The discovery of avanafil for the treatment of erectile dysfunction: a novel pyrimidine-5-carboxamide derivative as a potent and highly selective phosphodiesterase 5 inhibitor

Bioorg Med Chem Lett. 2014 Dec 1;24(23):5460-5. doi: 10.1016/j.bmcl.2014.10.008. Epub 2014 Oct 28.

Abstract

Novel pyrimidine-5-carboxamide derivatives bearing a 3-chloro-4-methoxybenzylamino group at the 4-position were identified as potent and highly selective phosphodiesterase 5 inhibitors. Among them, we successfully found 10j (avanafil) which exhibited a potent relaxant effect on isolated rabbit cavernosum (EC30=2.1 nM) and a high isozyme selectivity.

Keywords: Avanafil; Erectile dysfunction; PDE5; PDE6.

MeSH terms

  • Animals
  • Erectile Dysfunction / drug therapy*
  • Humans
  • Male
  • Phosphodiesterase 5 Inhibitors
  • Pyrimidines / administration & dosage
  • Pyrimidines / pharmacology
  • Pyrimidines / therapeutic use*
  • Rabbits

Substances

  • Phosphodiesterase 5 Inhibitors
  • Pyrimidines
  • avanafil