Claims
- 1. A compound having the formula
- wherein X is oxygen or sulfur; and R is ##STR2## wherein Ar is (a) phenyl, (b) phenyl substituted by lower alkyl, lower alkoxy, lower thioalkoxy, halogen, or trifluoromethyl, or (c) Het wherein Het is 2-, 3-, or 4-pyridinyl or 2-, 3-, or 4-pyridinyl substituted by lower alkyl, lower alkoxy, or halogen; 2-, 4-, or 5-pyrimidinyl or 2-, 4-, or 5-pyrimidinyl substituted by lower alkyl, lower alkoxy, or halogen; 2-pyrazinyl or 2-pyrazinyl substituted by lower alkyl, lower alkoxy, or halogen; 2- or 3-thienyl or 2- or 3-thienyl substituted by lower alkyl or halogen; 2- or 3-furanyl or 2- or 3-furanyl substituted by lower alkyl or halogen, or 2- or 5-thiazolyl or 2- or 5-thiazolyl substituted by lower alkyl or halogen; and is a single or double bond; and --O(CH.sub.2).sub.2-5 --R is at the 5, 6, 7, or 8 position of the fused ring system; or pharmacologically acceptable acid addition salts thereof.
- 2. A compound according to claim 1 wherein X is oxygen.
- 3. A compound according to claim 1 wherein X is sulfur.
- 4. A compound according to claim 2 wherein the substituent --O(CH.sub.2).sub.2-5 --R is in the 6 position of the fused ring system.
- 5. A compound according to claim 2 wherein the substituent --O(CH.sub.2).sub.2-5 --R is in the 7 position of the fused ring system.
- 6. A compound according to claim 2 wherein --O(CH.sub.2).sub.2-5 --R is --O(CH.sub.2).sub.3 or .sub.4 --R.
- 7. A compound according to claim 5 wherein the specific embodiment is 7-[3-(4-phenyl-1,2,3,6-tetrahydro-1-pyridyl)propoxy]-4H-1-benzopyran-4-one
- 8. A compound according to claim 5 wherein the specific embodiment is 7-[3-(4-phenylpiperazinyl)propoxy]-4H-1-benzopyran-4-one or the hydrate thereof.
- 9. A compound according to claim 5 wherein the specific embodiment is 7-[3-(4-(2-pyridyl)piperazinyl)propoxy]-4H-1-benzopyran-4-one or the hydrochloride salt thereof.
- 10. A compound according to claim 4 wherein the specific embodiment is 6-[4-(4-phenylpiperazinyl)butoxy]-4H-1-benzopyran-4-one or the hydrochloride salt thereof.
- 11. A compound according to claim 5 wherein the specific embodiment is 7-[4-(4-phenylpiperazinyl)butoxy]-4H-1-benzo-pyan-4-one or the hydrochloride salt thereof.
- 12. A compound according to claim 5 wherein the specific embodiment is 7-[3-(4-(3-chlorophenylpiperazinyl)propoxy]-4H-1-benzo-pyran-4-one, or the hydrochloride salt thereof.
- 13. A compound according to claim 5 wherein the specific embodiment is 7-[3-(4-(2-methoxyphenyl)piperazinyl)propoxy]-4H-1-benzopyran-4-one, or the hydrochloride salt thereof.
- 14. A compound according to claim 5 wherein the specific embodiment is 7-[3-(4-(2-methylphenyl)piperazinyl)propoxy]-4H-1-benzopyran-4-one, or the hydrochloride salt thereof.
- 15. A compound according to claim 5 wherein the specific embodiment is 7-[3-(4-(3-methylphenyl)piperazinyl)propoxy]-4H-1-benzopyran-4-one, or the hydrochloride salt thereof.
- 16. A compound according to claim 5 wherein the specific embodiment is 7-[3-(4-(4-methylphenyl)piperazinyl)propoxy]-4H-1-benzopyran-4-one, or the hydrochloride salt thereof.
- 17. A compound according to claim 5 wherein the specific embodiment is 7-[3-(4-(4-fluorophenyl)piperazinyl)propoxy]-4H-1-benzopyran-4-one, or the hydrochloride salt thereof.
- 18. A compound according to claim 5 wherein the specific embodiment is 7-[3-(4-(3,4-dimethylphenyl)piperazinyl)-propoxy]-4H-1-benzopyran-4-one, or the hydrochloride salt thereof.
- 19. A compound according to claim 5 wherein the specific embodiment is 7-[3-(2-pyrimidylpiperazinyl)propoxy]-4H-1-benzopyran-4-one or pharmaceutically acceptable salt thereof.
- 20. A compound according to claim 6 wherein the specific embodiment is 7-[3-(4-(4-chlorophenyl)piperazinyl)propoxy]-4H-1-benzopyran-4-one or the hydrate thereof, 7-[3-(4-phenylpiperidinyl)propoxy]-4H-1-benzopyran-4-one or the hydrochloride salt thereof, 7-[3-(4-(2-chlorophenyl)piperazinyl)propoxyl]-4H-1-benzopyran-4-one or the hydrochloride salt thereof; 7-[3-(4-(3,4-dichlorophenyl)piperazinyl)propoxy]-4H-1-benzopyran-4-one or the hydrochloride salt thereof, 7-[3-(4-(4-methoxyphenyl)piperazinyl)propoxy]-4H-1-benzopyran-4-one or the hydrochloride salt thereof, 7-[3-(4-(3-hydroxyphenyl)piperazinyl)propoxy]-4H-1-benzopyran-4-one or the hydrochloride salt thereof, or 5-[3-(4-phenylpiperazinyl)propoxy]-4H-1-benzopyran-4-one.
- 21. A pharmaceutical composition comprising an antipsychotic effective amount of a compound as claimed in claim 1 with a pharmaceutically acceptable carrier.
- 22. A method of treating psychosis in a subject suffering therefrom comprising administering to said subject an effective amount of a compound as claimed in claim 1 in unit dosage form.
- 23. A method according to claim 22 wherein the
- psychosis is particularly scizophrenia.
CROSS REFERENCE TO RELATED APPLICATION
This is a continuation-in-part of U.S. patent application Ser. No. 696,364 of Jan. 30, 1985, now abandoned.
US Referenced Citations (3)
Non-Patent Literature Citations (1)
Entry |
Witte, et al, "Chemical Abstracts", vol. 78, 1973, Col. 43520x. |
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
696364 |
Jan 1985 |
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