An active metabolite of pioglitazone
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Pioglitazone Ketone

Item No. 28044

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-[[4-[2-(5-acetyl-2-pyridinyl)ethoxy]phenyl]methyl]-2,4-thiazolidinedione
CAS Number
146062-45-5
Synonyms
  • Ketopioglitazone
Molecular Formula
C19H18N2O4S
Formula Weight
370.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: soluble
SMILES
CC(C1=CN=C(CCOC2=CC=C(CC3SC(NC3=O)=O)C=C2)C=C1)=O
InChi Code
InChI=1S/C19H18N2O4S/c1-12(22)14-4-5-15(20-11-14)8-9-25-16-6-2-13(3-7-16)10-17-18(23)21-19(24)26-17/h2-7,11,17H,8-10H2,1H3,(H,21,23,24)
InChi Key
JMLKLMFMQRAJNI-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $863

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    Cayman Chemical
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    Product Description

    Pioglitazone ketone is an active metabolite of the PPARγ agonist pioglitazone (Item Nos. 71745 | 10028 | 22263).1,2,3 Formation of pioglitazone ketone occurs primarly through cytochrome P450 (CYP) isoform CYP2C8-mediated metabolism of pioglitazone.1,2 Pioglitazone ketone (100 mg/kg in the diet) reduces blood glucose levels in a KKAy mouse model of type 2 diabetes.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kawaguchi-Suzuki, M., Bril, F., Sanchez, P.P., et al. A validated liquid chromatography tandem mass spectrometry method for simultaneous determination of pioglitazone, hydroxypioglitazone, and ketopioglitazone in human plasma and its application to a clinical study. J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 969, 219-223 (2014).

    2. Jaakkola, T., Laitila, J., Neuvonen, P.J., et al. Pioglitazone is metabolised by CYP2C8 and CYP3A4 in vitro: Potential for interactions with CYP2C8 inhibitors. Basic Clin. Pharmacol. Toxicol. 99(1), 44-51 (2006).

    3. Tanis, S.P., Parker, T.T., Colca, J.R., et al. Synthesis and biological activity of metabolites of the antidiabetic, antihyperglycemic agent pioglitazone. J. Med. Chem. 39(26), 5053-5063 (1996).