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Argatroban

Synopsis, Chemistry

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20 API Suppliers, 10 USDMF, 6 JDMF, 2 EU WC, 2 KDMF, 6 NDC API, 7 Listed Suppliers

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2 Drug(s) in Development

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26 Dossiers, 19 FDA Orange Book, 2 Europe, 1 Canada, 4 Listed Dossiers

DRUG PRODUCT COMPOSITION

INJECTABLE;INJECTION - 250MG/2.5ML (100MG/ML), INJECTABLE;INJECTION - 50MG/50ML (1MG/ML), INJECTABLE;INJECTION - 250MG/2.5ML (100MG/ML), INJECTABLE;INTRAVENOUS - 50MG/50ML (1MG/ML) **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**, INJECTABLE;INTRAVENOUS - 125MG/125ML (1MG/ML)

INJECTABLE;INJECTION - 250MG/2.5ML (100MG/ML)
INJECTABLE;INJECTION - 50MG/50ML (1MG/ML)
INJECTABLE;INJECTION - 250MG/2.5ML (100MG/ML)
INJECTABLE;INTRAVENOUS - 50MG/50ML (1MG/ML) **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**
INJECTABLE;INTRAVENOUS - 125MG/125ML (1MG/ML)

RELATED EXCIPIENT COMPANIES

Suppliers, 11 Roquette, 2 Actylis, 2 DKSH, 2 SPI Pharma, 2 Nanjing Well Pharmaceutical, 1 BASF, 1 Finar, 1 Shijiazhuang Huaxu Pharmaceutical, 1 Rochem International Inc, 1 Zhejiang Huakang Pharmaceutical, 1 Gangwal Healthcare

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U.S. Medicaid

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Also known as: (21r)-argatroban, 121785-71-5, 0dw7mih1vx, (2r,4r)-1-[(2s)-5-(diaminomethylideneamino)-2-[[(3r)-3-methyl-1,2,3,4-tetrahydroquinolin-8-yl]sulfonylamino]pentanoyl]-4-methylpiperidine-2-carboxylic acid, Dsstox_cid_26467, Dsstox_rid_81640

Molecular Formula

C₂₃H₃₆N₆O₅S

Molecular Weight

508.6 g/mol

InChI Key

KXNPVXPOPUZYGB-XYVMCAHJSA-N

FDA UNII

0DW7MIH1VX

1 2D Structure

Argatroban

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2R,4R)-1-[(2S)-5-(diaminomethylideneamino)-2-[[(3R)-3-methyl-1,2,3,4-tetrahydroquinolin-8-yl]sulfonylamino]pentanoyl]-4-methylpiperidine-2-carboxylic acid

2.1.2 InChI

InChI=1S/C23H36N6O5S/c1-14-8-10-29(18(12-14)22(31)32)21(30)17(6-4-9-26-23(24)25)28-35(33,34)19-7-3-5-16-11-15(2)13-27-20(16)19/h3,5,7,14-15,17-18,27-28H,4,6,8-13H2,1-2H3,(H,31,32)(H4,24,25,26)/t14-,15-,17+,18-/m1/s1

2.1.3 InChI Key

KXNPVXPOPUZYGB-XYVMCAHJSA-N

2.1.4 Canonical SMILES

CC1CCN(C(C1)C(=O)O)C(=O)C(CCCN=C(N)N)NS(=O)(=O)C2=CC=CC3=C2NCC(C3)C

2.1.5 Isomeric SMILES

C[C@@H]1CCN([C@H](C1)C(=O)O)C(=O)[C@H](CCCN=C(N)N)NS(=O)(=O)C2=CC=CC3=C2NC[C@@H](C3)C

2.2 Other Identifiers

2.2.1 UNII

0DW7MIH1VX

2.3 Synonyms

2.3.1 MeSH Synonyms

1. (21r)-argatroban

2. (21r)-argatroban Anhydrous

3. (21s)-argatroban

4. (21s)-argatroban Anhydrous

5. (2r,4r)-1-((2s)-5-((aminoiminomethyl)amino)-1-oxo-2-((((3r)-1,2,3,4-tetrahydro-3-methyl-8-quinolinyl)sulfonyl)amino)pentyl)-4-methyl-2-piperidinecarboxylic Acid

6. (2r,4r)-1-((2s)-5-((aminoiminomethyl)amino)-1-oxo-2-((((3s)-1,2,3,4-tetrahydro-3-methyl-8-quinolinyl)sulfonyl)amino)pentyl)-4-methyl-2-piperidinecarboxylic Acid

