The design of (−)-( S)-2-nitrooxyethyl 1,4-dihydro-2,6-dimethyl-3-nitro-4-(2-trifluoromethylphenyl)Pyridine-5-carboxylate: A cardioselective positive inotropic derivative of bay K 8644

• Published in: Bioorganic & medicinal chemistry letters Vol. 9; no. 17; pp. 2613 - 2614
• Main Authors: Shan, Rudong, Knaus, Edward E.
• Format: Journal Article
• Language: English
• Published: England Elsevier Ltd 06.09.1999
• Subjects: 3-Pyridinecarboxylic acid, 1,4-dihydro-2,6-dimethyl-5-nitro-4-(2-(trifluoromethyl)phenyl)-, Methyl ester - analogs & derivatives; Calcium Channel Agonists - chemical synthesis; Calcium Channel Agonists - pharmacology; Heart - drug effects; Muscle, Smooth - drug effects; Muscle, Smooth - physiology; Myocardial Contraction - drug effects; Nicotinic Acids - chemical synthesis; Nicotinic Acids - pharmacology; Nitric Oxide - metabolism
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/S0960-894X(99)00445-X

The title compound, (−)-( S)- 9, is a novel cardioselective calcium channel modulator that exhibits a calcium channel agonist effect on heart, a weak calcium channel antagonist effect on smooth muscle, and releases nitric oxide in vitro. (−)-( S)- 9 is a useful lead-compound for the design of positive inotropic agents to treat congestive heart failure, and to study the structure-function relationship of calcium channel modulation.