75615-53-1Relevant academic research and scientific papers
TREATMENT OF HYPERTENSION
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, (2008/06/13)
Compositions containing (-)-5-{(R)-1-Hydroxy-2 (R)-1-methyl-3-phenylpropyl)amino!ethyl}salicylamide exhibit potent vasodilating β-adrenergic blocking properties and are useful for the treatment of hypertension.
Synthesis and Comparison of Some Cardiovascular Properties of the Stereoisomers of Labetalol
Gold, Elijah H.,Chang, Wei,Cohen, Marvin,Baum, Thomas,Ehrreich, Steward,et al.
, p. 1363 - 1370 (2007/10/02)
A useful method for the separation of labetalol into its two racemic diastereomers, as well as a stereoselective synthesis of its four stereoisomers, is described.The absolute stereochemistry of each isomer was determined by analysis of the CD spectra and confirmed by X-ray analysis.The α- and β1-adrenergic blocking properties, as well as the relative antihypertensive activities, have been measured in rats.The R,R isomer, 2a (SCH 19927), possesses virtually all of the β1-blocking activity elicited by labetalol and displays little α-blocking activity.In contrast, the S,R isomer, 3a, has most of the α-blocking activity.Of the four isomers, only 2a has antihypertensive potency comparable to that of labetalol.These findings, coupled with published data showing that labetalol possesses β-adrenergic mediated peripheral vasodilating activity deriving essentially from its R,R isomer, lead to the following conclusion: The antihypertensive activity of labetalol can be ascribed to at least three identified complementary mechanisms, β-adrenergic blockade, β-adrenergic mediated vasodilatation, and α-adrenergic blockade, whereas the antihypertensive activity of 2a derives from the first two mechanisms only.
