Synthesis and antibacterial activity of 4-benzoyl-1-(4-carboxy-phenyl)-5-phenyl-1H-pyrazole-3-carboxylic acid and derivatives


Bildirici İ., ŞENER A., ATALAN E., Battal A., Genç H.

MEDICINAL CHEMISTRY RESEARCH, vol.18, no.5, pp.327-340, 2009 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 18 Issue: 5
  • Publication Date: 2009
  • Doi Number: 10.1007/s00044-008-9130-3
  • Journal Name: MEDICINAL CHEMISTRY RESEARCH
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.327-340
  • Keywords: Pyrazole, Hydrazono-pyridazine, Pyrazolo[3,4-d]pyridazine, Antibacterial activity, CYCLIC OXALYL COMPOUNDS, PYRAZOLE-RELATED NUCLEOSIDES, ANTIMICROBIAL ACTIVITY, BIOLOGICAL-ACTIVITY, ANTITUMOR-ACTIVITY, HETEROCYCLES, RESISTANCE
  • Van Yüzüncü Yıl University Affiliated: Yes

Abstract

A new 1H-pyrazole-3-carboxylic acid 2, along with hydrazono-pyridazinone 3, a by-product, and its derivatives 4-7 were synthesized and the structures confirmed by infrared (IR) and H-1 and C-13 nuclear magnetic resonance (NMR) data. These new compounds were evaluated for their antibacterial activities against Gram-positive and Gram-negative bacteria using the tube dilution method. The minimal inhibitory concentrations (MICs) experiments revealed that most compounds exerted inhibitor effects against Klebsiella pneumonia, Escherichia coli, Bacillus subtilus, and Xanthomonas compestris test microorganisms. Moreover, the results showed that the pyrazolo[3,4-d]pyridazine compounds were the best compounds of the series, exhibiting antibacterial activity against both Gram-positive and Gram-negative bacteria.