Literature DB >> 3968690

3,4-Diphenyl-1H-pyrazole-1-propanamine antidepressants.

D M Bailey, P E Hansen, A G Hlavac, E R Baizman, J Pearl, A F DeFelice, M E Feigenson.   

Abstract

A small series of compounds is described in which a narrow SAR has identified N,N-dimethyl-3,4-diphenyl-1H-pyrazole-1-propanamine, 3, as a potential antidepressant with reduced side effects. The isomeric N,N-dimethyl-4,5-diphenyl-1H-pyrazole-1-propanamine was completely inactive in the primary antidepressant screens. Compounds were synthesized by Michael addition of acrylonitrile to diphenylpyrazole followed by reductive alkylation of the resultant diphenylpyrazolepropionitriles. Compound 3 was equipotent with imipramine in standard antidepressant assays in animals but showed no significant anticholinergic action and did not antagonize the antihypertensive effects of clonidine and guanethidine.

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Year:  1985        PMID: 3968690     DOI: 10.1021/jm00380a020

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  8 in total

1.  Catalyst-free, one-pot, three-component synthesis of 5-amino-1,3-aryl-₁Η-pyrazole-4-carbonitriles in green media.

Authors:  Alireza Hasaninejad; Somayeh Firoozi
Journal:  Mol Divers       Date:  2013-04-27       Impact factor: 2.943

2.  Crystal structure of (E)-4-{[2-(2,4-di-nitro-phen-yl)hydrazin-1-yl-idene]meth-yl}-3-methyl-1-phenyl-5-(1H-pyrrol-1-yl)-1H-pyrazole.

Authors:  Joel T Mague; Shaaban K Mohamed; Mehmet Akkurt; Hussein M S El-Kashef; Mustafa R Albayati
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2014-11-08

3.  Solvent and Copper Ion-Induced Synthesis of Pyridyl-Pyrazole-3-One Derivatives: Crystal Structure, Cytotoxicity.

Authors:  Qiu Ping Huang; Shao Nan Zhang; Shu Hua Zhang; Kai Wang; Yu Xiao
Journal:  Molecules       Date:  2017-10-25       Impact factor: 4.411

4.  Synthesis of novel Schiff bases using 2-Amino-5-(3-fluoro-4-methoxyphenyl)thiophene-3-carbonitrile and 1,3-Disubstituted pyrazole-4-carboxaldehydes derivatives and their antimicrobial activity.

Authors:  Divyaraj Puthran; Boja Poojary; Nikil Purushotham; Nandam Harikrishna; Soukhyarani Gopal Nayak; Vinuta Kamat
Journal:  Heliyon       Date:  2019-08-26

5.  Highly efficient catalyst-free domino conjugate addition, decarboxylation and esterification/amidation of coumarin carboxylic acid/esters with pyrazolones: a green chemistry approach.

Authors:  Shanta Raj Lakshmi; Vipin Singh; L Raju Chowhan
Journal:  RSC Adv       Date:  2020-04-06       Impact factor: 4.036

6.  Meglumine-Promoted Eco-Compatible Pseudo-Three-Component Reaction for the Synthesis of 1,1-Dihomoarylmethane Scaffolds and Their Green Credentials.

Authors:  Manan S Patel; Jaydeepkumar N Parekh; Dipakkumar D Chudasama; Harsh C Patel; Priyanka Dalwadi; Anju Kunjadiya; Vaibhav Bhatt; Kesur R Ram
Journal:  ACS Omega       Date:  2022-08-18

7.  Visible Light-Promoted Green and Sustainable Approach for One-Pot Synthesis of 4,4'-(Arylmethylene)bis(1H-pyrazol-5-ols), In Vitro Anticancer Activity, and Molecular Docking with Covid-19 Mpro.

Authors:  Anamika Gupta; Safia Iqbal; Mohd Kamil Hussain; Mohd Rehan Zaheer; Krapa Shankar
Journal:  ACS Omega       Date:  2022-09-14

8.  Successful Dendrimer and Liposome-Based Strategies to Solubilize an Antiproliferative Pyrazole Otherwise Not Clinically Applicable.

Authors:  Silvana Alfei; Andrea Spallarossa; Matteo Lusardi; Guendalina Zuccari
Journal:  Nanomaterials (Basel)       Date:  2022-01-11       Impact factor: 5.076

  8 in total

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