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prasugrel base

Prasugrel base is a thienopyridine sulfonamide derivative characterized by a fluorinated phenyl ring, a thienyl moiety, and a primary amine group. It represents the free amine form of prasugrel, differing structurally by the absence of a trifluoromethyl substitution on the imidazopyrazinyl ring. The compound retains key aromatic and heterocyclic frameworks critical for pharmacological activity but lacks the esterified sulfonamide functionality present in the parent drug. Synthetically, it arises as a byproduct during the amidation step of prasugrel synthesis, where incomplete coupling leaves the amine unreacted. This impurity serves as an HPLC reference standard for quantifying residual amine in prasugrel API batches.

On Request
Molecular Formula C20H20FNO3S
Molecular Weight 373.4000
CAS Number 150322-43-3 โœ“ Verified
PubChem CID 6918456 โ†—
Purity N/A
Product Type API Impurity
Parent Drug Prasugrel
Lead Time On Request
IUPAC Name [5-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-6,7-dihydro-4H-thieno[3,2-c]pyridin-2-yl] acetate

๐Ÿ“ Synonyms

Prasugrel 150322-43-3 CS-747 5-(2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl acetate LY-640315 NSC-759625 5-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl acetate CHEBI:87723 HSDB 7995 34K66TBT99

๐Ÿ”ฌ Chemical Identifiers

CC(=O)OC1=CC2=C(S1)CCN(C2)C(C3=CC=CC=C3F)C(=O)C4CC4
InChI=1S/C20H20FNO3S/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/h2-5,10,13,19H,6-9,11H2,1H3
DTGLZDAWLRGWQN-UHFFFAOYSA-N

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