Synthesis of 3-(carboxyarylalkyl)imidazo[2,1-f][1,2,4]triazines as potential inhibitors of AMP deaminase

Joseph K. Kirkman, Stephen D. Lindell, Simon Maechling, Alexandra M. Z. Slawin, Christopher J. Moody

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)

Abstract

C-Ribosyl 1,2,4-triazolo[1,2,4]triazines which are able to undergo covalent hydration are of interest as potential inhibitors of AMP deaminase. In a search for compounds with improved bioavailability we have synthesized compounds in which the sugar has been replaced by carboxyarylalkyl based ribose phosphate mimics. The target carboxyarylalkyl imidazotriazines 11 and 12 were synthesized using a linear seven step sequence starting from simple benzoate derivatives. Alternatively, the hydroxyethyl imidazotriazine 39 is available in five steps and this synthon was used to prepare the imidazotriazines 34 and 48 in a short convergent manner.

Original languageEnglish
Pages (from-to)4452-4459
Number of pages8
JournalOrganic & Biomolecular Chemistry
Volume6
Issue number23
DOIs
Publication statusPublished - 2008

Keywords

  • OLEFIN CROSS-METATHESIS
  • ADENOSINE
  • DESIGN
  • ESTERS
  • SAR

Fingerprint

Dive into the research topics of 'Synthesis of 3-(carboxyarylalkyl)imidazo[2,1-f][1,2,4]triazines as potential inhibitors of AMP deaminase'. Together they form a unique fingerprint.

Cite this