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Synthesis and renal vasodilator activity of 2-chlorodopamine and N-substituted derivatives.

Abstract：

:A four-step synthesis of 2-chlorodopamine (2b) is presented as well as methods for the syntheses of the N-methyl, ethyl, and n-propyl analogues (2c-e). Compounds 2b and 2c were essentially equipotent to dopamine for increasing renal blood flow in anesthetized dogs that had been treated with the alpha-adrenergic antagonist phenoxybenzamine. The increases in renal blood flow were blocked by the DA1 antagonist (R)-(+)-8-chloro-2,3,4,5-tetrahydro-3-methyl-5-phenyl-1H-3-benzazepine. Compounds 2d and 2e were significantly less potent than dopamine in the same model; the increases in renal blood flow were attenuated by propranolol and blocked by a combination of propranolol and (R)-(+)-8-chloro-2,3,4,5-tetrahydro-3-methyl-5-phenyl-1H-3-benzazepine. The significance of an o-chloro substituent on dopamine analogues for the activation of the DA1 receptor is briefly discussed.

journal_name

J Med Chem

journal_title

Journal of medicinal chemistry

authors

McCarthy JR,McCowan J,Zimmerman MB,Wenger MA,Emmert LW

doi

10.1021/jm00159a005

subject

Has Abstract

pub_date

1986-09-01 00:00:00

pages

1586-90

issue

9

eissn

0022-2623

issn

1520-4804

journal_volume

29

pub_type

杂志文章

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