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146062-44-4

146062-44-4 structure
146062-44-4 structure
  • Name: Hydroxy Pioglitazone
  • Chemical Name: Hydroxy Pioglitazone
  • CAS Number: 146062-44-4
  • Molecular Formula: C19H20N2O4S
  • Molecular Weight: 372.438
  • Catalog: Signaling Pathways Cell Cycle/DNA Damage PPAR
  • Create Date: 2018-09-26 20:38:59
  • Modify Date: 2024-01-05 09:18:30
  • Leriglitazone (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].

Name Hydroxy Pioglitazone
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
Description Leriglitazone (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 Catalog
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.

Density 1.3±0.1 g/cm3
Boiling Point 627.6±55.0 °C at 760 mmHg
Melting Point 157-158ºC
Molecular Formula C19H20N2O4S
Molecular Weight 372.438
Flash Point 333.4±31.5 °C
Exact Mass 372.114380
PSA 113.82000
LogP 1.11
Vapour Pressure 0.0±1.9 mmHg at 25°C
Index of Refraction 1.628