SYNTHESIS OF SOME 3, 5- DIPHENYL -Delta(1) -PYRAZOLINE AND 5-(2''-FURYL)-Delta(1)-PYRAZOLINE DERIVATIVES AND THEIR SCREENING FOR ANTIDEPRESSANT AND ANTICONVULSANT ACTIVITY

被引:1
作者
Rahaman, Tajlur [1 ]
Khan, Asif [1 ]
Ahmed, Bahar [1 ]
机构
[1] Jamia Hamdard, Fac Pharm, Dept Pharmaceut Chem, New Delhi 62, India
来源
INTERNATIONAL JOURNAL OF PHARMACEUTICAL SCIENCES AND RESEARCH | 2014年 / 5卷 / 08期
关键词
Pyrazoline; Antidepressant; Anticonvulsant; Maximal Electroshock Seizure (MES); Porosolt's behavioral despair test;
D O I
10.13040/IJPSR.0975-8232.5(8).3226-34
中图分类号
R9 [药学];
学科分类号
1007 ;
摘要
Sixteen 1-(substituted) phenyl, 1-thiocarbamoyl -3-phenyl-5-(2'' -Furyl) / Phenyl-Delta(1) -pyrazoline derivatives were synthesized. The chemical structures were confirmed by IR, H-1 -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 (2(f)), 1-(2,4-dinitrophenyl)-3-(3'-hydroxy-phenyl)-5-(2''-methoxy phenyl)-4,5-di-hydro-1H-pyrazole (2(k)), 1-(2,4-dinitro phenyl)-3-(3' hydroxyl phenyl)-5-furyl -4,5-dihydro-1H-pyrazole (2(m)) 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(2(e)), 1-(2,4-dinitro phenyl) -3-(3' -nitro phenyl)-5-furyl-4, 5dihydro-1H-pyrazole(2(o)), and 3-(3' -nitro phenyl)-5-furyl-4,5-dihydro-1H-pyrazole-thiocarbamide (2(p)) had good protection against the Maximal Electroshock Seizure (M.E.S) at 20 mg kg(-1) dose levels. These compounds (2(f),2(k), 2(m), 2(e), 2(o), 2(p)) did not show any neurotoxicity in the Rotarod test at 20mg kg(-1) dose levels.
引用
收藏
页码:3226 / 3234
页数:9
相关论文
共 35 条
  • [1] Synthesis, spectral studies and antiamoebic activity of new 1-N-substituted thiocarbamoyl-3-phenyl-2-pyrazolines
    Abid, Mohammad
    Bhat, Abdul Roouf
    Athar, Fareeda
    Azam, Amir
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (01) : 417 - 425
  • [2] Synthesis and antimalarial evaluation of 1, 3, 5-trisubstituted pyrazolines
    Acharya, Badri Narayan
    Saraswat, Deepika
    Tiwari, Mugdha
    Shrivastava, Asish Kumar
    Ghorpade, Ramarao
    Bapna, Saroj
    Kaushik, Mahabir Parshad
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (02) : 430 - 438
  • [3] Design, synthesis and antimycobacterial evaluation of novel 3-substituted-N-aryl-6,7-dimethoxy-3a,4-dihydro-3H-indeno[1,2-c]pyrazole-2-carboxamide analogues
    Ahsan, Mohamed Jawed
    Samy, Jeyabalan Govinda
    Dutt, Kunduri Rajeswar
    Agrawal, Uttam K.
    Yadav, Bhawani Shankar
    Vyas, Swati
    Kaur, Ravinder
    Yadav, Garima
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2011, 21 (15) : 4451 - 4453
  • [4] Synthesis, structural activity relationship and anti-tubercular activity of novel pyrazoline derivatives
    Ali, Mohamed Ashraf
    Shaharyar, Mohammad
    Siddiqui, Anees Ahamed
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2007, 42 (02) : 268 - 275
  • [5] Studies on novel D-ring substituted steroidal pyrazolines as potential anticancer agents
    Banday, Abid H.
    Mir, Bilal P.
    Lone, Imtiyaz H.
    Suri, K. A.
    Kumar, H. M. Sampath
    [J]. STEROIDS, 2010, 75 (12) : 805 - 809
  • [6] Synthesis of some new 1,3,5-trisubstituted pyrazolines bearing benzene sulfonamide as anticancer and anti-inflammatory agents
    Bashir, Rafia
    Ovais, Syed
    Yaseen, Shafiya
    Hamid, Hinna
    Alam, M. S.
    Samim, Mohammad
    Singh, Surender
    Javed, Kalim
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2011, 21 (14) : 4301 - 4305
  • [7] Batulin YU, 1969, MECH ANTICONVULSANT, V70, p2236a
  • [8] Synthesis and inhibitory activity against human monoamine oxidase of N1-thiocarbamoyl-3,5-di(hetero)aryl-4,5-dihydro-(1H)-pyrazole derivatives
    Chimenti, Franco
    Carradori, Simone
    Secci, Daniela
    Bolasco, Adriana
    Bizzarri, Bruna
    Chimenti, Paola
    Granese, Arianna
    Yanez, Matilde
    Orallo, Francisco
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (02) : 800 - 804
  • [9] Synthesis of 2-amino-5-sulfanyl-1,3,4-thiadiazole derivatives and evaluation of their antidepressant and anxiolytic activity
    Clerici, F
    Pocar, D
    Guido, M
    Loche, A
    Perlini, V
    Brufani, M
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2001, 44 (06) : 931 - 936
  • [10] Synthesis, biological evaluation and molecular modeling study of pyrazole and pyrazoline derivatives as selective COX-2 inhibitors and anti-inflammatory agents. Part 2
    El-Sayed, Magda A. -A.
    Abdel-Aziz, Naglaa I.
    Abdel-Aziz, Alaa A. -M.
    El-Azab, Adel S.
    ElTahir, Kamal E. H.
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2012, 20 (10) : 3306 - 3316