Synthesis, characterization, and in vitro antimicrobial activities of 5-alkenyl/hydroxyalkenyl-2-phenylamine-1,3,4-oxadiazoles and thiadiazoles

Nida N Farshori; Mudasir R Banday; Anis Ahmad; Asad U Khan; Abdul Rauf

doi:10.1016/j.bmcl.2010.01.126

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Synthesis, characterization, and in vitro antimicrobial activities of 5-alkenyl/hydroxyalkenyl-2-phenylamine-1,3,4-oxadiazoles and thiadiazoles

Journal article

Peer reviewed

Synthesis, characterization, and in vitro antimicrobial activities of 5-alkenyl/hydroxyalkenyl-2-phenylamine-1,3,4-oxadiazoles and thiadiazoles

Nida N Farshori, Mudasir R Banday, Anis Ahmad, Asad U Khan and Abdul Rauf

Bioorganic & medicinal chemistry letters, Vol.20(6), pp.1933-1938

2010

DOI: https://doi.org/10.1016/j.bmcl.2010.01.126

PMID: 20172722

Abstract

Spectral data

Synthesis

1,3,4-Oxadiazoles and thiadiazoles

Antifungal and antibacterial activities

Elemental analysis

The long-chain alkenoic acid hydrazides ( 1a– d) on reaction with phenylisocyanate and phenylthiocyanate gave their corresponding semicarbazides ( 2a– d) and thiosemicarbazides ( 4a– d), which on further refluxing with POCl 3 and Ac 2O yielded corresponding 1,3,4-oxadiazoles ( 3a– d) and thiadiazoles ( 5a– d), respectively. The structure elucidation of synthesized compounds is based on the elemental analysis and spectral data (IR, 1H NMR, 13C NMR and MS). The synthesized oxadiazoles and thiadiazoles have been screened for antibacterial and antifungal activities. The investigation of antimicrobial screening revealed that compounds 3c, 3d, 5c, 5d and compounds 3b, 5b, showed good antibacterial and antifungal activities, respectively.

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Citation topics: 2 Chemistry; 2.1 Synthesis; 2.1.549 Chalcones
Web Of Science research areas: Chemistry, Medicinal; Chemistry, Organic
ESI research areas: Chemistry

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Details

Title: Synthesis, characterization, and in vitro antimicrobial activities of 5-alkenyl/hydroxyalkenyl-2-phenylamine-1,3,4-oxadiazoles and thiadiazoles
Creators: Nida N Farshori - Department of Chemistry, Aligarh Muslim University, Aligarh 202 002, India
Mudasir R Banday - Department of Chemistry, Aligarh Muslim University, Aligarh 202 002, India
Anis Ahmad - Interdisciplinary Biotechnology Unit, Aligarh Muslim University Aligarh 202 002, India
Asad U Khan - Interdisciplinary Biotechnology Unit, Aligarh Muslim University Aligarh 202 002, India
Abdul Rauf - Department of Chemistry, Aligarh Muslim University, Aligarh 202 002, India
Publication Details: Bioorganic & medicinal chemistry letters, Vol.20(6), pp.1933-1938
Publisher: Elsevier Ltd
Academic Unit: Miller School of Medicine; UMMG Dept of Radiation Oncology
Language: English
Resource Type: Journal article
PMID: 20172722
Record Identifier: 991031598770302976