Basic information
- CAS
59170-23-9- Standard SMILES
COc1ccc(CCNCC(O)COc2cccc(C)c2)cc1OC- InChIKey
HXLAFSUPPDYFEO-UHFFFAOYSA-N- Molecular formula
- C20H27NO4
- Average molar mass
- 345.4 g/mol
- Monoisotopic mass
- 345.19400834
Overview
Bevantolol is 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. It has a role as a beta-adrenergic antagonist, an antihypertensive agent, an anti-arrhythmia drug and a calcium channel blocker.
Names & identifiers
- Preferred name
- Bevantolol
- IUPAC
- 1-[2-(3,4-dimethoxyphenyl)ethylamino]-3-(3-methylphenoxy)propan-2-ol
- English name
- Bevantolol
- Molecular formula
- C20H27NO4
- Molecular weight
- 345.43
Names & synonyms
Bevantolol59170-23-9Bevantololum1-(3,4-Dimethoxyphenethylamino)-3-(m-tolyloxy)-2-propanol(+-)-bevantolol1-((2-(3,4-Dimethoxyphenyl)ethyl)amino)-3-(3-methylphenoxy)-2-propanolNSC-13234834ZXW6ZV211-{[2-(3,4-dimethoxyphenyl)ethyl]amino}-3-(3-methylphenoxy)propan-2-ol1-(3,4-dimethoxyphenethylamino)-3-m-tolyloxy-propan-2-olCHEBI:238698DTXSID70860597
Show more names
Bevanolol.NSC 132348DL-BevantololBevantolol USP/EP/BP1-((3,4-DiMethoxyphenethyl)aMino)-3-(M-tolyloxy)propan-2-ol1-[(3,4-Dimethoxyphenethyl)amino]-3-(m-tolyloxy)-2-propanol1-(3,4-Dimethoxyphenethylamino)-3-(3-methylphenoxy)-2-propanol2-Propanol, 1-[[2-(3,4-dimethoxyphenyl)ethyl]amino]-3-(3-methylphenoxy)-
1-[2-(3,4-Dimethoxy-phenyl)-ethylamino]-3-m-tolyloxy-propan-2-olCI-7751-(2-(3,4-Dimethoxy-phenyl)-ethylamino)-3-m-tolyloxy-propan-2-ol1-((2-(3,4-dimethoxyphenyl)ethyl)amino)-3-(3-methylphenoxy)propan-2-olRefChem:119574C07AB06DTXCID80197265Bevantololum [INN-Latin]
Properties
Computed structural properties
- XLogP
- 3
- Topological polar surface area
- 60 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 10
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 355
Experimental & physicochemical properties
LogP
3.00
3.0
Solubility1.37e-02 g/L
Melting Point
137-138 °C
137 - 138 °C
Physical DescriptionSolid
Physicochemical properties
- storage temp.
- 2 · 2-8°C
- CAS DataBase Reference
- 59170 · 59170-23-9
- FDA UNII
- 34 ZXW6ZV21 · 34ZXW6ZV21
- ATC code
- 7 AB06 · C07AB06
Chemistry & industry
Pharmacology
ATC Code
C - Cardiovascular system
QC - Cardiovascular system
PharmacodynamicsBevantolol 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. By binding and antagonizing beta-1 receptors Bevantolol inhibits the normal normal epinephrine-mediated sympathetic actions such as increased heart rate. This has the effect of decreasing preload and blood pressure.
MeSH Pharmacological ClassificationDrugs that bind to and block the activation of ADRENERGIC BETA-1 RECEPTORS.
Cellular LocationsMembrane
Metabolite PathwaysBevantolol Action Pathway
Upstream & downstream products
Upstream raw materials
Suppliers11 total
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
LGM Pharma1-(800)-881-8210 · [email protected]
Related reactions
2 records
Compound notes
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