Ulloora, S.Shabaraya, R.Ranganathan, R.Vasudeva Adhikari, A.V.2026-02-052013European Journal of Medicinal Chemistry, 2013, 70, , pp. 341-3492235234https://doi.org/10.1016/j.ejmech.2013.10.010https://idr.nitk.ac.in/handle/123456789/26854The present work involves design and synthesis of new substituted 1,4-dihydropyridin-4-yl-phenoxyacetohydrazones (4a-s, 5a-h), starting from 4-hydroxybenzaldehyde. The final compounds were screened for their in vivo anticonvulsant activity by MES, scPTZ and 6 Hz methods, while their anti-inflammatory screening was performed by Carrageenan induced Paw Edema method. The results indicated that compounds carrying electron donating groups are anticonvulsant active, while most of the tested compounds exhibited significant anti-inflammatory activity. Compounds 4k, l, 4p-s, and 5c showed rapid anti-inflammatory activity within 30 min and appeared as lead compounds. Further, Neurotoxicity study revealed that all the tested compounds are non-toxic up to 300 mg/kg doses. Selected compounds were also subjected to analgesic screening following Tail immersion method and they exhibited good activity. © 2013 Elsevier Masson SAS. All rights reserved.1,4 dihydropyridin 4 yl phenoxyacetohydrazone derivativeanticonvulsive agentantiinflammatory agentcarrageenandiethyl 4 [(n' (1h indol 3 yl)methylene) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatediethyl 4 [n' ((5 methylthiophen 2 yl)methylene) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatediethyl 4 [n' (1 (1h indol 3 yl)ethylidene) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatediethyl 4 [n' (1 (4 bromophenyl)ethylidene) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatediethyl 4 [n' (1 (4 fluorophenyl)ethylidene) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatediethyl 4 [n' (1 (4 nitrophenyl)ethylidene) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatediethyl 4 [n' (1 (thiophen 2 yl)ethylidene) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatediethyl 4 [n' (1 phenylethylidene) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 pyridine 3,5 dicarboxylatediethyl 4 [n' (2 hydroxy phenyl) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatediethyl 4 [n' (2,4 dihydroxy benzylidine) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatediethyl 4 [n' (3,4 dimethoxy benzylidine) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatediethyl 4 [n' (3,4,5 trimethoxybenzylidene) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatediethyl 4 [n' (4 bromo 2 hydroxybenzylidene) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatediethyl 4 [n' (4 bromo benzylidine) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatediethyl 4 [n' (4 chloro benzylidine) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatediethyl 4 [n' (4 dimethylamino benzylidine) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatediethyl 4 [n' (4 hydroxy 3 ethoxy benzylidine) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatediethyl 4 [n' (4 hydroxy 3 methoxy benzylidine] 2 phenoxyacetohydrazide 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatediethyl 4 [n' (4 hydroxy benzylidine) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatediethyl 4 [n' (4 methyl benzylidine) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatediethyl 4 [n' (4 nitro benzylidine) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatediethyl 4 [n' (pyridin 4 yl methylene) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatediethyl 4 [n' (thiophen 2 yl methylene) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatediethyl [n' 4 ((1 hydroxynaphthalen 2 yl)methylene) 2 phenoxyacetohydrazide] 2,6 dimethyl 1,4 dihydropyridine 3,5 dicarboxylatehydrazone derivativeunclassified drugunindexed druganticonvulsant activityantiinflammatory activityarticlecontrolled studydrug designdrug synthesisfemaleimmersionin vivo studymalemouseneurotoxicitynonhumanpaw edemaratAnalgesicAnti-inflammatoryAnticonvulsantDihydropyridineHydrazoneNeurotoxicityAnimalsAnti-Inflammatory Agents, Non-SteroidalAnticonvulsantsCarrageenanDisease Models, AnimalDose-Response Relationship, DrugEdemaElectroshockFemaleHydrazonesMaleMiceMolecular StructurePyridinesRatsRats, WistarSeizuresSynthesis, anticonvulsant and anti-inflammatory studies of new 1,4-dihydropyridin-4-yl-phenoxyacetohydrazones