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T2573

Troglitazone

Name: Troglitazone
Brand: SIGMA

≥98% (HPLC), powder, PPARγ agonist

Synonyme(s) :

(±)-5-[4-[(6-Hydroxy-2,5,7,8-tetramethylchroman-2-yl)methoxy]benzyl]-2,4-thiazolidinedione, CS-045

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A propos de cet article

Formule empirique (notation de Hill) :

C₂₄H₂₇NO₅S

Numéro CAS:

97322-87-7

Poids moléculaire :

441.54

UNSPSC Code:

12352200

PubChem Substance ID:

24724629

NACRES:

NA.77

MDL number:

MFCD00878416

Assay:

≥98% (HPLC)

Form:

powder

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Propriétés

Nom du produit

Troglitazone, ≥98% (HPLC)

Quality Segment

200

assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: 20 mg/mL

SMILES string

Cc1c(C)c2OC(C)(CCc2c(C)c1O)COc3ccc(CC4SC(=O)NC4=O)cc3

InChI

1S/C24H27NO5S/c1-13-14(2)21-18(15(3)20(13)26)9-10-24(4,30-21)12-29-17-7-5-16(6-8-17)11-19-22(27)25-23(28)31-19/h5-8,19,26H,9-12H2,1-4H3,(H,25,27,28)

InChI key

GXPHKUHSUJUWKP-UHFFFAOYSA-N

Gene Information

human ... PPARA(5465), PPARG(5468)

Description

General description

Troglitazone is used to treat type 2 diabetes. It is associated with liver injury. Troglitazone functions as an inducer of cytochrome3A.

Application

Troglitazone has been used as a reagent in adipocyte differentiation medium.

Biochem/physiol Actions

PPARγ agonist; anti-diabetic thiazolidinedione (TZD) with anti-inflammatory and anti-tumor activity; induces apoptosis via a p53 pathway.

Features and Benefits

This compound is featured on the Nuclear Receptors (PPARs) and Potassium Channels pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Preparation Note

Studies using troglitazone have reported that it can increase AMP-activated protein kinase (pAMPK) and phosphorylated acetyl-CoA carboxylase in isolated rat extensor digitorum longus muscles¹. Furthermore, analysis of troglitazone-mediated autophagy is reported to correlate with the stimulation of AMPK α².

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Classe de stockage

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c