1295. Bisoprolol

Nomenclature

CAS number: 66722-44-9
1-[4-[[2-(1-Methylethoxy)ethoxy]methyl]phenoxy]-3-[(1-methylethyl)amino]-2-propanol; (±)-1-[[α-(2-isopropoxyethoxy)-p-tolyl]oxy]-3-(isopropylamino)-2-propanol; (±)-1-[p-(2-isopropoxyethoxymethyl)phenoxy]-3-(isopropylamino)-2-propanol; EMD-33512.
C18H31NO4; mol wt 325.44.
C 66.43%, H 9.60%, N 4.30%, O 19.66%.

Description and references

Cardioselective β1-adrenergic blocker. Prepn: BE 859425; R. Jonas et al., US 4258062 (1978, 1981 both to E. Merck). Clinical pharmacology: A. E. Tattersfield et al., Br. J. Clin. Pharmacol. 18, 343 (1984); P. Dorow, U. T"onnesmann, Eur. J. Clin. Pharmacol. 27, 135 (1984). Binding study of (-)-form: A. J. Kaumann, H. Lemoine, Arch. Pharmacol. 331, 27 (1985). HPLC determn of enantiomers in plasma and urine: T. Suzuki et al., J. Chromatogr. 619, 267 (1993). Clinical evaluation in angina: R. S. Kohli et al., Eur. Heart J. 6, 845 (1985); in hypertension: F. R. Bühler et al., J. Cardiovasc. Pharmacol. 8, Suppl. 11, S122 (1986). Review of pharmacokinetics: J. Grevel et al., Clin. Pharmacokinet. 17, 53-63 (1989); of clinical efficacy in combination with hydrochlorothiazide: P. K. Zachariah et al., Clin. Ther. 15, 779-787 (1993). Clinical trial in chronic heart failure: CIBIS-II Investigators, Lancet 353, 9 (1999).

Chemical structure

Derivative

Hemifumarate.

Nomenclature

CAS number: 104344-23-2
Concor (Merck KGaA); Detensiel (Merck-Clévenot); Emconcor (Merck KGaA); Emcor (Merck KGaA); Euradal (Lacer); Isoten (Lederle); Monocor (Am. Cyanamid); Soprol (Lederle); Zebeta (Lederle).
C18H31NO4. 1/2 C4H4O4; mol wt 383.48.
C 62.64%, H 8.67%, N 3.65%, O 25.03%.

Properties

Crystals, mp 100°. Sol in ethanol.

Derivative

Mixture with hydrochlorothiazide.

Nomenclature

Ziac (Am. Cyanamid).

Therapeutic Category

Antihypertensive.

Keywords

β-Adrenergic Blocker; Antihypertensive; Aryloxypropanolamine Derivatives