Claims
- 1. A compound of formula I whereinR1, R2, R3, R4, R5 and R7 are, independently, hydrogen, halo, cyano, carboxamido, carboalkoxy of two to six carbon atoms, trifluoromethyl, alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, alkanoyloxy of 2 to 6 carbon atoms, amino, mono- or di-alkylamino in which each alkyl group has 1 to 6 carbon atoms, alkanamido of 2 to 6 carbon atoms, or alkanesulfonamido of 1 to 6 carbon atoms; R6 is hydrogen or alkyl of 1 to 6 carbon atoms; A dotted line represents an optional double bond; Z is CR7 or N; and n is an integer 0, 1 or 2; or a pharmaceutically acceptable salt thereof.
- 2. A compound of claim 1 wherein R1 is hydrogen, halogen, cyano, trifluromethyl, alkyl of 1 to 6 carbon atoms, or alkoxy of 1 to 6 carbon atoms.
- 3. A compound of claim 1 wherein R2 is hydrogen, halogen, trifluoromethyl, alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, amino, or mono or di-alkylamino in which each alkyl group has 1 to 6 carbon atoms.
- 4. A compound of claim 1 wherein R3, R4, and R5 are independently selected from hydrogen, halogen, cyano, carboxamido, alkyl of 1 to 6 carbon atoms, and alkoxy of 1 to 6 carbon atoms.
- 5. A compound of claim 1 wherein R6 is hydrogen or alkyl.
- 6. A compound of claim 1 wherein R1 is hydrogen, halo, cyano, trifluoromethyl, alkyl of one to six carbon atoms or alkoxy of one to six carbon atoms; R2 is hydrogen, halo, trifluoromethyl, alkyl of one to six carbon atoms, alkoxy of one to six carbon atoms, amino, mono- or di-alkylamino in which each alkyl group has one to six carbon atoms; R3, R4, and R5 are independently selected from hydrogen, halo, cyano, carboxamido, alkyl of one to six carbon atoms, and alkoxy of one to six carbon atoms; Z is CR7, R7 is hydrogen, halo, cyano, carboxamido, alkyl of one to six carbon atoms or alkoxy of one to six carbon atoms, and n is an integer 0 or 1.
- 7. A compound of claim 1 in which R1 is hydrogen, halo, cyano, trifluoromethyl, alkyl of one to six carbon atoms or alkoxy of one to six carbon atoms, R2 is hydrogen, trifluoromethyl or alkyl of one to six carbon atoms, R3, R4, and R5 are independently selected from hydrogen, halo and cyano, Z is CR7, R7 is hydrogen, halo, or cyano, R6 is hydrogen, n is 0 and the dotted line represents a double bond.
- 8. The compound of claim 1 which is 8-[4-(1H-indol-3-yl)-3,6-dihydro-2H-pyridin-1-ylmethyl]-7,8-dihydro-1,6,9-trioxa-3-aza-cyclopenta[a]naphthalene or a pharmaceutically acceptable salt thereof.
- 9. The compound of claim 1 which is 8-[4-(5-fluoro-1H-indol-3-yl)-3,6-dihydro-2H-pyridin-1-ylmethyl]-2-methyl-7,8-dihydro-1,6,9-trioxa-3-aza-cyclopenta-[a]-naphthalene or a pharmaceutically acceptable salt thereof.
- 10. The compound of claim 1 which is 8-[4-(1H-indol-3-yl)-3,6-dihydro-2H-pyridin-1-ylmethyl]-2-methyl-7,8-dihydro-1,6,9-trioxa-3-aza-cyclopenta[a]-naphthalene or a pharmaceutically acceptable salt thereof.
- 11. The compound of claim 1 which is 3-[1-(2-methyl-7,8-dihydro-1,6,9-trioxa-3-aza-cyclopenta[a]naphthalen-8-ylmethyl)-1,2,3,6-tetrahydro-pyridin-4-yl]-1H-indole-5-carbonitrile or a pharmaceutically acceptable salt thereof.
- 12. The compound of claim 1 which is 8-[4-(7-Fluoro-1 H-indol-3-yl)-3,6-dihydro-2H-pyridin-1-ylmethyl]-2-methyl-7,8-dihydro-1,6,9-trioxa-3-aza-cyclopenta[a]naphthalene.
- 13. The compound of claim 1 which is 8-[4-(6-Fluoro-1H-indol-3-yl)-3,6-dihydro-2H-pyridin-1-ylmethyl]-2-methyl-7,8-dihydro-1,6,9-trioxa-3-aza-cyclopenta[a]naphthalene.
- 14. The compound of claim 1 which is 8-[4-(5-Chloro-1H-indol-3-yl)-3,6-dihydro-2H-pyridin-1-ylmethyl]-2-methyl-7,8-dihydro-1,6,9-trioxa-3-aza-cyclopenta[a]naphthalene.
- 15. A pharmaceutical composition comprising a of formula I whereinR1, R2, R3, R4, R5 and R7 are, independently, hydrogen, halo, cyano, carboxamido, carboalkoxy of two to six carbon atoms, trifluoromethyl, alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, alkanoyloxy of 2 to 6 carbon atoms, amino, mono- or di-alkylamino in which each alkyl group has 1 to 6 carbon atoms, alkanamido of 2 to 6 carbon atoms, or alkanesulfonamido of 1 to 6 carbon atoms; R6 is hydrogen or alkyl of 1 to 6 carbon atoms; A dotted line represents an optional double bond; Z is CR7 or N; and n is an integer 0, 1 or 2; or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable carrier or excipient.
- 16. A method of treating a subject suffering from a disorder selected from the group consisting of depression, anxiety, panic disorder, obsessive compulsive disorder, social anxiety disorder and generalized anxiety disorder, which comprises providing to the subject suffering from said condition, a therapeutically effective amount of a compound of formula I whereinR1, R2, R3, R4, R5, and R7 are, independently, hydrogen, halo, cyano, carboxamido, carboalkoxy of two to six carbon atoms, trifluoromethyl, alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, alkanoyloxy of 2 to 6 carbon atoms, amino, mono- or di-alkylamino in which each alkyl group has 1 to 6 carbon atoms, alkanamido of 2 to 6 carbon atoms, or alkanesulfonamido of 1 to 6 carbon atoms; R6 is hydrogen or alkyl of 1 to 6 carbon atoms; A dotted line represents an optional double bond; Z is CR7 or N; and n is an integer 0, 1 or 2; or a pharmaceutically acceptable salt thereof.
- 17. The method of claim 16 wherein the subject is a human.
- 18. The method of claim 16 wherein the condition is depression.
Parent Case Info
This application claims priority from co-pending provisional application Ser. No. 60/287,449, filed on Apr. 30, 2001, the entire disclosure of which is hereby incorporated by reference.
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