Heteroatom substituted alkylbenzylaminoquinuclidines

C - Chemistry – Metallurgy – 07 – D

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C07D 453/02 (2006.01) A61K 31/435 (2006.01)

Patent

CA 2161886

Compounds useful in the treatment of inflammatory dis- orders, central nervous system disorders and other disorders of formula (I) and the pharmaceutically-acceptable salts thereof; wherein R is C1-C6 alkyl; X is C1-6 alkyl having one or more substituents which include at least one heteroatom; Ar1 and Ar2 are each , independently, aryl optionally substituted by one C1-C6 alkyl, C1-C6 alkoxy, C1-C6 allkylthio, halogen, cyano, nitro, phenoxy, mono C1-C6 alkylamino, di C1-C6 alkylamino, halosubstituted C1-C6 alkyl, or halosubstituted C1-C6 alkoxy; Y is hydrogen, C1-C6 alkyl, C2-C6 alkenyl C3-C8 cycloalkyl, Z(CH2)p-, or W-(CH2)m-CHR2(CH2)n-NR1CO- wherein Y is at the 4-, 5- or 6-position on the quinuclidine ring; R1 is hydrogen, C1-C6 alkyl, benzyl or -(CH2)r-W; R2 is hydrogen or C1-C6 alkyl which may be substituted by one hydroxy, amino, methylthio, methylmercapto, benzyl, 4-hydroxybenzyl, 3-indolylmethyl or -(CH2)r-W; R1 may form a ring with R2; Z is C1-C6 alkoxy,-CONR4R5,-CO2R4,-CHR4OR5,-CHR4NR5R6,-COR4,-CONR4OR5 or optionally substituted aryl; each W is independently cyano, hydroxymethyl, C2-C6 alkoxymethyl, mono C1-C6 alkylaminomethyl, di C1-C6 alkylaminomethyl, carboxyl, carbamoyl or C1-C6 alkoxycarbonyl; R4, R5 and R6 are independently hydrogen, C1-C6 alkyl, C1-C6 alkoxy, C3-C8 cycloalkyl or an optionally substituted aryl or heterocyclic group; p is 0 to 6; and m, n and r are each, independently, 0 to 3.

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