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

KOPARIR M., Orek C., PARLAK A. E., Soylemez A., Koparir P., KARATEPE M., ...Daha Fazla

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, cilt.63, ss.340-346, 2013 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 63
  • Basım Tarihi: 2013
  • Doi Numarası: 10.1016/j.ejmech.2013.02.025
  • Dergi Adı: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.340-346
  • Anahtar Kelimeler: 4-Substituted-5-(2-thienyl)-2,4-dihydro-3H-1,2,4-triazole-3-thiones, Mannich bases, Biological activity, MANNICH-BASES, 1,2,4-TRIAZOLES, ANTICANCER, SCHIFF
  • Sivas Cumhuriyet Üniversitesi Adresli: Evet

Özet

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, C-13 and H-1 NMR) data and evaluated for biological activities. Some of the compounds were found to exhibit significant antimicrobial and antioxidant activity. (C) 2013 Elsevier Masson SAS. All rights reserved.