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Details for Patent: 4,814,352

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Details for Patent: 4,814,352

Title: Therapeutic agents
Abstract:Compounds of formula I ##STR1## in which R.sub.1 is C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-7 cycloalkyl, cycloalkylalkyl or optionally substituted phenyl; R.sub.2 is H or C.sub.1-3 alkyl; R.sub.3 and/or R.sub.4 are H, formyl, C.sub.1-3 alkyl, C.sub.3-6 alkenyl, C.sub.3-6 alkynyl, C.sub.3-7 cycloalkyl or R.sub.3 and R.sub.4 together with the nitrogen atom form a heterocyclic ring system; R.sub.5 and/or R.sub.6 are H, halo, CF.sub.3, C.sub.1-3 alkyl, C.sub.1-3 alkoxy, C.sub.1-3 alkylthio or R.sub.5 and R.sub.6 together with the carbon atoms to which they are attached form a second benzene ring show therapeutic activity in the treatment of depression. Pharmaceutical compositions and processes for preparing compounds of formula I are disclosed.
Inventor(s): Jeffery; James E. (Nottingham, GB3), Kozlik; Antonin (Nottingham, GB3), Wilmshurst; Eric C. (Nottingham, GB3)
Assignee: The Boots Company PLC (GB2)
Filing Date:May 01, 1987
Application Number:07/044,604
Claims:1. A compound of the formula I: ##STR34## or a pharmaceutically acceptable salt thereof, in which R.sub.1 is selected from the group consisting of cycloalkyl groups containing 3 to 7 carbon atoms, cycloalkylalkyl groups in which the cycloalkyl group contains 3 to 6 carbon atoms and the alkyl group contains 1 to 3 carbon atoms, alkenyl groups containing 2 to 6 carbon atoms, alkynyl groups containing 2 to 6 carbon atoms and groups of formula II: ##STR35## in which R.sub.9 and R.sub.10, which are the same or different, are selected from the group consisting of H, halo and alkoxy groups containing 1 to 3 carbon atoms; R.sub.2 is selected from the group consisting of H and alkyl groups containing 1 to 3 carbon atoms; R.sub.3 and R.sub.4, which are the same or different, are selected from the group consisting of H, straight or branched chain alkyl groups containing 1 to 4 carbon atoms, alkenyl groups having 3 to 6 carbon atoms, alkynyl groups having 3 to 6 carbon atoms and cycloalkyl groups in which the ring contains 3 to 7 carbon atoms; R.sub.5 and R.sub.6, which are the same or different, are selected from the group consisting of H, halo, trifluoromethyl, alkyl groups containing 1 to 3 carbon atoms, alkoxy groups containing 1 to 3 carbon atoms, alkylthio groups containing 1 to 3 carbon atoms and phenyl, or R.sub.5 and R.sub.6, together with the carbon atoms to which they are attached, form a second benzene ring optionally substituted by at least one halo, alkyl or alkoxy group containing 1 to 4 carbon atoms or the substituents of the second benzene ring together with the two carbon atoms to which they are attached form a further benzene ring.

2. A compound according to claim 1, in which R.sub.1 is cycloalkyl containing 3 to 7 atoms, cycloalkylmethyl in which the cycloalkyl ring contains 3 to 6 carbon atoms or a group of the formula II: ##STR36## in which R.sub.9 to and R.sub.10 are selected from the group consisting of H, fluoro and methoxy, and R.sub.2 is H or methyl.

3. A compound according to claim 2 in which R.sub.1 is cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl or phenyl, R.sub.3 and R.sub.4 are selected from the group consisting of H, methyl, ethyl and formyl, and R.sub.5 and R.sub.6 are selected from the group consisting of H, fluoro, chloro, bromo, iodo, trifluoromethyl, methyl, ethoxy and phenyl, or R.sub.5 and R.sub.6 together with the carbon atoms to which they are attached form a second benzene ring optionally substituted by halo.

