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Chemistry

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Also known as: 28704-27-0, Cop-1, (2s)-2-amino-3-(4-hydroxyphenyl)propanoic acid;(2s)-2-aminopentanedioic acid;(2s)-2-aminopropanoic acid;(2s)-2,6-diaminohexanoic acid, Dtxsid50182865
Molecular Formula
C23H41N5O11
Molecular Weight
563.6  g/mol
InChI Key
YLOCGHYTXIINAI-XKUOMLDTSA-N

Glatiramer
Glatiramer acetate 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 0.141, 0.427, 0.095, and 0.338, respectively. The average molecular weight of glatiramer acetate is 5,000-9,000 daltons. It is an immunomodulator, licensed in much of the world for reduced frequency of relapses in relapsing-remitting multiple sclerosis.
1 2D Structure

Glatiramer

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(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/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/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)/t8-;5-;3-;2-/m0000/s1
2.1.3 InChI Key
YLOCGHYTXIINAI-XKUOMLDTSA-N
2.1.4 Canonical SMILES
CC(C(=O)O)N.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.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 Depositor-Supplied Synonyms

1. 28704-27-0

2. Cop-1

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

4. Dtxsid50182865

2.3 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 563.6 g/mol
Molecular Formula C23H41N5O11
Hydrogen Bond Donor Count11
Hydrogen Bond Acceptor Count16
Rotatable Bond Count13
Exact Mass563.28025714 g/mol
Monoisotopic Mass563.28025714 g/mol
Topological Polar Surface Area337 Ų
Heavy Atom Count39
Formal Charge0
Complexity488
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count4
4 Drug and Medication Information
4.1 Drug Indication

For reduction of the frequency of relapses in patients with Relapsing-Remitting Multiple Sclerosis.


FDA Label


5 Pharmacology and Biochemistry
5.1 Pharmacology

Glatiramer acetate was originally designed to mimic a protein in myelin, called myelin basic protein, with the intention of inducing EAE (an animal model of MS). Quite to the contrary, it was found to suppress the disease and as a result came to be trialed in human MS. There is some evidence that Glatiramer acetate converts the body's immune response from a Th1 type to a Th2 one, promotes suppressor T cells or acts as an altered peptide ligand. Studies in animals and in vitro systems suggest that upon its administration, glatiramer acetate-specific suppressor T-cells are induced and activated in the periphery. Some fraction of the injected material, either intact or partially hydrolyzed, is presumed to enter the lymphatic circulation, enabling it to reach regional lymph nodes, and some may enter the systemic circulation intact.


5.2 Metabolism/Metabolites

Hydrolyzed by proteases


5.3 Mechanism of Action

Glatiramer acetate (GA) exhibits strong and promiscuous binding to MHC molecules (HLA DRB1* variants) and consequent competition with various myelin antigens for their presentation to T cells. A further aspect of its action is potent induction of specific suppressor cells of the T helper 2 (Th2) type that migrate to the brain and lead to in situ bystander suppression. Furthermore, the GA-specific cells in the brain express the anti-inflammatory cytokines IL-10 and transforming growth factor beta, in addition to brain-derived neurotrophic factor, whereas they do not express the inflammatory cytokine IFN-gamma. Recent evidence also suggests that Glatiramer acetate directly inhibits dendritic cells and monocytes - both of which are circulating antigen presenting cells.


API SUPPLIERS

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01

Tofigh Daru

Iran

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

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Medlab Asia & Asia Health
Not Confirmed
  • fda
  • EDQM
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Virtual BoothTofigh Daru develops & synthesizes a diverse range of APIs in Anticancer, Narcotics, Cardiovascular to Immunomodulatory Segments.

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USDMF CEP/COS JDMF EU-WC NDC KDMF VMF Others AUDIT
Tofigh Daru

02

AmbioPharm

U.S.A

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

Medlab Asia & Asia Health
Not Confirmed
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AmbioPharm

U.S.A

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

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Medlab Asia & Asia Health
Not Confirmed
USDMF arrow-down CEP/COS JDMF EU-WC NDC arrow-down KDMF VMF Others AUDIT
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03

Hybio Pharmaceutical

China

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

Medlab Asia & Asia Health
Not Confirmed
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USDMF

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Ambiopharm Inc

U.S.A

USDMF

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Medlab Asia & Asia Health
Not Confirmed

01

Medlab Asia & Asia Health
Not Confirmed

GDUFA

DMF Review : Complete

Rev. Date : 2015-01-05

Pay. Date : 2014-06-09

DMF Number : 26489

Submission : 2012-09-27

Status : Active

Type : II

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NDC API

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Medlab Asia & Asia Health
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GLATIRAMER

NDC Package Code : 41524-0004

Start Marketing Date : 2012-09-06

End Marketing Date : 2024-12-31

Dosage Form (Strength) : POWDER (1g/g)

Marketing Category : BULK INGREDIENT

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Listed Suppliers

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01

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Medlab Asia & Asia Health
Not Confirmed
  • fda
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Virtual BoothTofigh Daru develops & synthesizes a diverse range of APIs in Anticancer, Narcotics, Cardiovascular to Immunomodulatory Segments.

