Unearthing novel thiazolidinone building blocks as carboxylic acid bioisosteres

Future Med Chem. 2020 Oct;12(20):1855-1864. doi: 10.4155/fmc-2020-0192. Epub 2020 Oct 5.

Abstract

Aim: Thiazolidinones were prepared as building blocks for the replacement of carboxylic acids. Materials & methods: Chemical syntheses of thiazolidinones were developed. In addition, the drug-likeness of the target compounds was evaluated in silico. Results: The prepared compounds included the novel structure 4; 5-(3-Iodophenylmethylene)-2,4-thiazolidinedione. Conclusion: Exploration of the methods required to synthesize thiazolidinone building blocks was completed. This work allows future generation of bioisosteric analogs of drugs.

Keywords: bioisostere; building blocks; carboxylic acid; thiazolidinone.

MeSH terms

  • Carboxylic Acids / antagonists & inhibitors*
  • Molecular Structure
  • Thiazolidinediones / chemical synthesis
  • Thiazolidinediones / chemistry
  • Thiazolidinediones / pharmacology*

Substances

  • Carboxylic Acids
  • Thiazolidinediones
  • 2,4-thiazolidinedione