21547-70-6

Usage

Molecular structure

A propionic acid molecule attached to a benzimidazole ring containing a sulfur atom.

Class of compound

Benzimidazoles, which are heterocyclic aromatic compounds containing a benzene ring fused to an imidazole ring.

Usage

In pharmaceutical research and drug development for its potential anti-inflammatory and antioxidant properties.

Potential applications

In treating neurological disorders and cancer, as well as in the development of materials and in the field of organic synthesis.

InChI:InChI=1/C10H10N2O2S/c1-6(9(13)14)15-10-11-7-4-2-3-5-8(7)12-10/h2-6H,1H3,(H,11,12)(H,13,14)

Upstream product

• 598-72-1 2-Bromopropionic acid 
• 134469-07-1 Benzimidazol-2-thiol 
• 598-78-7 (R,S)-2-chloropropionic acid 
• 583-39-1 2,3-dihydrobenzimidazol-2-thione 
• 160004-14-8 ethyl 2-(2-benzimidazolylthio)propionate 

Relevant academic research and scientific papers

Studies on synthesis of unsymmetrical 2,2′-bisbenzimidazole sulphides of pharmacological interest

Condensation of 2-(α-chloroethyl)benzimidazole 1 with benzimidazole-2-thiol 2 gives 2-(α-thioethyl-2′-benzimidazolyl)- benzimidazole 3. The latter can also be prepared by the reaction of 2-(α-thioethyl)benzimidazoie 4 with 2-chlorobenzimidazole 5. Alternatively, 3 can also be synthesized by the independent condensation of o-phenylenediamine 7 respectively with 2-(s-α-ethyl-o-ethyldithio- carbonate)benzimidazole 6 and with 2-(α-thiopropionic acid) benzimidazole 8. The structures of all the compounds synthesized have been established on the basis of their spectroscopic data.

Synthesis and Antimicrobial Activity of Some 2-Alkyl-2H-1,4-benzothiazin-3(4H)-ones and 2-Alkylbenzoimidazolo-thiazolidin-3-ones

Sodium 2-aminothiophenoxide (1) reacts with ethyl 2-bromoalkanoates (2) under direct cyclization to form 2-alkyl-2H-1,4-benzothiazin-3(4H)-ones (3).Reaction of the sodium salt of 2-mercaptobenzimidazole (4) with 2 or 2-bromoalkanoic acids (5) affords only S-alkylated products (6 or 7, respectively).The cyclization products - 2-alkylbenzoimidazolothiazolidin-3-ones (8) - can be obtained only from the corresponding 2-(2-benzimidazolylthio)alkanoic acids (7) by the action of acetic anhydride.Both compounds 3 and 8 exhibit only moderate antimicrobial activity against some gram-positive bacteria. - Keywords: 4H-1,4-Benzothiazines; Benzoimidazolothiazolidines; Antimicrobial activity.