Name | Rosiglitazone Maleate |
Synonyms | Avandi BRL-49653c RSIGLITAZONEMALEATE Rosigliazone maleate Rosiglitazone Maleate RosiglitazoneTartrate ROSIGLITAZONE MALEATE 5-{p-[2-(methyl-2-pyridylamino)ethoxy]benzyl}-2,4-thiazolidinedione maleate 5-{p-[2-(Methyl-2-pyridylamino)ethoxy]benzyl}-2,4-thiazolidinedione maleate 5-(4-(2-(Methyl(pyridin-2-yl)aMino)ethoxy)benzyl)thiazolidine-2,4-dione Maleate 5-((4-[2-(METHYL-2-PYRIDINYLAMINO)-ETHOXY]-PHENYL)-METHYLENE)-2,4-THIAZOLIDINEDIONE |
CAS | 155141-29-0 |
EINECS | 642-163-6 |
InChI | InChI=1/C18H19N3O3S.C4H4O4/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;5-3(6)1-2-4(7)8/h2-9,15H,10-12H2,1H3,(H,20,22,23);1-2H,(H,5,6)(H,7,8)/b;2-1- |
InChIKey | HCDYSWMAMRPMST-NTCAYCPXSA-N |
Molecular Formula | C22H23N3O7S |
Molar Mass | 473.5 |
Melting Point | 235-240°C |
Boling Point | 585°C at 760 mmHg |
Solubility | DMSO: ≥10 mg/mL |
Appearance | grayish white solid |
Color | White |
pKa | 6.1; 6.8(at 25℃) |
Storage Condition | 2-8°C |
Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months |
MDL | MFCD00871760 |
Use | For the treatment of diabetes |
In vitro study | Rosiglitazone is a thiazolidinedione insulin sensitizer used as an oral hypoglycemic agent. In rodent models of insulin resistance, Rosiglitazone has an insulin sensitizing activity that is 60 to 200 times greater than troglitazone,englitazone, or piogliazone. Rosiglitazone reduces hyperglycemia by increasing insulin sensitivity in adipose tissue, liver, and skeletal muscle. Thus, insulin sensitization may be due in part to Rosiglitazone affecting the expression of molecules involved in the insulin signaling cascade. In adipose tissue, Rosiglitazone-mediated PPARγ stimulation promotes adipocyte differentiation. Rosiglitazone may also promote the uptake of free fatty acids by adipose tissue, thus reducing systemic free fatty acid levels. Insulin sensitivity in liver and peripheral tissues may be indirectly modulated by Rosiglitazone-mediated changes in levels of fatty acids or adipocyte-derived factors such as adiponectin and TNFα. Rosiglitazone may also be involved in regulating the expression of adiponectin receptors in certain tissues, which may be related to some aspects of insulin sensitization. |
In vivo study | Rosiglitazone (5 mg/kg, p.o.) decreases the serum glucose in diabetic rats. Rosiglitazone also decreases IL-6, TNF-α, and VCAM-1 levels in diabetic group. Rosiglitazone in combination with losartan increases glucose compared to diabetic and Los-treated groups. Rosiglitazone significantly ameliorates endothelial dysfunction indicated by a significantly lower contractile response to PE and Ang II and enhancement of ACh-provoked relaxation in aortas isolated from diabetic rats. |
Hazard Symbols | Xi - Irritant |
Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/38 - Irritating to eyes and skin. |
Safety Description | S24/25 - Avoid contact with skin and eyes. S37/39 - Wear suitable gloves and eye/face protection S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
WGK Germany | 3 |
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