LERIGLITAZONE HYDROCHLORIDE

Investigational

Details

Stereochemistry	RACEMIC
Molecular Formula	C19H20N2O4S.ClH
Molecular Weight	408.899
Optical Activity	( + / - )
Defined Stereocenters	0 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of LERIGLITAZONE HYDROCHLORIDE

Structure Search

SMILES

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

InChI

InChIKey=SBHOQYCDAHAMDW-UHFFFAOYSA-N

InChI=1S/C19H20N2O4S.ClH/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);1H

HIDE SMILES / InChI

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C19H20N2O4S
Molecular Weight	372.438
Charge	0
Count

Stereochemistry	MIXED
Additional Stereochemistry	No
Defined Stereocenters	0 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8978836

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

Title	Date	PubMed
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	25195022
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	23732843
Synthesis and biological activity of metabolites of the antidiabetic, antihyperglycemic agent pioglitazone.	1996-12-20	8978836

Substance Class	Chemical Created by `admin` on `Tue Apr 01 23:49:04 GMT 2025` Edited by `admin` on `Tue Apr 01 23:49:04 GMT 2025`
Record UNII	WN9K42SAM6
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ALL-AMBO-5-((4-(2-(5-(1-HYDROXYETHYL)PYRIDIN-2-YL)ETHOXY)PHENYL)METHYL)-1,3-THIAZOLE-2,4(3H,5H)-DIONE HYDROCLORIDE (1:1)

Preferred Name

English

LERIGLITAZONE HYDROCHLORIDE

Official Name

English

LERIGLITAZONE HYDROCHLORIDE [USAN]

Common Name

English

HYDROXYPIOGLITAZONE HYDROCHLORIDE

Common Name

English

2,4-THIAZOLIDINEDIONE, 5-((4-(2-(5-(1-HYDROXYETHYL)-2-PYRIDINYL)ETHOXY)PHENYL)METHYL)-, HYDROCHLORIDE (1:1)

Systematic Name

English

2,4-THIAZOLIDINEDIONE, 5-((4-(2-(5-(1-HYDROXYETHYL)-2-PYRIDINYL)ETHOXY)PHENYL)METHYL)-, MONOHYDROCHLORIDE

Systematic Name

English

Classification Tree Code System Code

EU-Orphan Drug

EU/3/16/1770