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AdipoGen Life Sciences
Pioglitazone
30
CHF
CHF 30.00
In stock
AG-CR1-0067-M0011 mgCHF 30.00
AG-CR1-0067-M0055 mgCHF 45.00
AG-CR1-0067-M02525 mgCHF 115.00
| Product Details | |
|---|---|
| Synonyms | 5-[[4-[2-(5-Ethyl-2-pyridinyl)ethoxy]phenyl]methyl-2,4-thiazolidinedione |
| Product Type | Chemical |
| Properties | |
| Formula |
C19H20N2O3S |
| MW | 356.4 |
| Merck Index | 14: 7452 |
| CAS | 111025-46-8 |
| Purity Chemicals | ≥98% (HPLC) |
| Appearance | White to off-white solid. |
| Solubility | Soluble in DMSO (2.5 mg/ml) or dimethylformamide (DMF) (2.5 mg/ml). |
| Identity | Determined by 1H-NMR. |
| InChi Key | HYAFETHFCAUJAY-UHFFFAOYSA-N |
| Smiles | CCC1=CN=C(CCOC2=CC=C(CC3SC(=O)NC3=O)C=C2)C=C1 |
| Shipping and Handling | |
| Shipping | BLUE ICE |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Handling Advice | Protect from light. |
| Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- Thiazolidinedione (TZD) reference compound [2, 3].
- Selective PPARγ agonist. Selectively activates PPARγ-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-κB inhibitor [8].
- Neuroprotective [9].
Product 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-κB 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)
- PPARβ/δ recruits NCOR and regulates transcription reinitiation of ANGPTL4: N. Legrand, et al.; Nucleic Acids Res. 47, 9573 (2019)
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