Esmolol

Title: Esmolol
CAS Registry Number: 81147-92-4
CAS Name: 4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzenepropanoic acid methyl ester
Additional Names: (±)-methyl 3-[4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl]propionate; methyl p-[2-hydroxy-3-(isopropylamino)propoxy]hydrocinnamate
Molecular Formula: C16H25NO4
Molecular Weight: 295.37
Percent Composition: C 65.06%, H 8.53%, N 4.74%, O 21.67%
Literature References: Cardioselective b-adrenergic blocker. Prepn: E. I. Carlsson et al., EP 41491 (1982 to A.B. Hässle), 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).
Properties: Oil, gradually forming crystalline rosettes at room temp, mp 48-50°.
Melting point: mp 48-50°
Derivative Type: Hydrochloride
CAS Registry Number: 81161-17-3
Manufacturers' Codes: ASL-8052
Trademarks: Brevibloc (Ohmeda)
Molecular Formula: C16H25NO4.HCl
Molecular Weight: 331.83
Percent Composition: C 57.91%, H 7.90%, N 4.22%, O 19.29%, Cl 10.68%
Properties: Crystals from methanol-ether, mp 85-86°.
Melting point: mp 85-86°
Therap-Cat: Antiarrhythmic.
Keywords: ?Adrenergic Blocker; Antiarrhythmic.
Esparto Wax Estazolam Ester Gums Estradiol Estragole

Esmolol
Esmolol structure.svg
Systematic (IUPAC) name
methyl (RS)-3-{4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl}propanoate
Clinical data
AHFS/Drugs.com monograph
Pregnancy cat. C (AU) C (US)
Legal status  ?
Routes iv
Pharmacokinetic data
Bioavailability -
Protein binding 60%
Metabolism Erythrocytic
Half-life 9 minutes
Excretion Renal
Identifiers
CAS number 103598-03-4 YesY
ATC code C07AB09
PubChem CID 59768
DrugBank DB00187
ChemSpider 53916 YesY
UNII MDY902UXSR N
KEGG D07916 YesY
ChEBI CHEBI:4856 N
ChEMBL CHEMBL768 YesY
Chemical data
Formula C16H25NO4 
Mol. mass 295.374 g/mol
 N (what is this?)  (verify)

Esmolol (trade name Brevibloc) is a cardioselective beta1 receptor blocker with rapid onset,[1] a very short duration of action, and no significant intrinsic sympathomimetic or membrane stabilising activity at therapeutic dosages.

It is a class II antiarrhythmic.[2]

Esmolol decreases the force and rate of heart contractions by blocking beta-adrenergic receptors of the sympathetic nervous system, which are found in the heart and other organs of the body. Esmolol prevents the action of two naturally occurring substances: epinephrine and norepinephrine.