title: Synthesis and biological activities of some novel aminomethyl derivatives of 4-substituted-5-(2-thienyl)-2,4-dihydro-3H-1,2,4-triazole-3-thiones.
abstract: A novel series of compounds were synthesized by cyclic condensation reaction of substituted isothiocyanate (2a-c) with 2-thiophenecarboxylic acid hydrazide (1) in the presence of ethyl alcohol, to obtain intermediate thiosemicarbazides (3a-c), which were further treated with sodium hydroxide in the presence of ethanol to obtain triazole derivatives (4a-c). The latter were refluxed with substituted secondary amines and formaldehyde for 6-10 h to afford Mannich bases (5a-k). The synthesized compounds were characterized on the basis of their spectral (IR, (13)C and (1)H NMR) data and evaluated for biological activities. Some of the compounds were found to exhibit significant antimicrobial and antioxidant activity.
authors.affiliation: Firat University, Faculty of Science, Department of Chemistry, 23169 Elazig, Turkiye.
authors.forename: Metin
authors.initials: M
authors.lastname: Koparir
authors.forename: Cahit
authors.initials: C
authors.lastname: Orek
authors.forename: Akif Evren
authors.initials: AE
authors.lastname: Parlak
authors.forename: Abdurrazak
authors.initials: A
authors.lastname: Söylemez
authors.forename: Pelin
authors.initials: P
authors.lastname: Koparir
authors.forename: Mustafa
authors.initials: M
authors.lastname: Karatepe
authors.forename: Sevgi Durna
authors.initials: SD
authors.lastname: Dastan
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000975:Antioxidants / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001231:Aspergillus flavus / Q000187:drug effects; D001232:Aspergillus fumigatus / Q000187:drug effects; D001713:Biphenyl Compounds / Q000378:metabolism; D004305:Dose-Response Relationship, Drug; D004926:Escherichia coli / Q000187:drug effects; D016166:Free Radical Scavengers / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D008956:Models, Chemical; D015394:Molecular Structure; D010084:Oxidation-Reduction / Q000187:drug effects; D010407:Penicillium / Q000187:drug effects; D010851:Picrates / Q000378:metabolism; D013211:Staphylococcus aureus / Q000187:drug effects; D013871:Thiones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D014249:Trichophyton / Q000187:drug effects
chemical_list: D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D000975:Antioxidants; D001713:Biphenyl Compounds; D016166:Free Radical Scavengers; D010851:Picrates; D013871:Thiones; D014230:Triazoles; C045575:1,2,4-triazole; C004931:1,1-diphenyl-2-picrylhydrazyl