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

• ChemBase ID: 172046
• Molecular Formular: C18H29NO5
• Molecular Mass: 339.42656
• Monoisotopic Mass: 339.20457303
• SMILES: c1cc(ccc1C(=O)OCCOC(C)C)OCC(CNC(C)C)O
• Canonical SMILES: OC(COc1ccc(cc1)C(=O)OCCOC(C)C)CNC(C)C
• InChI: InChI=1S/C18H29NO5/c1-13(2)19-11-16(20)12-24-17-7-5-15(6-8-17)18(21)23-10-9-22-14(3)4/h5-8,13-14,16,19-20H,9-12H2,1-4H3
• InChIKey: DUPZZHDDPRYPMB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(propan-2-yloxy)ethyl 4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}benzoate
• IUPAC Traditional name: 2-isopropoxyethyl 4-[2-hydroxy-3-(isopropylamino)propoxy]benzoate
• Synonyms: 4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]-Benzoic Acid 2-(1-methylethoxy)ethyl Ester; 2-Isopropoxyethyl-4-[[(2RS)-2-hydroxy-3-(isopropylamino)propyl]oxy]benzoate; Bisoprolol Ester Impurity; Keto Bisoprolol

Database IDs

• CAS Number: 864544-37-6
• PubChem SID: 164227956
• PubChem CID: 24206461

CALCULATED PROPERTIES

• Acid pKa: 14.087972
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.8691281
• LogD (pH = 7.4): 0.09886493
• Log P: 2.3241036
• Molar Refractivity: 92.6117 cm^3
• Polarizability: 36.68723 Å^3
• Polar Surface Area: 77.02 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - K175150

An impurity of Bisoprolol (B510500). Bisoprolol ester Impurity

REFERENCES

• Tattersfield, A.E., et al.: Br. J. Clin. Pharmacol., 18, 343 (1984)
• Kohli, R.S., et al.: Eur. Heart J., 6, 845 (1984)
• Zachariah, P.K., et al.: Clin. Ther., 15, 779 (1984)