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

• ChemBase ID: 1147
• Molecular Formular: C20H27NO4
• Molecular Mass: 345.43268
• Monoisotopic Mass: 345.19400835
• SMILES: O(CC(O)CNCCc1cc(OC)c(OC)cc1)c1cc(ccc1)C
• Canonical SMILES: COc1cc(CCNCC(COc2cccc(c2)C)O)ccc1OC
• InChI: InChI=1S/C20H27NO4/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
• InChIKey: HXLAFSUPPDYFEO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-(3,4-dimethoxyphenyl)ethyl][2-hydroxy-3-(3-methylphenoxy)propyl]amine
• IUPAC Traditional name: bevantololum
• Synonyms: Bevantololum [inn-latin]; 1-(3,4-Dimethoxyphenethylamino)-3-(m-tolyloxy)-2-propanol; Bevantolol

Database IDs

• CAS Number: 59170-23-9
• PubChem SID: 160964610; 46506014
• PubChem CID: 2372

CALCULATED PROPERTIES

JChem

• 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

ALOGPS 2.1

• Log P: 2.83
• LOG S: -4.4
• Solubility (Water): 1.37e-02 g/l

PROPERTIES

Physical Property

• Hydrophobicity(logP): 3.00 [HANSCH,C ET AL. (1995)]

DETAILS

DrugBank - DB01295

• Drug Groups: approved
• Description: Bevantolol is a beta-1 adrenoceptor antagonist that has been shown to be as effective as other beta blockers for the treatment of angina pectoris and hypertension. Mechanism of Action Animal experiments confirm both agonist and antagonist effects on alpha-receptors, in addition to antagonist activity at beta-1 receptors.
• Indication: For the treatment of angina pectoris and hypertension.
• Pharmacology: Bevantolol is a beta-1 adrenoceptor antagonist that has been shown to be as effective as other beta blockers for the treatment of angina pectoris and hypertension.
• Affected Organisms: Humans and other mammals
• References: Vaughan Williams EM: Bevantolol: a beta-1 adrenoceptor antagonist with unique additional actions. J Clin Pharmacol. 1987 Jul;27(7):450-60. [Pubmed]

REFERENCES

• Vaughan Williams EM: Bevantolol: a beta-1 adrenoceptor antagonist with unique additional actions. J Clin Pharmacol. 1987 Jul;27(7):450-60. Pubmed