4. A compound according to claim 1 of the formula III: ##STR37## or a pharmaceutically acceptable acceptable salt thereof, in which R.sub.1 is selected from the group consisting of cycloalkyl groups containing 3 to 7 carbon atoms, cycloalkylalkyl groups in which the cycloalkyl group contains 3 to 6 carbon atoms and the alkyl group contains 1 to 3 carbon atoms, alkenyl groups containing 2 to 6 carbon atoms, alkynyl groups containing 2 to 6 carbon atoms and groups of formula II: ##STR38## in which R.sub.9 and R.sub.10, which are the same or different, are selected from the group consisting of H, halo and alkoxy groups containing 1 to 3 carbon atoms; R.sub.2 is selected from the group consisting of H and alkyl groups containing 1 to 3 carbon atoms; R.sub.3 and R.sub.4, which are the same or different, are selected from the group consisting of H, straight or branched chain alkyl groups containing 1 to 4 carbon atoms, alkenyl groups having 3 to 6 carbon atoms, alkynyl groups having 3 to 6 carbon atoms and cycloalkyl groups in which the ring contains 3 to 7 carbon atoms; R.sub.5 and R.sub.6, which are the same or different, are selected from the group consisting of H, halo, trifluoromethyl, alkyl groups containing 1 to 3 carbon atoms, alkoxy groups containing 1 to 3 carbon atoms, alkylthio groups containing 1 to 3 carbon atoms and phenyl, or R.sub.5 and R.sub.6, together with the carbon atoms to which they are attached, form a second benzene ring optionally substituted by at least one halo, alkyl or alkoxy group containing 1 to 4 carbon atoms or the substituents of the second benzene ring together with the two carbon atoms to which they are attached form a further benzene ring.

5. A compound according to claim 4 in which R.sub.1 is cycloalkyl groups containing 3 to 7 atoms, cycloalkylmethyl groups in which the cycloalkyl ring contains 3 to 6 carbon atoms or a group of the formula II: ##STR39## in which R.sub.9 and R.sub.10 are selected from the group consisting of H, fluoro and methoxy, and R.sub.2 is H or methyl.

6. A compound according to claim 4 in which R.sub.1 is cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl and phenyl, R.sub.3 and R.sub.4 are selected from the group consisting of H, methyl, ethyl and formyl, and R.sub.5 and R.sub.6 are selected from the group consisting of H, fluoro, chloro, bromo, iodo, trifluoromethyl, methyl, methoxy and phenyl, or R.sub.5 and R.sub.6 together with the carbon atoms to which they are attached form a second benzene ring optionally substituted by halo.

7. A compound according to claim 1 of the formula IV: ##STR40## or a pharmaceutically acceptable salt thereof, in which R.sub.1 is selected from the group consisting of cycloalkyl groups containing 3 to 7 carbon atoms, cycloalkylalkyl groups in which the cycloalkyl group contains 3 to 6 carbon atoms and the alkyl group contains 1 to 3 carbon atoms, alkenyl groups containing 2 to 6 carbon atoms, alkynyl groups containing 2 to 6 carbon atoms and groups of formula II: ##STR41## in which R.sub.9 and R.sub.10, which are the same or different are, selected from the group consisting of H, halo and alkoxy groups containing 1 to 3 carbon atoms; R.sub.2 is selected from the group consisting of H and alkyl groups containing 1 to 3 carbon atoms; R.sub.3 and R.sub.4, which are the same or different, are selected from the group consisting of H, straight or branched chain alkyl groups containing 1 to 4 carbon atoms, alkenyl groups having 3 to 6 carbon atoms, alkynyl groups having 3 to 6 carbon atoms and cycloalkyl groups in which the ring contains 3 to 7 carbon atoms; R.sub.5 is selected from the group consisting of H, halo, trifluoromethyl, alkyl groups containing 1 to 3 carbon atoms, alkoxy groups containing 1 to 3 carbon atoms, alkylthio groups containing 1 to 3 carbon atoms and phenyl, and R.sub.6 is fluoro or methyl.

