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Details

Stereochemistry MIXED
Molecular Formula C19H20N2O4S
Molecular Weight 372.4399
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LERIGLITAZONE

SMILES

CC(c1ccc(CCOc2ccc(cc2)CC3C(=NC(=O)S3)O)nc1)O

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

Molecular Formula C19H20N2O4S
Molecular Weight 372.4399
Charge 0
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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
Synthesis and biological activity of metabolites of the antidiabetic, antihyperglycemic agent pioglitazone.
1996 Dec 20
Substance Class Chemical
Created
by admin
on Sat Jun 26 06:12:49 UTC 2021
Edited
by admin
on Sat Jun 26 06:12:49 UTC 2021
Record UNII
K824X25AYA
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LERIGLITAZONE
INN   USAN  
Official Name English
LERIGLITAZONE [INN]
Common Name English
LERIGLITAZONE [USAN]
Common Name English
HYDROXYPIOGLITAZONE
Common Name English
2,4-THIAZOLIDINEDIONE, 5-((4-(2-(5-(1-HYDROXYETHYL)-2-PYRIDINYL)ETHOXY)PHENYL)METHYL)-
Systematic Name English
MIN-102
Code 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 Sat Jun 26 06:12:49 UTC 2021 , Edited by admin on Sat Jun 26 06:12:49 UTC 2021
FDA ORPHAN DRUG 700919
Created by admin on Sat Jun 26 06:12:49 UTC 2021 , Edited by admin on Sat Jun 26 06:12:49 UTC 2021
Code System Code Type Description
EU-Orphan Drug
EU/3/16/1770(POSITIVE)
Created by admin on Sat Jun 26 06:12:49 UTC 2021 , Edited by admin on Sat Jun 26 06:12:49 UTC 2021
PRIMARY Treatment of adrenoleukodystrophy 18/11/2016 Positive
CAS
146062-44-4
Created by admin on Sat Jun 26 06:12:49 UTC 2021 , Edited by admin on Sat Jun 26 06:12:49 UTC 2021
PRIMARY
EVMPD
SUB196367
Created by admin on Sat Jun 26 06:12:49 UTC 2021 , Edited by admin on Sat Jun 26 06:12:49 UTC 2021
PRIMARY
PUBCHEM
4147757
Created by admin on Sat Jun 26 06:12:49 UTC 2021 , Edited by admin on Sat Jun 26 06:12:49 UTC 2021
PRIMARY
INN
10868
Created by admin on Sat Jun 26 06:12:49 UTC 2021 , Edited by admin on Sat Jun 26 06:12:49 UTC 2021
PRIMARY
NCI_THESAURUS
C170108
Created by admin on Sat Jun 26 06:12:49 UTC 2021 , Edited by admin on Sat Jun 26 06:12:49 UTC 2021
PRIMARY
DRUG BANK
DB15021
Created by admin on Sat Jun 26 06:12:49 UTC 2021 , Edited by admin on Sat Jun 26 06:12:49 UTC 2021
PRIMARY
FDA UNII
K824X25AYA
Created by admin on Sat Jun 26 06:12:49 UTC 2021 , Edited by admin on Sat Jun 26 06:12:49 UTC 2021
PRIMARY
Related Record Type Details
TARGET -> AGONIST
SALT/SOLVATE -> PARENT
Related Record Type Details
PARENT -> METABOLITE ACTIVE
Related Record Type Details
ACTIVE MOIETY