7700. Practolol

Nomenclature

CAS number: 6673-35-4
N-[4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]phenyl]acetamide; 4′-[2-hydroxy-3-(isopropylamino)propoxy]acetanilide; 1-(4-acetamidophenoxy)-3-isopropylamino-2-propanol; AY-21011; ICI-50172; Dalzic (Zeneca); Eraldin (Zeneca).
C14H22N2O3; mol wt 266.34.
C 63.13%, H 8.33%, N 10.52%, O 18.02%.

Description and references

β-Adrenergic blocker. Prepn: Howe, Smith, NL 6512676; eidem, US 3408387 (1966, 1968, to I.C.I.). Synthesis of R(+)-form: Danilewicz, Kemp, J. Med. Chem. 16, 168 (1973). Pharmacological studies: Dunlop, Shanks, Br. J. Pharmacol. Chemother. 32, 201 (1968); Barrett, Postgrad. Med. J. Suppl. 47, 7 (1971). Metabolic studies: Scales, Cosgrove, J. Pharmacol. Exp. Ther. 175, 338 (1970).

Chemical structure

Properties

mp 134-136° (BuOAc). Sol in warm isopropanol.

Derivative

Hydrochloride monohydrate.

Properties

mp 140-142°.

Derivative

R(+)-Form.

Properties

Crystals from dioxane, mp 130-131.5°. [α]25365 +4.3°, [α]25578 +3.5° (ethanol).

Derivative

R(+)-Hydrochloride.

Properties

[α]25436+26.0°, [α]25578 +14.0°.

Therapeutic Category

Antiarrhythmic.

Keywords

β-Adrenergic Blocker; Antiarrhythmic