8. A compound according to claim 7 in which R.sub.1 is cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopropylmethyl cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl or a group of the formula II: ##STR42## in which R.sub.9 and R.sub.10 are selected from the group consisting of H, fluoro and methoxy, R.sub.2 is H or methyl; R.sub.3 and R.sub.4 are selected from the group consisting of H, methyl, ethyl and formyl, R.sub.5 is H, fluoro, chloro, bromo, iodo, trifluoromethyl, methyl, methoxy or phenyl, and R.sub.6 is fluoro or methyl.

9. A compound according to claim 1 of the formula III: ##STR43## or a pharmaceutically acceptable salt thereof, in which R.sub.1 is phenyl; R.sub.2 is H; R.sub.3 is H, methyl or ethyl; R.sub.4 is H, methyl or ethyl; R.sub.5 is chloro; and R.sub.6 is H or chloro.

10. A compound of claim 9 which is .alpha.-[1-(4-chlorophenyl)cyclobutyl]benzylamine or a pharmaceutically acceptable salt thereof.

11. A pharmaceutical composition useful for treating depression in humans which comprises an anti-depressantly effective amount of a compound of the formula I: ##STR44## or a pharmaceutically acceptable salt thereof, in which R.sub.1 is selected from the group consisting of cycloalkyl groups containing 3 to 7 carbon atoms, cycloalkylalkyl groups in which the cycloalkyl group contains 3 to 6 carbon atoms and the alkyl group contains 1 to 3 carbon atoms, alkenyl groups containing 2 to 6 carbon atoms, alkynyl groups containing 2 to 6 carbon atoms and groups of formula II: ##STR45## in which R.sub.9 and R.sub.10, which are the same or different, are selected from the group consisting of H, halo and alkoxy groups containing 1 to 3 carbon atoms; R.sub.2 is selected from the group consisting of H and alkyl groups containing 1 to 3 carbon atoms; R.sub.3 and R.sub.4, which are the same or different, are selected from the group consisting of H, straight or branched chain alkyl groups containing 1 to 4 carbon atoms, alkenyl groups having 3 to 6 carbon atoms, alkynyl groups having 3 to 6 carbon atoms and cycloalkyl groups in which the ring contains 3 to 7 carbon atoms; R.sub.5 and R.sub.6, which are the same or different, are selected from the group consisting of H, halo, trifluoromethyl, alkyl groups containing 1 to 3 carbon atoms, alkoxy groups containing 1 to 3 carbon atoms, alkylthio groups containing 1 to 3 carbon atoms and phenyl, or R.sub.5 and R.sub.6, together with the carbon atoms to which they are attached, form a second benzene ring optionally substituted by at least one halo, alkyl or alkoxy group containing 1 to 4 carbon atoms or the substituents of the second benzene ring together with the two carbon atoms to which they are attached form a further benzene ring, in combination with a pharmaceutically acceptable carrier.

12. A composition according to claim 11, in which R.sub.1 is cycloalkyl containing 3 to 7 atoms, cycloalkylmethyl in which the cycloalkyl ring contains 3 to 6 carbon atoms or a group of the formula II: ##STR46## in which R.sub.9 and R.sub.10 are selected from the group consisting of H, fluoro and methoxy, and R.sub.2 is H or methyl.

13. A composition according to claim 12 in which R.sub.1 is cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopropylmethyl cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl or phenyl, R.sub.3 and R.sub.4 are selected from the group consisting of H, methyl, ethyl and formyl, and R.sub.5 and R.sub.6 are selected from the group consisting of H, fluoro, chloro, bromo, iodo, trifluoromethyl, methyl, methoxy and phenyl, or R.sub.5 and R.sub.6 together with the carbon atoms to which they are attached from a second benzene ring optionally substituted by halo.

