1 with NADH or NADPH, and of generation and trapping of species related to sulfoxylate ion.