4695-03-8

Usage

Class

Thiazolidinedione

Common Usage

Antidiabetic medication

Function

Lowers blood sugar levels in type 2 diabetes patients

Mechanism

Increases sensitivity of body's cells to insulin

Additional Properties

Anti-inflammatory and anti-cancer potential

Side Effects

Weight gain, increased risk of heart failure

Caution

Use under supervision of healthcare professional

Upstream product

• 4694-99-9 3,5-diphenyl-2-phenylimino-thiazolidin-4-one 
• 4870-65-9 2-bromophenylacetic acid 
• 15093-54-6 N-phenyl-1-morpholinethiocarbamide 
• 7647-01-0 hydrogenchloride 
• 36387-87-8 5-phenyl-2-(phenylamino)thiazol-4(5H)-one 
• 33512-02-6 3-phenyl-2,2-oxiranedicarbonitrile 
• 102-08-9 N,N-diphenylthiourea 
• 66147-02-2 α-(phenylsulfonyl)phenylacetonitrile 
• 103-82-2 phenylacetic acid 

Relevant academic research and scientific papers

Thiazolidinedione chemical compound preparation method

The present invention discloses a new thiazolidinedione chemical compound preparation method. The synthetic route is shown in the description wherein R1 and R2 are H, CH3, MeO or t-Bu. The thiazolidinedione chemical compound synthesized by the new method is high in solubility and reactivity. Currently, such method has not yet been reported in the literature. The new method has the following advantages: the method is wide in applicability, short in reaction path, high in reaction efficiency, simple in after-treatment, low in cost, and suitable for industrial production.

Catalytic Asymmetric Conjugate Addition and Sulfenylation of Diarylthiazolidin-2,4-diones

This work reports the first application of diarylthiazolidin-2,4-diones as nucleophiles in asymmetric catalysis. By utilizing chiral amino acid-based (thio)urea-tertiary amines as the catalysts, we successively established asymmetric conjugate addition to nitroolefins and sulfenylation to N-(sulfanyl)-succinimides of diarylthiazolidin-2,4-diones. Two series of biologically important 5-aryl-5-substituted thiazolidin-2,4-diones were obtained with high enantio- and diastereoselectivities (up to >99% ee and >19:1 dr). The enantioenriched adducts were found to show satisfactory anticancer activities against three different cancer cell lines using the MTT assay. All of these successes depended on the development of a general and expedient synthetic strategy to provide diverse 5H-thiazolidin-2,4-diones.