Amino-indole derivatives

Details Amino-indole derivatives Amino-indole derivatives

C - Chemistry, Metallurgy

07

D

260/319, 260/306

C07D 209/14 (2006.01) C07D 209/16 (2006.01) C07D 209/18 (2006.01) C07D 209/48 (2006.01) C07D 403/06 (2006.01)

Patent

CA 1165765

ABSTRACT OF THE DISCLOSURE Compounds are disclosed of general formula (I) Image (I) wherein R1 represents a group CHO, COR8, CO2R8, CONR9R10, CSNR9R10 or SO2NR9R10, where R8 represents an alkyl, cycloalkyl, aryl or aralkyl group, R9 represents a hydrogen atom or an alkyl group, and R10 represents a hydrogen atom or an alkyl, cyclo- alkyl, aryl or aralkyl group; R2, R4, R6 and R7, which may be the same or different, each represents a hydrogen atom or a C1-3 alkyl group; R5 represents a hydrogen atom or an alkyl, cyclo- alkyl, alkenyl or an aralkyl group or R4 and R5 together form an aralkylidene group or R4 and R5 together with the nitrogen atom to which they are attached form a saturated monocyclic 5- to 7-membered ring; and Alk represents an alkylene chain containing two or three carbon atoms which may be unsubstituted or substituted by not more than two C1-3 alkyl groups; Abstract continued... with the provisos that when R4 and R5 both represent alkyl groups R1 does not represent the group CHO or COR8 and that when R4, R5, R6 and R7 all represent hydrogen R1 does not represent the group SO2NH2; and physiologically acceptable salts, solvates and bioprecursors thereof. The compounds are described as potentially useful for the treatment of migraine and may be formulated as pharmaceutical compositions in con- vention manner using one or more pharmaceutically acceptable carriers or excipients. Various processes for the pre- paration of the compounds are disclosed including, for example, reaction of an aminoalkyl indole with an acid of formula R1OH or an acylating agent corresponding thereto or with an inorganic cyanate or an organic isocyanate or isothiocyanate in order to introduce the desired R1 group at the 5-position on the indole nucleus.

383680

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