A PPARγ agonist
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Darglitazone

Item No. 17681

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-[[4-[3-(5-methyl-2-phenyl-4-oxazolyl)-1-oxopropyl]phenyl]methyl]-2,4-thiazolidinedione
CAS Number
141200-24-0
Synonyms
  • CP 86,325
Molecular Formula
C23H20N2O4S
Formula Weight
420.5
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 5 mg/ml
λmax
202, 253, 279 nm
SMILES
O=C(CCC1=C(C)OC(C2=CC=CC=C2)=N1)C3=CC=C(CC4SC(NC4=O)=O)C=C3
InChi Code
InChI=1S/C23H20N2O4S/c1-14-18(24-22(29-14)17-5-3-2-4-6-17)11-12-19(26)16-9-7-15(8-10-16)13-20-21(27)25-23(28)30-20/h2-10,20H,11-13H2,1H3,(H,25,27,28)
InChi Key
QQKNSPHAFATFNQ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
    Explore Obesity & Metabolic Disease Resources

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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Darglitazone is a TZD that increases the sensitivity of cells to insulin, stimulating insulin-induced PI3K activity at submicromolar concentrations by increasing the expression of the p85 subunit of PI3K.1 It increases insulin effectiveness in obese non-insulin-dependent diabetes mellitus subjects.2 Darglitazone promotes adipocyte differentiation by up-regulating the expression of uncoupling protein-2.3 Through PPARγ, darglitazone restores acute inflammatory responses to cerebral hypoxia-ischemia and reduces infarct size in diabetic ob/ob mice.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zhang, B., Szalkowski, D., Diaz, E., et al. Potentiation of insulin stimulation of phosphatidylinositol 3-kinase by thiazolidinedione-derived antidiabetic agents in Chinese hamster ovary cells expressing human insulin receptors and L6 myotubes. The Journal of Biological Chemisty 269(41), 25735-25741 (1994).

    2. Chaiken, R.L., Eckert-Norton, M., Pasmantier, R., et al. Metabolic effects of darglitazone, an insulin sensitizer, in NIDDM subjects. Diabetologia 38, 1307-1312 (1995).

    3. Camirand, A., Marie, V., Rabelo, R., et al. Thiazolidinediones stimulate uncoupling protein-2 expression in cell lines representing white and brown adipose tissues and skeletal muscle. Endocrinology 139(1), 428-431 (1998).

    4. Kumari, R., Willing, L.B., Patel, S.D., et al. The PPAR-γ agonist, darglitazone, restores acute inflammatory responses to cerebral hypoxia-ischemia in the diabetic ob/ob mouse. J. Cereb. Blood Flow Metab. 30(2), 352-360 (2010).