title: Design, synthesis and evaluation of dialkyl 4-(benzo[d][1,3]dioxol-6-yl)-1,4-dihydro-2,6-dimethyl-1-substituted pyridine-3,5-dicarboxylates as potential anticonvulsants and their molecular properties prediction.
abstract: The present study is on the development of dialkyl 4-(benzo[d][1,3]dioxol-6-yl)-1,4-dihydro-2,6-dimethyl-1-substituted pyridine-3,5-dicarboxylate derivatives as isosteric analogues of isradipine and nifedipine, by the replacement of benzofurazanyl and 2-nitrophenyl groups respectively with benzo[d][1,3]dioxo-6-yl group, as potential anticonvulsants. Fivfteen new derivatives (8a-8o) were synthesized and tested for anticonvulsant activity using maximal electroshock and subcutaneous pentylenetetrazole induced seizure methods. Compound 8f possessing free NH group in 1,4-dihydropyridine ring, diethyl ester functionality at the positions 3 and 5 showed significant anticonvulsant and antioxidant activities. This was also supported by molecular properties prediction data. Selected compounds were evaluated for antinociceptive activity in capsaicin induced nociception assay at 10 mg/kg body weight, but displayed no significant activity at the tested dose.
authors.affiliation: Institute of Pharmaceutical Technology, Sri Padmavati Mahila Visvavidyalayam, Tirupati 517502, Andhra Pradesh, India. prasanthi.gummalla@yahoo.com
authors.forename: G
authors.initials: G
authors.lastname: Prasanthi
authors.forename: K V S R G
authors.initials: KV
authors.lastname: Prasad
authors.forename: K
authors.initials: K
authors.lastname: Bharathi
mesh_terms: D000042:Absorption; D000700:Analgesics / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology* / Q000633:toxicity; D000818:Animals; D000927:Anticonvulsants / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology* / Q000633:toxicity; D000975:Antioxidants / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology* / Q000633:toxicity; D060326:Chemistry Techniques, Synthetic; D015195:Drug Design; D008297:Male; D051379:Mice; D011725:Pyridines / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology* / Q000633:toxicity; D051381:Rats
chemical_list: D000700:Analgesics; D000927:Anticonvulsants; D000975:Antioxidants; D011725:Pyridines
keywords: 1,4-Dihydropyridine; Anticonvulsant activity; Antinociceptive activity; BNQLHFJUQIIXHT-UHFFFAOYSA-N; Benzo[d][1,3]dioxo-6-yl; Benzofurazanyl; MPQJJXRGOXYEOP-UHFFFAOYSA-N; QWUKZVHTUUICOM-UHFFFAOYSA-N