Studies on uricosuric diuretics. II. Substituted 7,8-dihydrofuro[2,3-g]-1,2-benzisoxazole-7-carboxylic acids and 7,8-dihydrofuro[2,3-g]benzoxazole-7-carboxylic acids

Chem Pharm Bull (Tokyo). 1991 Jul;39(7):1760-72. doi: 10.1248/cpb.39.1760.

Abstract

A series of substituted 7,8-dihydrofuro[2,3-g]-1,2-benzisoxazole-7-carboxylic acids 9 and 7,8-dihydrofuro[2,3-g]benzoxazole-7-carboxylic acids 12 were synthesized and evaluated for uricosuric and diuretic activities in rats. Many of the benzisoxazole derivatives 9 showed uricosuric and only weak diuretic activities, whereas the benzoxazoles 12 exhibited potent diuretic activities with little affecting urate excretion. Among these compounds, 5-chloro-7,8-dihydro-3-phenylfuro[2,3-g]-1,2-benzisoxazole-7-carbo xylic acid (9b, AA-193) was found to be a potent uricosuric agent without diuretic activity and was selected for further development.

MeSH terms

  • Animals
  • Benzoxazoles / chemical synthesis*
  • Benzoxazoles / pharmacology
  • Furans / chemical synthesis*
  • Furans / pharmacology
  • Isoxazoles / chemical synthesis*
  • Isoxazoles / pharmacology
  • Rats
  • Rats, Inbred Strains
  • Uricosuric Agents / chemical synthesis*
  • Uricosuric Agents / pharmacology

Substances

  • Benzoxazoles
  • Furans
  • Isoxazoles
  • Uricosuric Agents