CAS 59170-23-9|1-(3,4-Dimethoxyphenethylamino)-3-(m-tolyloxy)-2-propanol|bevantololum|Bevantololum [inn-latin]|Bevantolol|[2-(3,4-dimethoxyphenyl)ethyl][2-hydroxy-3-(3-methylphenoxy)propyl]amine|bev...

General Information

Structure

Molecular Formula

C₂₀H₂₇NO₄

Molecular Mass

345.43268

Exact Mass

345.19400835

Charge

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

Canonic Smiles

COc1cc(CCNCC(COc2cccc(c2)C)O)ccc1OC

Isomeric Smiles

O(CC(O)CNCCc1cc(OC)c(OC)cc1)c1cc(ccc1)C

Calculated Properties

JChem

LogD (pH = 7.4)

1.13

LogD (pH = 5.5)

-0.11

Log P

3.03

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

9.31

Polar Surface Area

59.95

Polarizability

39.74

Molar Refractivity

98.54

LOG S

-3.46

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

Synonyms

1-(3,4-Dimethoxyphenethylamino)-3-(m-tolyloxy)-2-propanolBevantololum [inn-latin]Bevantolol1-((2-(3,4-dimethoxyphenyl)ethyl)amino)-3-(3-methylphenoxy)-2-propanolbevantolol1-(3,4-dimethoxyphenethylamino)-3-(m-tolyloxy)-2-propanol1-(3,4-dimethoxyphenethylamino)-3-m-tolyloxy-propan-2-ol(+-)-bevantolol1-[2-(3,4-Dimethoxy-phenyl)-ethylamino]-3-m-tolyloxy-propan-2-ol

IUPAC Traditional name

bevantololum bevantolol

IUPAC name

[2-(3,4-dimethoxyphenyl)ethyl][2-hydroxy-3-(3-methylphenoxy)propyl]amine 1-{[2-(3,4-dimethoxyphenyl)ethyl]amino}-3-(3-methylphenoxy)propan-2-ol

API Name

Bevantolol

International Nonproprietary Name (INN)

bevantololumbevantolol

Names and Identifiers

Registration numbers

PubChem SID

1609646104650601485431913

PubChem CID

2372

CAS Number

59170-23-9

DrugBank ID

DB01295

Drug Central Database

360

Reaxys Registry

2769444

CHEBI ID

CHEBI:238698

Patent number

BE790165US3857891US4994618

Beilstein Number

2769444

PubMed Citation Links

28942922871781

CHEMBL

CHEMBL314010

SureChEMBL Database

SCHEMBL49721

MetaboLights Database

MTBLS2145

Registration numbers

Properties

Physical Property

Hydrophobicity(logP)

3.00 [HANSCH,C ET AL. (1995)]

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

Click here to submit data

Molecule 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]

ChEBI

CHEBI:238698

A propanolamine that is 3-aminopropane-1,2-diol in which the hydrogen of the primary hydroxy group is substituted by 3-methylphenyl and one of the hydrogens attached to the nitrogen is substituted by 2-(3,4-dimethoxyphenyl)ethyl. A beta1 adrenoceptor antagonist, it has been shown to be as effective as other beta-blockers for the treatment of angina pectoris and hypertension.

Molecule Details

References

PubChem Literature

From Data Sources

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

References

Bioactivity

PubChem BioAssay

Bioactivity

Navigation

General Information

Calculated Properties