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Chlorcyclizine Hydrochloride

Synopsis, Chemistry

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Also known as: Chlorcyclizine hcl, 1620-21-9, Histantin, Perazil, Di-paralene, 14362-31-3

Molecular Formula

C₁₈H₂₂Cl₂N₂

Molecular Weight

337.3 g/mol

InChI Key

MSIJLVMSKDXAQN-UHFFFAOYSA-N

FDA UNII

NPB7A7874U

A histamine H1 antagonist with low sedative action but frequent gastrointestinal irritation. It is used to treat ASTHMA; HAY FEVER; URTICARIA; and RHINITIS; and also in veterinary applications. Tripelennamine is administered by various routes, including topically.

1 2D Structure

Chlorcyclizine Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-[(4-chlorophenyl)-phenylmethyl]-4-methylpiperazine;hydrochloride

2.1.2 InChI

InChI=1S/C18H21ClN2.ClH/c1-20-11-13-21(14-12-20)18(15-5-3-2-4-6-15)16-7-9-17(19)10-8-16;/h2-10,18H,11-14H2,1H3;1H

2.1.3 InChI Key

MSIJLVMSKDXAQN-UHFFFAOYSA-N

2.1.4 Canonical SMILES

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

2.2 Other Identifiers

2.2.1 UNII

NPB7A7874U

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Azaron

2. Histantin

3. Pyribenzamine

4. Tripelennamine

5. Tripelennamine Citrate

6. Tripelennamine Citrate (1:1)

7. Tripelennamine Hydrochloride

8. Tripelennamine Maleate

9. Tripelennamine Maleate (1:1)

10. Tripelennamine Monohydrochloride

11. Vetibenzamin

2.3.2 Depositor-Supplied Synonyms

1. Chlorcyclizine Hcl

2. 1620-21-9

3. Histantin

4. Perazil

5. Di-paralene

6. 14362-31-3

7. Chlorcyclizinium Chloride

8. Eramide

9. Chlorcyclizine Monohydrochloride

10. Chlor Cyclizine Hydrochloride

11. Chlorcyclizine (hydrochloride)

12. Nsc-169496

13. 1-((4-chlorophenyl)(phenyl)methyl)-4-methylpiperazine Hydrochloride

14. Npb7a7874u

15. 1-(p-chlorobenzhydryl)-4-methylpiperazine Monohydrochloride

16. 1-[(4-chlorophenyl)-phenylmethyl]-4-methylpiperazine;hydrochloride

17. Piperazine, 1-((4-chlorophenyl)phenylmethyl)-4-methyl-, Monohydrochloride

18. Ah-289

19. 1620-21-9 (hcl)

20. 1-(p-chloro-alpha-phenylbenzyl)-4-methylpiperazine Monohydrochloride

21. (1-[(4-chlorophenyl)phenyl-methyl]-4-methylpiperazine)

22. Chlorcyclizine Chloride

23. Smr001233306

24. Einecs 238-335-1

25. Nsc 169496

26. Unii-npb7a7874u

27. Chlorcylizine

28. 1-[(4-chlorophenyl)(phenyl)methyl]-4-methylpiperazine Hydrochloride

29. Sr-05000001920

30. Chlorcyclizine Hydrochloride [usp]

31. Prestwick_967

32. Component Of Fedrazil

33. Ah-289 Hydrochloride

34. Diparalene Hydrochloride

35. Ncgc00016589-01

36. Cas-1620-21-9

37. Chlorocyclizine Hydrochloride

38. Dsstox_cid_25360

39. Dsstox_rid_80825

40. Di-paralene Monohydrochloride

41. Dsstox_gsid_45360

42. Mls002153967

43. Mls006010796

44. Schembl321657

45. Chembl1889091

46. Dtxsid7045360

47. Hms1570m13

48. Pharmakon1600-01500175

49. 1-(p-chloro-alpha-phenylbenzyl)-4-methylpiperazine Hydrochloride

50. Chlor Cyclizine-[d4] Hydrochloride

51. Tox21_110511

52. Mfcd00035329

53. Nsc169496

54. Nsc756678

55. Piperazine, 1-((4-chlorophenyl)phenylmethyl)-4-methyl-, Hydrochloride

56. Piperazine, 1-(p-chloro-alpha-phenylbenzyl)-4-methyl-, Hydrochloride

57. Akos022181227

58. Piperazine, 1-(p-chloro-alpha-phenylbenzyl)-4-methyl-, Monohydrochloride

59. Wln: T6m Dntj Dyr&r Dg &gh

60. Ccg-212523

61. Hy-112067a

62. Nsc 756678

63. Nsc-756678

64. Chlorcyclizine Hydrochloride [mi]

65. Wln: T6n Dntj Ayr&r Dg& D &gh

66. Chlorcyclizine Hydrochloride [mart.]

67. Chlorcyclizine Hydrochloride [vandf]

68. Chlorcyclizine Hydrochloride [who-dd]

69. Cs-0062684

70. Ft-0664522

71. Ft-0697779

72. F15109

73. Chlorcyclizine Hydrochloride [ep Monograph]

74. J-009887

75. Sr-05000001920-3

76. Q27284988

77. 1-(p-chlorobenzhydryl)-4-methylpiperazine Hydrochloride

78. 1-((4-chlorophenyl)(phenyl)methyl)-4-methylpiperazinexhydrochloride

79. 1-((4-chlorophenyl)phenylmethyl)-4-methylpiperazine Hydrochloride

80. 1-(p-chloro-.alpha.-phenylbenzyl)-4-methylpiperazine Hydrochloride

81. Chlorcyclizine Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

82. 1-((4-chlorophenyl)(phenyl)methyl)-4-methylpiperazine Xhydrochloride

83. 1-(p-chloro-.alpha.-phenylbenzyl)-4-methylpiperazine Monohydrochloride

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₂₂Cl₂N₂
Molecular Weight	337.3 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	3
Exact Mass	336.1160041 g/mol
Monoisotopic Mass	336.1160041 g/mol
Topological Polar Surface Area	6.5 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	300
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

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.)

Anti-Allergic Agents

Agents that are used to treat allergic reactions. Most of these drugs act by preventing the release of inflammatory mediators or inhibiting the actions of released mediators on their target cells. (From AMA Drug Evaluations Annual, 1994, p475) (See all compounds classified as Anti-Allergic Agents.)