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Cyclizine Hydrochloride

Synopsis, Chemistry

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Also known as: 303-25-3, Cyclizine hcl, Marezine hydrochloride, Echnatol, Fortravel, Marzine

Molecular Formula

C₁₈H₂₃ClN₂

Molecular Weight

302.8 g/mol

InChI Key

UKPBEPCQTDRZSE-UHFFFAOYSA-N

FDA UNII

W0O1NHP4WE

A histamine H1 antagonist given by mouth or parenterally for the control of postoperative and drug-induced vomiting and in motion sickness. (From Martindale, The Extra Pharmacopoeia, 30th ed, p935)

1 2D Structure

Cyclizine Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-benzhydryl-4-methylpiperazine;hydrochloride

2.1.2 InChI

InChI=1S/C18H22N2.ClH/c1-19-12-14-20(15-13-19)18(16-8-4-2-5-9-16)17-10-6-3-7-11-17;/h2-11,18H,12-15H2,1H3;1H

2.1.3 InChI Key

UKPBEPCQTDRZSE-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN1CCN(CC1)C(C2=CC=CC=C2)C3=CC=CC=C3.Cl

2.2 Other Identifiers

2.2.1 UNII

W0O1NHP4WE

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Cyclizine

2. Cyclizine Hcl

3. Hcl, Cyclizine

4. Hydrochloride, Cyclizine

5. Marezine

2.3.2 Depositor-Supplied Synonyms

1. 303-25-3

2. Cyclizine Hcl

3. Marezine Hydrochloride

4. Echnatol

5. Fortravel

6. Marzine

7. Reis-fit

8. Valoid

9. 1-benzhydryl-4-methylpiperazine;hydrochloride

10. 1-(diphenylmethyl)-4-methylpiperazine Monohydrochloride

11. Cyclizine Monohydrochloride

12. W0o1nhp4we

13. Nsc-169102

14. (+-)-1-diphenylmethyl-4-methylpiperazine Hydrochloride

15. Dihydrochlorid

16. Piperazine, 1-(diphenylmethyl)-4-methyl-, Monohydrochloride

17. Chebi:51045

18. Piperazine, 1-(diphenylmethyl)-4-methyl-, Hydrochloride (1:1)

19. N-benzhydryl-n'-methylpiperazine Monohydrochloride

20. 1-(diphenylmethyl)-4-methylpiperazine Hydrochloride

21. Cyclizine Chloride

22. 7380-29-2

23. Piperazine,1-(diphenylmethyl)-4-methyl-,hydrochloride

24. Collox

25. Marezine;n-methyl-n'-benzhydrylpiperazine; Nsc 26608; Nautazine; Ne-devomit; Neo-devomit

26. Cyclizini Hydrochloridum

27. Unii-w0o1nhp4we

28. Cyclizine Hydrochloride (usp)

29. Sr-05000001595

30. Cylizine Hcl

31. Cyclizine Hydrochloride [usp:ban]

32. Prestwick_789

33. Einecs 206-136-9

34. Component Of Diconal

35. Nsc 169102

36. 1-benzhydryl-4-methylpiperazine Hydrochloride

37. N-benzhydryl-n'-methylpiperazine Hydrochloride

38. Schembl97825

39. Cyclizine-[d4] Hydrochloride

40. Mls002153853

41. Chembl1324714

42. Hms1569f21

43. Bcp30021

44. Cyclizine Hcl;marezine Hydrochloride

45. Cyclizine Hydrochloride [mi]

46. Nsc169102

47. Ccg-220510

48. Cyclizine Hydrochloride [mart.]

49. Cyclizine Hydrochloride [usp-rs]

50. Cyclizine Hydrochloride [who-dd]

51. Ncgc00180957-01

52. As-80830

53. Smr001233212

54. Wln: T6n Dntj A1 Dyr & R & Gh

55. A5580

56. Cyclizine Hydrochloride [ep Impurity]

57. Ft-0665335

58. 1-benzhydryl-4-methylpiperazin-4-ium;chloride

59. Cyclizine Hydrochloride [ep Monograph]

60. Cyclizine Hydrochloride [usp Monograph]

61. D03622

62. J-017911

63. Sr-05000001595-3

64. Q27122290

65. (.+-.)-1-diphenylmethyl-4-methylpiperazine Hydrochloride

2.4 Create Date

2006-04-14

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₂₃ClN₂
Molecular Weight	302.8 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	3
Exact Mass	302.1549764 g/mol
Monoisotopic Mass	302.1549764 g/mol
Topological Polar Surface Area	6.5 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	253
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antiemetics

Drugs used to prevent NAUSEA or VOMITING. (See all compounds classified as Antiemetics.)

Histamine H1 Antagonists

Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood. (See all compounds classified as Histamine H1 Antagonists.)