Idraparinux: Difference between revisions

Idraparinux
Clinical data
Routes of; administration	Subcutaneous
ATC code	none;
Legal status
Legal status	Investigational;
Pharmacokinetic data
Elimination half-life	80-130 hours
Identifiers
	IUPAC name 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	149920-56-9;
PubChem CID	3083444;
Chemical and physical data
Formula	C38H55Na9O49S7
Molar mass	1727.17683 g/mol g·mol−1
3D model (JSmol)	Interactive image;
	SMILES 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+];

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Revision as of 23:30, 14 May 2009

Idraparinux sodium is an anticoagulant medication.^[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 (increase from fondaparinux's 17 hours to about 80 hours). It needs to be applied only once a week.

As of July 2007^[update], 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

^ 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)
^ 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)

This pharmacology-related article is a stub. You can help Wikipedia by expanding it.

This article about an organic compound is a stub. You can help Wikipedia by expanding it.

[pmid18294998-1] 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)

[pmid17855670-2] 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)

[1]

[2]

@@ Line 37: / Line 37: @@
 <!-- MeSHName=SANORG+34006 -->
-'''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.<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 (increase from fondaparinux's 17 hours to about 80 hours). It needs to be applied only once a week.
@@ Line 43: / Line 43: @@
 {{as of|July 2007}}, it has completed the [[Phase III clinical trial]] AMADEUS.
-== Method of action ==
+==Method of action==
-Idraparinux selectively blocks [[coagulation factor Xa]].<ref name="pmid17855670">{{cite journal |author=Buller HR, Cohen AT, Davidson B, ''et al'' |title=Idraparinux versus standard therapy for venous thromboembolic disease |journal=N. Engl. J. Med. |volume=357 |issue=11 |pages=1094–104 |year=2007 |month=September |pmid=17855670 |doi=10.1056/NEJMoa064247 |url=http://content.nejm.org/cgi/pmidlookup?view=short&pmid=17855670&promo=ONFLNS19}}</ref>
+Idraparinux selectively blocks [[coagulation factor Xa]].<ref name="pmid17855670">{{cite journal |author=Buller HR, Cohen AT, Davidson B, ''et al.'' |title=Idraparinux versus standard therapy for venous thromboembolic disease |journal=N. Engl. J. Med. |volume=357 |issue=11 |pages=1094–104 |year=2007 |month=September |pmid=17855670 |doi=10.1056/NEJMoa064247 |url=http://content.nejm.org/cgi/pmidlookup?view=short&pmid=17855670&promo=ONFLNS19}}</ref>
 See [[Heparin#Mechanism of anticoagulant action|Heparin: Mechanism of anticoagulant action]] for a comparison of the mechanism of heparin, low-molecular-weight heparins, fondaparinux and idraparinux.
-== References ==
+==References==
 {{reflist}}
-{{pharma-stub}}
-{{organic-compound-stub}}
 {{Antithrombotics}}
@@ Line 58: / Line 55: @@
 [[Category:Anticoagulants]]
 [[Category:Oligosaccharides]]
+{{pharma-stub}}
+{{organic-compound-stub}}