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Home Vasodialators Piperidines-derivatives-and-their-use-as-serotonin-receptor-antagonists

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Details
Inventors: He, John Xiaoqiang; Honigschmidt, Nicholas Allan; Kohn, Todd Jonathan; Rocco, Vincent Patrick; Spinazze, Patrick Gianpietro; Takeuchi, Kumiko;
Assignee: Eli Lilly and Company (Indianapolis, IN)
Primary Examiner: Raymond; Richard L.
Assistant Examiner: Liu; Hong
Attorney, Agent or Firm: Sayles; Michael J.

The present invention provides compounds of formula (I): which are useful for treating depression, anxiety, and alleviating the symptoms caused by withdrawal or partial withdrawal from the use of tobacco or of nicotine. ##STR1##

DETAILED DESCRIPTION We claim: 1.
A compound of the formula: ##STR94## wherein A is hydrogen, OH or (C.
sub.
1 -C.
sub.
6) alkoxy: B is selected from the group consisting of: ##STR95## ##STR96## {character pullout}represents a single or a double bond; X is hydrogen, OH or C.
sub.
1 -C.
sub.
6 alkoxy when{character pullout}represents a single bond in the piperidine ring, and X is nothing when{character pullout}represents a double bond in the piperidine ring; Y is S or CH.
sub.
2 ; R.
sup.
1 is hydrogen, F, C.
sub.
1 -C.
sub.
20 alkyl, --C(.
dbd.
O)NR.
sup.
8 R.
sup.
9, or CN; R.
sup.
2 is hydrogen, F, Cl, Br, I, OH, C.
sub.
1 -C.
sub.
6 alkyl or C.
sub.
1 -C.
sub.
6 alkoxy; R.
sup.
3 and R.
sup.
4 are each independently hydrogen or C.
sub.
1 -C.
sub.
4 alkyl; R.
sup.
5 and R.
sup.
6 are each independently hydrogen, F, Cl, Br, I, OH, C.
sub.
1 -C.
sub.
6 alkyl, C.
sub.
1 -C.
sub.
6 alkoxy, halo(C.
sub.
1 -C.
sub.
6)alkyl, phenyl, --C(.
dbd.
O)NR.
sup.
8 R.
sup.
9, NO.
sub.
2, NH.
sub.
2, CN, or phenyl substituted with from 1 to 3 substituents selected from the group consisting of F, Cl, Br, I, OH, C.
sub.
1 -C.
sub.
6 alkyl, C.
sub.
1 -C.
sub.
6 alkoxy, halo(C.
sub.
1 -C.
sub.
6)alkyl, NO.
sub.
2, NH.
sub.
2, CN, and phenyl; R.
sup.
7 is hydrogen, F, Cl, Br, I, OH, C.
sub.
1 -C.
sub.
6 alkyl or (C.
sub.
1 -C.
sub.
6 alkyl)NR.
sup.
8 R.
sup.
9 ; R.
sup.
8 and R.
sup.
9 are each independently hydrogen or C.
sub.
1 -C.
sub.
10 alkyl; m is 0, 1, or 2; n is 0, 1, or 2; p is 0, 1, 2, 3 or 4; and q is 0, 1, 2 or 3; or a pharmaceutically acceptable salt thereof.
2.
A compound of the formula: ##STR97## wherein B is selected from the group consisting of: ##STR98## ##STR99## {character pullout}represents a single or a double bond; X is hydrogen, OH or C.
sub.
1 -C.
sub.
6 alkoxy when{character pullout}represents a single bond in the piperidine ring, and X is nothing when{character pullout}represents a double bond in the piperidine ring; Y is S or CH.
sub.
2 ; R.
sup.
1 is hydrogen, F, C.
sub.
1 -C.
sub.
20 alkyl, --C(.
dbd.
O)NR.
sup.
8 R.
sup.
9, or CN; R.
sup.
2 is hydrogen, F, Cl, Br, I, OH, C.
sub.
1 -C.
sub.
6 alkyl or C



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