58089-32-0

Usage

Uses

Used in Pharmaceutical Research and Development:
(1,3-Benzoxazol-2-ylthio)acetic acid is used as a potential drug candidate in pharmaceutical research and development. Its unique structure and potential pharmacological properties make it a promising candidate for the development of new therapeutic agents.
Used in Organic Synthesis:
(1,3-Benzoxazol-2-ylthio)acetic acid is also used as a reagent in organic synthesis for the preparation of various heterocyclic compounds. Its chemical structure and properties make it a valuable tool for the synthesis of complex organic molecules and contribute to the advancement of synthetic chemistry.

InChI:InChI=1/C9H7NO3S/c11-8(12)5-14-9-10-6-3-1-2-4-7(6)13-9/h1-4H,5H2,(H,11,12)/p-1

Upstream product

• 2382-96-9 benzo[d]oxazole-2-(3H)-thione 
• 3926-62-3 sodium monochloroacetic acid 
• 79-11-8 chloroacetic acid 
• 73824-25-6 benzoxazol-2'-yl-mercaptoacetic acid ethyl ester 
• 95-55-6 2-amino-phenol 
• 15091-70-0 2-mercaptobenzoxazole sodium salt 
• 2382-96-9 2-sulfanyl-1,3-benzoxazole 

Downstream Products

• 28178-42-9 2,6-diisopropylphenyl isocyanate 
• 2958-62-5 mesityl isocyanate 
• 16105-44-5 benzooxazol-2-yl-acetic acid ethyl ester 
• 86109-44-6 2-(Benzooxazol-2-ylsulfanyl)-N-(4-bromo-phenyl)-acetamide 
• 311777-95-4 2-(Benzooxazol-2-ylsulfanyl)-N-benzyl-acetamide 
• 86109-43-5 2-(benzo[d]oxazol-2-ylthio)-N-phenylacetamide 
• 86109-47-9 2-(Benzooxazol-2-ylsulfanyl)-N-(4-methoxy-phenyl)-acetamide 
• 86109-51-5 2-(benzo[d]oxazol-2-ylthio)-N-(naphthalen-1-yl)acetamide 
• 79420-03-4 2-(Benzooxazol-2-ylsulfanyl)-N-[4-(4-methoxy-phenyl)-thiazol-2-yl]-acetamide 

Relevant academic research and scientific papers

Head-to-head bisbenzazole derivatives as antiproliferative agents: design, synthesis, in vitro activity, and SAR analysis

Abstract: In the present work, a series of bisbenzazole derivatives were designed and synthesized as antiproliferative agents. The antiproliferative activity of these compounds was investigated using MTT assay. Bisbenzazole derivatives showed significant antiproliferative activity against all the four tested cancer cell lines. Among the various bisbenzazole derivatives, bisbenzoxazole derivatives exhibited the most promising anticancer activity followed by bisbenzimidazole and bisbenzothiazole derivatives. All the derivatives were found to be less toxic as compared to methotrexate (positive control) in normal human cells, indicating selective and efficient antiproliferative activity of these bisbenzazole derivatives. The structure–activity relationships of heteroaromatic systems and linkers present in bisbenzazole derivatives were analyzed in detail. In silico ADMET prediction revealed that bisbenzazole is a drug-like small molecule with a favorable safety profile. Compound 31 is a potential antiproliferative hit compound that exhibits unique cytotoxic activity distinct from methotrexate. Graphic abstract: Twenty-one bisbenzoxazole derivatives have been designed synthesized and evaluated to be an antiproliferative activity against four human tumor cell lines.[Figure not available: see fulltext.]

Synthesis of Benzoxazolylthiomethyl and Benzthiazolylthiomethyl Quinazolin-4(3 h)-ones

o-Aminophenol (1a, X = O) or o-aminothiophenol (1b, X = S) was reacted with carbon disulfide in ethanol containing KOH under reflux to obtain 2-mercaptobenzoxazole (2a, X = O) and 2-mercaptobenzthiazole (2b, X = S), respectively. Condensation of 2a and 2b each with chloroacetic acid gave 2-(benzoxazol-2-ylthio)acetic acid (3a, X = O) and 2-(benzthiazol-2-ylthio)acetic acid (3b, X = S) respectively which with anthranilamide gave 2-((benzoxal-2-ylthio)methyl) quinazolin-4(3H)-one (5a, X = O) and 2-((benzthiazol-2-ylthio)methyl)quinazolin-4(3H)-one (5b, X = S) respectively. The products 5a,b could be prepared in three other routes involving the general sequences 6→2→5, 6→7→5 and 8→9→5.

Synthesis and antimicrobial activity of a new class of sulfonylmethane linked bisheterocycles

A new class of sulfonylmethane linked bisheterocycles were prepared and studied their antimicrobial activity.