The solubility of the product in medium or aqueous buffers has not been determined as the compound is only sparingly soluble in aqueous solutions. Concentrated stock solutions can be made in DMSO up to 100 mg/mL. Following reconstitution, aliquot and freeze at -20°C. Stock solutions are stable for up to 3 months at -20°C. Stock solutions can be further diluted in the buffer or medium of choice. Diluted working solutions should be prepared fresh and not stored for more than 1 day.
R2408
Rosiglitazone
≥98% (HPLC), powder, PPARγ agonist
Synonym(s):
Rosiglitazone, 5-[[4-[2-(Methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-2,4-thiazolidinedione
Sign In to View Organizational & Contract Pricing
Select a Size
R2408-10MG
$253.00
R2408-50MG
$506.00
About This Item
Linear Formula:
C18H19N3O3S
CAS Number:
Molecular Weight:
357.43
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Skip To
Product Name
Rosiglitazone, ≥98% (HPLC)
Quality Level
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)
Looking for similar products? Visit Product Comparison Guide
Related Categories
1 of 4
This Item | E6910 | PHR2932 | SML1884 |
|---|---|---|---|
| assay ≥98% (HPLC) | assay ≥98% (HPLC) | assay - | assay ≥98% (HPLC) |
| form powder | form powder | form solid | form powder |
| Quality Level 100 | Quality Level 100 | Quality Level 300 | Quality Level 100 |
| storage temp. 2-8°C | storage temp. room temp | storage temp. 2-8°C | storage temp. −20°C |
| solubility DMSO: ≥10 mg/mL | solubility DMSO: ≥10 mg/mL | solubility - | solubility DMSO: 20 mg/mL, clear |
| originator GlaxoSmithKline | originator Takeda | originator - | originator - |
General description
Rosiglitazone is a member of the thiazolidinedione family. It effectively lowers glucose levels by enhancing the response of target cells to insulin, without causing increased stimulation and release of insulin by the pancreatic beta cells. Rosiglitazone functions by activating the nuclear peroxisome proliferator-activated (PPAR) receptor gamma, which plays a key role in regulating adipogenesis, glucose metabolism, and genetic networks. It exhibits high potency as a thiazolidinedione, with a binding affinity for PPAR-gamma that is 30-fold higher than pioglitazone. Furthermore, it increases insulin-stimulated IRS-1/2 in skeletal muscle and adipose tissue, leading to the expression of the GLUT4 glucose transporter.[1]
Application
Biochem/physiol Actions
Potent agonist for PPARγ with an EC50 of 43 nM for the human receptor.
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
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
CACUL1 reciprocally regulates SIRT1 and LSD1 to repress PPARgamma and inhibit adipogenesis
Jang MJ, et al.
Cell Death & Disease, 8(12), 3201-3201 (2017)
Spermidine/spermine N1-acetyltransferase-mediated polyamine catabolism regulates beige adipocyte biogenesis
Yuan F, et al.
Metabolism, Clinical and Experimental, 85, 298-304 (2018)
Rosiglitazone
Rodriguez BSQ and Correa R
StatPearls [Internet] (2023)
María Isabel Cuartero et al.
Stroke, 44(12), 3498-3508 (2013-10-19)
Neutrophils have been traditionally recognized as major mediators of a deleterious inflammatory response in acute ischemic stroke, but their potential as a therapeutic target remains unexplored. Recent evidence indicates that neutrophils may acquire different phenotypes and contribute to resolution of
Diego Caprioglio et al.
Planta medica, 85(11-12), 981-986 (2019-04-02)
A general protocol for the selective mono-O-methylation of resorcinyl phytocannabinoids was developed. The availability of semisynthetic monomethyl analogues of cannabigerol, cannabidiol, and cannabidivarin (1A: -3A: , respectively) made it possible to quantify these minor phytocannabinoids in about 40 different chemotypes
Articles
Discover Bioactive Small Molecules for Kinase Phosphatase Biology
Discover Bioactive Small Molecules for ADME/Tox
We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.
-
Can the material be dissolved in DMEM/F-12 as well?
1 answer-
Helpful?
-
Active Filters
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service