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R2408

Sigma-Aldrich

Rosiglitazone

≥98% (HPLC)

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Synonym(s):
Rosiglitazone, 5-[[4-[2-(Methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-2,4-thiazolidinedione
Linear Formula:
C18H19N3O3S
CAS Number:
Molecular Weight:
357.43
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

solubility

DMSO: ≥10 mg/mL

originator

GlaxoSmithKline

storage temp.

2-8°C

SMILES string

CN(CCOc1ccc(CC2SC(=O)NC2=O)cc1)c3ccccn3

InChI

1S/C18H19N3O3S/c1-21(16-4-2-3-9-19-16)10-11-24-14-7-5-13(6-8-14)12-15-17(22)20-18(23)25-15/h2-9,15H,10-12H2,1H3,(H,20,22,23)

InChI key

YASAKCUCGLMORW-UHFFFAOYSA-N

Gene Information

human ... PPARG(5468)

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This Item
PHR2932E6910UC175
Rosiglitazone ≥98% (HPLC)

Sigma-Aldrich

R2408

Rosiglitazone

Rosiglitazone Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR2932

Rosiglitazone

(S)-(+)-Mephenytoin solid, ≥98% (HPLC)

Sigma-Aldrich

UC175

(S)-(+)-Mephenytoin

form

powder

form

solid

form

powder

form

solid

solubility

DMSO: ≥10 mg/mL

solubility

-

solubility

DMSO: ≥10 mg/mL

solubility

DMSO: soluble

originator

GlaxoSmithKline

originator

-

originator

Takeda

originator

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

room temp

storage temp.

2-8°C

Quality Level

100

Quality Level

300

Quality Level

100

Quality Level

200

Application

Rosiglitazone has been used:
  • as a medium constituent for adipocyte differentiation
  • in the cell proliferation assay in human colonic carcinoma cell lines
  • for Bcl-2-like protein 13 (Bcl2l13) expression in adipocytes
  • as a peroxisome proliferator-activated receptor gamma (PPARγ) ligand

Biochem/physiol Actions

Rosiglitazone is a potent agonist for PPARγ with an EC50 of 43 nM for the human receptor. It is antidiabetic, working as an insulin sensitizer by binding to the PPARγ receptors in fat cells and making the cells more responsive to insulin.

Features and Benefits

This compound is a featured product for ADME Tox and Gene Regulation research. Discover more featured ADME Tox and Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the AMPKs and Nuclear Receptors (PPARs) pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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25G
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705578-5MG-PW

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MMYOMAG-74K-13

1000309185

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Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

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  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

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