3700. Esmolol

Nomenclature

CAS number: 81147-92-4
4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzenepropanoic acid methyl ester; (±)-methyl 3-[4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl]propionate; methyl p-[2-hydroxy-3-(isopropylamino)propoxy]hydrocinnamate.
C16H25NO4; mol wt 295.37.
C 65.06%, H 8.53%, N 4.74%, O 21.67%.

Description and references

Cardioselective β-adrenergic blocker. Prepn: E. I. Carlsson et al., EP 41491 (1982 to A.B. H"assle), C.A. 96, 122391f (1982); P. W. Erhardt et al., EP 53435; eidem, US 4593119 (1982, 1986 both to Am. Hosp. Supply); P. W. Erhardt et al., J. Med. Chem. 25, 1408 (1982). Pharmacology: R. J. Gorczynski et al., J. Cardiovasc. Pharmacol. 5, 668 (1983); eidem, ibid. 6, 1548 (1984). Pharmacokinetics: A. Yacobi et al., J. Pharm. Sci. 72, 711 (1983). GC-MS determn in blood: C. Y. Sum, A. Yacobi, ibid. 73, 1177 (1984). Clinical studies of effect in supraventricular tachycardia: G. Klein et al., Int. J. Clin. Pharmacol. Ther. Toxicol. 22, 112 (1984); R. J. Gray et al., J. Am. Coll. Cardiol. 5, 1451 (1985). Symposium on pharmacology and clinical efficacy: Am. J. Cardiol. 56(11), 1F-62F (1985). Review of pharmacology and clinical efficacy: P. Benfield, E. M. Sorkin, Drugs 33, 392-412 (1987).

Chemical structure

Properties

Oil, gradually forming crystalline rosettes at room temp, mp 48-50°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 81161-17-3
ASL-8052; Brevibloc (Baxter).
C16H25NO4.HCl; mol wt 331.83.
C 57.91%, H 7.90%, N 4.22%, O 19.29%, Cl 10.68%.

Properties

Crystals from methanol-ether, mp 85-86°. Very sol in water; freely sol in acetone. Partition coefficient (octanol/water, pH 7.0): 0.42.

Therapeutic Category

Antiarrhythmic.

Therapeutic Category (Veterinary)

Antiarrhythmic.

Keywords

β-Adrenergic Blocker; Antiarrhythmic