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'''Idraparinux sodium''' is an [[anticoagulant]] medication.<ref name="pmid18294998">{{cite journal |author=Bousser MG, Bouthier J, Büller HR, ''et al.'' |title=Comparison of idraparinux with vitamin K antagonists for prevention of thromboembolism in patients with atrial fibrillation: a randomised, open-label, non-inferiority trial |journal=Lancet |volume=371 |issue=9609 |pages=315–21 |year=2008 |month=January |pmid=18294998 |doi=10.1016/S0140-6736(08)60168-3 |url=http://linkinghub.elsevier.com/retrieve/pii/S0140-6736(08)60168-3}}</ref>
'''Idraparinux sodium''' is an [[anticoagulant]] medication in development by [[Sanofi-Aventis]].<ref name="pmid18294998">{{cite journal |author=Bousser MG, Bouthier J, Büller HR, ''et al.'' |title=Comparison of idraparinux with vitamin K antagonists for prevention of thromboembolism in patients with atrial fibrillation: a randomised, open-label, non-inferiority trial |journal=Lancet |volume=371 |issue=9609 |pages=315–21 |year=2008 |month=January |pmid=18294998 |doi=10.1016/S0140-6736(08)60168-3 |url=http://linkinghub.elsevier.com/retrieve/pii/S0140-6736(08)60168-3}}</ref>

It has a similar chemical structure and the same method of action as [[fondaparinux]], but with an elimination half-life about five to six times longer (an increase from fondaparinux's 17 hours to approximately 80 hours), which means that the drug should only need to be injected once a week.


It has a similar chemical structure and the same method of action as [[fondaparinux]], but with an elimination half-life about five to six times longer (increase from fondaparinux's 17 hours to about 80 hours). It needs to be applied only once a week.


{{as of|July 2007}}, it has completed the [[Phase III clinical trial]] AMADEUS.
{{as of|July 2007}}, it has completed the [[Phase III clinical trial]] AMADEUS.

Revision as of 10:26, 23 June 2009

Idraparinux
Clinical data
Routes of
administration
Subcutaneous
ATC code
  • none
Legal status
Legal status
  • Investigational
Pharmacokinetic data
Elimination half-life80-130 hours
Identifiers
  • Nonasodium (2S,3S,4S,5R,6R)-6-[(2R,3R,4S,5R,6R)-6-

    [(2R,3S,4S,5R,6R)-2-carboxylato-
    4,5-dimethoxy-6-[(2R,3R,4S,5R,6S)-6-methoxy-4,5-
    disulfonatooxy-2-(sulfonatooxymethyl)oxan-3-yl]
    oxyoxan-3-yl]oxy-4,5-disulfonatooxy-
    2-(sulfonatooxymethyl)oxan-3-yl]oxy-4,5-dimethoxy-
    3-[(2R,3R,4S,5R,6R)-3,4,5-trimethoxy-

    6-(sulfonatooxymethyl)oxan-2-yl]oxyoxane-
    2-carboxylate
CAS Number
PubChem CID
Chemical and physical data
FormulaC38H55Na9O49S7
Molar mass1727.17683 g/mol g·mol−1
3D model (JSmol)
  • CO[C@@H]1[C@H](O[C@@H]([C@@H]([C@H]1OC)OC)O[C@H]2[C@@H]([C@H]([C@@H](O[C@@H]2C(=O)[O-])O[C@@H]3[C@H](O[C@@H]([C@@H]([C@H]3OS(=O)(=O)[O-])OS(=O)(=O)[O-])O[C@H]4[C@@H]([C@H]([C@@H](O[C@H]4C(=O)[O-])O[C@@H]5[C@H](O[C@@H]([C@@H]([C@H]5OS(=O)(=O)[O-])OS(=O)(=O)[O-])OC)COS(=O)(=O)[O-])OC)OC)COS(=O)(=O)[O-])OC)OC)COS(=O)(=O)[O-].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]

Idraparinux sodium is an anticoagulant medication in development by Sanofi-Aventis.[1]

It has a similar chemical structure and the same method of action as fondaparinux, but with an elimination half-life about five to six times longer (an increase from fondaparinux's 17 hours to approximately 80 hours), which means that the drug should only need to be injected once a week.


As of July 2007, it has completed the Phase III clinical trial AMADEUS.

Method of action

Idraparinux selectively blocks coagulation factor Xa.[2]

See Heparin: Mechanism of anticoagulant action for a comparison of the mechanism of heparin, low-molecular-weight heparins, fondaparinux and idraparinux.

References

  1. ^ Bousser MG, Bouthier J, Büller HR; et al. (2008). "Comparison of idraparinux with vitamin K antagonists for prevention of thromboembolism in patients with atrial fibrillation: a randomised, open-label, non-inferiority trial". Lancet. 371 (9609): 315–21. doi:10.1016/S0140-6736(08)60168-3. PMID 18294998. {{cite journal}}: Explicit use of et al. in: |author= (help); Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
  2. ^ Buller HR, Cohen AT, Davidson B; et al. (2007). "Idraparinux versus standard therapy for venous thromboembolic disease". N. Engl. J. Med. 357 (11): 1094–104. doi:10.1056/NEJMoa064247. PMID 17855670. {{cite journal}}: Explicit use of et al. in: |author= (help); Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)