AdipoGen Life Sciences

Pioglitazone

Name: Pioglitazone
Brand: AdipoGen Life Sciences
SKU: AG-CR1-0067
Price: 30.00 CHF
Availability: InStock

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AG-CR1-0067-M0011 mgCHF 30.00

AG-CR1-0067-M0055 mgCHF 45.00

AG-CR1-0067-M02525 mgCHF 115.00

Specifications / Handling

More Information
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
Safety Data Sheet	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Scientific Background Information

Product 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-specific 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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