Claims
- 1. A compound selected from the group consisting of trans-isomeric bases of the formula ##STR8## and the pharmaceutically acceptable acid addition salts thereof, wherein R.sub.1 is selected from the group consisting of hydrogen and methyl,
- R.sub.2 is methyl,
- Z is selected from the group consisting of 3-chlorophenyl, 4-chlorophenyl, 3,4-dichlorophenyl, 3-bromophenyl and 4-bromophenyl, and
- W is selected from the group consisting of hydrogen, fluoro, chloro, bromo, trifluoromethyl and alkoxy of from 1 to 3 carbon atoms,
- with said compound being either the (1R)-enantiomer or the racemic mixture of the (1R)-enantiomer with the corresponding (1S)-enantiomer.
- 2. A compound of claim 1 wherein W is hydrogen.
- 3. A compound of claim 1 wherein W is 7-chloro.
- 4. A compound of claim 1 wherein W is 7-methoxy.
- 5. A compound of claim 1 wherein R.sub.1 is hydrogen.
- 6. A compound of claim 5 wherein W is hydrogen and Z is 3,4-dichlorophenyl.
- 7. A compound of claim 5 wherein W is hydrogen and Z is 4-bromophenyl.
- 8. A compound of claim 5 wherein W is hydrogen and Z is 4-chlorophenyl.
- 9. A compound of claim 2 wherein R.sub.1 is methyl and Z is 4-chlorophenyl.
- 10. A compound of claim 3 wherein R.sub.1 is hydrogen and Z is 4-chlorophenyl.
- 11. A compound of claim 4 wherein R.sub.1 is hydrogen and Z is 4-chlorophenyl.
- 12. A compound of claim 2 wherein R.sub.1 is methyl and Z is 3,4-dichlorophenyl.
- 13. A compound of claim 1, 2, 3, 4, 5, 7, 8, 9, 10, 11 or 12 wherein said compound is the (1R)-enantiomer.
- 14. A compound of claim 1, 2, 3, 4, 5, 7, 8, 9, 10, 11 or 12 wherein said compound is the racemic mixture of the (1R)-enantiomer with the corresponding (1S)-enantiomer.
- 15. A compound of claim 6 wherein said compound is the (1R)-enantiomer.
- 16. A compound of claim 6 wherein said compound is the racemic mixture of the (1R)-enantiomer with the corresponding (1S)-enantiomer.
- 17. A method for combatting mental depression in a mentally-depressed subject by blocking the synaptosomal uptake of both serotonin and norepinephrine in the brain of said subject which comprises administering to said subject an effective amount of a compound of claim 1.
- 18. A method for combatting mental depression in a mentally-depressed subject by blocking the synaptosomal uptake of both serotonin and norepinephrine in the brain of said subject which comprises administering to said subject an effective amount of a compound of claim 9.
- 19. A pharmaceutical composition containing an amount effective in combatting mental depression of a compound of claim 1 as the essential active ingredient in a pharmaceutically acceptable carrier.
- 20. A pharmaceutical composition containing an amount effective in combatting mental depression of a compound of claim 6 as the essential active ingredient in a pharmaceutically acceptable carrier.
- 21. A compound of claim 1 wherein R.sub.1 is methyl.
- 22. A compound of claim 1 wherein Z is 3,4-dichlorophenyl.
CROSS REFERENCE TO RELATED APPLICATION
This application is a continuation-in-part of copending application Ser. No. 090,237, filed Nov. 1, 1979 and now abandoned.
US Referenced Citations (2)
Number |
Name |
Date |
Kind |
3704323 |
Krapcho |
Nov 1972 |
|
4045488 |
Sarges |
Aug 1977 |
|
Foreign Referenced Citations (2)
Number |
Date |
Country |
793853 |
Apr 1958 |
GBX |
960604 |
Jun 1964 |
GBX |
Non-Patent Literature Citations (2)
Entry |
Burger, "Medicinal Chemistry", 3rd Ed., Part II, pp. 1470, 1473-1475, 1478-1479 and 1489-1493, (1970). |
Koe, "The Jour. Pharmacology and Experimental Therapeutics", vol. 199, No. 3, pp. 649-661, (1976). |
Continuation in Parts (1)
|
Number |
Date |
Country |
Parent |
90237 |
Nov 1979 |
|