SYNTHESIS OF SOME 3, 5- DIPHENYL -∆1 –PYRAZOLINE AND 5-(2′′-FURYL)-∆1-PYRAZOLINE DERIVATIVES AND THEIR SCREENING FOR ANTIDEPRESSANT AND ANTICONVULSANT ACTIVITYAbstract
Sixteen 1-(substituted) phenyl, 1- thiocarbamoyl -3-phenyl-5-(2′′-Furyl) / Phenyl- ∆1-pyrazoline derivatives were synthesized. The chemical structures were confirmed by IR, H1 –NMR and analysis. The antidepressant activities of the compounds were investigated by Porosolt’s behavioral despair test on albino mice. 3-phenyl-5-(2′′-chlorophenyl)-4,5-dihydro-1H-pyrazole-carbothioamide (2f),1-(2,4-dinitrophenyl)-3-(3′-hydroxy-phenyl)-5-(2′′-methoxy phenyl)-4,5-di- hydro-1H-pyrazole (2k), 1-(2,4-dinitro phenyl)-3-(3′ -hydroxyl phenyl)-5-furyl – 4,5-dihydro-1H-pyrazole (2m) significantly reduced the duration of immobility times by 23.58-25.76% at 25mg kg-1 dose level using imipramine as standard reference. Anticonvulsant activities of the compounds were examined by Maximal Electroshock Seizure (MES) using Phenytoin as standard reference, and neurotoxicity were determined by Rotarod toxicity test on albino mice. 1-(2, 4-dinitrophenyl)-3-phenyl-5-(2′′chlorophenyl)-4,5-dihydro-1H-pyrazole(2e),1-(2,4-dinitro phenyl) -3-(3′ -nitro phenyl)-5-furyl- 4, 5- dihydro-1H-pyrazole(2o), and 3-(3′ -nitro phenyl)-5-furyl-4,5-dihydro-1H-pyrazole–thiocarbamide (2p) had good protection against the Maximal Electroshock Seizure (M.E.S) at 20 mg kg-1 dose levels. These compounds (2f 2k, 2m, 2e, 2o, 2p) did not show any neurotoxicity in the Rotarod test at 20mg kg-1 dose levels.
Tajlur Rahaman, Mohd. Asif Khan and Bahar Ahmed*
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Jamia Hamdard, Hamdard Nagar, New Delhi-62, India
07 February, 2014
11 April, 2014
26 May, 2014
01 August, 2014