Synthesis of 1-(3,4-dihydroxy-5-nitrophenyl)-2-phenyl-ethanone and derivatives as potent and long-acting peripheral inhibitors of catechol-O-methyltransferase.

@article{Learmonth2002SynthesisO1,
  title={Synthesis of 1-(3,4-dihydroxy-5-nitrophenyl)-2-phenyl-ethanone and derivatives as potent and long-acting peripheral inhibitors of catechol-O-methyltransferase.},
  author={David A Learmonth and Maria Augusta Vieira-Coelho and Jan Bene{\vs} and Paula C Alves and Nuno Borges and Ana L{\'u}cia Ponte Freitas and Patr{\'i}cio Soares da-Silva},
  journal={Journal of medicinal chemistry},
  year={2002},
  volume={45 3},
  pages={685-95}
}
A homologous series of novel nitro-catechol structures (7a-7e) were synthesized and tested as inhibitors of the enzyme catechol-O-methyltransferase (COMT). Increasing chain length was found to have significant impact on both brain penetration and duration of COMT inhibition in the rat. Of this series, compound 7b (1-(3,4-dihydroxy-5-nitrophenyl)-2-phenyl… CONTINUE READING