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Argatroban Basic information
Argatroban Chemical Properties
  • Melting point:176-180°
  • alpha D27 +76.1° (c = 1 in 0.2N HCl)
  • storage temp. 2-8°C
  • solubility DMSO: ≥20mg/mL
  • color white to off-white
  • Merck 14,779
  • CAS DataBase Reference141396-28-3(CAS DataBase Reference)
Safety Information
  • WGK Germany 3
  • RTECS TM6126610
  • HS Code 29350090
Argatroban Usage And Synthesis
  • UsesAnticoagulant.
  • brand nameNovastan (Mitsubishi Chemical Corporation, Japan).
  • Enzyme inhibitorThis anticoagulant (FW = 508.64 g/mol; CAS 74863-84-6), also named (2R,4R) -4-methyl-1-N2-[ (3-methyl-1,2,3,4-tetrahydro-8-quinolilyl) sulfon- yl]-L-arginyl-2-piperidine carboxylic acid, Novastan?, and MD-805, is a direct thrombin inhibitor (1-11) that is an effective treatment for heparin- induced thrombocytopenia (HIT), an immunoglobulin-mediated adverse drug reaction characterized by platelet activation, thrombocytopenia, and a high risk of thrombotic complications among patients who are receiving or have recently received heparin. HIT is an autoimmune-like disorder, with the target antigen a multimolecular complex of the “self” protein, Platelet Factor-4, and heparin. Continued use of heparin is ill-advised and dangerous. Argatroban is also indicated for the treatment of heparin- induced thrombocytopenia and thrombosis syndrome (HITTS), an immune- mediated response to the administration of heparin that results in life- threatening thrombosis. Argatroban is one of four FDA-approved parenteral direct thrombin inhibitors, the others being lepirudin, desirudin, and bivalirudin. Argatroban is metabolized in the liver (t1/2 = ~50 min). Other DTI’s include recombinant hirudins, bivalirudin, and ximelagatran, either alone or in combination with melagatran. Argatroban is a significantly weaker inhibitor of trypsin, K = 4.3 μM, plasmin (K = ii 800 μM), coagulation factor Xa, and plasma kallikrein (Ki = 2 mM). Commercial sources often supply a mixture of 21 (R) and 21 (S) Diastereoisomers. The latter is more potent.
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