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ProductsBack/Pioglitazone [111025-46-8]
Chemical Structure
Chemical Structure
Chemical Structure

Pioglitazone [111025-46-8]

Research Use Only
AG-CR1-0067
AdipoGen Life Sciences
CAS Number111025-46-8
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Product group Chemicals
Estimated Purity>98% (1H-NMR).
Molecular Weight356.4
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Pioglitazone [111025-46-8]
  • Delivery Days Customer
    10
  • CAS Number
    111025-46-8
  • Certification
    Research Use Only
  • Estimated Purity
    >98% (1H-NMR).
  • Hazard Information
    Non-hazardous,Warning
  • Molecular Formula
    C19H20N2O3S
  • Molecular Weight
    356.4
  • Scientific Description
    Chemical. CAS: 111025-46-8. Formula: C19H20N2O3S. MW: 356.4. Thiazolidinedione (TZD) reference compound. Selective PPARgamma agonist. Selectively activates PPARgamma-1. Anti-diabetic , decreasing insulin resistance in adipose tissue. Is about one tenth as potent as rosiglitazone. Lipid metabolism modulator. Estrogen synthesis inhibitor. NF-kappaB inhibitor. Neuroprotective. - Thiazolidinedione (TZD) reference compound [2, 3]. Selective PPARgamma agonist. Selectively activates PPARgamma-1 [1, 3]. Anti-diabetic [3-5], decreasing insulin resistance in adipose tissue. Is about one tenth as potent as rosiglitazone [1, 2]. Lipid metabolism modulator [6]. Estrogen synthesis inhibitor [7]. NF-kappaB inhibitor [8]. Neuroprotective [9].
  • SMILES
    CCC1=CN=C(CCOC2=CC=C(CC3SC(=O)NC3=O)C=C2)C=C1
  • Storage Instruction
    2°C to 8°C,-20°C
  • UNSPSC
    12352200

References

  • Activation of human peroxisome proliferator-activated receptor (PPAR) subtypes by pioglitazone: J. Sakamoto, et al.; BBRC 278, 704 (2000)
  • The PPARs: from orphan receptors to drug discovery: T.M. Willson, et al.; J. Med. Chem. 43, 527 (2000)
  • The structure-activity relationship between peroxisome proliferator-activated receptor gamma agonism and the antihyperglycemic activity of thiazolidinediones: T.M. Willson, et al.; J. Med. Chem. 39, 665 (1996)
  • An antidiabetic thiazolidinedione is a high affinity ligand for peroxisome proliferator-activated receptor gamma (PPAR gamma): J.M. Lehmann, et al.; J. Biol. Chem. 270, 12953 (1995)
  • [[omega-(Heterocyclylamino)alkoxy]benzyl]-2,4-thiazolidinediones as potent antihyperglycemic agents: B.C. Cantello, et al.; J. Med. Chem. 37, 3977 (1994)
  • Pioglitazone: beyond glucose control: P. de Pablos-Velasco; Expert Rev. Cardiovasc. Ther. 8, 1057 (2010) Review
  • Rosiglitazone and Pioglitazone Inhibit Estrogen Synthesis in Human Granulosa Cells by Interfering with Androgen Binding to Aromatase: D. Seto-Young, et al.; Horm. Metab. Res. 43, 250 (2011)
  • Pioglitazone suppresses the lipopolysaccharide-induced production of inflammatory factors in mouse macrophages by inactivating NF-kappaB: C. Ao, et al.; Cell Biol. Int. 34, 723 (2010)
  • Neuroprotective effects of pioglitazone in a rat model of permanent focal cerebral ischemia are associated with peroxisome proliferator-activated receptor gamma-mediated suppression of nuclear factor-kappaB signaling pathway: H.L. Zhang, et al.; Neuroscience 176, 381 (2011)