Elinogrel

Chemical compound From Wikipedia, the free encyclopedia

Elinogrel (INN,[2] USAN) was an experimental antiplatelet drug acting as a P2Y12 inhibitor. Similarly to ticagrelor and in contrast to clopidogrel, elinogrel was a reversible inhibitor that acted fast and short (for about 12 hours), and it was not a prodrug but pharmacologically active itself. The substance was used in form of its potassium salt, intravenously for acute treatment and orally for long-term treatment.[3] Development was terminated in 2012.

Other namesPRT-060128
Routes of
administrationBy mouth, IV
ATC code
  • None
Legal status
  • Development terminated
Quick facts Clinical data, Other names ...
Elinogrel
Clinical data
Other namesPRT-060128
Routes of
administration		By mouth, IV
ATC code
  • None
Legal status
Legal status
  • Development terminated
Pharmacokinetic data
MetabolismMainly unchanged, ~15% N-demethylation[1]
ExcretionUrine, faeces
Identifiers
  • N-[(5-Chlorothiophen-2-yl)sulfonyl]-N′-{4-[6-fluoro-7-(methylamino)-2,4-dioxo-1,4-dihydroquinazolin-3(2H)-yl]phenyl}urea
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC20H15ClFN5O5S2
Molar mass523.94 g·mol−1
3D model (JSmol)
  • CNC1=C(C=C2C(=C1)NC(=O)N(C2=O)C3=CC=C(C=C3)NC(=O)NS(=O)(=O)C4=CC=C(S4)Cl)F
  • InChI=1S/C20H15ClFN5O5S2/c1-23-15-9-14-12(8-13(15)22)18(28)27(20(30)25-14)11-4-2-10(3-5-11)24-19(29)26-34(31,32)17-7-6-16(21)33-17/h2-9,23H,1H3,(H,25,30)(H2,24,26,29)
  • Key:LGSDFTPAICUONK-UHFFFAOYSA-N
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History

The substance was originally developed by Portola Pharmaceuticals, with Phase II clinical trials conducted around 2008–2011.[4] In February 2009, Novartis bought worldwide rights to develop it further, intending to conduct Phase III studies and commercialise the drug.[5] The development of the drug was terminated in January 2012 by Novartis.[6]

References

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