Prasugrel besylateProduct ingredient for Prasugrel
- Name
- Prasugrel besylate
- Drug Entry
- Prasugrel
Prasugrel, a thienopyridine derivative, is a platelet activation and aggregation inhibitor structurally and pharmacologically related to clopidogrel and ticlopidine. Similar to clopidogrel, prasugrel is a prodrug that requires enzymatic transformation in the liver to its active metabolite, R-138727. R-138727 irreversibly binds to P2Y12 type ADP receptors on platelets thus preventing activation of the GPIIb/IIIa receptor complex. As a result, inhibition of ADP-mediated platelet activation and aggregation occurs. Prasugrel was developed by Daiichi Sankyo Co. and is currently marketed in the United States and Canada in cooperation with Eli Lilly and Company for acute coronary syndromes planned for percutaneous coronary intervention (PCI). FDA approved in 2009.
- Accession Number
- DBSALT003141
- Structure
Structure for Prasugrel besylate (DBSALT003141)
- Synonyms
- Prasugrel benzenesulfonate / Prasugrel besilate
- UNII
- 7KYD4NE018
- CAS Number
- 952340-40-8
- Weight
- Average: 531.61
Monoisotopic: 531.118558072 - Chemical Formula
- C26H26FNO6S2
- InChI Key
- UFXQKLQPHZRPDV-UHFFFAOYSA-N
- InChI
- InChI=1S/C20H20FNO3S.C6H6O3S/c1-12(23)25-18-10-14-11-22(9-8-17(14)26-18)19(20(24)13-6-7-13)15-4-2-3-5-16(15)21;7-10(8,9)6-4-2-1-3-5-6/h2-5,10,13,19H,6-9,11H2,1H3;1-5H,(H,7,8,9)
- IUPAC Name
- 5-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4H,5H,6H,7H-thieno[3,2-c]pyridin-2-yl acetate; benzenesulfonic acid
- SMILES
- OS(=O)(=O)C1=CC=CC=C1.CC(=O)OC1=CC2=C(CCN(C2)C(C(=O)C2CC2)C2=C(F)C=CC=C2)S1
- External Links
- ChemSpider
- 81367209
- Predicted Properties
Property Value Source logP 4.31 Chemaxon pKa (Strongest Acidic) 15.34 Chemaxon pKa (Strongest Basic) 5.12 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 46.61 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 96.81 m3·mol-1 Chemaxon Polarizability 38.44 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon