103789-10-2

Upstream product

• 23000-12-6 1-(2,5-dimethyloxazol-4-yl)ethanone 
• 5440-23-3 3-(acetylamino)-2,4-pentanedione 

Downstream Products

• 103789-12-4 5-{4-[2-(2,5-Dimethyl-oxazol-4-yl)-2-hydroxy-ethoxy]-benzyl}-2-imino-thiazolidin-4-one 
• 103788-11-0 5-{4-[2-(2,5-dimethyl-4-oxazolyl)-2-hydroxyethoxy]benzyl}-2,4-thiazolidinedione 
• 103788-33-6 5-{4-[2-(2,5-dimethyl-4-oxazolyl)-2-oxoethoxy]benzyl}-2,4-thiazolidinedione 
• 103793-55-1 4-[2-(2,5-Dimethyl-4-oxazolyl)-2-hydroxyethoxy]aniline 
• 103789-11-3 4-[2-(2,5-Dimethyl-4-oxazolyl)-2-hydroxyethoxy]acetanilide 

Relevant academic research and scientific papers

Studies on antidiabetic agents. 11. Novel thiazolidinedione derivatives as potent hypoglycemic and hypolipidemic agents

In the course of further chemical modification of the novel antidiabetic pioglitazone (AD-4833, U-72, 107), a series of 5-[4-(2- or 4- azolylalkoxy)benzyl- or -benzylidene]-2,4-thiazolidinediones was prepared and evaluated for hypoglycemic and hypolipidemic activities in insulin-resistant, genetically obese, and diabetic KKA(y) mice. Replacement of the 2-pyridyl moiety of pioglitazone by a 2- or 4-oxazolyl or a 2- or 4-thiazolyl moiety greatly enhanced in vivo potency. The corresponding 5-benzylidene-type compounds, in which a methine was used as a linker between the benzene ring and the thiazolidinedione ring, also had potent biological activity. Among the compounds synthesized, 5-[4-[2-(5-methyl-2-phenyl-4- oxazolyl)ethoxy]benzyl]-2,4-thiazolidinedione (18) exhibited the most potent activity, more than 100 times that of pioglitazone. The synthesis and structure-activity relationships for this novel series of derivatives are detailed.

Thiazolidinedione derivatives, their production and use

Thiazolidinedione derivatives of the general formula: STR1 [wherein R1 is hydrogen or a hydrocarbon residue or heterocyclic residue which may each be substituted; R2 is hydrogen or lower alkyl which may be substituted by hydroxyl group; X is an oxygen or sulfur atom; Z is a hydroxylated methylene or carbonyl; m is 0 or 1; n is an integer of 1 to 3; L and M represent independently a hydrogen atom or L and M combine with each other to cooperate jointly to form a linkage] and their salts, which are novel compounds, possess blood-glucose and blood-lipid lowering actions in mammals, and are of value as a therapeutic agent for diabetes and therapeutic agent for hyperlipemia.