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    Synopsis

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    Chemistry

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    Also known as: Varenicline tartrate, 375815-87-5, (2s,3s)-2,3-dihydroxybutanedioic acid; 5,8,14-triazatetracyclo[10.3.1.0^{2,11}.0^{4,9}]hexadeca-2(11),3,5,7,9-pentaene, (2s,3s)-2,3-dihydroxybutanedioic acid;5,8,14-triazatetracyclo[10.3.1.02,11.04,9]hexadeca-2,4,6,8,10-pentaene, Akos026750167, As-35136
    Molecular Formula
    C17H19N3O6
    Molecular Weight
    361.3  g/mol
    InChI Key
    TWYFGYXQSYOKLK-WUUYCOTASA-N
    Varenicline Tartrate
    A benzazepine derivative that functions as an ALPHA4-BETA2 NICOTINIC RECEPTOR partial agonist. It is used for SMOKING CESSATION.
    1 2D Structure

    Varenicline Tartrate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S,3S)-2,3-dihydroxybutanedioic acid;5,8,14-triazatetracyclo[10.3.1.02,11.04,9]hexadeca-2,4,6,8,10-pentaene
    2.1.2 InChI
    InChI=1S/C13H13N3.C4H6O6/c1-2-16-13-5-11-9-3-8(6-14-7-9)10(11)4-12(13)15-1;5-1(3(7)8)2(6)4(9)10/h1-2,4-5,8-9,14H,3,6-7H2;1-2,5-6H,(H,7,8)(H,9,10)/t;1-,2-/m.0/s1
    2.1.3 InChI Key
    TWYFGYXQSYOKLK-WUUYCOTASA-N
    2.1.4 Canonical SMILES
    C1C2CNCC1C3=CC4=NC=CN=C4C=C23.C(C(C(=O)O)O)(C(=O)O)O
    2.1.5 Isomeric SMILES
    C1C2CNCC1C3=CC4=NC=CN=C4C=C23.[C@H]([C@@H](C(=O)O)O)(C(=O)O)O
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. 6,7,8,9-tetrahydro-6,10-methano-6h-pyrazino(2,3-h)benzazepine

    2. Champix

    3. Varenicline

    4. Varenicline Tartrate

    2.2.2 Depositor-Supplied Synonyms

    1. Varenicline Tartrate

    2. 375815-87-5

    3. (2s,3s)-2,3-dihydroxybutanedioic Acid; 5,8,14-triazatetracyclo[10.3.1.0^{2,11}.0^{4,9}]hexadeca-2(11),3,5,7,9-pentaene

    4. (2s,3s)-2,3-dihydroxybutanedioic Acid;5,8,14-triazatetracyclo[10.3.1.02,11.04,9]hexadeca-2,4,6,8,10-pentaene

    5. Akos026750167

    6. As-35136

    7. A21286

    8. Z1642292115

    2.3 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 361.3 g/mol
    Molecular Formula C17H19N3O6
    Hydrogen Bond Donor Count5
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count3
    Exact Mass361.12738533 g/mol
    Monoisotopic Mass361.12738533 g/mol
    Topological Polar Surface Area153 Ų
    Heavy Atom Count26
    Formal Charge0
    Complexity388
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count2
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameChantix
    PubMed HealthVarenicline (By mouth)
    Drug ClassesSmoking Ceation Agent
    Drug LabelCHANTIX tablets contain varenicline (as the tartrate salt), which is a partial agonist selective for 42 nicotinic acetylcholine receptor subtypes.Varenicline, as the tartrate salt, is a powder which is a white to off-white to slightly yellow soli...
    Active IngredientVarenicline tartrate
    Dosage FormTablet
    RouteOral
    Strengtheq 0.5mg base; eq 1mg base
    Market StatusPrescription
    CompanyPfizer

    2 of 2  
    Drug NameChantix
    PubMed HealthVarenicline (By mouth)
    Drug ClassesSmoking Ceation Agent
    Drug LabelCHANTIX tablets contain varenicline (as the tartrate salt), which is a partial agonist selective for 42 nicotinic acetylcholine receptor subtypes.Varenicline, as the tartrate salt, is a powder which is a white to off-white to slightly yellow soli...
    Active IngredientVarenicline tartrate
    Dosage FormTablet
    RouteOral
    Strengtheq 0.5mg base; eq 1mg base
    Market StatusPrescription
    CompanyPfizer

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Nicotinic Agonists

    Drugs that bind to and activate nicotinic cholinergic receptors (RECEPTORS, NICOTINIC). Nicotinic agonists act at postganglionic nicotinic receptors, at neuroeffector junctions in the peripheral nervous system, and at nicotinic receptors in the central nervous system. Agents that function as neuromuscular depolarizing blocking agents are included here because they activate nicotinic receptors, although they are used clinically to block nicotinic transmission. (See all compounds classified as Nicotinic Agonists.)

    Smoking Cessation Agents

    Substances that facilitate the cessation of tobacco smoking. (See all compounds classified as Smoking Cessation Agents.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Partial Cholinergic Nicotinic Agonists [MoA]; Partial Cholinergic Nicotinic Agonist [EPC]

    API Reference Price

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    20-Jan-2021
    28-Nov-2024
    KGS
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    Average Price (USD/KGS)

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    DOSAGE - TABLET;ORAL - EQ 0.5MG BASE **Federa...DOSAGE - TABLET;ORAL - EQ 0.5MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 21928

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    DOSAGE - TABLET;ORAL - EQ 1MG BASE **Federal ...DOSAGE - TABLET;ORAL - EQ 1MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 21928

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