Abstract：
:A series of [(3-aryl-1,2-benzisoxazol-6-yl)oxy]acetic acids was synthesized and tested for diuretic activity in saline-loaded mice and in conscious, water-loaded dogs. The structural requirements for good diuretic activity in both mice and dogs were found to be very specific. In summary, the compounds with the best diuretic activity (13i, 13q, and 13ff) were substituted with a 2-fluorophenyl group at the 3 position and chlorine or bromine at the 7 position. Compound 13ff, [(7-bromo-3-(2-fluorophenyl)-1,2-benzisoxazol-6-yl]oxy]acetic acid (HP 522), was found to be moderately uricosuric in chimpanzees and was selected for further development.
journal_name
J Med Chemjournal_title
Journal of medicinal chemistryauthors
Shutske GM,Setescak LL,Allen RC,Davis L,Effland RC,Ranbom K,Kitzen JM,Wilker JC,Novick WJ Jrdoi
10.1021/jm00343a008subject
Has Abstractpub_date
1982-01-01 00:00:00pages
36-44issue
1eissn
0022-2623issn
1520-4804journal_volume
25pub_type
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