Login / Signup

Fluorine substituted methoxyphenylalkyl amides as potent melatonin receptor agonists.

Andrew TsotinisRodanthi KompogennitakiIoannis P PapanastasiouPeter J GarrattAlina BocianowskaDavid Sugden
Published in: MedChemComm (2019)
A series of fluorine substituted methoxyphenylalkyl amides were prepared with different orientations of the fluorine and methoxy groups with respect to the alkylamide side chain and with alkyl sides of differing lengths (n = 1-3). β-Dimethyl and α-methyl derivatives were also synthesised. The compounds were tested as melatonin agonists and antagonists using the pigment aggregation of Xenopus melanophores as the biological assay. A number of these compounds were potent melatonin agonists, the potency depending on the length of the alkyl chain, the orientation of the methoxy and fluorine substituents, the amide chain length and, for the ethyl side-chain analogues, the presence of β-substituents.
Keyphrases
  • positron emission tomography
  • pet imaging
  • molecular docking
  • ionic liquid
  • computed tomography
  • high throughput