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Digital Content Digital Content

Glatiramer

About the Company : Tofigh Daru (TODACO) belongs to the Tamin Pharmaceutical Investment Company, the biggest pharmaceutical holding in Iran. TODACO develops novel APIs in therapeutic categories like A...

Tofigh Daru (TODACO) belongs to the Tamin Pharmaceutical Investment Company, the biggest pharmaceutical holding in Iran. TODACO develops novel APIs in therapeutic categories like Anti-cancer, Anti-diabetics, Cardiovascular & Narcotics. Today, we boast to be the one & only producer of specialized APIs like Glatiramer, Fentanyl, Remifentanil, Atracurium, and peptides including long-acting Triptorelin and we have 5 PIC/s GMP-approved production lines. We also produce semi-finished products, granules for hazardous substances & FDF know-how, tech transfers & CTD compilations. We are exporting our products to Turkey, Bulgaria, Russia, & Algeria.
Tofigh Daru

02

Medlab Asia & Asia Health
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Glatiramer

About the Company : Hybio is a hi-tech enterprise specializing in the R&D and manufacturing of diverse peptide products. Founded in 1998, after decades of effort, we have grown to be one of the larges...

Hybio is a hi-tech enterprise specializing in the R&D and manufacturing of diverse peptide products. Founded in 1998, after decades of effort, we have grown to be one of the largest and most professional peptide pharmaceutical companies in China. We were one of the first to enter the peptide pharmaceutical industry in China, and we are the only one that has a full range of peptide products and services, including peptide finished dosage products, peptide API products, and peptide CRO&CMO services.
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API Reference Price

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23-Apr-2021
26-Jun-2024
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NEWS #PharmaBuzz

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Global Sales Information

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Finished Drug Prices

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01

Brand Name : Copaxone

Israel
arrow
Medlab Asia & Asia Health
Not Confirmed

Brand Name : Copaxone

Israel
arrow
Medlab Asia & Asia Health
Not Confirmed

Glatiramer

Dosage Form : Glatiramer 20Mg 28 Joined The Pa...

Dosage Strength : 28 SYRINGES SC 20 mg/ml 1 ml

Price Per Pack (Euro) : 1,206.17

Published in :

Country : Italy

RX/OTC/DISCN : Class A

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02

Brand Name : Copaxone

Israel
arrow
Medlab Asia & Asia Health
Not Confirmed

Brand Name : Copaxone

Israel
arrow
Medlab Asia & Asia Health
Not Confirmed

Glatiramer

Dosage Form : Glatiramer 40Mg 12 Units Parente...

Dosage Strength : 12 SYRINGES SC 40 mg/ml 1 ml

Price Per Pack (Euro) : 1,206.17

Published in :

Country : Italy

RX/OTC/DISCN : Class A

blank

03

Brand Name : COPAXONE

Israel
arrow
Medlab Asia & Asia Health
Not Confirmed

Brand Name : COPAXONE

Israel
arrow
Medlab Asia & Asia Health
Not Confirmed

Glatiramer

Dosage Form : Solution For Injection

Dosage Strength : 20 mg/ml

Price Per Pack (Euro) : 1,145.86

Published in :

Country : Italy

RX/OTC/DISCN :

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04

Brand Name : COPEMYLTRI

U.S.A
arrow
Medlab Asia & Asia Health
Not Confirmed

Brand Name : COPEMYLTRI

U.S.A
arrow
Medlab Asia & Asia Health
Not Confirmed

Glatiramer

Dosage Form : Solution For Injection In Pre-Fi...

Dosage Strength : 40 mg/ml

Price Per Pack (Euro) : 859.4

Published in :

Country : Italy

RX/OTC/DISCN :

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05

Brand Name : COPEMYL

U.S.A
arrow
Medlab Asia & Asia Health
Not Confirmed

Brand Name : COPEMYL

U.S.A
arrow
Medlab Asia & Asia Health
Not Confirmed

Glatiramer

Dosage Form : Solution For Injection In Pre-Fi...

Dosage Strength : 20 mg/ml

Price Per Pack (Euro) : 893.77

Published in :

Country : Italy

RX/OTC/DISCN :

blank

06

Brand Name : COPAXONE

Israel
arrow
Medlab Asia & Asia Health
Not Confirmed

Brand Name : COPAXONE

Israel
arrow
Medlab Asia & Asia Health
Not Confirmed

Glatiramer

Dosage Form : Solution For Injection In Pre-Fi...

Dosage Strength : 40 mg/ml

Price Per Pack (Euro) : 1,145.86

Published in :

Country : Italy

RX/OTC/DISCN :

blank
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