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Prasugrel {systematic name: 5-[(2-cyclo­propyl­carbon­yl)(2-fluoro­phen­yl)meth­yl]-4,5,6,7-tetra­hydro­thieno[3,2-c]pyridin-2-yl acetate}, C20H20FNO3S, is a new third-generation thienopyridine which was recently approved for clinical use as a more potent blocker of the platelet P2Y12 receptor than clopidogrel, which was previously used for this purpose. The mol­ecule features a tetra­hydro­thienopyridine system with the tetra­hydro­pyridine ring showing a half-chair conformation; the dihedral angle formed by the the planes of the benzene and thio­phene rings is 83.17 (3)°.

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The title compound, C28H26N2O4, crystallizes as a racemate with four stereogenic centers. In the molecule, the pyrrolidone ring adopts an envelope conformation and the cyclo­hexene ring has a twisted envelope conformation. In the crystal structure, mol­ecules are linked by weak inter­molecular C—H...O hydrogen bonds.
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