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Otamixaban

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Otamixaban
Clinical data
ATC code
  • none
Identifiers
  • Methyl (2R,3R)-2-{3-[amino(imino)methyl]benzyl}-3-{[4-(1-oxidopyridin-4-yl)benzoyl]amino}butanoate
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC25H26N4O4
Molar mass446.507 g·mol−1
3D model (JSmol)
  • O=C(OC)[C@H](Cc1cc(C(=[N@H])N)ccc1)[C@H](NC(=O)c3ccc(c2cc[n+]([O-])cc2)cc3)C
  • InChI=1S/C25H26N4O4/c1-16(22(25(31)33-2)15-17-4-3-5-21(14-17)23(26)27)28-24(30)20-8-6-18(7-9-20)19-10-12-29(32)13-11-19/h3-14,16,22H,15H2,1-2H3,(H3,26,27)(H,28,30)/t16-,22-/m1/s1 checkY
  • Key:PFGVNLZDWRZPJW-OPAMFIHVSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Otamixaban (INN) is an experimental injectableanticoagulantdirect factor Xa inhibitor[1] that was investigated for the treatment foracute coronary syndrome. In 2013,Sanofi announced that it had endeddevelopment of the drug candidate after poor performance in aPhase III clinical trial.[2][3]

References

[edit]
  1. ^Guertin KR, Choi YM (2007)."The discovery of the Factor Xa inhibitor otamixaban: from lead identification to clinical development".Curr. Med. Chem.14 (23):2471–81.doi:10.2174/092986707782023659.PMID 17979700.
  2. ^"AstraZeneca, Sanofi Cut Programs".Chemical & Engineering News.91 (23). American Chemical Society: 17. June 10, 2013.Sanofi is ending development on two compounds, the anticancer compound iniparib and the anticoagulant otamixaban, both of which flunked Phase III studies.
  3. ^"Sanofi's Investigational Iniparib, Otamixaban Fail To Meet Goals, Ends Programs". RTT news. Retrieved11 April 2014.
Antiplatelet drugs
Glycoprotein IIb/IIIa inhibitors
ADP receptor/P2Y12inhibitors
Prostaglandin analogue (PGI2)
COX inhibitors
Thromboxane inhibitors
Phosphodiesterase inhibitors
Other
Anticoagulants
Vitamin K antagonists
(inhibitII,VII,IX,X)
Factor Xa inhibitors
(with some II inhibition)
Heparin group/
glycosaminoglycans/
(bindantithrombin)
Direct Xa inhibitors ("xabans")
Direct thrombin (IIa) inhibitors
Other
Thrombolytic drugs/
fibrinolytics
Non-medicinal
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