PioglitazoneA PPAR agonist with potential antidiabetic characteristics

Pioglitazone (CAS 111025-46-8)

Pioglitazone | CAS 111025-46-8 is rated 5.0 out of 5 by 1.
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Application: A PPAR agonist with potential antidiabetic characteristics
CAS Number: 111025-46-8
Purity: ≥98%
Molecular Weight: 356.44
Molecular Formula: C19H20N2O3S
* Refer to Certificate of Analysis for lot specific data (including water content).
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Pioglitazone, a thaizolidinedione derivative, has been shown to be a high affinity ligand for the peroxisome proliferator-activated receptor (PPAR), specifically PPARγ1 and PPARα activator. Binding assays have indicated that this activation is due to direct binding of pioglitazone to each subtype. It has been noted that this agent promotes adipocyte differentiation of mesenchymal and preadipocyte stem cell lines In vitro. Additionally, pioglitazone is an inhibitor of NF κB.


References

1. Cantello, B.C., et al. 1994. J. Med. Chem. 37: 3977-3985. PMID: 7966158
2. Lehmann, J.M., et al. 1995. J. Biol. Chem. 270: 12953-12956. PMID: 7768881
3. Sakamoto, J., et al. 2000. Biochem. Biophys. Res. Commun. 278: 704-711. PMID: 11095972

Physical State :
Solid
Solubility :
Soluble in water (<1 mg/ml at 25° C), DMSO (15 mg/ml at 25° C), DMF (2.5 mg/ml), ethanol (<1 mg/ml at 25° C), and 1:1 solution of DMSO:PBS (pH 7.2) (~ 0.1 mg/ml).
Storage :
Store at -20° C
Melting Point :
183-185° C
Boiling Point :
575.45° C at 760 mmHg (Predicted)
Density :
1.26 g/cm3 (Predicted)
Refractive Index :
n20D 1.61 (Predicted)
IC50 :
CA II: IC50 = 114 nM (human); MAO-B: IC50 = 298 nM (human); Peroxisome proliferator-activated receptor γ: IC50 = 700 nM (rat); PPARγ: IC50 = 800 nM (human); PPARα: IC50 >10 µM (human)
Ki Data :
MAO-B: Ki= 500 nM (human); PPARγ: Ki= 630 nM (human); Monoamine oxidase B: Ki= 2.1 µM (rat)
pK Values :
pKa: 6.35 (Predicted), pKb: 5.53 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
RTECS :
XJ5813430
PubChem CID :
4829
Merck Index :
14: 7452
MDL Number :
MFCD00865504
EC Number :
601-029-7
Beilstein Registry :
3595485
SMILES :
CCC1=CN=C(C=C1)CCOC2=CC=C(C=C2)CC3C(=O)NC(=O)S3

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Certificate of Analysis

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Pioglitazone  Product Citations

See how others have used Pioglitazone. Click on the entry to view the PubMed entry .

Citations 1 to 8 of 8 total

PMID: # 29957391  Chedrawe, MAJ.|Holman, SP.|Lamport, AC.|Akay, T.|Robertson, GS.| et al. 2018. J. Neuroimmunol. 321: 72-82.

PMID: # 28099154  Tew, BY.|Hong, TB.|Otto-Duessel, M.|Elix, C.|Castro, E.|He, M.|Wu, X.|Pal, SK.|Kalkum, M.|Jones, JO.| et al. 2017. Oncotarget. 8: 13818-13831.

PMID: # 26133486  Li, X. et al. 2015. International journal of molecular medicine. 36: 767-75.

PMID: # 23557740  Zhang, XY. et al. 2013. Invest. Ophthalmol. Vis. Sci. 54: 3912-21.

PMID: # 22419147  Floyd, JS. et al. 2012. Clin. Pharmacol. Ther. 91: 896-904.

PMID: # 22621923  Chen, Z. et al. 2012. J. Biol. Chem. 287: 23537-48.

PMID: # 16714359  Chen, J. et al. 2006. Am. J. Physiol. Heart Circ. Physiol. 291: H1738-H1745.

PMID: # 15689403  Zafiriou, S. et al. 2005. J. Am. Soc. Nephrol. 16: 638-645.

Citations 1 to 8 of 8 total
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Rated 5 out of 5 by from Chen Chen, et. al. (PubMed ID 16714359) found that by combining pravastatin and pioglitazone, they were able to have a strong inhibitory effect on the activation of both NF-kB and AP-1. -SCBT Publication Review
Date published: 2015-04-07
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