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Organic Nitrates II [1] . Synthesis and Biological Activities of 4‐Nitrooxymethylphenyl‐1,4‐dihydropyridines
Author(s) -
Lehmann Jochen,
Kahlich Rainer,
Gottesberge Christoph Meyer Zum,
Fricke Uwe
Publication year - 1997
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.19973300804
Subject(s) - nitrendipine , chemistry , inotrope , vasodilation , potency , biological activity , selectivity , chemical synthesis , coronary vasodilator , pharmacology , stereochemistry , in vitro , medicine , biochemistry , organic chemistry , calcium , catalysis
Both 2‐nitrooxymethyl‐4‐phenyl‐ ( 2 ) and 4‐nitrooxymethylphenyl‐1,4‐dihydropyridines ( 3 ) represent new combinations of two different vasodilating structures. 2 could not be isolated due to its spontaneous lactonization. Derivatives of 3 were obtained via Hantzsch synthesis using nitrooxymethylated benzaldehydes. The inotropic potency in isolated porcine trabecular muscles and the vasodilator activity in isolated porcine coronary arteries of four nitrooxyphenyl‐dihydropyridines were determined. Nitrendipine (NTD) and glyceryl trinitrate (GTN) were used for reference. 3 were negative inotropic, however, less than NTD and ‐ except for the dicyano derivative 3d ‐ more than GTN. Vasodilator properties were less pronounced than that of both nitrendipine and GTN. Vascular selectivity was low.