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    Also known as: Hydroxyzine hcl, 1244-76-4, Hydroxyzine monohydrochloride, Ca67jf5q4w, Mls000028602, Smr000058737
    Molecular Formula
    C21H28Cl2N2O2
    Molecular Weight
    411.4  g/mol
    InChI Key
    IPSVAUIEEPSJRZ-UHFFFAOYSA-N
    FDA UNII
    CA67JF5Q4W
    Hydroxyzine Dihydrochloride
    A histamine H1 receptor antagonist that is effective in the treatment of chronic urticaria, dermatitis, and histamine-mediated pruritus. Unlike its major metabolite CETIRIZINE, it does cause drowsiness. It is also effective as an antiemetic, for relief of anxiety and tension, and as a sedative.
    1 2D Structure

    Hydroxyzine Dihydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]ethanol;hydrochloride
    2.1.2 InChI
    InChI=1S/C21H27ClN2O2.ClH/c22-20-8-6-19(7-9-20)21(18-4-2-1-3-5-18)24-12-10-23(11-13-24)14-16-26-17-15-25;/h1-9,21,25H,10-17H2;1H
    2.1.3 InChI Key
    IPSVAUIEEPSJRZ-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1CN(CCN1CCOCCO)C(C2=CC=CC=C2)C3=CC=C(C=C3)Cl.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    CA67JF5Q4W
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)ethanol

    2. Atarax

    3. Durrax

    4. Hydroxyzine

    5. Hydroxyzine Dihydrochloride

    6. Hydroxyzine Pamoate

    7. Orgatrax

    8. Pamoate, Hydroxyzine

    9. Vistaril

    2.3.2 Depositor-Supplied Synonyms

    1. Hydroxyzine Hcl

    2. 1244-76-4

    3. Hydroxyzine Monohydrochloride

    4. Ca67jf5q4w

    5. Mls000028602

    6. Smr000058737

    7. 2-(2-(4-((4-chlorophenyl)phenylmethyl)piperazin-1-yl)ethoxy)ethanol Hydrochloride

    8. 2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]ethanol;hydrochloride

    9. 2-[2-[4-[(4-chlorophenyl)phenylmethyl]piperazin-1-yl]ethoxy]ethanol Hydrochloride

    10. Einecs 214-989-3

    11. Unii-ca67jf5q4w

    12. Hydroxyzin Hydrochloride

    13. Opera_id_1515

    14. 1-(p-chlorobenzhydryl)-4-(2-(2-hydroxyethoxy)ethyl)diethylenediamine Hydrochloride

    15. Dsstox_cid_27530

    16. Dsstox_rid_82400

    17. Dsstox_gsid_47530

    18. Schembl41448

    19. Mls002222192

    20. Chembl1201007

    21. Dtxsid5047530

    22. Tox21_302563

    23. Ethanol, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, Monohydrochloride

    24. Ethanol, 2-(2-(4-(p-chloro-alpha-phenylbenzyl)-1-piperazinyl)ethoxy)-, Hydrochloride

    25. Ethanol, 2-(2-(4-(p-chloro-alpha-phenylbenzyl)-1-piperazinyl)ethoxy)-, Monohydrochloride

    26. Ncgc00180974-01

    27. Ncgc00256629-01

    28. 14729-22-7

    29. Cas-1244-76-4

    30. Q27275377

    31. 2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]ethanol;hydron;chloride

    32. 2-[2-[4-[(4-chlorophenyl)phenylmethyl]piperazin-1-yl]ethoxy]ethanolhydrochloride

    33. Ethanol, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, Hydrochloride (1:1)

    34. Ethanol, 2-(2-(4-(p-chloro-.alpha.-phenylbenzyl)-1-piperazinyl)ethoxy)-, Monohydrochloride

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 411.4 g/mol
    Molecular Formula C21H28Cl2N2O2
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count8
    Exact Mass410.1527835 g/mol
    Monoisotopic Mass410.1527835 g/mol
    Topological Polar Surface Area35.9 Ų
    Heavy Atom Count27
    Formal Charge0
    Complexity376
    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

    Antipruritics

    Agents, usually topical, that relieve itching (pruritus). (See all compounds classified as Antipruritics.)

    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.)

    4.2 FDA Pharmacological Classification
    4.2.1 Pharmacological Classes
    Histamine Receptor Antagonists [MoA]; Antihistamine [EPC]

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