Pioglitazone

AdipoGen Life Sciences
Product Code: AG-CR1-0067
CodeSizePrice
AG-CR1-0067-M0011 mg£30.00
Quantity:
AG-CR1-0067-M0055 mg£40.00
Quantity:
AG-CR1-0067-M02525 mg£95.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
-20°C
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
5-[[4-[2-(5-Ethyl-2-pyridinyl)ethoxy]phenyl]methyl-2,4-thiazolidinedione
Appearance:
White to off-white solid.
CAS:
111025-46-8
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Protect from light.
Hazards:
H315, H319, H335
InChi:
1S/C19H20N2O3S/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,(H,21,22,23)
InChiKey:
HYAFETHFCAUJAY-UHFFFAOYSA-N
Long 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.
MDL:
MFCD00865504
Molecular Formula:
C19H20N2O3S
Molecular Weight:
356.4
Package Type:
Vial
Precautions:
P261, P271, P280, P312
Product Description:
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].
Purity:
>98% (HPLC)
Signal word:
Warning
SMILES:
CCC1=CN=C(CCOC2=CC=C(CC3SC(=O)NC3=O)C=C2)C=C1
Solubility Chemicals:
Soluble in DMSO (2.5 mg/ml) or dimethylformamide (DMF) (2.5 mg/ml).
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

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) | Wnt/b-catenin signaling modulates human airway sensitization induced by b2-adrenoceptor stimulation: C. Faisy, et al.; PLoS One 9, e111350 (2014) | PPARbeta/delta recruits NCOR and regulates transcription reinitiation of ANGPTL4: N. Legrand, et al.; Nucleic Acids Res. 47, 9573 (2019)

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