C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
C07C 49/84 (2006.01) C07C 255/54 (2006.01) C07C 323/22 (2006.01) C07D 231/56 (2006.01)
Patent
CA 2284569
This invention is related to the following compounds: [3- (3-bromopropoxy)-4-methoxyphenyl] phenylmethanone, 6-chloro-3- (1-piperazinyl)-1H-inadazole, 1-[4-(3-bromopropoxy)-3- bromophenyl] ethanone, 1-[4-(3-bromopropropoxy)-3,5- dibromophenyl]ethanone, 1-[4-(3-bromopropoxy)-3- (methylmercapto)phenyl] ethanone, 4-(3-bromopropoxy)-3- methoxybenzonitrile, 1-[4-(3-bromopropoxy)-3- methylphenyl]ethanone, 1-[4-(3-bromopropoxy)-3-methoxyphenyl] phenylmethanone. The aforementioned compounds are useful as synthetic intermediates in the synthesis of pharmaceutically active compounds of the formula: Image wherein X is -O-, -S-, Image , or Image ; p is 1 or 2; Y is hydrogen, C1 to C6 alkyl, -OH, Cl, F, Br, I, C1 to C6 alkoxy, -CF3, -NO2, or -NH2, when p is 1; Y is C1 to C6 alkoxy when p is 2 and X is -O-; R2 is selected from the group consisting of lower alkyl, aryl lower alkyl, aryl, cycloalkyl, aroyl, alkanoyl, and phenyl sulfonyl groups; Z is -CH- or -N-; n is 2, 3, 4, or 5; R is hydrogen, alkyl, C1 - C6-alkoxy, hydroxyl, carboxyl, Cl, F, Br, I, amino, C1 - C6-mono or-dialkyl amino, -NO2, lower alkyl thio, -OCF3, cyano, acylamino, -CF3, trifluoroacetyl, aminocarbonyl, Image alkyl is lower alkyl: aryl is phenyl or Image R1 is hydrogen, lower alkyl, C1 - C6 alkoxy, hydroxy, Cl, F, Br, I, C1 - C6 alkyl amino, -NO2, -CN, -CF3, -OCF3; and heteroaryl is where Image ; Q is -O-, -S-, Image , -CH=N; R3 is hydrogen, lower alkyl, or acyl; and m is 1, 2, or 3; or a pharmaceutically acceptable acid addition salt thereof. The invention relates further to a process for the preparation of the above compounds and their use as medicaments having antipsychotic and/or analgetic activity.
Bordeau Kenneth J.
Chiang Yulin
Helsley Grover Cleveland
Strupczewski Joseph Thomas
Aventis Pharmaceuticals Inc.
Hoechst Marion Roussel Inc.
Mckay-Carey & Company
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