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    Chemistry

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    Also known as: Meclizine hydrochloride, Meclizine dihydrochloride monohydrate, 31884-77-2, Postafen, Agyrax, Bonamine
    Molecular Formula
    C25H31Cl3N2O
    Molecular Weight
    481.9  g/mol
    InChI Key
    KDLHYOMCWBWLMM-UHFFFAOYSA-N
    FDA UNII
    HDP7W44CIO
    Meclizine Hydrochloride
    A histamine H1 antagonist used in the treatment of motion sickness, vertigo, and nausea during pregnancy and radiation sickness.
    1 2D Structure

    Meclizine Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1-[(4-chlorophenyl)-phenylmethyl]-4-[(3-methylphenyl)methyl]piperazine;hydrate;dihydrochloride
    2.1.2 InChI
    InChI=1S/C25H27ClN2.2ClH.H2O/c1-20-6-5-7-21(18-20)19-27-14-16-28(17-15-27)25(22-8-3-2-4-9-22)23-10-12-24(26)13-11-23;;;/h2-13,18,25H,14-17,19H2,1H3;2*1H;1H2
    2.1.3 InChI Key
    KDLHYOMCWBWLMM-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1=CC(=CC=C1)CN2CCN(CC2)C(C3=CC=CC=C3)C4=CC=C(C=C4)Cl.O.Cl.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    HDP7W44CIO
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Agyrax

    2. Antivert

    3. Bonamine

    4. Bonine

    5. Chiclida

    6. D Vert

    7. D-vert

    8. Dihydrochloride, Meclizine

    9. Dvert

    10. Histametizyn

    11. Hydrochloride, Meclizine

    12. Meclizine

    13. Meclizine Dihydrochloride

    14. Meclizine Hydrochloride

    15. Meclizine Monohydrochloride

    16. Meclozine

    17. Monohydrochloride, Meclizine

    18. Parachloramine

    19. Ru Vert M

    20. Ru-vert-m

    2.3.2 Depositor-Supplied Synonyms

    1. Meclizine Hydrochloride

    2. Meclizine Dihydrochloride Monohydrate

    3. 31884-77-2

    4. Postafen

    5. Agyrax

    6. Bonamine

    7. Hdp7w44cio

    8. Meclozine Hydrochloride Monohydrate

    9. Ucb-5062

    10. 1-[(4-chlorophenyl)-phenylmethyl]-4-[(3-methylphenyl)methyl]piperazine;hydrate;dihydrochloride

    11. Nsc-757094

    12. Piperazine, 1-((4-chlorophenyl)phenylmethyl)-4-((3-methylphenyl)methyl)-, Dihydrochloride, Monohydrate

    13. Mfcd00941489

    14. Meclizine Hcl Hydrate

    15. Nsc-28728

    16. Unii-hdp7w44cio

    17. Antivert (tn)

    18. Chembl3989555

    19. Chebi:31805

    20. Dtxsid30953792

    21. Meclizine Hydrochloride (jan/usp)

    22. Meclizine Hydrochloride [usp:jan]

    23. Bcp13363

    24. Meclizine Hydrochloride [jan]

    25. Meclizine Hydrochloride [vandf]

    26. Nsc 757094

    27. 1-(p-chloro-alpha-phenylbenzyl)-4-(m-methylbenzyl)piperazine Dihydrochloride Monohydrate

    28. Meclizine Hydrochloride [usp-rs]

    29. As-13740

    30. Meclizine Hydrochloride [orange Book]

    31. D01317

    32. Meclizine Hydrochloride [usp Monograph]

    33. A821043

    34. Meclizine Dihydrochloride Monohydrate [mi]

    35. (+/-)-meclizine Dihydrochloride Monohydrate

    36. Meclozine Hydrochloride Monohydrate [who-dd]

    37. Meclizine Dihydrochloride Monohydrate, (+/-)-

    38. Q27279880

    39. 1-((4-chlorophenyl)(phenyl)methyl)-4-(3-methylbenzyl)piperazine Dihydrochloride Hydrate

    40. 1-((4-chlorophenyl)(phenyl)methyl)-4-(3-methylbenzyl)piperazinedihydrochloridehydrate

    41. 1-(p-chloro-alpha-phenylbenzyl)-4-(m-methylbenzyl) Piperazine Dihydrochloride Monohydrate

    42. 1-(p-chloro-.alpha.-phenylbenzyl)-4-(m-methylbenzyl)piperazine Dihydrochloride Monohydrate

    43. 1-[(4-chlorophenyl)(phenyl)methyl]-4-[(3-methylphenyl)methyl]piperazine--hydrogen Chloride--water (1/2/1)

    44. 1-[(4-chlorophenyl)-phenyl-methyl]-4-(m-tolylmethyl)piperazine Hydrate Dihydrochloride;meclizine Dihydrochloride Monohydrate

    45. 1-[(4-chlorophenyl)phenylmethyl]-4-[(3-methylphenyl)methyl]piperazine Dihydrochloride Hydrate

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 481.9 g/mol
    Molecular Formula C25H31Cl3N2O
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count5
    Exact Mass480.150197 g/mol
    Monoisotopic Mass480.150197 g/mol
    Topological Polar Surface Area7.5 Ų
    Heavy Atom Count31
    Formal Charge0
    Complexity448
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count4
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 1  
    Drug NameMECLIZINE HYDROCHLORIDE
    Active IngredientMECLIZINE HYDROCHLORIDE
    CompanyAMNEAL PHARMS (Application Number: A201451); EPIC PHARMA LLC (Application Number: A200294); JUBILANT CADISTA (Application Number: A040659); MYLAN PHARMS INC (Application Number: A202640); PAR PHARM (Application Number: A087127); PAR PHARM (Application Number: A087128); SANDOZ (Application Number: A084092); SANDOZ (Application Number: A084843)

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    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.)

    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.)

    Cholinergic Antagonists

    Drugs that bind to but do not activate CHOLINERGIC RECEPTORS, thereby blocking the actions of ACETYLCHOLINE or cholinergic agonists. (See all compounds classified as Cholinergic Antagonists.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Emesis Suppression [PE]; Antiemetic [EPC]

    API Reference Price

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    25-Feb-2021
    17-Aug-2024
    KGS
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    DOSAGE - TABLET;ORAL - 12.5MG

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