Elinogrel

Elinogrel

Systematic (IUPAC) name
N-[(5-chlorothiophen-2-yl)sulfonyl]-N'-{4-[6-fluoro-7-(methylamino)-2,4-dioxo-1,4-dihydroquinazolin-3(2H)-yl]phenyl}urea
Clinical data
Pregnancy category	N/A
Legal status	Investigational
Routes of administration	Oral, intravenous
Pharmacokinetic data
Metabolism	Mainly unchanged, ca. 15% N-demethylation
Excretion	Urine, faeces
Identifiers
CAS Number	936500-94-6
ATC code	none
PubChem	CID: 16066663
ChemSpider	17226246
UNII	915Y8E749J Y
KEGG	D09607
Synonyms	PRT-060128
Chemical data
Formula	C20H15ClFN5O5S2
Molecular mass	523.945 g/mol
SMILES 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 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

Elinogrel (INN, 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. Development was terminated in 2012.

History

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