EP0518435A1 — Imidazo[2,1-b][3]benzazepine derivatives, compositions and method of use

USPTO Abstract

The present invention is concerned with novel imidazo[2,1-b][3]benzazepines of formula the pharmaceutically acceptable addition salts and stereochemically isomeric forms thereof, wherein each of the dotted lines independently represents an optional bond; R¹ represents hydrogen, halo, C₁₋₄alkyl or C₁₋₄alkyloxy; R² represents hydrogen, halo, C₁₋₄alkyl or C₁₋₄alkyloxy; R³ represents hydrogen, C₁₋₄alkyl, ethenyl substituted with hydroxycarbonyl or C₁₋₄alkyloxycarbonyl, C₁₋₄alkyl substituted with hydroxycarbonyl or C₁₋₄alkyloxycarbonyl, hydroxyC₁₋₄alkyl, formyl or hydroxycarbonyl; R⁴ represents hydrogen, C₁₋₄alkyl, hydroxyC₁₋₄alkyl, phenyl or halo; R⁵ represents hydrogen, C₁₋₄alkyl or halo; L represents hydrogen; C₁₋₆alkyl; C₁₋₆alkyl substituted with one substituent selected from the group consisting of hydroxy, halo, C₁₋₄alkyloxy, hydroxycarbonyl, C₁₋₄alkyloxycarbonyl, C₁₋₄alkyloxycarbonyl-C₁₋₄alkyloxy, hydroxycarbonylC₁₋₄alkyloxy, C₁₋₄alkyloxycarbonylamino, C₁₋₄alkylaminocarbonyl, C₁₋₄alkylaminocarbonylamino, C₁₋₄alkylaminothiocarbonylamino, aryl, aryloxy and arylcarbonyl; C₁₋₆alkyl substituted with both hydroxy and aryloxy; C₃₋₆alkenyl; C₃₋₆alkenyl substituted with aryl; or, L represents a radical of formula -Alk-Y-Het¹ (a-1), -Alk-NH-CO-Het² (a-2) or -Alk-Het³ (a-3); provided that 6,11-dihydro-11-(4-piperidinylidene)-5 H -imidazo[2,1-b][3]benzazepine is ecxluded, which are useful antiallergic compounds. Compositions comprising said compounds, methods of using and processes for preparing the same.