88419-02-7

Upstream product

• 2295-31-0 thiazoline-2,4-dione 
• 99-73-0 para-bromophenacyl bromide 
• 39131-10-7 1,3-thiazolidine-2,4-dione potassium salt 

Downstream Products

• 20938-74-3 mercapto-acetic acid methylamide 
• 55453-06-0 2,5-bis(4-bromophenyl)pyrazine 
• 88419-05-0 5-p-bromophenyl-2-oxazolone 
• 86143-82-0 6-p-bromophenyl-4,5-dihydro-2H-1,2,4-triazin-3-one 
• 88419-14-1 2,4-dioxo-3-thiazolidinylmethyl p-bromophenyl ketone azine 
• 6794-70-3 4-(4-bromophenyl)-1H-imidazol-2(3H)-one 
• 86143-83-1 2-phenyl-6-p-bromophenyl-4,5-dihydro-1,2,4-triazin-3-one 
• 88419-16-3 3-p-bromophenacyl-2,4-thiazolidinedione E-phenylhydrazone 
• 88419-15-2 3-p-bromophenacyl-2,4-thiazolidinedione Z-phenylhydrazone 

Relevant academic research and scientific papers

Design, synthesis and bioactivity evaluation of thiazolidinedione derivatives as partial agonists targeting PPARγ

Thiazolidinedione (TZD) is a novel peroxides proliferator activated receptor γ (PPARγ) agonist with many side effects. Herein, we developed a series of novel TZD analogues as partial agonists targeting PPARγ. The study of anti-hyperglycemic activity and anti-inflammatory activity enabled us to identify a novel compound, 4 g, which quickly recover the blood glucose of mice at the concentration of 100 mg/kg, and show similar anti-inflammatory activity to ibuprofen at the concentration of 20 mg/kg. The competitive binding assay confirmed direct binding of 4 g to the LBD of PPARγ with IC50 being 1790 nM, and dose-dependently increased the transcriptional activity of PPARγ. Besides, through computer-aided drug design software simulation docking, it was found that compound 4 g showed the best binding ability to target protein PPARγ. Furthermore, because of the introduction of benzene containing group at N3 position, the stability of H12 in the active pocket is reduced and the stability of H3 and β-fold is increased, showing the characteristics of some PPARγ agonists, based on the docking model analysis. Together, these results suggest that 4 g is a promising PPARγ agonist that deserves further investigation.

Studies on the synthetic and structural aspects of benzosuberones bearing 2, 4-thiazolidenone moiety as potential anti-cancer agents

Novel representative of the important group of biologically active benzosuberones bearing 2, 4-thiazolidenone moiety was synthesized as potential anticancer agents (6a-j). These compounds were synthesized in good yields from Knoevenagel condensation of co

Synthesis and antidiabetic activity of morpholinothiazolyl-2,4- thiazolidindione derivatives

We report the synthesis and the in vitro insulin releasing and glucose uptake activity of the morpholino thiazolyl-2,4-thiazolidinediones (1-15). Compounds 5, 1115 (at lower concentration; 0.001mg/ml) were able to increase insulin release in the presence

Synthesis and antimicrobial activity of some novel thiazolidine-2,4-dione derivatives

In this study, a series of phenylethylsulfanyl-1,3-thiazolo-thiazolidine-2, 4-dione derivatives (VII a - f, VIIIa - f) and 5-methyl-[1,2,4]triazolyl- sulfanyl-1,3-thiazolo-thiazolidine-2,4-dione derivatives (IX a - f, Xa - f) were synthesized and evaluated for their antibacterial and antifungal activities against S. aureus (ATCC 25923), methicillin resistant S. aureus (MRSA ATCC 43300), B. subtilis (ATCC 6633), E. coli ( ATCC 23556) and C. albicans (ATCC10145). All the compounds were found active against used bacteria. ECV Editio Cantor Verlag.

Substituted thiazolidinediones and thio-imidazolidinones: Synthesis, structural study and pharmacological activity

Synthesis and physico-chemical properties of six 3-(4-bromophenacyl)-5-arylidene-thiazolidine-2,4-diones and eight 3-(4-chlorobenzyl)-5-arylidene-4-thio-imidazolidine-2-ones are described. These products were synthesized by an aldolisation-crotonisation reaction from aromatic aldehydes and 3-substituted thiazolidine-2,4-diones or 4-thio-imidazolidine-2-ones. Hypoglycemic and peripheral antinociceptive activities were investigated for these compounds.

Synthesis and structural study of 5-arylidene thiazolidine-2,4-diones and 3-substituted-4-thio-imidazolidine-2-ones

The synthesis and the physico-chemical properties of four 3-(4-bromophenacyl)-5-arylidene-thiazolidine-2,4-diones, two 3-(4-bromobenzyl)-5-arylidene-thiazolidine-2,4-diones and seven 3-(4-chlorobenzyl)-5-arylidene-4-thio-imidazolidine-2-ones were described. These products were synthetized by the aldolisation-crotonisation reaction between aromatic aldehydes and substituted thiazolidinediones or thio-imidazolidinones.

RECYCLIZATION REACTIONS. RECYCLIZATIONS OF 3-ACYLMETHYL-2,4-THIAZOLIDINEDIONES BY THE ACTION OF NUCLEOPHILES

Four directions were established and investigated in the recyclization of 3-acylmethyl-2,4-thiazolidinediones with the participation of the side chain at the cyclic nitrogen atom and the formation of substituted 2-imidazolones or 2-oxazolones (under the influence of ammonia or hydroxides respectively), 2,5-diarylpyrazines (under the influence of methylamine), 6-monosubstituted or 2,6-disubstituted 4,5-dihydro-1,2,4-triazin-3-ones, and 5-substituted 1-amino-2-imidazolones (under the influence of hydrazine and phenylhydrazine).The directions of recyclization with hydrazines are determined by the stereochemical configuration of the intermediate hydrazones; the E-hydrazones of 3-acylmethyl-2,4-thiazolidenediones are converted into 4,5-dihydro-1,2,4-triazin-3-ones, while the Z izomers are converted into 1-amino-2-imidazolones.