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    Chemistry

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    Also known as: 147245-92-9, Acetic acid;(2s)-2-amino-3-(4-hydroxyphenyl)propanoic acid;(2s)-2-aminopentanedioic acid;(2s)-2-aminopropanoic acid;(2s)-2,6-diaminohexanoic acid, Glatirameracetat, Dtxsid30163637, Am84438, Ac-28732
    Molecular Formula
    C25H45N5O13
    Molecular Weight
    623.7  g/mol
    InChI Key
    FHEAIOHRHQGZPC-KIWGSFCNSA-N
    Glatiramer Acetate
    A random polymer of L-ALANINE, L-GLUTAMIC ACID, L-LYSINE, and L-TYROSINE that structurally resembles MYELIN BASIC PROTEIN. It is used in the treatment of RELAPSING-REMITTING MULTIPLE SCLEROSIS.
    1 2D Structure

    Glatiramer Acetate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    acetic acid;(2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid;(2S)-2-aminopentanedioic acid;(2S)-2-aminopropanoic acid;(2S)-2,6-diaminohexanoic acid
    2.1.2 InChI
    InChI=1S/C9H11NO3.C6H14N2O2.C5H9NO4.C3H7NO2.C2H4O2/c10-8(9(12)13)5-6-1-3-7(11)4-2-6;7-4-2-1-3-5(8)6(9)10;6-3(5(9)10)1-2-4(7)8;1-2(4)3(5)6;1-2(3)4/h1-4,8,11H,5,10H2,(H,12,13);5H,1-4,7-8H2,(H,9,10);3H,1-2,6H2,(H,7,8)(H,9,10);2H,4H2,1H3,(H,5,6);1H3,(H,3,4)/t8-;5-;3-;2-;/m0000./s1
    2.1.3 InChI Key
    FHEAIOHRHQGZPC-KIWGSFCNSA-N
    2.1.4 Canonical SMILES
    CC(C(=O)O)N.CC(=O)O.C1=CC(=CC=C1CC(C(=O)O)N)O.C(CCN)CC(C(=O)O)N.C(CC(=O)O)C(C(=O)O)N
    2.1.5 Isomeric SMILES
    C[C@@H](C(=O)O)N.CC(=O)O.C1=CC(=CC=C1C[C@@H](C(=O)O)N)O.C(CCN)C[C@@H](C(=O)O)N.C(CC(=O)O)[C@@H](C(=O)O)N
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. 5010, Tv

    2. Acetate, Glatiramer

    3. Copaxone

    4. Glatiramer

    5. Tv 5010

    6. Tv-5010

    7. Tv5010

    2.2.2 Depositor-Supplied Synonyms

    1. 147245-92-9

    2. Acetic Acid;(2s)-2-amino-3-(4-hydroxyphenyl)propanoic Acid;(2s)-2-aminopentanedioic Acid;(2s)-2-aminopropanoic Acid;(2s)-2,6-diaminohexanoic Acid

    3. Glatirameracetat

    4. Dtxsid30163637

    5. Am84438

    6. Ac-28732

    7. L-alanine Compound With L-glutamic Acid And L-lysine And L-tyrosine And Acetic Acid (1:1:1:1:1)

    8. Q418274

    2.3 Create Date
    2005-08-09
    3 Chemical and Physical Properties
    Molecular Weight 623.7 g/mol
    Molecular Formula C25H45N5O13
    Hydrogen Bond Donor Count12
    Hydrogen Bond Acceptor Count18
    Rotatable Bond Count13
    Exact Mass623.30138651 g/mol
    Monoisotopic Mass623.30138651 g/mol
    Topological Polar Surface Area374 Ų
    Heavy Atom Count43
    Formal Charge0
    Complexity519
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count5
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameCopaxone
    PubMed HealthGlatiramer (Injection)
    Drug ClassesCentral Nervous System Agent, Immune Suppressant, Musculoskeletal Agent
    Drug LabelGlatiramer acetate, the active ingredient of COPAXONE, consists of the acetate salts of synthetic polypeptides, containing four naturally occurring amino acids: L-glutamic acid, L-alanine, L-tyrosine, and L-lysine with an average molar fraction of 0....
    Active IngredientGlatiramer acetate
    Dosage FormInjectable
    RouteSubcutaneous
    Strength20mg/ml; 40mg/ml
    Market StatusPrescription
    CompanyTeva Pharms Usa

    2 of 2  
    Drug NameCopaxone
    PubMed HealthGlatiramer (Injection)
    Drug ClassesCentral Nervous System Agent, Immune Suppressant, Musculoskeletal Agent
    Drug LabelGlatiramer acetate, the active ingredient of COPAXONE, consists of the acetate salts of synthetic polypeptides, containing four naturally occurring amino acids: L-glutamic acid, L-alanine, L-tyrosine, and L-lysine with an average molar fraction of 0....
    Active IngredientGlatiramer acetate
    Dosage FormInjectable
    RouteSubcutaneous
    Strength20mg/ml; 40mg/ml
    Market StatusPrescription
    CompanyTeva Pharms Usa

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Antirheumatic Agents

    Drugs that are used to treat RHEUMATOID ARTHRITIS. (See all compounds classified as Antirheumatic Agents.)

    Immunosuppressive Agents

    Agents that suppress immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-CELLS or by inhibiting the activation of HELPER CELLS. While immunosuppression has been brought about in the past primarily to prevent rejection of transplanted organs, new applications involving mediation of the effects of INTERLEUKINS and other CYTOKINES are emerging. (See all compounds classified as Immunosuppressive Agents.)

    Adjuvants, Immunologic

    Substances that augment, stimulate, activate, potentiate, or modulate the immune response at either the cellular or humoral level. The classical agents (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contain bacterial antigens. Some are endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Their mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy of many biological response modifiers is related to their antigen-specific immunoadjuvanticity. (See all compounds classified as Adjuvants, Immunologic.)

    5.2 ATC Code

    L03AX13

    S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355

    L - Antineoplastic and immunomodulating agents

    L03 - Immunostimulants

    L03A - Immunostimulants

    L03AX - Other immunostimulants

    L03AX13 - Glatiramer acetate

    API Reference Price

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    23-Apr-2021
    26-Jun-2024
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    USFDA APPLICATION NUMBER - 20622

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    DOSAGE - INJECTABLE;SUBCUTANEOUS - 40MG/ML

    USFDA APPLICATION NUMBER - 20622

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