Studies on agents with vasodilator and β-blocking activities. V. Synthesis and pharmacological activity of the optical isomers of TZC-5665

DOI: 10.1248/cpb.46.84

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 84 - 96 (1998)

Update date:2022-08-05

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Authors:

Seki, Toshimi

Kanada, Arihiro

Nakao, Tomio

Shiraiwa, Masahumi

Asano, Hajime

Miyazawa, Katuhiko

Ishimori, Tsutomu

Minami, Nobuyoshi

Shibata, Kenyu

Yasuda, Kikuo

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Article abstract of DOI:10.1248/cpb.46.84

Synthesis of the four optical isomers of TZC-5665 (1), a candidate for the treatment of congestive heart failure, was achieved by the reaction of chiral diaminopyridazinone (2) with chiral glycidyl ether (3). The hypotensive and β-blocking activities of 1 and its optical isomers were examined when given intravenously into anesthetized rats. Furthermore these compounds were evaluated for inhibitory activity on cAMP phosphodiesterase III. Among the four optical isomers, R(A),S(B)-one (1c) possessed the essential activities of TZC-5665 (1).

Full text of DOI:10.1248/cpb.46.84

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