Inhibition of Adrenergic Function in the Treatment of Hypertension

Fröhlich, Edward D.

doi:10.1001/archinte.1974.00320180151013

Cited by 21 publications

(2 citation statements)

References 170 publications

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“…N,2-Dihydroxy-5-[ 1-hydroxy-%-[ (1-methylethy1)aminolethyllbenzamide (26). Some insoluble gummy hydrochloride was separated, and the aqueous acidic solution was neutralized with NaHC03 and extracted with EtOAc.…”

Section: -Hydroxy-5-[[n-(l-methyl-3-phenylpropyl)-n-(phenylmethyl)ammentioning

confidence: 99%

“…JV,2-Dihydroxy-5-[l-hydroxy-2-[(l-methylethyl)amino]ethyl]benzamide (26). A solution of methyl 5-[l-hydroxy-2-[iV-(l-methylethyl)-JV-(phenylmethyl)amino]ethyl]-2-(phenylmethoxy)benzoate hydrochloride1 (73; 4 g, 0.008 mol) in MeOH (30 mL) was added to a solution of NH2OH (from 32.6 g of NH2OH*HCl and 11 g of Na in MeOH) (300 mL).…”

Section: -Hydroxy-5-[[lv-(l-methyl-3-phenylpropyl)jv-(phenylmethyl)am...mentioning

confidence: 99%

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Arylethanolamines derived from salicylamide with .alpha.- and .beta.-adrenoceptor blocking activities. Preparation of labetalol, its enantiomers and related salicylamides

Clifton¹,

Collins²,

Hallett³

et al. 1982

J. Med. Chem.

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A series of phenethanolamines (3) based on salicylamide has been prepared and shown to possess beta-adrenergic blocking properties. When the basic nitrogen atom was substituted by some aralkyl groups, the compounds also blocked alpha-adrenoceptors. The 1-methyl-3-phenylpropyl derivative labetalol (34) is antihypertensive in animals and man, and syntheses of its four stereoisomers are described. The enantiomer 90 with the R configuration at both asymmetric centers possessed most of the beta-blocking activity but little alpha-blocking activity. That with the S configuration at the alcoholic carbon and the R configuration on the amino substituent, 89, is predominantly an alpha-adrenoceptor blocking agent.

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Section: -Hydroxy-5-[[n-(l-methyl-3-phenylpropyl)-n-(phenylmethyl)ammentioning

confidence: 99%

Section: -Hydroxy-5-[[lv-(l-methyl-3-phenylpropyl)jv-(phenylmethyl)am...mentioning

confidence: 99%