methyl 3-(4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}phenyl)propanoate hydrochloride

• ChemBase ID: 153943
• Molecular Formular: C16H26ClNO4
• Molecular Mass: 331.83494
• Monoisotopic Mass: 331.155036
• SMILES: CC(C)NCC(COc1ccc(cc1)CCC(=O)OC)O.Cl
• Canonical SMILES: COC(=O)CCc1ccc(cc1)OCC(CNC(C)C)O.Cl
• 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
• InChIKey: GEKNCWBANDDJJL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-(4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}phenyl)propanoate hydrochloride
• IUPAC Traditional name: esmolol hydrochloride
• Synonyms: 4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzenepropanoic acid methyl ester hydrochloride hydrochloride; Esmolol hydrochloride; Esmolol HCl; 4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benxzenepropanoic Acid Methyl Ester Hydrochloride; ASL-8052; Brevibloc; Esmolol Hydrochloride; 4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzenepropanoic acid methyl ester hydrochloride 盐酸盐; Esmolol 盐酸盐

Database IDs

• CAS Number: 81161-17-3; 81161-17-3,81147-92-4(freebase)
• MDL Number: MFCD00941432
• PubChem SID: 162248082
• PubChem CID: 104769

CALCULATED PROPERTIES

• Acid pKa: 14.087972
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.3708016
• LogD (pH = 7.4): -0.4028085
• Log P: 1.8224301
• Molar Refractivity: 81.0532 cm^3
• Polarizability: 32.33148 Å^3
• Polar Surface Area: 67.79 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; H2O: soluble12 mg/mL; Methanol
• Apperance: solid; White Solid
• Melting Point: 85-86°C; 89.0-90.6 °C

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere
• RTECS: DA8346000
• German water hazard class: 3
• Risk Statements: 52/53
• Safety Statements: 61
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Others

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: HCl
• Empirical Formula (Hill Notation): C16H26NClO4

DETAILS

Sigma Aldrich - E8031

Biochem/physiol Actions
Esmolol hydrochloride is a ultrashort-acting β1 adrenoceptor antagonist (β1 receptor occupancy = 84.7%).

Toronto Research Chemicals - E668000

Cardioselective β-adrenergic blocker. Antiarrhythmic.

REFERENCES

• Gorczynski, R.J., et al.: J. Cardiovasc. Pharmacol., 5, 668 (1983)
• Yacobi, A., et al.: J. Pharm. Sci., 72, 711 (1983)
• Benfield, P., et al.: Drugs, 33, 392 (1987)