1h-pyrazole-1alkanamines and...

C - Chemistry – Metallurgy – 07 – D

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C07D 231/12 (2006.01) A61K 31/415 (2006.01) A61K 31/445 (2006.01) C07D 231/22 (2006.01) C07D 401/12 (2006.01) C07D 413/12 (2006.01)

Patent

CA 2012565

ABSTRACT OF THE DISCLOSURE N-[(alkylamino)alkyl]-3,4(or 4,5)-diaryl-1H-pyrazole- 1-(branched)alkanamides and pyrazole-1-alkanamines of the formula below useful for treating cardiac arrhythmias in mammals, are prepared by reacting a lower-alkyl ester of pyrazole-1-acetic acid with an appropriate diamine followed by reduction or by reacting the anion of a lower-alkyl ester of a pyrazole-1-acetic acid with an alkylating agent followed by displacement of the ester by an appropriate amine. (I) Image (wherein: R1 is hydrogen or lower-alkyl; R2 and R3 are independently hydrogen, hydroxy, lower- alkyl, lower-alkoxy, or halo; R4 and R5 are independently hydrogen or lower-alkyl, or R4 and R5 together form a straight or branched alkylene chain of four to six carbon atoms; R6 and R7 are independently hydrogen or straight-chain lower alkyl; r is zero or one; q is one when r is zero; and q is zero when r is one and in that case at least one of R6 and R7 is not hydrogen; and A is CH2CH(OH)CH2 or (CH2)n [wherein n is an integer from two to eight]) or an acid addition salt or solvate thereof.

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