[2-(3,4-dimethoxyphenyl)ethyl][2-hydroxy-3-(3-methylphenoxy)propyl]amine hydrochloride

• ChemBase ID: 162025
• Molecular Formular: C20H28ClNO4
• Molecular Mass: 381.89362
• Monoisotopic Mass: 381.17068606
• SMILES: c1(CCNCC(COc2cc(ccc2)C)O)ccc(c(c1)OC)OC.Cl
• Canonical SMILES: COc1cc(CCNCC(COc2cccc(c2)C)O)ccc1OC.Cl
• InChI: InChI=1S/C20H27NO4.ClH/c1-15-5-4-6-18(11-15)25-14-17(22)13-21-10-9-16-7-8-19(23-2)20(12-16)24-3;/h4-8,11-12,17,21-22H,9-10,13-14H2,1-3H3;1H
• InChIKey: FJTKCFSPYUMXJB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-(3,4-dimethoxyphenyl)ethyl][2-hydroxy-3-(3-methylphenoxy)propyl]amine hydrochloride
• IUPAC Traditional name: bevantolol hydrochloride
• Synonyms: 1-[[2-(3,4-Dimethoxyphenyl)ethyl]amino]-3-(3-methylphenoxy)-2-propanol Hydrochloride; Dimethoxyphenethyl)amino]-3-(m-tolyloxy)-2-propanol Hydrochloride; CI 775; Cl 775; NC 1400; Ranestol; Sentiloc; Vantol; Bevantolol Hydrochloride

Database IDs

• CAS Number: 42864-78-8
• PubChem SID: 162256160
• PubChem CID: 39324

CALCULATED PROPERTIES

• Acid pKa: 14.088177
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.1069487
• LogD (pH = 7.4): 1.1327032
• Log P: 3.0320494
• Molar Refractivity: 98.5433 cm^3
• Polarizability: 38.675465 Å^3
• Polar Surface Area: 59.95 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B334500

Bevantolol is a cardioselective β-adrenergic blocker. Bevantolol is used as an antianginal, antihypertensive, antiarrhythmic.

REFERENCES

• Hoefle, M.L., et al.: J. Med. Chem., 18, 148 (1975)
• Dukes, I.D., et al.: Br. J. Pharmacol., 84, 365 (1975)
• Lucas, C.P., et al.: Clin. Ther., 8, 49 (1975)