Esmolol hydrochlorideProduct ingredient for Esmolol
- Name
- Esmolol hydrochloride
- Drug Entry
- Esmolol
Esmolol, commonly marketed under the trade name Brevibloc, is a cardioselective beta-1 receptor blocker. It has a rapid onset but short duration of action without causing significant intrinsic sympathomimetic or membrane stabilizing activities at recommended therapeutic doses. It works by blocking beta-adrenergic receptors in the heart, which leads to decreased force and rate of heart contractions. Esmolol prevents the action of two naturally occurring substances: epinephrine and norepinephrine.
The FDA withdrew its approval for the use of all parenteral dosage form drug products containing esmolol hydrochloride that supply 250 milligrams/milliliter of concentrated esmolol per 10-milliliter ampule. Other esmolol formulations are still available for use.2
- Accession Number
- DBSALT000586
- Structure
Structure for Esmolol hydrochloride (DBSALT000586)
- Synonyms
- (±)-esmolol hydrochloride / (±)-methyl p-(2-hydroxy-3-(isopropylamino)propoxy)hydrocinnamate hydrochloride / 4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)benzenepropanoic acid methyl ester HCl / 4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)benzenepropanoic acid methyl ester hydrochloride / Esmolol HCl / methyl 3-{4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl}propanoate hydrochloride / methyl p-(2-hydroxy-3-(isopropylamino)propoxy)hydrocinnamate hydrochloride
- UNII
- V05260LC8D
- CAS Number
- 81161-17-3
- Weight
- Average: 331.835
Monoisotopic: 331.155036032 - Chemical Formula
- C16H26ClNO4
- InChI Key
- GEKNCWBANDDJJL-UHFFFAOYSA-N
- InChI
- InChI=1S/C16H25NO4.ClH/c1-12(2)17-10-14(18)11-21-15-7-4-13(5-8-15)6-9-16(19)20-3;/h4-5,7-8,12,14,17-18H,6,9-11H2,1-3H3;1H
- IUPAC Name
- methyl 3-(4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}phenyl)propanoate hydrochloride
- SMILES
- Cl.COC(=O)CCC1=CC=C(OCC(O)CNC(C)C)C=C1
- External Links
- Predicted Properties
Property Value Source Water Solubility 0.144 mg/mL ALOGPS logP 2.02 ALOGPS logP 1.82 Chemaxon logS -3.3 ALOGPS pKa (Strongest Acidic) 14.09 Chemaxon pKa (Strongest Basic) 9.67 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 67.79 Å2 Chemaxon Rotatable Bond Count 10 Chemaxon Refractivity 81.05 m3·mol-1 Chemaxon Polarizability 33.91 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon