Green approach for the synthesis of thiophenyl pyrazoles and isoxazoles by adopting 1,3-dipolar cycloaddition methodology and their antimicrobial activity.

Authors :: Sowmya DV
Lakshmi Teja G
Padmaja A
Kamala Prasad V
Padmavathi V
Source :: European journal of medicinal chemistry [Eur J Med Chem] 2018 Jan 01; Vol. 143, pp. 891-898. Date of Electronic Publication: 2017 Dec 05.
Publication Year :: 2018
Abstract: A variety of N-((1,3-diphenyl-5-aryl-1H-pyrazol-4-yl)sulfonyl)thiophene-2-carboxamides (7) and N-((5-aryl-3-phenylisoxazol-4-yl)sulfonyl)thiophene-2-carboxamides (8) were prepared from (E)-N-(arylethenesulfonyl)thiophene-2-carboxamides (4) adopting 1,3-dipolar cycloaddition of nitrile imines and nitrile oxides generated from araldehyde phenylhydrazones and araldoximes in the presence of iodosobenzene and CTAB followed by oxidation with I <subscript>2</subscript> in DMSO. The compounds 4f, 7e, 7f, 8e and 8f showed potential antibacterial activity against B. subtilis whereas 8e and 8f exhibited potential antifungal activity against A. niger.<br /> (Copyright © 2017 Elsevier Masson SAS. All rights reserved.)

Subjects :: Anti-Bacterial Agents chemical synthesis
Anti-Bacterial Agents chemistry
Antifungal Agents chemical synthesis
Antifungal Agents chemistry
Cycloaddition Reaction
Dose-Response Relationship, Drug
Isoxazoles chemistry
Microbial Sensitivity Tests
Molecular Structure
Pyrazoles chemistry
Structure-Activity Relationship
Anti-Bacterial Agents pharmacology
Antifungal Agents pharmacology
Aspergillus niger drug effects
Bacillus subtilis drug effects
Isoxazoles pharmacology
Pyrazoles pharmacology

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