14. A composition according to claim 11 of the formula III: ##STR47## or a pharmaceutically acceptable salt thereof, in which R.sub.1 is selected from the group consisting of cycloalkyl groups containing 3 to 7 carbon atoms, cyckloalkylalkyl groups in which the cycloalkyl group contains 3 to 6 carbon atoms and the alkyl group contains 1 to 3 carbon atoms, alkenyl groups containing 2 to 6 carbon atoms, alkynyl groups containing 2 to 6 carbon atoms and groups of formula II: ##STR48## in which R.sub.9 and R.sub.10, which are the same or different, are selected from the group consisting of H, halo and alkoxy groups containing 1 to 3 carbon atoms; R.sub.2 is selected from the group consisting of H and alkyl groups containing 1 to 3 carbon atoms; R.sub.3 and R.sub.4, which are the same or different, are selected from the group consisting of H, straight or branched chain alkyl groups containing 1 to 4 carbon atoms, alkenyl groups having 3 to 6 carbon atoms, alkynyl groups having 3 to 6 carbon atoms and cycloalkyl groups in which the ring contains 3 to 7 carbon atoms; R.sub.5 and R.sub.6, which are the same or different, are selected from the group consisting of H, halo, trifluoromethyl, alkyl groups containing 1 to 3 carbon atoms, alkoxy groups containing 1 to 3 carbon atoms, alkylthio groups containing 1 to 3 carbon atoms and phenyl, or R.sub.5 and R.sub.6, together with the carbon atoms to which they are attached, form a second benzene ring optionally substituted by at least one halo, alkyl or alkoxy group containing 1 to 4 carbon atoms or the substituents of the second benzene ring together with the two carbon atoms to which they are attached form a further benzene ring.

15. A composition according to claim 14 in which R.sub.1 is cycloalkyl groups containing 3 to 7 atoms, cycloalkylmethyl groups in which the cycloalkyl ring contains 3 to 6 carbon atoms or a group of the formula II: ##STR49## in which R.sub.9 and R.sub.10 are selected from the group consisting of H, fluoro and methoxy, and R.sub.2 is H or methyl.

16. A composition according to claim 14 in which R.sub.1 is cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopropylmethyl cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl and phenyl, R.sub.3 and R.sub.4 are selected from the group consisting of H, methyl, ethyl and formyl, and R.sub.5 and R.sub.6 are selected from the group consisting of H, fluoro, chloro, bromo, iodo, trifluoromethyl, methyl, methoxy and phenyl, or R.sub.5 and R.sub.6 together with the carbon atoms to which they are attached form a second benzene ring optionally substituted by halo.

17. A composition according to claim 11 of the formula IV: ##STR50## or a pharmaceutically acceptable salt thereof, in which R.sub.1 is selected from the group consisting of cycloalkyl groups containing 3 to 7 carbon atoms, cycloalkylalkyl groups in which the cycloalkyl group contains 3 to 6 carbon atoms and the alkyl group contains 1 to 3 carbon atoms, alkenyl groups containing 2 to 6 carbon atoms, alkynyl groups containing 2 to 6 carbon atoms and groups of formula II: ##STR51## in which R.sub.9 and R.sub.10, which are the same or different are, selected from the group consisting of H, halo and alkoxy groups containing 1 to 3 carbon atoms; R.sub.2 is selected from the group consisting of H and alkyl groups containing 1 to 3 carbon atoms; R.sub.3 and R.sub.4, which are the same or different, are selected from the group consisting of H, straight or branched chain alkyl groups containing 1 to 4 carbon atoms, alkenyl groups having 3 to 6 carbon atoms, alkynyl groups having 3 to 6 carbon atoms and cycloalkyl groups in which the ring contains 3 to 7 carbon atoms; R.sub.5 is selected from the group consisting of H, halo, trifluoromethyl, alkyl groups containing 1 to 3 carbon atoms, alkoxy groups containing 1 to 3 carbon atoms, alkylthio groups containing 1 to 3 carbon atoms and phenyl, and R.sub.6 is fluoro or methyl.

18. A composition according to claim 17 in which R.sub.1 is cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopropylmethyl cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl or a group of the formula II: ##STR52## in which R.sub.9 and R.sub.10 are selected from the group consisting of H, fluoro and methoxy, R.sub.2 is H or methyl; R.sub.3 and R.sub.4 are selected from the group consisting of H, methyl, ethyl and formyl, R.sub.5 is H, fluoro, chloro, bromo, iodo, trifluoromethyl, methyl, methoxy or phenyl, and R.sub.6 is fluoro or methyl.

19. A composition according to claim 11 of the formula III: ##STR53## or a pharmaceutically acceptable salt thereof, in which R.sub.1 is phenyl; R.sub.2 is H; R.sub.3 is H, methyl or ethyl; R.sub.4 is H, methyl or ethyl; R.sub.5 is chloro; and R.sub.6 is H or chloro.

20. A composition of claim 10 which is .alpha.-[1-(4-chlorophenyl)cyclobutyl]benzylamine or a pharmaceutically acceptable salt thereof.

21. A method for treating depression in humans which comprises administering to a human in need thereof an anti-depressantly effective amount of a compound of the formula I: ##STR54## or a pharmaceutically acceptable salt thereof, in which R.sub.1 is selected from the group consisting of cycloalkyl groups containing 3 to 7 carbon atoms, cycloalkylalkyl groups in which the cycloalkyl group contains 3 to 6 carbon atoms and the alkyl group contains 1 to 3 carbon atoms, alkenyl groups containing 2 to 6 carbon atoms, alkynyl groups containing 2 to 6 carbon atoms and groups of formula II: ##STR55## in which R.sub.9 and R.sub.10, which are the same or different, are selected from the group consisting of H, halo and alkoxy groups containing 1 to 3 carbon atoms; R.sub.2 is selected from the group consisting of H and alkyl groups containing 1 to 3 carbon atoms; R.sub.3 and R.sub.4, which are the same or different, are selected from the group consisting of H, straight or branched chain alkyl groups containing 1 to 4 carbon atoms, alkenyl groups having 3 to 6 carbon atoms, alkynyl groups having 3 to 6 carbon atoms and cycloalkyl groups in which the ring contains 3 to 7 carbon atoms; R.sub.5 and R.sub.6, which are the same or different, are selected from the group consisting of H, halo, trifluoromethyl, alkyl groups containing 1 to 3 carbon atoms, alkoxy groups containing 1 to 3 carbon atoms, alkylthio groups containing 1 to 3 carbon atoms and phenyl, or R.sub.5 and R.sub.6, together with the carbon atoms to which they are attached, form a second benzene ring optionally substituted by at least one halo, alkyl or alkoxy group containing 1 to 4 carbon atoms or the substituents of the second benzene ring together with the two carbon atoms to which they are attached form a further benzene ring, in combination with a pharmaceutically acceptable carrier.

22. A method according to claim 21, in which R.sub.1 is cycloalkyl containing 3 to 7 atoms, cycloalkylmethyl in which the cycloalkyl ring contains 3 to 6 carbon atoms or a group of the formula II: ##STR56## in which R.sub.9 and R.sub.10 are selected from the group consisting of H, fluoro and methoxy, and R.sub.2 is H or methyl.

23. A method according to claim 22 in which R.sub.1 is cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopropylmethyl cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl or phenyl, R.sub.3 and R.sub.4 are selected from the group consisting of H, methyl, ethyl and formyl, and R.sub.5 and R.sub.6 are selected from the group consisting of H, fluoro, chloro, bromo, iodo, trifluoromethyl, methyl, methoxy and phenyl, or R.sub.5 and R.sub.6 together with the carbon atoms to which they are attached form a second benzene ring optionally substituted by halo.

