C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
167/231, 260/278
C07D 401/12 (2006.01) C07D 401/14 (2006.01) C07D 409/14 (2006.01)
Patent
CA 1283109
ABSTRACT There are disclosed novel compounds of the formula Image where n is 0 or 1; R is hydrogen or loweralkyl; R1 is hydrogen, loweralkyl, halogen, cyano, loweralkanoyl, arylloweralkanoyl, aroyl,-CH(OH)R4,-C(OH)R4R5 or -CH20R5, -CH=CR6R7,-CH=CHCN,-CH=CHOCH3,-CH=CHCO2C2H5,-CH= Image , -CH= Image , -CH=CH Image , -CH=CH Image , -CH=CH Image , -CH2CHR6R7, -CH2CH2CN, -CH2CH2OCH3,-CH2CH2CO2C2H5, -CH2- Image , , -CH2- Image , , -CH2CH2 Image , or -CH2CH2 Image , R4 being hydrogen, loweralkyl, arylloweralkyl or aryl , R5 being loweralkyl, aryl or arylloweralkyl, R6 being hydrogen or loweralkyl and R7 being hydrogen, loweralkyl or aryl; R2 is hydrogen, loweralkyl, loweralkenyl, loweralkynyl, -CH2CO2C2H5, arylloweralkyl, phenyl, nitrophenyl, cyanophenyl, trifluoromethylphenyl, aminophenyl, loweralkanoylaminophenyl, loweralkoxycarbonyl, arylloweralkoxycarbonyl, aryloxycarbonyl, loweralkylaminocarbonyl, arylloweralkylaminocarbonyl, arylaminocarbonyl, alkanoyl, arylloweralkanoyl, aroyl, alkenoyl, alkynoyl,-CH2C?CCH2-NR'R",-CH2CH=CHCH2-NR'R", or -CH2CH2CH2CH2-NR'R", R' and R" being independently loweralkyl or -NR'R" taken as a whole being Image or Image ; and R3 is hydrogen, NO2, NH2, halogen, loweralkanoylamino, arylloweralkanoylamino, aroylamino or loweralkyl; with the proviso that when n is 0, R2 is phenyl, R3 is hydrogen and the pyridine moiety is 2-pyridinyl, R and R1 may not be 2-methyl and 5-methyl; or pharmaceutically acceptable acid addition salts thereof, which are useful for enhancing memory, methods for synthesizing them, pharmaceutical compositions comprising an effective memory enhancing amount of such a compound and a method of treating a patient in need of memory enhancement which comprises administering such a compound to the patient.
524426
Effland Richard C.
Kapples Kevin J.
Klein Joseph T.
Bereskin & Parr
Effland Richard C.
Hoechst-Roussel Pharmaceuticals Inc.
Kapples Kevin J.
Klein Joseph T.
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