T2573

Troglitazone

≥98% (HPLC), powder, PPARγ agonist

• Synonym(s): (±)-5-[4-[(6-Hydroxy-2,5,7,8-tetramethylchroman-2-yl)methoxy]benzyl]-2,4-thiazolidinedione, CS-045
• Empirical Formula (Hill Notation): C₂₄H₂₇NO₅S
• CAS Number: 97322-87-7
• Molecular Weight: 441.54
• UNSPSC Code: 12352200
• PubChem Substance ID: 24724629
• NACRES: NA.77
• MDL number: MFCD00878416
• Assay: ≥98% (HPLC)
• Form: powder
• Quality level: 200

Properties

• Product Name: Troglitazone, ≥98% (HPLC)
• SMILES string: Cc1c(C)c2OC(C)(CCc2c(C)c1O)COc3ccc(CC4SC(=O)NC4=O)cc3
• InChI key: GXPHKUHSUJUWKP-UHFFFAOYSA-N
• 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)
• assay: ≥98% (HPLC)
• form: powder
• color: white to off-white
• solubility: DMSO: 20 mg/mL
• Quality Level: 200
• Gene Information: human ... PPARA(5465), PPARG(5468)

Description

Application

Troglitazone has been used as a reagent in adipocyte differentiation medium.[1][2]

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.

General description

Troglitazone is used to treat type 2 diabetes. It is associated with liver injury.[3] Troglitazone functions as an inducer of cytochrome3A.[4]

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)