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Troglitazone

Item № 71750
CAS № 97322-87-7
Purity ≥98%
product image
                (CAS 97322-87-7)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     5 mg $47.00 0.00
     10 mg $89.00 0.00
     50 mg $376.00 0.00
     100 mg $658.00 0.00

Pricing updated 2019-07-23. Prices are subject to change without notice.

Description
Synonyms
  • Resulin™

Troglitazone is a TZD which was approved for the treatment of insulin resistance and hyperglycemia in Type II diabetes, under the trade name Resulin™, but was withdrawn from the market due to hepatotoxicity. Troglitazone is a potent and selective PPARγ agonist. The EC50 values for transactivation of human and mouse PPARγ in a cell-based assay are 0.55 and 0.78 µM, respectively.1 In the same assay system, no activation of PPARα and PPARδ was observed at concentrations up to 10 µM. Troglitazone binds to the PPARγ ligand-binding domain (LBD) but fails to induce interaction of the PPARγ LBD with the transcriptional coactivators SRC-1, TIF2, AIB1, p300, or TRAP220.2 Troglitazone also induces cell cycle arrest and apoptosis in several cancer cell lines with an EC50 of 10 µM.3

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Technical Information
Formal Name
5-[[4-[(3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]phenyl]methyl]-2,4-thiazlidinedione
CAS Number
97322-87-7
Synonyms
  • Resulin™
Molecular Formula
C24H27NO5S
Formula Weight
441.5
Purity
≥98%
Formulation
A crystalline solid
λmax
225, 284 nm
SMILES
O=C1NC(=O)C(S1)Cc1ccc(cc1)OCC1(C)CCc2c(O1)c(C)c(C)c(O)c2C
InChI Code
InChI=1S/C24H27NO5S/c1-13-14(2)21-18(15(3)20(13)26)9-10-24(4,30-21)12-29-17-7-5-16(6-8-17)11-19-22(27)25-23(28)31-19/h5-8,19,26H,9-12H2,1-4H3,(H,25,27,28)
InChI Key
GXPHKUHSUJUWKP-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. 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).

2. Kodera, Y., Takeyama, K.i., Murayama, A., et al. Ligand type-specific interactions of peroxisome proliferator-activated receptor γ with transcriptional coactivators The Journal of Biological Chemisty 275, 33201-33204 (2000).

3. Yoshizawa, K., Cioca, D.P., Kawa, S., et al. Peroxisome proliferator-activated receptor γ ligand troglitazone induces cell cycle arrest and apoptosis of hepatocellular carcinoma cell lines Cancer 95(10), 2243-2251 (2002).

Product Citations

Malaviya, A., and Sylvester, P.W. Synergistic antiproliferative effects of combined g-tocotrienol and PPARg antagonist treatment are mediated through PPARg-independent mechanisms in breast cancer cells PPAR Research 2014(439146), (2014).

Baumgartner, L., Sosa, S., Atanasov, A.G., et al. Lignan derivatives from Krameria lappacea roots inhibit acute inflammation in vivo and pro-inflammatory mediators in vitro J. Nat. Prod. 74(8), 1779-1786 (2011).

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