Clopidogrel Carboxylic Acid Hydrochloride

• CAT Number: R018066
• CAS Number: 144750-42-5
• Molecular Formula: C15H15Cl2NO2S
• Molecular Weight: 344.25
• Purity: ≥95%
• Synonyms: (S)-α-(2-Chlorophenyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-acetic Acid Hydrochloride; SR 26334 Hydrochloride
• Storage: -20°C
• IUPAC Name: (2S)-2-(2-chlorophenyl)-2-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetic acid;hydrochloride
• InChI: InChI=1S/C15H14ClNO2S.ClH/c16-12-4-2-1-3-11(12)14(15(18)19)17-7-5-13-10(9-17)6-8-20-13;/h1-4,6,8,14H,5,7,9H2,(H,18,19);1H/t14-;/m0./s1
• InChIKey: FOKSIOUPGDBSLC-UQKRIMTDSA-N
• SMILES: C1CN(CC2=C1SC=C2)C(C3=CC=CC=C3Cl)C(=O)O.Cl

Clopidogrel (Item No. 13657) is an antithrombic compound whose active metabolite is a selective, irreversible antagonist of the platelet purinergic P2Y12 receptor (IC50 = 100 nM). Clopidogrel inhibits ADP-induced platelet aggregation ex vivo and functions as a prodrug whereupon biotransformation to its active thiol metabolite via CYP2C19 in the liver enables its anti-aggregating activity. An estimated 15% of administered clopidogrel is metabolized by CYP2C19 to the thiol metabolite. Clopidogrel carboxylic acid is a major inactive metabolite of clopidogrel. Most (85%) of circulating clopidogrel is hydrolyzed by esterases to this carboxylic acid form. This inactive metabolite can be used as a reference standard for quantitative analysis of clopidogrel metabolism.