5-alkenyl and 5-alkynyl indole compounds

Details 5-alkenyl and 5-alkynyl indole compounds 5-alkenyl and 5-alkynyl indole compounds

C - Chemistry, Metallurgy

07

D

C07D 403/06 (2006.01) A61K 31/40 (2006.01) A61K 31/415 (2006.01) C07D 209/16 (2006.01) C07D 403/04 (2006.01) C07D 403/14 (2006.01) C07D 409/06 (2006.01) C07D 409/14 (2006.01)

Patent

CA 2224752

Described herein are compounds selective for 5-HT 1D-like receptors, which have the general formula: Image wherein: R1 is selected from H, aryl and aryl substituted with 1, 2 or 3 substituents independently selected from loweralkyl, loweralkoxy, loweralkylcarbonyl, loweralkyl-S-, loweralkyl-S(O)-, loweralkyl-SO2-, S=C=N-, O=C=N-, halo, loweralkoxycarbonyl, nitro, amino, loweralkyl-NH-, (loweralkyl)2-N-, loweralkyl-SO2-loweralkyl-; A is selected from -CH=CH- and -C~C-; R2 is selected from a group of Formula ll, lll, lV and V: Image Image Image Image R3 is selected from H and loweralkyl, R4 is selected from H and loweralkyl; One of R5 and R6 is H and the other is independently selected from H, loweralkoxy, loweralkyl and hydroxy; and R7 and R3 are independently selected from H and loweralkyl or R7 and R8, together with the nitrogen atom to which they are attached, form an optionally substituted 3- to 6-membered ring; or a salt, solvate or hydrate thereof. Also described is the use of these compounds as pharmaceuticals to treat indications where stimulation of the 5-HT 1D-like receptor is implicated, such as migraine.

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