Ring-hydroxylated propranolol: synthesis and. beta.-receptor antagonist and vasodilating activities of the seven isomers

JE Oatis Jr, MP Russell, DR Knapp…

Index: Oatis Jr.; Russell; Knapp; Walle Journal of Medicinal Chemistry, 1981 , vol. 24, # 3 p. 309 - 314

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Citation Number: 70

Abstract

Chemistry. 2 '-Hydroxy-, 4'-Hydroxy-, 5 '-Hydroxy-, 6'-Hydroxy-, and 7'-Hydroxypropranolol (la, cf). Five of the isomers of hydroxypropranolol were prepared from the corresponding methoxynaphthols (h, cf) by the route shown in Scheme I. Compound 2a was prepared from 2-methoxy-1-naphthaldehyde (5, Scheme 11) via a Baeyer-Villigerl'rearrangement using m- chloroperbenzoic acid to form 6, which upon hydrolysis with aqueous sodium hydroxide ...

Covalent binding of a reactive metabolite derived from propr...

[Narimatsu, Shizuo; Arai, Takayuki; Watanabe, Toshiyuki; Masubuchi, Yasuhiro; Horie, Toshiharu; Suzuki, Tokuji; Ishikawa, Tsutomu; Tsutsui, Michio; Kumagai, Yoshito; Cho, Arthur K. Chemical Research in Toxicology, 1997 , vol. 10, # 3 p. 289 - 295]

A new standardized electrochemical array for drug metabolic ...

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. beta.-Adrenergic blocking agents. II. Propranolol and rela...

[Crowther,A.F.; Smith,L.H. Journal of Medicinal Chemistry, 1968 , vol. 11, # 5 p. 1009 - 1013]

Product inhibition and dose??dependent bioavailability of pr...

[Ghabrial; Nand; Stead; Smallwood; Morgan Journal of Pharmaceutical Sciences, 1994 , vol. 83, # 7 p. 931 - 936]