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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
    Chlorcyclizine Hydrochloride
    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 Weight 337.3 g/mol
    Molecular Formula C18H22Cl2N2
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count3
    Exact Mass336.1160041 g/mol
    Monoisotopic Mass336.1160041 g/mol
    Topological Polar Surface Area6.5 Ų
    Heavy Atom Count22
    Formal Charge0
    Complexity300
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    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.)

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