7. (2r,4r)-1-(5-((aminoiminomethyl)amino)-1-oxo-2-(((1,2,3,4-tetrahydro-3-methyl-8-quinolinyl)sulfonyl)amino)pentyl)-4-methyl-2-piperidinecarboxylic Acid

8. (2r,4r)-1-(5-((aminoiminomethyl)amino)-1-oxo-2-(((1,2,3,4-tetrahydro-3-methyl-8-quinolinyl)sulfonyl)amino)pentyl)-4-methyl-2-piperidinecarboxylic Acid Monohydrate

9. Acova

10. Argatroban

11. Argatroban Anhydrous

12. Argatroban Hydrate

13. Argatroban Monohydrate

14. Mci 9038

15. Mci-9038

16. Md 805

17. Md-805

18. Md805

19. Mmtqap

20. Mpqa

21. Novastan

2.3.2 Depositor-Supplied Synonyms

1. (21r)-argatroban

2. 121785-71-5

3. 0dw7mih1vx

4. (2r,4r)-1-[(2s)-5-(diaminomethylideneamino)-2-[[(3r)-3-methyl-1,2,3,4-tetrahydroquinolin-8-yl]sulfonylamino]pentanoyl]-4-methylpiperidine-2-carboxylic Acid

5. Dsstox_cid_26467

6. Dsstox_rid_81640

7. Dsstox_gsid_46467

8. Cas-74863-84-6

9. Unii-0dw7mih1vx

10. Ncgc00164592-01

11. 21(r)-argatroban

12. Schembl4375

13. Bidd:gt0748

14. Chembl59461

15. 21r-argatroban Anhydrous

16. Argatroban Anhydrous, 21r-

17. Ex-a4205

18. Zinc3807172

19. Tox21_112218

20. Tox21_112218_1

21. Argatroban Anhydrous, (21r)-

22. Ncgc00166413-02

23. 2-piperidinecarboxylic Acid, 1-(5-((aminoiminomethyl)amino)-1-oxo-2-(((1,2,3,4-tetrahydro-3-methyl-8-quinolinyl)sulfonyl)amino)pentyl)-4-methyl-, (2r-(1(s*(r*)),2alpha,4beta))-

24. Q474880

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₃H₃₆N₆O₅S
Molecular Weight	508.6 g/mol
XLogP3	1.3
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	9
Exact Mass	508.24678944 g/mol
Monoisotopic Mass	508.24678944 g/mol
Topological Polar Surface Area	189 Å²
Heavy Atom Count	35
Formal Charge	0
Complexity	887
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Argatroban
PubMed Health	Argatroban (Injection)
Drug Classes	Anticoagulant
Drug Label	Argatroban is a synthetic direct thrombin inhibitor and the chemical name is 1-[5-[(aminoiminomethyl)amino]-1-oxo-2-[[(1,2,3,4-tetrahydro-3-methyl-8- quinolinyl)sulfonyl]amino]pentyl]-4-methyl-2-piperidinecarboxylic acid, monohydrate. Argatroban has...
Active Ingredient	Argatroban
Dosage Form	Injectable
Route	injection; Injection
Strength	250mg/250ml; 100mg; 250mg/2.5ml (100mg/ml)
Market Status	Tentative Approval; Prescription
Company	Par Sterile Products; Baxter Hlthcare; Mylan Institutional; Pliva Hrvatska Doo; Hikma Pharm

2 of 2
Drug Name	Argatroban
PubMed Health	Argatroban (Injection)
Drug Classes	Anticoagulant
Drug Label	Argatroban is a synthetic direct thrombin inhibitor and the chemical name is 1-[5-[(aminoiminomethyl)amino]-1-oxo-2-[[(1,2,3,4-tetrahydro-3-methyl-8- quinolinyl)sulfonyl]amino]pentyl]-4-methyl-2-piperidinecarboxylic acid, monohydrate. Argatroban has...
Active Ingredient	Argatroban
Dosage Form	Injectable
Route	injection; Injection
Strength	250mg/250ml; 100mg; 250mg/2.5ml (100mg/ml)
Market Status	Tentative Approval; Prescription
Company	Par Sterile Products; Baxter Hlthcare; Mylan Institutional; Pliva Hrvatska Doo; Hikma Pharm

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Antithrombins

Endogenous factors and drugs that directly inhibit the action of THROMBIN, usually by blocking its enzymatic activity. They are distinguished from INDIRECT THROMBIN INHIBITORS, such as HEPARIN, which act by enhancing the inhibitory effects of antithrombins. (See all compounds classified as Antithrombins.)

Platelet Aggregation Inhibitors

Drugs or agents which antagonize or impair any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system. (See all compounds classified as Platelet Aggregation Inhibitors.)

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