Methanoanthrancenyl piperidyl antipsychotics
AssigneeImperial Chemical Industries PLC
InventorsRobert T. Jacobs, Cyrus J. Ohnmacht, Diane A. Trainor
Life of this patent
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Abstract
Compounds of formula I ##STR1## wherein X and Y are H or halo; R.sup.2 is: [structures Ia, Ib or Ic;] ##STR2## R.sup.3 is selected from unsubstituted or substituted alkyl, aryl or heteroaryl groups; R.sup.4 is selected from H or (Cl-6)alkyl, and pharmaceutically acceptable salts thereof, useful in the treatment of neuropsychiatric disoders such as psychoses; pharmaceutical compositions comprising a compound of formula I and a pharmaceutically acceptable diluent or carrier; and methods of treating neuropschiatric disorders comprising administering to a mammal (including man) in need of such treatment an effective amount of a compound of formula I, or a pharmaceutically acceptable salt thereof.
Claims13
A compound of formula I or a pharmaceutically acceptable salt thereof, wherein
- X and Y are independently selected from hydrogen and halo;
- R.sup.2 is selected from the structures shown as formulae Ia, Ib, and Ic,
- wherein:
- R.sup.3 is selected from a pyridyl, quinolyl or isoquinolyl ring which optionally bears 0-2 substituents selected from hydroxy, (1-6C)alkyl, (1-6C)alkoxy, (1-6C)hydroxyalkyl, phenyl, chloro, and fluoro;
- and
- R.sup.4 is selected from hydrogen and (1-6C)alkyl.
A compound which is selected from the group consisting of:
- R-1-[1-((9S,10S)-2-Chloro-9,10-dihydro-9,10-methanoanthracen-9-ylmethyl)-4- piperidyl]-1-(3-pyridyl)methanol;
- S-1-[1-((9S,10S)-2-Chloro-9,10-dihydro-9,10-methanoanthracen-9-ylmethyl)-4- piperidyl]-1-(3-pyridyl)methanol;
- (R,S)-1-[1-(9RS,10RS)-(2-Chloro-9,10-dihydro-9,10-methanoanthracen-9-ylmeth yl)-4-piperidyl]-1-(3-pyridyl)methanol
- 1-((9S,10S)-2-Chloro-9,10-dihydro-9,10-methanoanthracen-9-ylmethyl)-4-(2-hy droxy-3-pyridylmethyl)piperidine:
- 1-((9RS,10RS)-2-Chloro-9,10-dihydro-9,10-methanoanthracen-9-ylmethyl)-4-(2- hydroxy-3-pyridylmethyl)piperidine.
A compound of formula II, ##STR4## wherein:
- X and Y are independently selected from hydrogen and halo;
- wherein:
- R.sup.3 is selected from a pyridyl, quinolyl or isoquinolyl ring which optionally bears 0-2 substitutents selected form hydroxy, (1-6C)alkyl, (1-6C)alkoxy, (1-6C)hydroxyalkyl, phenyl, chloro, and fluoro;
- and R.sup.4 is selected from hydrogen and (1-6C)alkyl.
A compound of formula V, ##STR5## wherein:
- X and Y are independently selected from hydrogen and halo;
- R.sup.3 is selected from a pyridyl, quinolyl or isoquinolyl ring which optionally bear 0-2 substituents selected from hydroxy, (1-6C)alkyl, (1-6C)alkoxy, (1-6C)hydroxyalkyl, phenyl, chloro, and fluoro.
A compound of formula VI, ##STR6## wherein:
- X and Y are independently selected from hydrogen and halo;
- R.sup.3 is selected from a pyridyl, quinolyl or isoquinolyl ring which optionally bear 0-2 substitutents selected from hydroxy, (1-6C)alkyl, (1-6C)alkoxy, (1-6)hydroxyalkyl, phenyl, chloro, and fluoro;
- and
- R.sup.4 is selected from hydrogen and (1-6C)alkyl.
Dependencies are inferred from the claim text.