title: Synthesis of 2-{(5-phenyl-1,3,4-Oxadiazol-2-yl)sulfanyl}-N-substituted acetamides as potential antimicrobial and hemolytic agents.
abstract: A new series of N-substituted derivatives of 2-{(5-phenyl-1,3,4-Oxadiazol-2-yl)sulfanyl}acetamides was synthesized. The synthesis was carried out by converting benzoic acid (1) into ethyl benzoate (2), benzohydrazide (3) and then 5-pheny-1,3,4-Oxadiazol-2-thiol (4) step by st0ep. The target compounds 6a-p were synthesized by reaction of compound 4 with equimolar ratios of different N-alkyl/aryl substituted 2-bromoacetamide (5a-p) in the presence of DMF and sodium hydride (NaH). The spectral (EI-MS, IR, (1)H-NMR) characterization of all the synthesized compounds reveal their successful synthesis. The compounds were also screened for antimicrobial & hemolytic activity and most of them were found to be active against the selected microbial species at variable extent relative to reference standards. But 6h was the most active against the selected panel of microbes. This series showed less toxicity and may be considered for further biological screening and application trial except 6m, possessing higher cytotoxicity.
authors.affiliation: Department of Chemistry, Government College University, Lahore, Pakistan.
authors.forename: Aziz-ur
authors.initials: AU
authors.lastname: Rehman
authors.affiliation: Department of Chemistry, Government College University, Lahore, Pakistan.
authors.forename: Muhammad Athar
authors.initials: MA
authors.lastname: Abbasi
authors.affiliation: Department of Chemistry, Government College University, Lahore, Pakistan.
authors.forename: Sabahat Zahra
authors.initials: SZ
authors.lastname: Siddiqui
authors.affiliation: Department of Pharmacy, The Islamia University of Bahawalpur, Bahawalpur, Pakistan.
authors.forename: Irshad
authors.initials: I
authors.lastname: Ahmad
authors.affiliation: Bioassays Section, PMBL, Department of Chemistry and Biochemistry, University of Agriculture, Faisalabad, Pakistan.
authors.forename: Muhammad
authors.initials: M
authors.lastname: Shahid
authors.affiliation: Bioassays Section, PMBL, Department of Chemistry and Biochemistry, University of Agriculture, Faisalabad, Pakistan.
authors.forename: Zinayyera
authors.initials: Z
authors.lastname: Subhani
mesh_terms: D000081:Acetamides / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000633:toxicity; D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000633:toxicity; D052978:Disk Diffusion Antimicrobial Tests; D004305:Dose-Response Relationship, Drug; D015195:Drug Design; D006461:Hemolysis / Q000187:drug effects; D053878:Hemolytic Agents / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000633:toxicity; D006801:Humans; D013058:Mass Spectrometry; D015394:Molecular Structure; D010069:Oxadiazoles / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000633:toxicity; D066244:Proton Magnetic Resonance Spectroscopy; D013055:Spectrophotometry, Infrared; D013329:Structure-Activity Relationship
chemical_list: D000081:Acetamides; D000890:Anti-Infective Agents; D053878:Hemolytic Agents; D010069:Oxadiazoles