Synthesis and Myorelaxant Activity of Fused 1,4‐Dihydropyridines on Isolated Rabbit Gastric Fundus
- 13 August 2012
- journal article
- research article
- Published by Wiley in Drug Development Research
- Vol. 73 (6) , 332-342
Abstract
Strategy, Management and Health Policy Preclinical Research In the present study, 25 novel condensed 1,4‐dihydropyridine (DHP) derivatives bearing cyclopentane, cyclohexane, or tetrahydrothiopene ring with a bulky and lipophilic moiety (3‐pyridylmethyl) in the ester group were synthesized via a modified Hantzsch reaction, and their calcium channel modulator activities were assayed on isolated rabbit gastric fundus smooth muscle strips. To evaluate the myorelaxant effects of the compounds, the maximum relaxant response (Emax) and pD 2 values were calculated. The results indicated that all compounds produced concentration‐dependent relaxation and the introduction of five‐ or six‐membered rings to the DHP nucleus and 3‐pyridiylmethyl moiety to the ester group led to potent calcium antagonists.Keywords
This publication has 18 references indexed in Scilit:
- Synthesis and Calcium Modulatory Activity of 3‐Alkyloxy‐ carbonyl‐4‐(disubstituted)aryl‐5‐oxo‐1,4,5,6,7,8‐hexa‐hydroquinoline DerivativesArchiv der Pharmazie, 2007
- Dihydropyridine Derivatives to Overcome Atypical Multidrug Resistance: Design, Synthesis, QSAR Studies, and Evaluation of Their Cytotoxic and Pharmacological ActivitiesChemical Biology & Drug Design, 2007
- A short history of voltage‐gated calcium channelsBritish Journal of Pharmacology, 2006
- A Convenient Multigram Scale Synthesis of Tetrahydrothiophene‐3‐one‐1,1‐dioxideSynthetic Communications, 2004
- New potential calcium channel modulators: design and synthesis of compounds containing two pyridine, pyrimidine, pyridone, quinoline and acridine units under microwave irradiationBioorganic & Medicinal Chemistry Letters, 2004
- Asymmetric N-(3,3-diphenylpropyl)aminoalkyl esters of 4-aryl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acids with antihypertensive activityEuropean Journal of Medicinal Chemistry, 1998
- 5‐Oxo‐1,4‐dihydroindenopyridines: Calcium modulators with partial calcium agonistic activityJournal of Heterocyclic Chemistry, 1990
- 1,4-Dihydropyridine antagonist activities at the calcium channel: a quantitative structure-activity relationship approachJournal of Medicinal Chemistry, 1988
- Receptor pharmacology of calcium entry blocking agentsThe American Journal of Cardiology, 1987
- Stereoselectivity of a potent calcium antagonist, 1-benzyl-3-pyrrolidinyl methyl 2,6-dimethyl-4-(m-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylateJournal of Medicinal Chemistry, 1986