Available from stock

Pioglitazone hydrochloride

SKU: P0733

Category: API's & Intermediates

Synonyms: 5-[[4-[2-(5-Ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-2,4-thiazolidinedione monohydrochloride, U 72107A; 112529-15-4
CAS-Number: C₁₉H₂₀N₂O₃S . HCl
Molecular Formula: 392.90
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Appearance: White to off-white powder
Identity: 1H-NMR

Properties

Solvents: Soluble in DMSO or DMF (both 10mg/ml).
Melting Point: 193-194 °C

Shipping: AMBIENT
Short Term Storage: RT
Long Term Storage: RT
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at RT.

Hazard statements: H302,H351
Precautionary statements: P202 - P264 - P280 - P301 + P312 - P308 + P313 - P405
GHS Symbol: GHS07+GHS08
Signal word: Warning
Transportation: Not dangerous goods

Description: Pioglitazone hydrochloride is a proliferator-activated receptor γ (PPARγ) agonist (EC50 = ~500-600nM for both human and murine PPARγ) and thiazolidinedione (TZD) anti-diabetic. Pioglitazone is a selective agonist of the nuclear receptor peroxisome proliferator-activated receptor γ (PPAR-γ) and to a lesser extent PPAR-α. Pioglitazone hydrochloride is usually used to treat type-II diabetes in vivo and has the ability to block hepatic gluconeogenesis. Pioglitazone inhibits pyruvate oxidation and glucose production in hepatocytes when used at a concentration of 10 μM. In vivo, pioglitazone (0.3-3mg/kg per day) reduces hyperglycemia, hyperlipidemia, and hyperinsulinemia in a dose-dependent manner in male Wistar fatty rats. It shos also anti-inflammatory and anti-arteriosclerosis effects.
Smiles: CCC(C=C1)=CN=C1CCOC2=CC=C(CC3SC(NC3=O)=O)C=C2.Cl
InChi Key: GHUUBYQTCDQWRA-UHFFFAOYSA-N
References: (1) Y. Sugiyama, et al.; Arzneimittelforschung 40, 263 (1990) , (2) J.M. Lehmann, et al.; J. Biol. Chem. 270, 12953 (1995) , (3) T.M. Willson, et al.; J. Med. Chem. 39, 665 (1996) , (4) J. Sakamoto, et al.; BBRC 278, 704 (2000) , (5) T.M. Willson, et al.; J. Med. Chem. 43, 527 (2000) , (6) M. Ishibashi, et al.; Hypertension 40, 687 (2002) , (7) P. de Pablos-Velasco; Expert Rev. Cardiovasc. Ther. 8, 1057 (2010) , (8) C. Ao, et al.; Cell Biol. Int. 34, 723 (2010) , (9) H.L. Zhang, et al.; Neuroscience 176, 381 (2011) , (10) Q. Zhao, et al.; J. Neuroinflamm. 13, 259 (2016) , (11) S. Suzuki, et al.; Int. J. Mol. Sci. 17, E2071 (2016) , (12) C.E. Shannon, et al.; FEBS J. 284, 451 (2017)
InChi: InChI=1S/C19H20N2O3S.ClH/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);1H

Pioglitazone hydrochloride is a proliferator-activated receptor γ (PPARγ) agonist (EC50 = ~500-600nM for both human and murine PPARγ) and thiazolidinedione (TZD) anti-diabetic. Pioglitazone is a selective agonist of the nuclear receptor peroxisome proliferator-activated receptor γ (PPAR-γ) and to a lesser extent PPAR-α. Pioglitazone hydrochloride is usually used to treat type-II diabetes in vivo and has the ability to block hepatic gluconeogenesis. Pioglitazone inhibits pyruvate oxidation and glucose production in hepatocytes when used at a concentration of 10 μM. In vivo, pioglitazone (0.3-3mg/kg per day) reduces hyperglycemia, hyperlipidemia, and hyperinsulinemia in a dose-dependent manner in male Wistar fatty rats. It shos also anti-inflammatory and anti-arteriosclerosis effects.

SKU: P0733 Category: API's & Intermediates

Additional information

Additional information

Synonyms	5-[[4-[2-(5-Ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-2,4-thiazolidinedione monohydrochloride, U 72107A
Purity	≥98% (HPLC)
Appearance	White to off-white powder
CAS-Number	112529-15-4
Molecular Formula	C19H20N2O3S . HCl
Molecular Weight	392.90
Identity	1H-NMR
Solvents	Soluble in DMSO or DMF (both 10mg/ml).
Melting Point	193-194 °C
Smiles	CCC(C=C1)=CN=C1CCOC2=CC=C(CC3SC(NC3=O)=O)C=C2.Cl
InChi Key	GHUUBYQTCDQWRA-UHFFFAOYSA-N
Shipping	AMBIENT
Short Term Storage	RT
Long Term Storage	RT
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at RT.
Hazard statements	H302,H351
Precautionary statements	P202 – P264 – P280 – P301 + P312 – P308 + P313 – P405
GHS Symbol	GHS07+GHS08
Signal word	Warning
Transportation	Not dangerous goods
References	(1) Y. Sugiyama, et al.; Arzneimittelforschung 40, 263 (1990), (2) J.M. Lehmann, et al.; J. Biol. Chem. 270, 12953 (1995), (3) T.M. Willson, et al.; J. Med. Chem. 39, 665 (1996), (4) J. Sakamoto, et al.; BBRC 278, 704 (2000), (5) T.M. Willson, et al.; J. Med. Chem. 43, 527 (2000), (6) M. Ishibashi, et al.; Hypertension 40, 687 (2002), (7) P. de Pablos-Velasco; Expert Rev. Cardiovasc. Ther. 8, 1057 (2010), (8) C. Ao, et al.; Cell Biol. Int. 34, 723 (2010), (9) H.L. Zhang, et al.; Neuroscience 176, 381 (2011), (10) Q. Zhao, et al.; J. Neuroinflamm. 13, 259 (2016), (11) S. Suzuki, et al.; Int. J. Mol. Sci. 17, E2071 (2016), (12) C.E. Shannon, et al.; FEBS J. 284, 451 (2017)
InChi	InChI=1S/C19H20N2O3S.ClH/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);1H
Quantity	10 mg, 50 mg, Bulk