Synthesis and biological evaluation of novel substituted 1,3,4-thiadiazole and 2,6-di aryl substituted imidazo [2,1-b] [1,3,4] thiadiazole derivatives

• Published in: European journal of medicinal chemistry Vol. 71; pp. 316 - 323
• Main Authors: Chandrakantha, B., Isloor, Arun M., Shetty, Prakash, Fun, Hoong Kun, Hegde, Gurumurthy
• Format: Journal Article
• Language: English
• Published: ISSY-LES-MOULINEAUX Elsevier Masson SAS 01.01.2014; Elsevier
• Subjects: 1,3,4-Thiadiazole; 2,6-Diaryl imidazo [2,1-b] [1,3,4] thiadiazole; Anti-Bacterial Agents - chemical synthesis; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - pharmacology; Antibacterial; Antifungal activity; Antifungal Agents - chemical synthesis; Antifungal Agents - chemistry; Antifungal Agents - pharmacology; Bacteria - drug effects; Bacterial Infections - drug therapy; Chemistry, Medicinal; Fungi - drug effects; Humans; Life Sciences & Biomedicine; Microbial Sensitivity Tests; Mycoses - drug therapy; Pharmacology & Pharmacy; Science & Technology; Thiadiazoles - chemical synthesis; Thiadiazoles - chemistry; Thiadiazoles - pharmacology; Antifungal activity; 2,6-Diaryl imidazo [2,1-b] [1,3,4] thiadiazole; 1,3,4-Thiadiazole; Antibacterial; IN-VITRO; ANTIBACTERIAL ACTIVITY; ANTIVIRAL ACTIVITY; ANTITUMOR
• ISSN: 0223-5234; 1768-3254
• DOI: 10.1016/j.ejmech.2013.10.056

A new series of N-[5-(4-(alkyl/aryl)-3-nitro-phenyl)-[1,3,4-thiadiazol-2-yl]-2,2-dimethyl-propionamide 4 (a–l) and 6-(4-Methoxy-phenyl)-2-(4-alkyl/aryl)-3-nitro-phenyl)-Imidazo [2,1-b] [1,3,4] thiadiazole 6 (a–l) were synthesized starting from 5-(4-Fluoro-3-nitro-phenyl)-[1,3,4] thiadiazole-2-ylamine. The synthesized compounds were characterized by IR, NMR, mass spectral and elemental analysis. All the compounds were tested for antibacterial and antifungal activities. The antimicrobial activities of the compounds were assessed by well plate method (zone of inhibition). Compounds 4a, 4c and 6e, 6g displayed appreciable activity at the concentration 0.5–1.0 mg/mL. The manuscript deals with the synthesis of new series of 1,3,4-thiadiazole 4 (a–l) and 2,6-di aryl imidazo [2,1-b] [1,3,4] thiadiazole 6 (a–l) derivatives. Synthesized compounds were characterized and screened for their antimicrobial activities. [Display omitted] •Microwave-assisted synthesis of 1,3,4-thiadiazole derivatives were synthesized.•The in-vitro antimicrobial evaluation was carried out.•Most of the synthesized compounds showed appreciable antimicrobial activity.