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    Chemistry

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    Also known as: 5579-84-0, Betahistine hydrochloride, Betahistine 2hcl, Betahistine hcl, Serc, Betaserc
    Molecular Formula
    C8H14Cl2N2
    Molecular Weight
    209.11  g/mol
    InChI Key
    XVDFMHARQUBJRE-UHFFFAOYSA-N
    FDA UNII
    49K58SMZ7U
    Betahistine Dihydrochloride
    A histamine analog and H1 receptor agonist that serves as a vasodilator. It is used in MENIERE DISEASE and in vascular headaches but may exacerbate bronchial asthma and peptic ulcers.
    1 2D Structure

    Betahistine Dihydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-methyl-2-pyridin-2-ylethanamine;dihydrochloride
    2.1.2 InChI
    InChI=1S/C8H12N2.2ClH/c1-9-7-5-8-4-2-3-6-10-8;;/h2-4,6,9H,5,7H2,1H3;2*1H
    2.1.3 InChI Key
    XVDFMHARQUBJRE-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CNCCC1=CC=CC=N1.Cl.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    49K58SMZ7U
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Aequamen

    2. Betahistin Al

    3. Betahistin Ratiopharm

    4. Betahistin Stada

    5. Betahistin-ratiopharm

    6. Betahistine

    7. Betahistine Biphar

    8. Betahistine Dihydrobromide

    9. Betahistine Hydrochloride

    10. Betahistine Mesylate

    11. Betahistine Methanesulfonate

    12. Betahistine Methanesulphonate

    13. Betaserc

    14. Betavert

    15. By Vertin

    16. By-vertin

    17. Dihydrobromide, Betahistine

    18. Dihydrochloride, Betahistine

    19. Extovyl

    20. Fidium

    21. Hydrochloride, Betahistine

    22. Lectil

    23. Melopat

    24. Mersilon

    25. Mesylate, Betahistine

    26. Methanesulfonate, Betahistine

    27. Methanesulphonate, Betahistine

    28. Pt 9

    29. Pt-9

    30. Pt9

    31. Ribrain

    32. Serc

    33. Vasomotal

    34. Vertigon

    2.3.2 Depositor-Supplied Synonyms

    1. 5579-84-0

    2. Betahistine Hydrochloride

    3. Betahistine 2hcl

    4. Betahistine Hcl

    5. Serc

    6. Betaserc

    7. Microser

    8. Antivom

    9. 2-pyridineethanamine, N-methyl-, Dihydrochloride

    10. Betahistine (dihydrochloride)

    11. Pt-9

    12. 2-(2-(methylamino)ethyl)pyridine Dihydrochloride

    13. Betahistine Hydrochloride [usan:usp]

    14. Beta-histine Dihdrochloride

    15. N-methyl-n-(2-pyridin-2-ylethyl)amine Dihydrochloride

    16. 5579-84-0 (hcl)

    17. 49k58smz7u

    18. Methyl[2-(2-pyridyl)ethyl]amine Dihydrochloride

    19. N-methyl-2-pyridin-2-ylethanamine;dihydrochloride

    20. Veserc

    21. Mfcd00012813

    22. N-methyl-2-(pyridin-2-yl)ethanamine Dihydrochloride

    23. Nsc-757397

    24. Methyl[2-(pyridin-2-yl)ethyl]amine Dihydrochloride

    25. Novo-betahistine

    26. Pt 9

    27. Betahistine Hydrochloride [usan]

    28. Einecs 226-966-5

    29. Unii-49k58smz7u

    30. Betahistine Dihcl

    31. Betahistine Di Hcl

    32. Serc (tn)

    33. Beta-histine Dihydrochloride

    34. N-methyl-2-pyridin-2-ylethanamine Dihydrochloride

    35. Schembl60646

    36. Spectrum1500670

    37. Betahistine Hydrochloride ,(s)

    38. Betahistine Hydrochloride (usp)

    39. Chembl1446813

    40. Hy-b0524a

    41. Betahistine Dihydrochloride, 97%

    42. Dtxsid10204355

    43. Amy40800

    44. Bcp13779

    45. Ccg-40327

    46. S3176

    47. Akos015891507

    48. Ks-5298

    49. Nsc 757397

    50. 2-(2-(methylamino)ethyl)pyridine 2hcl

    51. Betahistine Dihydrochloride [mi]

    52. Betahistine Hydrochloride [mart.]

    53. Betahistine Hydrochloride [vandf]

    54. Ncgc00095910-01

    55. Betahistine Hydrochloride [usp-rs]

    56. Betahistine Hydrochloride [who-dd]

    57. Db-052800

    58. Ft-0622911

    59. Ft-0663076

    60. Sw196969-3

    61. En300-31560

    62. 79b840

    63. D03102

    64. Betahistine Hydrochloride [usp Monograph]

    65. A830811

    66. Betahistine Dihydrochloride [ep Monograph]

    67. N-methyl-2-(2-pyridinyl)ethanamine Dihydrochloride

    68. N-methyl-2-(pyridin-2-yl)ethanaminedihydrochloride

    69. N-methyl-2-pyridin-2-yl-ethanamine Dihydrochloride

    70. Q27259291

    71. Betahistine Dihydrochloride, European Pharmacopoeia (ep) Reference Standard

    72. Betahistine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 209.11 g/mol
    Molecular Formula C8H14Cl2N2
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count3
    Exact Mass208.0534038 g/mol
    Monoisotopic Mass208.0534038 g/mol
    Topological Polar Surface Area24.9 Ų
    Heavy Atom Count12
    Formal Charge0
    Complexity83.3
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Histamine Agonists

    Drugs that bind to and activate histamine receptors. Although they have been suggested for a variety of clinical applications histamine agonists have so far been more widely used in research than therapeutically. (See all compounds classified as Histamine Agonists.)

    Vasodilator Agents

    Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)

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