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Argatroban information


Argatroban
Clinical data
AHFS/Drugs.comMonograph
License data
  • US DailyMed: Argatroban
Routes of
administration
Intravenous
ATC code
  • B01AE03 (WHO)
Legal status
Legal status
  • US: ℞-only[1]
Pharmacokinetic data
Bioavailability100% (intravenous)
Protein binding54%
Metabolismhepatic
Elimination half-life39 and 51 minutes
Identifiers
IUPAC name
  • (2R,4R)-1-[(2S)-5-(diaminomethylideneamino)-2-
    [[(3R)-3-methyl-1,2,3,4-tetrahydroquinolin-8-yl]
    sulfonylamino]pentanoyl]-4-methyl-piperidine-2-
    carboxylic acid
CAS Number
  • 74863-84-6 checkY
PubChem CID
  • 440542
DrugBank
  • DB00278 checkY
ChemSpider
  • 389444 checkY
UNII
  • OCY3U280Y3
KEGG
  • C04931 checkY
ChEMBL
  • ChEMBL1166 ☒N
CompTox Dashboard (EPA)
  • DTXSID7046467 Edit this at Wikidata
ECHA InfoCard100.166.378 Edit this at Wikidata
Chemical and physical data
FormulaC23H36N6O5S
Molar mass508.64 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O=C(O)[C@@H]3N(C(=O)C(NS(=O)(=O)c1cccc2c1NCC(C2)C)CCC/N=C(\N)N)CC[C@@H](C)C3
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 ☒N
  • Key:KXNPVXPOPUZYGB-IOVMHBDKSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Argatroban is an anticoagulant that is a small molecule direct thrombin inhibitor.[2] In 2000, argatroban was licensed by the Food and Drug Administration (FDA) for prophylaxis or treatment of thrombosis in patients with heparin-induced thrombocytopenia (HIT). In 2002, it was approved for use during percutaneous coronary interventions in patients who have HIT or are at risk for developing it. In 2012, it was approved by the MHRA in the UK for anticoagulation in patients with heparin-induced thrombocytopenia Type II (HIT) who require parenteral antithrombotic therapy.[3]

Argatroban is given intravenously and drug plasma concentrations reach steady state in 1–3 hours.[4] Argatroban is metabolized in the liver and has a half-life of about 50 minutes. It is monitored by PTT. Because of its hepatic metabolism, it may be used in patients with renal dysfunction. (This is in contrast to lepirudin, a direct thrombin inhibitor that is primarily renally cleared).

  1. ^ "Argatroban injection, solution". DailyMed. Retrieved 10 June 2021.
  2. ^ Di Nisio M, Middeldorp S, Buller HR (2005). "Direct thrombin inhibitors". N Engl J Med. 353 (10): 1028–40. doi:10.1056/NEJMra044440. PMID 16148288.
  3. ^ "UK launch for Mitsubishi's blood thinner Exembol". 3 July 2012.
  4. ^ Dhillon, S (2009). "Argatroban: A Review of its Use in the Management of Heparin-Induced Thrombocytopenia". Am J Cardiovasc Drugs. 9 (4): 261–82. doi:10.2165/1120090-000000000-00000. PMID 19655821.

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Treatment may include a direct thrombin inhibitor, such as lepirudin or argatroban. Other "blood thinners" sometimes used in this setting include bivalirudin...

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Diclofenac

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Discovery and development of direct thrombin inhibitors

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