10075. Xibenolol

Nomenclature

CAS number: 81584-06-7
1-[(1,1-Dimethylethyl)amino]-3-(2,3-dimethylphenoxy)-2-propanol; 3-(tert-butylamino)-3-(2′,3′-dimethylphenoxy)-2-propanol; (±)-1-(tert-butylamino)-3-(2,3-xylyloxy)-2-propanol.
C15H25NO2; mol wt 251.36.
C 71.67%, H 10.02%, N 5.57%, O 12.73%.

Description and references

Non-selective β-adrenergic blocker. Prepn: W. Kunz et al., DE 1236523 (1967 to Sanol-Arzneimittel), C.A. 67, 64046k (1967); K. Tsukamoto et al., US 4018824 (1977 to Teikoku Hormone). Pharmacology in dogs: N. Himori et al., Arch. Int. Pharmacodyn. 220, 4 (1976); eidem, Arch. Pharmacol. 316, 19 (1986). Metabolism in animals: S. Honma, A. Kambekawa, Chem. Pharm. Bull. 23, 1045 (1975). Stereoselective metabolism and pharmacokinetics in man: S. Honma et al., ibid. 33, 760 (1985). Toxicology: T. Usui et al., Yakuri to Chiryo 12, Suppl. 6, 969, 987 (1984); C.A. 102, 125280x, 125281y (1985).

Chemical structure

Properties

Crystals from ether, mp 57°. bp0.7mm 134-136°. uv max (ethanol): 271.2, 274, 279.3 nm (ε 1.08×103, 1.07×103, 1.11×103).

Derivative

Hydrochloride.

Nomenclature

CAS number: 59708-57-5
D-32; Selapin (Teikoku Zoki); Rhythminal (Teikoku Zoki).
C15H25NO2.HCl; mol wt 287.83.
C 62.59%, H 9.10%, N 4.87%, O 11.12%, Cl 12.32%.

Properties

mp 135-137°.

Therapeutic Category

Antiarrhythmic.

Keywords

β-Adrenergic Blocker; Antiarrhythmic