Synthesis and pharmacological activities of 3-(4-substituted phenyl)-1-phenyl-1H-pyrazole-4-carboxaldehyde and its aldimines derivatives

被引:0
作者
Shetty, S. C. [1 ]
Bhagat, V. C. [1 ]
机构
[1] Rajgad Dnyanpeeths Coll Pharm, Dept Pharmaceut Chem, Bhor 412206, India
关键词
substituted pyrazoles; aldimines derivatives; analgesic; anxiolytic;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new series of heterocyclic compounds were achieved by the synthesis of 3-(4-substituted phenyl)-1-phenyl-1H-pyrazole-4-carboxaldehyde (IIHv) was synthesized from 4-substituted acetophenone phenylhydrazone (I-Hv) by Vilsmeier-Haack reaction compound (IIHv), was further functionalized by condensation. The reaction with various substituted anilines in refluxed ethanol with trace of cone. acetic acid to give corresponding aldimines derivatives(IIII-xIi).The synthesized compounds were screened of in vivo analgesic and anxiolytic activities in mice by acetic acid induced writhing test, elevated plus maze and light & dark exploration test in mice. The compound IIIVII, IIIIX and IIIXII showed very good anxiolytic activity, while compound no. IIIvi, IIIvii and IIIx showed very good analgesic activity.
引用
收藏
页码:5037 / 5045
页数:9
相关论文
共 50 条
[41]   Synthesis and pharmacological evaluation of 1-(1-((substituted)methyl)-5-methyl-2-oxoindolin-3-ylidene)-4-(substituted pyridin-2-yl)thiosemicarbazide [J].
Muthukumar, Vijey Aanandhi ;
George, Shiny ;
Vaidhyalingam, Venkatachalam .
BIOLOGICAL & PHARMACEUTICAL BULLETIN, 2008, 31 (07) :1461-1464
[42]   4-Phenyl-4-[1H-imidazol-2-yl]-piperidine derivatives as non-peptidic selective δ-opioid agonists with potential anxiolytic/antidepressant properties.: Part 2 [J].
Trabanco, Andres A. ;
Aerts, Nancy ;
Alvarez, Rosa M. ;
Andres, Jose I. ;
Boeckx, Inge ;
Fernandez, Javier ;
Gomez, Antonio ;
Janssens, Frans E. ;
Leenaerts, Joseph E. ;
De Lucas, Ana I. ;
Matesanz, Encarna ;
Steckler, Thomas ;
Pullan, Shirley .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (14) :3860-3863
[43]   Design and Synthesis of 3,4-Dihydropyrrolo[2, 1-c][1, 4]oxazin-1-oneand its 7-Acyl Derivatives [J].
Yong En GUO Bin FU Ying Xiang LIU Department of Chemistry Peking University Beijing .
ChineseChemicalLetters, 2003, (10) :999-1001
[44]   New 1,2-diaryl-4-substituted-benzylidene-5-4H-imidazolone derivatives: Design, synthesis and biological evaluation as potential anti-inflammatory and analgesic agents [J].
Abdellatif, Khaled R. A. ;
Fadaly, Wael A. A. .
BIOORGANIC CHEMISTRY, 2017, 72 :123-129
[45]   Design and synthesis of novel 2-phenyl-5-(1,3-diphenyl-1H-pyrazol-4-yl)-1,3,4-oxadiazoles as selective COX-2 inhibitors with potent anti-inflammatory activity [J].
Bansal, Sumit ;
Bala, Manju ;
Suthar, Sharad Kumar ;
Choudhary, Shivani ;
Bhattacharya, Shoumyo ;
Bhardwaj, Varun ;
Singla, Sumit ;
Joseph, Alex .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2014, 80 :167-174
[46]   Synthesis of 1-(4-phenoxyphenyl)-3-[5-(substituted aryl)-1,3,4-oxadiazol-2-yl]propan-1-ones as safer anti-inflammatory and analgesic agents [J].
Husain, Asif ;
Ahmad, F. J. ;
Ajmal, Mohd ;
Ahuja, Priyanka .
JOURNAL OF THE SERBIAN CHEMICAL SOCIETY, 2008, 73 (8-9) :781-791
[47]   A new class of analgesic agents toward prostacyclin receptor inhibition: Synthesis, biological studies and QSAR analysis of 1-hydroxyl-2-substituted phenyl-4,4,5,5-tetramethylimidazolines [J].
Zhao, Ming ;
Li, Zheng ;
Peng, Li ;
Tang, Yu-Rong ;
Wang, Chao ;
Zhang, Ziding ;
Peng, Shiqi .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2008, 43 (05) :1048-1058
[48]   Development of 2-aryl substituted quinazolin-4(3H)-one, pyrido [4,3-d]pyrimidin-4(3H)-one and pyrido [4,3-d]pyrimidin-4(3H)-one derivatives as microsomal prostaglandin E2 synthase-1 inhibitors [J].
Banerjee, Abhisek ;
Pawar, Mahesh Y. ;
Patil, Sandip ;
Yadav, Pravin S. ;
Kadam, Pradip A. ;
Kattige, Vidya G. ;
Deshpande, Durga S. ;
Pednekar, Pallavi V. ;
Pisat, Monali K. ;
Gharat, Laxmikant A. .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2014, 24 (20) :4838-4844
[49]   Synthesis, characterization, and screening for analgesic and anti-inflammatory activities of new 1,3,4-oxadiazole derivatives linked to quinazolin-4-one ring [J].
Dhansay Dewangan ;
Vinay Sagar Verma ;
Kartik T. Nakhate ;
Dulal Krishna Tripathi ;
Pranita Kashyap ;
Hemant Dhongade .
Medicinal Chemistry Research, 2016, 25 :2143-2154
[50]   Synthesis, characterization, and screening for analgesic and anti-inflammatory activities of new 1,3,4-oxadiazole derivatives linked to quinazolin-4-one ring [J].
Dewangan, Dhansay ;
Verma, Vinay Sagar ;
Nakhate, Kartik T. ;
Tripathi, Dulal Krishna ;
Kashyap, Pranita ;
Dhongade, Hemant .
MEDICINAL CHEMISTRY RESEARCH, 2016, 25 (10) :2143-2154