1467. Bucumolol

Nomenclature

CAS number: 58409-59-9
8-[3-[(1,1-Dimethylethyl)amino]-2-hydroxypropoxy]-5-methyl-2H-1-benzopyran-2-one; (±)-8-[3-(t-butylamino)-2-hydroxypropoxy]-5-methylcoumarin; dl-8-(2-hydroxy-3-tert-butylaminopropoxy)coumarin.
C17H23NO4; mol wt 305.37.
C 66.86%, H 7.59%, N 4.59%, O 20.96%.

Description and references

β-Adrenergic blocker. Prepn: Y. Sato et al., DE 2021958; eidem, US 3663570 (1970, 1972 both to Sankyo); eidem, Chem. Pharm. Bull. 20, 905 (1972). Pharmacology: T. Oshima et al., Jpn. J. Pharmacol. 23, 497 (1973). Metabolic studies: R. Hayashi et al., Chem. Pharm. Bull. 23, 1173 (1975). Antiarrhythmic activity in dogs: K. Nakayama et al., Jpn. J. Pharmacol. 29, 935 (1979). Early clinical study: H. Kishida et al., Rinsho Yakuri 11, 99 (1980), C.A. 93, 107380w (1980).

Chemical structure

Derivative

Hydrochloride.

Nomenclature

CAS number: 36556-75-9
CS-359; Bucumarol (Sankyo).
C17H23NO4.HCl; mol wt 341.83.
C 59.73%, H 7.08%, N 4.10%, O 18.72%, Cl 10.37%.

Properties

Colorless crystals from isopropanol, mp 226-228° (dec). LD50 in male, female mice (mg/kg): 676, 692 orally; 33.1, 31.6 i.v. (Oshima).

Therapeutic Category

Antianginal, antiarrhythmic.

Keywords

β-Adrenergic Blocker; Antianginal; Antiarrhythmic