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2D Structure
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

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

2D Structure

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.)