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

• ChemBase ID: 168183
• Molecular Formular: C16H26ClNO4
• Molecular Mass: 331.83494
• Monoisotopic Mass: 331.155036
• SMILES: c1c(ccc(c1)CCC(=O)OC)OC[C@H](CNC(C)C)O.Cl
• Canonical SMILES: COC(=O)CCc1ccc(cc1)OC[C@H](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/t14-;/m0./s1
• InChIKey: GEKNCWBANDDJJL-UQKRIMTDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-{4-[(2S)-2-hydroxy-3-[(propan-2-yl)amino]propoxy]phenyl}propanoate hydrochloride
• IUPAC Traditional name: (S)-esmolol hydrochloride
• Synonyms: 4-[(2S)-2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzenepropanoic Acid Methyl Ester Hydrochloride; (-)-Esmolol Hydrochloride; (S)-Esmolol Hydrochloride

Database IDs

• CAS Number: 112923-91-8
• PubChem SID: 162262315
• PubChem CID: 66587026

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

DETAILS

Toronto Research Chemicals - E667995

The S-enantiomer of Esmolol (E668000).

REFERENCES

• Quon, C., et al.: Drug Metab. Dispos., 16, 425 (1988)
• Bodor, N., et al.: Med. Res. Rev., 20, 58 (1988)