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T2573

Sigma-Aldrich

Troglitazone

≥98% (HPLC), powder, PPARγ agonist

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C24H27NO5S
Número CAS:
97322-87-7
Peso molecular:
441.54
Número MDL:
MFCD00878416
Código UNSPSC:
12352200
ID de substância PubChem:
24724629
NACRES:
NA.77

Nome do produto

Troglitazone, ≥98% (HPLC)

Ensaio

≥98% (HPLC)

Formulário

powder

cor

white to off-white

solubilidade

DMSO: 20 mg/mL

cadeia de caracteres SMILES

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)

chave InChI

GXPHKUHSUJUWKP-UHFFFAOYSA-N

Informações sobre genes

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

Descrição geral

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

Aplicação

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

Ações bioquímicas/fisiológicas

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

Características e benefícios

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.

Nota de preparo

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

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Certificados de análise (COA)

Lot/Batch Number
SLCM3520
SLCL6205
SLCK3306
SLCH3270
SLCF4896

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Sigma-Aldrich

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Zafirlukast

Troglitazone hepatotoxicity: are we getting closer to understanding idiosyncratic liver injury?
Jaeschke H
Toxicological Sciences, 97(1), 1-3 (2007)
Yuko Okamatsu-Ogura et al.
Scientific reports, 7(1), 6648-6648 (2017-07-29)
We previously reported brown adipocytes can proliferate even after differentiation. To test the involvement of mature adipocyte proliferation in cell number control in fat tissue, we generated transgenic (Tg) mice over-expressing cell-cycle inhibitory protein p27 specifically in adipocytes, using the
Reprogramming of Human Cord Blood CD34+ Cells into Induced MSCs
Hematopoietic Differentiation of Human Pluripotent Stem Cells, 91-101 (2015)
The Practice of Medicinal Chemistry (2015)
Phil June Park et al.
International journal of molecular sciences, 20(8) (2019-04-18)
Adiponectin (APN), released mainly from adipose tissue, is a well-known homeostatic factor for regulating glucose levels, lipid metabolism, and insulin sensitivity. A recent study showed that human hair follicles express APN receptors and the presence of APN-mediated hair growth signaling
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