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Merck
CN

E6910

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
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
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Product Name

Pioglitazone hydrochloride, ≥98% (HPLC)

Quality Level

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)

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 usually used to treat type-II diabetes. It has the ability to block hepatic gluconeogenesis.
Pioglitazone hydrochloride is a PPARγ agonist and thiazolidinedione (TZD) anti-diabetic.
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.

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.


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pictograms

Health hazardExclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Articles

Discover Bioactive Small Molecules for Lipid Signaling Research

Discover Bioactive Small Molecules for ADME/Tox


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)
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)
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)



Global Trade Item Number

SKUGTIN
E6910-50MG04061833604786
E6910-10MG04061833604779