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Pioglitazone

Item № 71745
CAS № 111025-46-8
Purity ≥98%
product image
                (CAS 111025-46-8)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     1 mg $17.00 0.00
     5 mg $30.00 0.00
     25 mg $68.00 0.00
     50 mg $119.00 0.00

Pricing updated 2019-07-17. Prices are subject to change without notice.

Description
Synonyms
  • U-72107

Pioglitazone is an agonist of the peroxisome proliferator-activated receptor γ (PPARγ; EC50 = ~500-600 nM for both human and murine PPARγ).1,2 It is selective for PPARγ over PPARα, exhibiting low level activation of PPARα at 1 µM and 5.4-fold activation at a concentration of 10 µM.1 Pioglitazone inhibits pyruvate oxidation and glucose production in hepatocytes when used at a concentration of 10 μM.3 In vivo, pioglitazone (0.3-3 mg/kg per day) reduces hyperglycemia, hyperlipidemia, and hyperinsulinemia in a dose-dependent manner in male Wistar fatty rats.4 It reduces the number of lesions in a transgenic rat adenocarcinoma of prostate (TRAP) model.5 Pioglitazone (2.5 mg/kg) also decreases production of neuroinflammatory cytokines and reduces immobility in the forced swim and tail suspension tests in a mouse model of chronic mild stress, indicating antidepressant-like activity that can be reversed by the PPARγ antagonist GW9662 (Item No. 70785).6

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Technical Information
Formal Name
5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-2,4-thiazolidinedione
CAS Number
111025-46-8
Synonyms
  • U-72107
Molecular Formula
C19H20N2O3S
Formula Weight
356.4
Purity
≥98%
Formulation
A crystalline solid
λmax
267 nm
SMILES
O=C(C(S1)CC(C=C2)=CC=C2OCCC3=NC=C(CC)C=C3)[N]C1=O
InChI Code
InChI=1S/C19H19N2O3S/c1-2-13-3-6-15(20-12-13)9-10-24-16-7-4-14(5-8-16)11-17-18(22)21-19(23)25-17/h3-8,12,17H,2,9-11H2,1H3
InChI Key
XGDSMSGXFFCBJO-UHFFFAOYSA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
Downloads & Resources
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Additional Information

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References & Product Citations
Product Description References

1. Sakamoto, J., Kimura, H., Moriyama, S., et al. Activation of human peroxisome proliferator-activated receptor (PPAR) subtypes by pioglitazone Biochem. Biophys. Res. Commun. 278(3), 704-711 (2000).

2. Willson, T.M., Brown, P.J., Sternbach, D.D., et al. The PPARs: From orphan receptors to drug discovery J. Med. Chem. 43(4), 528-550 (2000).

3. Shannon, C.E., Daniele, G., Galindo, C., et al. Pioglitazone inhibits mitochondrial pyruvate metabolism and glucose production in hepatocytes FEBS J. 284(3), 451-465 (2017).

4. Sugiyama, Y., Taketomi, S., Shimura, Y., et al. Effects of pioglitazone on glucose and lipid metabolism in Wistar fatty rats Arzneimittelforschung. 40(3), 263-267 (1990).

5. Suzuki, S., Mori, Y., Nagano, A., et al. Pioglitazone, a peroxisome proliferator-activated receptor γ agonist, suppresses rat prostate carcinogenesis Int. J. Mol. Sci. 17(12), pii: E2071 (2016).

6. Zhao, Q., Wu, X., Yan, S., et al. The antidepressant-like effects of pioglitazone in a chronic mild stress mouse model are associated with PPARγ-mediated alteration of microglial activation phenotypes J. Neuroinflammation 13(1), 259 (2016).

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