An intermediate metabolite of (±)-clopidogrel
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2-oxo Clopidogrel

Item No. 20394

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
α-(2-chlorophenyl)-2,6,7,7a-tetrahydro-2-oxo-thieno[3,2-c]pyridine-5(4H)-acetic acid, methyl ester
CAS Number
109904-27-0
Molecular Formula
C16H16ClNO3S
Formula Weight
337.8
Purity
≥98% (mixture of diastereomers)
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMF:PBS (pH 7.2) (1:20): 0.04 mg/mlDMSO: 20 mg/mlEthanol: 5 mg/ml
λmax
218 nm
SMILES
ClC1=CC=CC=C1C(C(OC)=O)N2CCC(S3)C(C2)=CC3=O
InChi Code
InChI=1S/C16H16ClNO3S/c1-21-16(20)15(11-4-2-3-5-12(11)17)18-7-6-13-10(9-18)8-14(19)22-13/h2-5,8,13,15H,6-7,9H2,1H3
InChi Key
JBSAZVIMJUOBNB-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    500 µg

    $54

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    1 mg

    $102

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    5 mg

    $392

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    Product Description

    2-oxo Clopidogrel is an intermediate metabolite of (±)-clopidogrel (Item No. 13657), which consists of R-(-)-clopidogrel and the active isomer S-(+)-clopidogrel (Item No. 21002).1 (S)-(+)-clopidogrel is metabolized by the cytochrome P450 (CYP) isoforms CYP3A4 and CYP3A5 into 2-oxo (S)-(+)-clopidogrel, which is then further metabolized into the active metabolite of clopidogrel by CYP2B6, CYP2C9, CYP2C19, and CYP3A4.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Clarke, T.A., and Waskell, L.A. The metabolism of clopidogrel is catalyzed by human cytochrome P450 3A and is inhibited by atorvastatin. Drug Metab. Dispos. 31(1), 53-59 (2003).

    2. Kazui, M., Nishiya, Y., Ishizuka, T., et al. Identification of the human cytochrome P450 enzymes involved in the two oxidative steps in the bioactivation of clopidogrel to its pharmacologically active metabolite. Drug Metab. Dispos. 38(1), 92-99 (2010).