CAS 160596-25-8

(5Z)-5-[[4-[2-(Methyl-2-pyridinylamino)ethoxy]phenyl]methylene]-2,4-thiazolidinedione

Description:

The chemical substance known as (5Z)-5-[[4-[2-(Methyl-2-pyridinylamino)ethoxy]phenyl]methylene]-2,4-thiazolidinedione, with the CAS number 160596-25-8, is a thiazolidinedione derivative, which is a class of compounds known for their role in pharmacology, particularly in the treatment of diabetes. This compound features a thiazolidinedione core, characterized by a five-membered ring containing sulfur and nitrogen, which is linked to a phenyl group substituted with an ethoxy and a pyridinylamino moiety. The presence of the methyl-2-pyridinylamino group suggests potential interactions with biological targets, possibly influencing metabolic pathways. Thiazolidinediones are known to act as agonists of peroxisome proliferator-activated receptors (PPARs), which play a crucial role in glucose and lipid metabolism. The specific structural features of this compound may contribute to its pharmacological properties, including its efficacy and selectivity. As with many synthetic compounds, its solubility, stability, and bioavailability are important characteristics that influence its potential therapeutic applications.

Formula: C₁₈H₁₇N₃O₃S

InChI: InChI=1S/C18H17N3O3S/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/h2-9,12H,10-11H2,1H3,(H,20,22,23)/b15-12-

InChI key: InChIKey=HCDYSWMAMRPMST-QINSGFPZSA-N

SMILES: C(=C/1\SC(=O)NC1=O)\C2=CC=C(OCCN(C)C3=CC=CC=N3)C=C2

Synonyms:

• 2,4-Thiazolidinedione, 5-[[4-[2-(methyl-2-pyridinylamino)ethoxy]phenyl]methylene]-, (Z)-
• 2,4-Thiazolidinedione, 5-[[4-[2-(methyl-2-pyridinylamino)ethoxy]phenyl]methylene]-, (5Z)-
• (5Z)-5-[[4-[2-(Methyl-2-pyridinylamino)ethoxy]phenyl]methylene]-2,4-thiazolidinedione
• Rosiglitazone Related Compound A ((5Z)-5-{[4-({2-[methyl(2-pyridinyl)amino]ethyl}oxy)phenyl]methyli (1605828)
• (5Z)-5-{[4-({2-[Methyl(2-pyridinyl)amino]ethyl}oxy)phenyl]methylidene}-1,3-thiazolidine-2,4-dione
• Rosiglitazone Related CoMpound A
• Rosiglitazone Related Compound A (25 mg) ((5Z)-5-{[4-({2-[methyl(2-pyridinyl)amino]ethyl}oxy)phenyl]methylidene}-1,3-thiazolidine-2,4-dione)
• 5Z-[[4-[2-(Methyl-2-pyridinylamino)ethoxy]phenyl]methylene]-2,4-thiazolidinedione

Rosiglitazone Related Compound A ((5Z)-5-{[4-({2-[methyl(2-pyridinyl)amino]ethyl}oxy)phenyl]methylidene}-1,3-thiazolidine-2,4-dione)

CAS: 160596-25-8

Compounds containing an unfused thiazole ring (whether

Formula: C₁₈H₁₇N₃O₃S

Color and Shape: Yellow Solid

Molecular weight: 355.09906

Ref: 45-1605828

(5Z)-Rosiglitazone

Controlled Product

CAS: 160596-25-8

Applications (5Z)-Rosiglitazone is the Z-isomer of Rosiglitazone (R693500), an insulin sensitizer; binds to peroxisome proliferator activated receptor gamma (PPAR- γ).
References Cantello, B.C.C., et al.: J. Med. Chem., 37, 3977 (1994), Oakes, N.D., et al.: Diabetes, 43, 1203 (1994), Balton, G.C., et al.: Xenobiotica, 26, 627 (1996), Barman, J.A., et al.: Drugs, 57, 921 (1999),

Formula: C₁₈H₁₇N₃O₃S

Color and Shape: Neat

Molecular weight: 355.41

Ref: TR-R693495

Rosiglitazone USP Related Compound A

CAS: 160596-25-8

Formula: C₁₈H₁₇N₃O₃S

Molecular weight: 355.41

Ref: ST-EA-CP-R72002