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Generated: April 20, 2018

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Claims for Patent: 5,698,559

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Summary for Patent: 5,698,559
Patent Claims: 1. A compound of the formula ##STR58## where Q is selected from the group consisting of ##STR59## R.sup.1 is selected from the group consisting of 4-, 3-, or 2-pyridyl, pyrimidyl, pyrazinyl, and fluoro-4-pyridyl;

R.sup.2 and R.sup.3 are independently selected from the group consisting of H, F, Cl, Br, --NO.sub.2, --OH, R.sup.4, --OR.sup.4, --CO.sub.2 R.sup.4, --COR.sup.4, --CONH.sub.2, --CONHR.sup.4, --CONR.sup.4 R.sup.4', --S(O).sub.m --R.sup.4, --NH.sub.2, --CF.sub.3, --NHR.sup.4, and --NR.sup.4 R.sup.4' ;

R.sup.4 and R.sup.4' are independently selected from the group consisting of H, alkyl of 1 to 4 carbons, --CH.sub.2 Phe-W and --Phe-W;

Phe is a phenyl group;

R.sup.5 is selected from the group consisting of --(CH.sub.2).sub.n --Y and --OCOR.sup.4 ;

Y is selected from the group consisting of H, --OH, --NH.sub.2, --NHR.sup.4, --NR.sup.4 R.sup.4', --NHCO.sub.2 R.sup.4, --NHS(O).sub.2 R.sup.4, F, Cl, Br, --OR.sup.4, --S(O).sub.m R.sup.4, --CO.sub.2 H, --CO.sub.2 R.sup.4, --CN, --CONR.sup.4 R.sup.4' --CONHR.sup.4, --CONH.sub.2, --COR.sup.4, --CH.dbd.CHCO.sub.2 R.sup.4, --OCOR.sup.4, -Phe, -Phe-W, --C.tbd.CCO.sub.2 R.sup.4, --CH.dbd.CHR.sub.4, and --C.tbd.C R.sup.4 ;

W is selected from the group consisting of F, Cl, Br, --NO.sub.2, --NH.sub.2, and --CN;

m is 0, 1 or 2;

n is 1 to 7;

and hydrates and physiologically suitable salts thereof.

2. A compound of claim 1 where R.sup.1 is selected from the group consisting of 4-pyridyl, 4-pyrimidyl, and 2-fluoro-4-pyridyl.

3. A compound of claim 1 where R.sub.5 is --(CH.sub.2).sub.n --Y.

4. A compound of claim 3 where Y is selected from the group consisting of --CO.sub.2 R.sup.4, --CN, --CONHR.sup.4, --NHCOR.sup.4, --NHCO.sub.2 R.sup.4, --CH.dbd.CHCO.sub.2 R.sup.4, and --OCOR.sup.4.

5. A compound of claim 1 where R.sup.2 and R.sup.3 are independently selected from the group consisting of H, F, Cl, Br, OH, --R.sup.4, --OR.sup.4, --CO.sub.2 R.sup.4, --COR.sup.4, --CONH.sub.2, --CONHR.sup.4, --CONR.sup.4 R.sup.4' and --S(O)m.sup.R.sup.4, and R.sup.4 and R.sup.4' are independently selected from the group consisting of alkyl of 1 to 4 carbon atoms.

6. A compound of claim 2 where R.sub.5 is --(CH.sub.2).sub.n --Y and n is 1 to 4.

7. A compound of claim 6 where Y is selected from the group consisting of --CO.sub.2 R.sup.4, --CN, --CONHR.sup.4, --NHCOR.sup.4, --NHCO.sub.2 R.sup.4, --CH.dbd.CHCO.sub.2 R.sup.4, and --OCOR.sup.4.

8. A compound of claim 6 where R.sup.2 and R.sup.3 are independently selected from the group consisting of H, F, Cl, Br, --CH.sub.3 and --CO.sub.2 R.sup.4, and R.sup.4 is selected from the group consisting of alkyl of 1 to 4 carbons.

9. The compound of claim 1 which is 4-[9-(4-Pyridinylmethyl)-9H-fluoren-9-yl]-2-butenoic Acid Ethyl Ester Dihydrochloride.

10. The compound of claim 1 which is 9-(4-Pyridinylmethyl)-9H-fluoren-9-acetic Acid Ethyl Ester Hydrochloride.

11. The compound of claim 1 which is 9-(4-Pyridinylmethyl)-9H-fluoren-9-butanamide Hemihydrate.

12. A pharmaceutical composition comprising a suitable pharmaceutical carrier and a therapeutically effective amount of a compound of claim 1.

13. A pharmaceutical composition comprising a suitable pharmaceutical carrier and a therapeutically effective amount of a compound of claim 2.

14. A pharmaceutical composition comprising a suitable pharmaceutical carrier and a therapeutically effective amount of a compound of claim 3.

15. A pharmaceutical composition comprising a suitable pharmaceutical carrier and a therapeutically effective amount of a compound of claim 4.

16. A pharmaceutical composition comprising a suitable pharmaceutical carrier and a therapeutically effective amount of a compound of claim 5.

17. A pharmaceutical composition comprising a suitable pharmaceutical carrier and a therapeutically effective amount of a compound of claim 6.

18. A pharmaceutical composition comprising a suitable pharmaceutical carrier and a therapeutically effective amount of a compound of claim 7.

19. A pharmaceutical composition comprising a suitable pharmaceutical carrier and a therapeutically effective amount of a compound of claim 8.

20. A pharmaceutical composition comprising a suitable pharmaceutical carrier and a therapeutically effective amount of a compound of claim 9.

21. A pharmaceutical composition comprising a suitable pharmaceutical carrier and a therapeutically effective amount of a compound of claim 10.

22. A pharmaceutical composition comprising a suitable pharmaceutical carrier and a therapeutically effective amount of a compound of claim 11.

23. A method for the treatment of cognitive or neurological dysfunction in a mammal comprising administering to the mammal a therapeutically effective amount of a compound of claim 1.

24. A method for the treatment of cognitive or neurological dysfunction in a mammal comprising administering to the mammal a therapeutically effective amount of a compound of claim 2.

25. A method for the treatment of cognitive or neurological dysfunction in a mammal comprising administering to the mammal a therapeutically effective amount of a compound of claim 3.

26. A method for the treatment of cognitive or neurological dysfunction in a mammal comprising administering to the mammal a therapeutically effective amount of a compound of claim 4.

27. A method for the treatment of cognitive or neurological dysfunction in a mammal comprising administering to the mammal a therapeutically effective amount of a compound of claim 5.

28. A method for the treatment of cognitive or neurological dysfunction in a mammal comprising administering to the mammal a therapeutically effective amount of a compound of claim 6.

29. A method for the treatment of cognitive or neurological dysfunction in a mammal comprising administering to the mammal a therapeutically effective amount of a compound of claim 7.

30. A method for the treatment of cognitive or neurological dysfunction in a mammal comprising administering to the mammal a therapeutically effective amount of a compound of claim 8.

31. A method for the treatment of cognitive or neurological dysfunction in a mammal comprising administering to the mammal a therapeutically effective amount of a compound of claim 9.

32. A method for the treatment of cognitive or neurological dysfunction in a mammal comprising administering to the mammal a therapeutically effective amount of a compound of claim 10.

33. A method for the treatment of cognitive or neurological dysfunction in a mammal comprising administering to the mammal a therapeutically effective amount of a compound of claim 11.

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