Synthesis and biological properties of novel 1-methyl-2-(2-(prop-2-yn-1-yloxy)benzylidene) hydrazine analogues


Kıvrak A., Yılmaz C., Konuş M., KOCA H., Aydemir S., OAGAZ J. A.

TURKISH JOURNAL OF CHEMISTRY, vol.42, no.2, pp.306-316, 2018 (Peer-Reviewed Journal) identifier identifier

  • Publication Type: Article / Article
  • Volume: 42 Issue: 2
  • Publication Date: 2018
  • Doi Number: 10.3906/kim-1701-42
  • Journal Name: TURKISH JOURNAL OF CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded, Scopus, TR DİZİN (ULAKBİM)
  • Page Numbers: pp.306-316
  • Keywords: Hydrazines, hydrazones, ABTS, antioxidant capacities, biological properties, IN-VITRO, ANTIMICROBIAL EVALUATION, ANTITUBERCULAR ACTIVITY, ANTIOXIDANT CAPACITY, FREE-RADICALS, DERIVATIVES, AGENTS, ALLYLATION, ANTICANCER, HYDRAZONES

Abstract

1-Methyl-2-(2-(prop-2-yn-1-yloxy)benzylidene)hydrazine analogues were readily prepared in good yields by the reaction of 2-(prop-2-yn-1-yloxy)benzaldehydes and methyl hydrazine. The reaction tolerates a variety of substituents on the 2-hydroxybenzaldehyde to form nitro-, halo-, methoxy-, and naphthyl-substituted 1-methyl-2-(2-(prop-2-yn-1-yloxy)benzylidene)hydrazines. The in vitro antioxidant capacity measurements revealed that among all the analyzed hydrazine analogues that surpassed the Trolox standard, 1-(2-(but-3-ynyl)-5-nitrobenzylidene)-2-methylhydrazine had the maximum value, which was approximately 1.7 times that of Trolox.