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E6910

Sigma-Aldrich

Pioglitazone hydrochloride

≥98% (HPLC), powder, hepatic gluconeogenesis blocker

Synonym(s):

5-[[4-[2-(5-Ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-2,4-thiazolidinedione monohydrochloride

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About This Item

Empirical Formula (Hill Notation):
C19H20N2O3S · HCl
CAS Number:
Molecular Weight:
392.90
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77

product name

Pioglitazone hydrochloride, ≥98% (HPLC)

Assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: ≥10 mg/mL

originator

Takeda

storage temp.

room temp

SMILES string

Cl.CCc1ccc(CCOc2ccc(CC3SC(=O)NC3=O)cc2)nc1

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

InChI key

GHUUBYQTCDQWRA-UHFFFAOYSA-N

Gene Information

human ... PPARG(5468)

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General description

Pioglitazone hydrochloride consists of poly-morphs, form I and form II. It is an oral antidiabetic agent, that is a member of the thiazolidinedione group.

Application

Pioglitazone hydrochloride has been used:
  • to administer to mice model and treated the hepatoma cell line to study its effect on regulating insulin-degrading enzyme (IDE) in diet-induced obese (DIO) C57BL/6 mice
  • in drug preparation to analyze its effects on shortening and calcium transport in ventricular myocytes from the Goto-Kakizaki (GK) type 2 diabetic rat
  • to treat HepG2 cells with peroxisome proliferator-activated receptor γ (PPARγ) agonists to examine its effect on TOMM40-, APOE- and APOC1-mRNA levels

Biochem/physiol Actions

Pioglitazone hydrochloride is a PPARγ agonist 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. It has the ability to block hepatic gluconeogenesis.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the AMPKs and Nuclear Receptors (PPARs) pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Takeda. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Health hazardExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Preferential solvation of pioglitazone hydrochloride in some binary co-solvent mixtures according to the inverse Kirkwood-Buff integrals method
Li X, et al.
The Journal of Chemical Thermodynamics, 110, 218-226 (2017)
The effects of PPAR gamma on the regulation of the TOMM40-APOE-C1 genes cluster
Subramanian S, et al.
Biochimica et Biophysica Acta (BBA)-Molecular Basis of Disease, 1863(3), 810-816 (2017)
Regulation of insulin-degrading enzyme activity by obesity-associated factors and pioglitazone in liver of diet-induced obese mice
Wei X, et al.
PLoS ONE, 9(4), e95399-e95399 (2014)
Chin-Hsiao Tseng
Gynecologic oncology, 131(1), 135-139 (2013-07-24)
The association between pioglitazone and ovarian cancer has not been studied. The reimbursement databases of all Taiwanese patients with a diagnosis of diabetes and under oral anti-diabetic agents or insulin from 1996 to 2009 were retrieved from the National Health
Effects of Pioglitazone on Ventricular Myocyte Shortening and Ca2+ Transport in the Goto-Kakizaki Type 2 Diabetic Rat.
Salem K A, et al.
Physiological Research, 67 (2018)

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