U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C19H20N2O4S
Molecular Weight 372.438
Optical Activity ( + / - )
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LERIGLITAZONE

SMILES

CC(O)C1=CN=C(CCOC2=CC=C(CC3SC(=O)NC3=O)C=C2)C=C1

InChI

InChIKey=OXVFDZYQLGRLCD-UHFFFAOYSA-N
InChI=1S/C19H20N2O4S/c1-12(22)14-4-5-15(20-11-14)8-9-25-16-6-2-13(3-7-16)10-17-18(23)21-19(24)26-17/h2-7,11-12,17,22H,8-10H2,1H3,(H,21,23,24)

HIDE SMILES / InChI
Hydroxypioglitazone (M-IV) is an active metabolite of the peroxisome proliferator-activated receptor γ (PPARγ) agonist pioglitazone. Experiments in vitro have shown that hydroxypioglitazone was more efficient than the parent drug in stimulating lipid synthesis.

Approval Year

PubMed

PubMed

TitleDatePubMed
A validated liquid chromatography tandem mass spectrometry method for simultaneous determination of pioglitazone, hydroxypioglitazone, and ketopioglitazone in human plasma and its application to a clinical study.
2014-10-15
Development and validation of highly selective and robust method for simultaneous estimation of pioglitazone, hydroxypioglitazone and metformin in human plasma by LC-MS/MS: application to a pharmacokinetic study.
2013-07-01
Synthesis and biological activity of metabolites of the antidiabetic, antihyperglycemic agent pioglitazone.
1996-12-20
Name Type Language
LERIGLITAZONE
INN   USAN  
Official Name English
MIN-102
Preferred Name English
leriglitazone [INN]
Common Name English
LERIGLITAZONE [USAN]
Common Name English
HYDROXYPIOGLITAZONE
Common Name English
Leriglitazone [WHO-DD]
Common Name English
2,4-THIAZOLIDINEDIONE, 5-((4-(2-(5-(1-HYDROXYETHYL)-2-PYRIDINYL)ETHOXY)PHENYL)METHYL)-
Systematic Name English
ALL-AMBO-5-((4-(2-(5-(1-HYDROXYETHYL)PYRIDIN-2-YL)ETHOXY)PHENYL)METHYL)-1,3-THIAZOLE-2,4(3H,5H)-DIONE
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 552716
Created by admin on Mon Mar 31 18:33:08 GMT 2025 , Edited by admin on Mon Mar 31 18:33:08 GMT 2025
FDA ORPHAN DRUG 700919
Created by admin on Mon Mar 31 18:33:08 GMT 2025 , Edited by admin on Mon Mar 31 18:33:08 GMT 2025
Code System Code Type Description
EU-Orphan Drug
EU/3/16/1770(POSITIVE)
Created by admin on Mon Mar 31 18:33:08 GMT 2025 , Edited by admin on Mon Mar 31 18:33:08 GMT 2025
PRIMARY Treatment of adrenoleukodystrophy 18/11/2016 Positive
CAS
146062-44-4
Created by admin on Mon Mar 31 18:33:08 GMT 2025 , Edited by admin on Mon Mar 31 18:33:08 GMT 2025
PRIMARY
EVMPD
SUB196367
Created by admin on Mon Mar 31 18:33:08 GMT 2025 , Edited by admin on Mon Mar 31 18:33:08 GMT 2025
PRIMARY
PUBCHEM
4147757
Created by admin on Mon Mar 31 18:33:08 GMT 2025 , Edited by admin on Mon Mar 31 18:33:08 GMT 2025
PRIMARY
INN
10868
Created by admin on Mon Mar 31 18:33:08 GMT 2025 , Edited by admin on Mon Mar 31 18:33:08 GMT 2025
PRIMARY
NCI_THESAURUS
C170108
Created by admin on Mon Mar 31 18:33:08 GMT 2025 , Edited by admin on Mon Mar 31 18:33:08 GMT 2025
PRIMARY
EPA CompTox
DTXSID30399914
Created by admin on Mon Mar 31 18:33:08 GMT 2025 , Edited by admin on Mon Mar 31 18:33:08 GMT 2025
PRIMARY
USAN
GH-65
Created by admin on Mon Mar 31 18:33:08 GMT 2025 , Edited by admin on Mon Mar 31 18:33:08 GMT 2025
PRIMARY
SMS_ID
100000182339
Created by admin on Mon Mar 31 18:33:08 GMT 2025 , Edited by admin on Mon Mar 31 18:33:08 GMT 2025
PRIMARY
DRUG BANK
DB15021
Created by admin on Mon Mar 31 18:33:08 GMT 2025 , Edited by admin on Mon Mar 31 18:33:08 GMT 2025
PRIMARY
FDA UNII
K824X25AYA
Created by admin on Mon Mar 31 18:33:08 GMT 2025 , Edited by admin on Mon Mar 31 18:33:08 GMT 2025
PRIMARY