Details

Autor(en) / Beteiligte

• Brown, Frederick J
• Yee, Ying K
• Cronk, Laura A
• Hebbel, Kevin C
• Krell, Robert D
• Snyder, David W

Titel

Evolution of a series of peptidoleukotriene antagonists: synthesis and structure-activity relationships of 1,6-disubstituted indoles and indazoles

Ist Teil von

• Journal of medicinal chemistry, 1990-06, Vol.33 (6), p.1771-1781

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

1990

Quelle

MEDLINE

Beschreibungen/Notizen

• A perception of structural similarities between two independent series of leukotriene antagonists (one emanating from FPL 55712 and one based upon the leukotrienes themselves) led to the discovery of a novel class of indole and indazole derived antagonists of peptidoleukotrienes. A systematic exploration of C-6 substituted 4-(indol-1-ylmethyl)-3-methoxybenzoic acids identified cyclopentylacetamide and cyclopentylurethane as preferred substituents. The corresponding indazoles were equipotent. These compounds are selective leukotriene antagonists with pKB values of 7.5-7.8 vs LTE4 on guinea pig trachea.