Synthesis and Evaluation of Human Monoamine Oxidase Inhibitory Activities of Some 3,5-Diaryl-N-substituted-4,5-dihydro-1H-pyrazole-1-carbothioamide Derivatives


Senturk K., Tan O. U. , Ciftci S. Y. , UÇAR G. , PALASKA E.

ARCHIV DER PHARMAZIE, cilt.345, ss.695-702, 2012 (SCI İndekslerine Giren Dergi) identifier identifier identifier

  • Cilt numarası: 345 Konu: 9
  • Basım Tarihi: 2012
  • Doi Numarası: 10.1002/ardp.201100448
  • Dergi Adı: ARCHIV DER PHARMAZIE
  • Sayfa Sayıları: ss.695-702

Özet

Sixteen 3-aryl-5-(4-fluorophenyl)-N-substituted-4,5-dihydro-1H-pyrazole-1-carbothioamide derivatives were synthesized and their structure were identified by UV, IR, 1H NMR, mass spectra, and microanalyses. The compounds were evaluated in vitro for their human monoamine oxidase (hMAO) inhibitory activities and their MAO-A and -B selectivity. All the compounds were found to potently inhibit MAO-A isoforms. 5-(4-Fluorophenyl)-3-(4-methoxyphenyl)-N-methyl-4,5-dihydro-1H-pyrazole-1-carbothioamide (1.0?x?10-3?mu M) was found to inhibit hMAO-A most selectively and potently. The binding mode of 5-(4-fluorophenyl)-3-(4-methoxyphenyl)-N-methyl-4,5-dihydro-1H-pyrazole-1-carbothioamide to hMAO-A was also predicted using docking studies.