Bridgehead Nitrogen Thiazolo[3,2-a]pyrimidine: A Privileged Structural Framework in Drug Discovery

Mini Rev Med Chem. 2017;17(15):1488-1499. doi: 10.2174/1389557517666170216142113.

Abstract

Background: Thiazolopyrimidine derivatives containing bridgehead nitrogen atom are nowa- days attracting the attention of many medicinal chemists throughout the world to explore this framework for its potential. This biologically important scaffold is formed by the fusion of two aromatic rings, thiazole and pyrimidine, in such a way that one carbon atom at the ring junction is replaced by a nitrogen atom and is, therefore, being common for both the heterocyclic rings. One of the most common example of this type of fusion is thiazolo[3,2-a]pyrimidine which is being used perpetually with tremendous success in various fields of therapeutic applications.

Method: Despite the outstanding researches on thiazolo[3,2-a]pyrimidines in the literature, hardly there is a comprehensive review on the chemistry and medicinal values of present scaffold. This review is, therefore, to endow with highlights on assorted progress made over the recent past on the basis of the development of new synthetic strategies, structure of various synthesized molecules and their promising medicinal attributes.

Conclusion: In addition, we have undertaken various scientific reports in depth, to explain spectral characterization (UV, IR, Mass, NMR and X-ray crystallography) and stereochemistry, particularly of thiazolo[3,2-a]pyrimidines.

Keywords: 2-a]pyrimidine; Biological activities; bridgehead nitrogen thiazolo[3; recent synthetic strategies; spectral characterization and X-ray crystallography; stereochemistry; thiazolopyrimidine..

Publication types

  • Review

MeSH terms

  • Analgesics / chemical synthesis
  • Analgesics / chemistry
  • Analgesics / pharmacology*
  • Anti-Infective Agents / chemical synthesis
  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / pharmacology*
  • Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Crystallography, X-Ray
  • Drug Discovery*
  • Humans
  • Models, Molecular
  • Molecular Structure
  • Pyrimidines / chemical synthesis
  • Pyrimidines / chemistry
  • Pyrimidines / pharmacology*
  • Thiazoles / chemical synthesis
  • Thiazoles / chemistry
  • Thiazoles / pharmacology*

Substances

  • Analgesics
  • Anti-Infective Agents
  • Anti-Inflammatory Agents, Non-Steroidal
  • Antineoplastic Agents
  • Pyrimidines
  • Thiazoles
  • thiazolo(3,2-a)pyrimidine