Rosiglitazone maleate (Avandia), PPARgamma agonist. Maleate salt.

Key facts

CAS number

155141-29-0

Purity

>98%

Form

Solid

form

Molecular weight

473.5 Da

Molecular formula

C₂₂H₂₃N₃O₇S

PubChem

5281055

Nature

Synthetic

Solubility

Soluble in DMSO

Soluble in ethanol

Biochemical name

Rosiglitazone maleate

Biological description

Potent, selective PPARγ agonist (EC₅₀ = 43 nM). Maleate salt. Improves adipocyte function, restores insulin sensitivity, and inhibits atherosclerosis in vivo. Orally active.

Canonical smiles

CN(CCOC1=CC=C(C=C1)CC2C(=O)NC(=O)S2)C3=CC=CC=N3.C(=CC(=O)O)C(=O)O

Isomeric smiles

CN(CCOC1=CC=C(C=C1)CC2C(=O)NC(=O)S2)C3=CC=CC=N3.C(=C\C(=O)O)\C(=O)O

InChi

InChI=1S/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

SUFUKZSWUHZXAV-BTJKTKAUSA-N

IUPAC Name

(Z)-but-2-enedioic acid;5-[[4-[2-[methyl(pyridin-2-yl)amino]ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione