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    Bevantolol

    ACTIVE PHARMA INGREDIENTS

    INTERMEDIATES

    PharmaCompass
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    2D Structure
    Also known as: 59170-23-9, Bevantololum, Bevantololum [inn-latin], 1-(3,4-dimethoxyphenethylamino)-3-(m-tolyloxy)-2-propanol, 1-((2-(3,4-dimethoxyphenyl)ethyl)amino)-3-(3-methylphenoxy)-2-propanol, 1-((3,4-dimethoxyphenethyl)amino)-3-(m-tolyloxy)propan-2-ol
    Molecular Formula
    C20H27NO4
    Molecular Weight
    345.4  g/mol
    InChI Key
    HXLAFSUPPDYFEO-UHFFFAOYSA-N
    FDA UNII
    34ZXW6ZV21
    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.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1-[2-(3,4-dimethoxyphenyl)ethylamino]-3-(3-methylphenoxy)propan-2-ol
    2.1.2 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
    2.1.3 InChI Key
    HXLAFSUPPDYFEO-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1=CC(=CC=C1)OCC(CNCCC2=CC(=C(C=C2)OC)OC)O
    2.2 Other Identifiers
    2.2.1 UNII
    34ZXW6ZV21
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Bevantolol Hydrochloride

    2. Ci 775

    3. Ci-775

    2.3.2 Depositor-Supplied Synonyms

    1. 59170-23-9

    2. Bevantololum

    3. Bevantololum [inn-latin]

    4. 1-(3,4-dimethoxyphenethylamino)-3-(m-tolyloxy)-2-propanol

    5. 1-((2-(3,4-dimethoxyphenyl)ethyl)amino)-3-(3-methylphenoxy)-2-propanol

    6. 1-((3,4-dimethoxyphenethyl)amino)-3-(m-tolyloxy)propan-2-ol

    7. Nsc-132348

    8. 1-[2-(3,4-dimethoxyphenyl)ethylamino]-3-(3-methylphenoxy)propan-2-ol

    9. 34zxw6zv21

    10. Chebi:238698

    11. 1-(3,4-dimethoxyphenethylamino)-3-m-tolyloxy-propan-2-ol

    12. 1-[2-(3,4-dimethoxy-phenyl)-ethylamino]-3-m-tolyloxy-propan-2-ol

    13. Bevantolol [inn:ban]

    14. (+/-)-bevantolol; Dl-bevantolol; Nsc 132348

    15. 1-[[2-(3,4-dimethoxyphenyl)ethyl]amino]-3-(3-methylphenoxy)-2-propanol

    16. (+-)-bevantolol

    17. Brn 2769444

    18. Unii-34zxw6zv21

    19. (+/-)-bevantolol

    20. Bevantolol [mi]

    21. Bevantolol [inn]

    22. Bevantolol [who-dd]

    23. Schembl49721

    24. Mls003876814

    25. Chembl314010

    26. Dtxsid70860597

    27. Hms3604b08

    28. Hy-a0249

    29. Nsc132348

    30. 1-{[2-(3,4-dimethoxyphenyl)ethyl]amino}-3-(3-methylphenoxy)propan-2-ol

    31. 2-propanol, 1-((2-(3,4-dimethoxyphenyl)ethyl)amino)-3-(3-methylphenoxy)-

    32. Akos016014301

    33. Db01295

    34. Nsc 132348

    35. Smr002529477

    36. A917858

    37. L013370

    38. Q1956953

    39. 1-[[2-(3,4-dimethoxyphenyl) Ethyl]amino]-3-(3-methyl-phenoxy)-2-propanol

    40. (+/-)-1-((3,4-dimethoxyphenethyl)amino)-3-(m-tolyloxy)-2-propanol

    41. 2-propanol, 1-((2-(3,4-dimethoxyphenyl)ethyl)amino)-3-(3-methylphenoxy)-, (+/-)-

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 345.4 g/mol
    Molecular Formula C20H27NO4
    XLogP33
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count10
    Exact Mass345.19400834 g/mol
    Monoisotopic Mass345.19400834 g/mol
    Topological Polar Surface Area60 Ų
    Heavy Atom Count25
    Formal Charge0
    Complexity355
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    For the treatment of angina pectoris and hypertension.

    5 Pharmacology and Biochemistry
    5.1 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.

    5.2 MeSH Pharmacological Classification

    Adrenergic beta-1 Receptor Antagonists

    Drugs that bind to and block the activation of ADRENERGIC BETA-1 RECEPTORS. (See all compounds classified as Adrenergic beta-1 Receptor Antagonists.)

    5.3 ATC Code

    C - Cardiovascular system

    C07 - Beta blocking agents

    C07A - Beta blocking agents

    C07AB - Beta blocking agents, selective

    C07AB06 - Bevantolol

    5.4 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.