Carbamate prodrugs of N-alkylfuramidines

Eur J Med Chem. 2008 Jan;43(1):174-7. doi: 10.1016/j.ejmech.2007.03.009. Epub 2007 Apr 3.

Abstract

The synthesis and evaluation of 2,5-bis[4-(N-ethoxycarbonyl-N'-isopropyl)amidinophenyl]furan, 2,5-bis[4-(N-2,2,2-trichloroethoxycarbonyl-N'-isopropyl)amidinophenyl]furan and 2,5-bis[4-(N-cyclopentyl-N'-2,2,2-trichloroethoxycarbonyl)amidinophenyl]furan as prodrugs of bis-N-alkylamidines are reported. The results show that the bis-2,2,2-trichloroethyl carbamates function effectively in a rat model for Pneumocystis pneumonia.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Animals
  • Benzamidines / chemical synthesis*
  • Benzamidines / chemistry
  • Benzamidines / pharmacology*
  • Benzamidines / therapeutic use
  • Carbamates / chemistry*
  • Cysts / drug therapy
  • Disease Models, Animal
  • Furans / chemical synthesis
  • Furans / chemistry
  • Furans / pharmacology
  • Furans / therapeutic use
  • Lung / drug effects
  • Lung / pathology
  • Pneumocystis carinii / drug effects
  • Pneumonia, Pneumocystis / drug therapy
  • Pneumonia, Pneumocystis / microbiology
  • Prodrugs / chemical synthesis*
  • Prodrugs / chemistry
  • Prodrugs / pharmacology*
  • Prodrugs / therapeutic use
  • Rats

Substances

  • Benzamidines
  • Carbamates
  • Furans
  • Prodrugs
  • furamidine