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

• ChemBase ID: 170429
• Molecular Formular: C14H22ClNO4
• Molecular Mass: 303.78178
• Monoisotopic Mass: 303.12373587
• SMILES: c1cc(ccc1C(=O)OC)OCC(CNC(C)C)O.Cl
• Canonical SMILES: COC(=O)c1ccc(cc1)OCC(CNC(C)C)O.Cl
• InChI: InChI=1S/C14H21NO4.ClH/c1-10(2)15-8-12(16)9-19-13-6-4-11(5-7-13)14(17)18-3;/h4-7,10,12,15-16H,8-9H2,1-3H3;1H
• InChIKey: TYCFNOCRTIAJQV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}benzoate hydrochloride
• IUPAC Traditional name: methyl 4-[2-hydroxy-3-(isopropylamino)propoxy]benzoate hydrochloride
• Synonyms: 4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzoic Acid Methyl Ester Hydrochloride; 4-(2-Hydroxy-3-isopropylaminopropoxy)benzoic Acid Methyl Ester Hydrochloride

Database IDs

• CAS Number: 33947-96-5
• PubChem SID: 164226339
• PubChem CID: 12238215

CALCULATED PROPERTIES

• Acid pKa: 14.087972
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.5955356
• LogD (pH = 7.4): -0.62754256
• Log P: 1.5976962
• Molar Refractivity: 72.4008 cm^3
• Polarizability: 28.627123 Å^3
• Polar Surface Area: 67.79 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol

DETAILS

Toronto Research Chemicals - H934580

Precursor to Bisoprolol metabolites

REFERENCES

• Erhardt, P., et al.: J. Med. Chem., 26, 1109 (1983)