7790. Pronethalol

Nomenclature

CAS number: 54-80-8
α-[[(1-Methylethyl)amino]methyl]-2-naphthalenemethanol; α-[(isopropylamino)methyl]-2-naphthalenemethanol; [2-hydroxy-2-(2-naphthyl)ethyl]isopropylamine; 2-isopropylamino-1-(2-naphthyl)ethanol; 1-(2′-naphthyl)-2-isopropylaminoethanol; nethalide.
C15H19NO; mol wt 229.32.
C 78.56%, H 8.35%, N 6.11%, O 6.98%.

Description and references

β-Adrenergic blocker. Prepd by reduction of 2-naphthacyl bromide with NaBH4 followed by reaction with isopropylamine: Stephenson, GB 909357 (1962 to ICI). Pharmacology: Black et al., Br. J. Pharmacol. Chemother. 25, 577 (1965). Carcinogenicity in mice: R. Howe, Nature 207, 594 (1965). Metabolism: W. G. Stillwell, M. G. Horning, Res. Commun. Chem. Pathol. Pharmacol. 9, 601 (1974).

Chemical structure

Properties

Crystals, mp 108°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 51-02-5
ICI-38174; Alderlin (Zeneca).
C15H19NO.HCl; mol wt 265.78.
C 67.79%, H 7.58%, N 5.27%, O 6.02%, Cl 13.34%.

Properties

Crystals, mp 184°. LD50 in mice (mg/kg): 512 orally, 46 i.v. (Black).

Therapeutic Category

Antianginal; antiarrhythmic; antihypertensive.

Keywords

β-Adrenergic Blocker; Antianginal; Antiarrhythmic; Antihypertensive; Arylethanolamine Derivatives