Lipophilic 2-(4-chlorophenyl)-4-thiazolyl-1,4-dihydropyridines: synthesis, calcium channel antagonist activity, and protection against pentylenetetrazole-induced seizure

Medicinal Chemistry Research
2009.0

Abstract

A series of alkyl, cycloalkyl, and aryl esters of nifedipine in which the o-nitrophenyl group at position 4 is replaced by 2-(4-chlorophenyl)-4-thiazolyl substituent were synthesized and evaluated for their calcium channel antagonist activities using isolated ileum of guinea pig. The anticonvulsant activity of test drugs was also assessed in pentylenetetrazole (PTZ)-induced seizure in male Naval Medical Research Institute (NMRI) mice model. The results showed that although all compounds were at least 100 times less active than the reference drug nifedipine in terms of calcium channel antagonist activity, nevertheless all compounds showed considerable anticonvulsant activity.

Knowledge Graph

Similar Paper

Lipophilic 2-(4-chlorophenyl)-4-thiazolyl-1,4-dihydropyridines: synthesis, calcium channel antagonist activity, and protection against pentylenetetrazole-induced seizure
Medicinal Chemistry Research 2009.0
Molecular modeling and protection against pentylenetetrazole-induced seizure of new 1,4-dihydropyridines containing 5(4)-imidazolyl substituent
Medicinal Chemistry Research 2012.0
Condensed 1,4-dihydropyridines with various esters and their calcium channel antagonist activities
European Journal of Medicinal Chemistry 2009.0
N’-[(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)methylene] 2/4-substituted hydrazides: Synthesis and anticonvulsant activity
European Journal of Medicinal Chemistry 2010.0
Synthesis and biological activity of novel calcium channel blockers: 2,5-dihydro-4-methyl-2-phenyl-1,5-benzothiazepine-3-carboxylic acid esters and 2,5-dihydro-4-methyl-2-phenyl-1,5-benzodiazepine-3-carboxylic acid esters
Journal of Medicinal Chemistry 1987.0
Substituted 1,3,4-thiadiazoles with anticonvulsant activity. 2. Aminoalkyl derivatives
Journal of Medicinal Chemistry 1986.0
Synthesis, anticonvulsant activity and molecular properties prediction of dialkyl 1-(di(ethoxycarbonyl)methyl)-2,6-dimethyl-4-substituted-1,4-dihydropyridine-3,5-dicarboxylates
European Journal of Medicinal Chemistry 2014.0
Synthesis of a New Series of 4-Aryl-1,4-Dihydropyridines with Calcium Channel Blocking and Vasodilatory Activity
Medicinal Chemistry Research 2012.0
Synthesis and preliminary evaluation of some substituted coumarins as anticonvulsant agents
Bioorganic & Medicinal Chemistry 2008.0
Anticonvulsant activity of piperidinol and (dialkylamino)alkanol esters
Journal of Medicinal Chemistry 1986.0