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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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26-Apr-2021
26-Jun-2024
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DOSAGE - FOR SOLUTION;SUBCUTANEOUS - 20MG/VIA...DOSAGE - FOR SOLUTION;SUBCUTANEOUS - 20MG/VIAL

USFDA APPLICATION NUMBER - 20622

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DOSAGE - INJECTABLE;SUBCUTANEOUS - 40MG/ML

USFDA APPLICATION NUMBER - 20622

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