24. A method according to claim 21 of the formula III: ##STR57## or a pharmaceutically acceptable salt thereof, in which R.sub.1 is selected from the group consisting of cycloalkyl groups containing 3 to 7 carbon atoms, cycloalkylalkyl groups in which the cycloalkyl group contains 3 to 6 carbon atoms and the alkyl group contains 1 to 3 carbon atoms, alkenyl groups containing 2 to 6 carbon atoms, alkynyl groups containing 2 to 6 carbon atoms and groups of formula II: ##STR58## in which R.sub.9 and R.sub.10, which are the same or different, are selected from the group consisting of H, halo and alkoxy groups containing 1 to 3 carbon atoms; R.sub.2 is selected from the group consisting of H and alkyl groups containing 1 to 3 carbon atoms; R.sub.3 and R.sub.4, which are the same or different, are selected from the group consisting of H, straight or branched chain alkyl groups containing 1 to 4 carbon atoms, alkenyl groups having 3 to 6 carbon atoms, alkynyl groups having 3 to 6 carbon atoms and cycloalkyl groups in which the ring contains 3 to 7 carbon atoms; R.sub.5 and R.sub.6, which are the same or different, are selected from the group consisting of H, halo, trifluoromethyl, alkyl groups containing 1 to 3 carbon atoms, alkoxy groups containing 1 to 3 carbon atoms, alkylthio groups containing 1 to 3 carbon atoms and phenyl, or R.sub.5 and R.sub.6, together with the carbon atoms to which they are attached, form a second benzene ring optionally substituted by at least one halo, alkyl or alkoxy group containing 1 to 4 carbon atoms or the substituents of the second benzene ring together with the two carbon atoms to which they are attached form a further benzene ring.

25. A method according to claim 24 in which R.sub.1 is cycloalkyl groups containing 3 to 7 atoms, cycloalkylmethyl groups in which the cycloalkyl ring contains 3 to 6 carbon atoms or a group of the formula II: ##STR59## in which R.sub.9 and R.sub.10 are selected from the group consisting of H, fluoro and methoxy, and R.sub.2 is H or methyl.

26. A method according to claim 24 in which R.sub.1 is cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopropylmethyl cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl and phenyl, R.sub.3 and R.sub.4 are selected from the group consisting of H, methyl, ethyl and formyl, and R.sub.5 and R.sub.6 are selected from the group consisting of H, fluoro, chloro, bromo, iodo, trifluoromethyl, methyl, methoxy and phenyl, or R.sub.5 and R.sub.6 together with the carbon atoms to which they are attached form a second benzene ring optionally substituted by halo.

27. A method according to claim 21 of the formula IV: ##STR60## or a pharmaceutically acceptable salt thereof, in which R.sub.1 is selected from the group consisting of cycloalkyl groups containing 3 to 7 carbon atoms, cycloalkylalkyl groups in which the cycloalkyl group contains 3 to 6 carbon atoms and the alkyl group contains 1 to 3 carbon atoms, alkenyl groups containing 2 to 6 carbon atoms, alkynyl groups containing 2 to 6 carbon atoms and groups of formula II: ##STR61## in which R.sub.9 and R.sub.10, which are the same or different are, selected from the group consisting of H, halo and alkoxy groups containing 1 to 3 carbon atoms; R.sub.2 is selected from the group consisting of H and alkyl groups containing 1 to 3 carbon atoms; R.sub.3 and R.sub.4, which are the same or different, are selected from the group consisting of H, straight or branched chain alkyl groups containing 1 to 4 carbon atoms, alkenyl groups having 3 to 6 carbon atoms, alkynyl groups having 3 to 6 carbon atoms and cycloalkyl groups in which the ring contains 3 to 7 carbon atoms; R.sub.5 is selected from the group consisting of H, halo, trifluoromethyl, alkyl groups containing 1 to 3 carbon atoms, alkoxy groups containing 1 to 3 carbon atoms, alkylthio groups containing 1 to 3 carbon atoms and phenyl, and R.sub.6 is fluoro or methyl.

28. A method according to claim 27 in which R.sub.1 is cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopropylmethyl cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl or a group of the formula II: ##STR62## in which R.sub.9 and R.sub.10 are selected from the group consisting of H, fluoro and methoxy, R.sub.2 is H or methyl; R.sub.3 and R.sub.4 are selected from the group consisting of H, methyl, ethyl and formyl, R.sub.5 is H, fluoro, chloro, bromo, iodo, trifluoromethyl, methyl, methoxy or phenyl, and R.sub.6 is fluoro or methyl.

29. A method according to claim 21 of the formula III: ##STR63## or a pharmaceutically acceptable salt thereof, in which R.sub.1 is phenyl; R.sub.2 is H; R.sub.3 is H, methyl or ethyl; R.sub.4 is H, methyl or ethyl; R.sub.5 is chloro; and R.sub.6 is H or chloro.
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