CAS 146062-44-4|Hydroxy Pioglitazone

Introduction:Basic information about CAS 146062-44-4|Hydroxy Pioglitazone, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameHydroxy Pioglitazone
CAS Number146062-44-4Molecular Weight372.438
Density1.3±0.1 g/cm3Boiling Point627.6±55.0 °C at 760 mmHg
Molecular FormulaC19H20N2O4SMelting Point157-158ºC
MSDS/Flash Point333.4±31.5 °C

Names

NameHydroxy Pioglitazone
SynonymMore Synonyms

Hydroxy Pioglitazone BiologicalActivity

DescriptionLeriglitazone (Hydroxypioglitazone), a metabolite of pioglitazone.Leriglitazone (Hydroxypioglitazone) PioOH is a PPARγ agonist, stabilizes the PPARγ activation function-2 (AF-2) co-activator binding surface and enhances co-activator binding, affording slightly better transcriptional efficacy.Leriglitazone (Hydroxypioglitazone) binds to the PPARγ C-terminal ligand-binding domain (LBD) with Ki of 1.2 μM,induces transcriptional efficacy of the PPARγ (LBD) with EC50 of 680 nM[1].
Related CatalogSignaling Pathways >>Cell Cycle/DNA Damage >>PPARResearch Areas >>Metabolic Disease
Target

Ki: 1.2 μM (PPARγ LBD); EC: 680 nM (PPARγ LBD) (Leriglitazone)[1]

References

[1]. Mosure SA,et al. Structural Basis of Altered Potency and Efficacy Displayed by a Major in Vivo Metabolite of the Antidiabetic PPARγ Drug Pioglitazone. J Med Chem. 2019 Feb 28;62(4):2008-2023.

Chemical & Physical Properties

Density1.3±0.1 g/cm3
Boiling Point627.6±55.0 °C at 760 mmHg
Melting Point157-158ºC
Molecular FormulaC19H20N2O4S
Molecular Weight372.438
Flash Point333.4±31.5 °C
Exact Mass372.114380
PSA113.82000
LogP1.11
Vapour Pressure0.0±1.9 mmHg at 25°C
Index of Refraction1.628
InChIKeyOXVFDZYQLGRLCD-UHFFFAOYSA-N
SMILESCC(O)c1ccc(CCOc2ccc(CC3SC(=O)NC3=O)cc2)nc1

Synonyms

5-(4-{2-[5-(1-hydroxyethyl)pyridin-2-yl]ethoxy}benzyl)-1,3-thiazolidine-2,4-dione
5-(4-{2-[5-(1-Hydroxyethyl)-2-pyridinyl]ethoxy}benzyl)-1,3-thiazolidine-2,4-dione
2,4-Thiazolidinedione, 5-[[4-[2-[5-(1-hydroxyethyl)-2-pyridinyl]ethoxy]phenyl]methyl]-
5-[[4-[2-[5-(1-hydroxyethyl)pyridin-2-yl]ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
Pioglitazone Impurity 18
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