Claims
- 1. A compound of the formula (I) ##STR12## wherein A is CO, C.dbd.NOH, S, S(O).sub.n (CH.sub.2).sub.m, (CH.sub.2).sub.m, S(O).sub.n, CO(CH.sub.2).sub.m, O, or O(CH.sub.2).sub.m ;
- X is O;
- Y is H, OH, SH, NH.sub.2, --NHC.tbd.N, ##STR13## wherein R is H or lower alkyl;
- n is an integer of zero, one or two; and
- m is an integer of one or two with the proviso that when A is (CH.sub.2).sub.m, then Y cannot be OH.
- 2. A compound of claim 1 wherein A is CO.
- 3. A compound of claim 1 wherein A is O or S.
- 4. A compound of claim 1 wherein A is S(O).sub.n (CH.sub.2).sub.m.
- 5. A compound of claim 1 wherein A is (CH.sub.2).sub.m.
- 6. A compound of claim 1 wherein A is CO(CH.sub.2).sub.m.
- 7. A compound of claim 1 wherein X is O.
- 8. A compound of claim 4 which is 2,6(1,1-dimethylethyl)-4-[[2-(1,3,4-oxadiazol-2-yl)ethyl]thio]phenol.
- 9. A compound of claim 4 which is 4-[[2-(5-amino-1,3,4-oxadiazol-2-yl)ethyl]thio]-2,6-bis(1,1-dimethylethyl)phenol.
- 10. A compound of claim 4 which is 5-[2-[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenylsulfonyl]ethyl]-1,3,4-oxadiazol-2(3H)-one.
- 11. A compound of claim 5 which is 2,6-bis(1,1-dimethylethyl)-4-[2-(1,3,4-oxadiazol-2-yl)ethyl]phenol.
- 12. A compound of claim 5 which is 4-2-(5-amino-1,3,4-oxadiazol-2-yl)ethyl]-2,6-bis(1,1-dimethylethyl)phenol.
- 13. A compound of claim 3 which is 5-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]thio]-1,3,4-oxadiazol-2(3H)-one.
- 14. A compound of claim 3 which is 5-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]thio]-1,3,4-oxadiazole-2(3H)-thione.
- 15. A compound of claim 4 which is 5-[2-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]thio]ethyl-1,3,4-oxadiazole-2(3H)-thione.
- 16. A compound of claim 4 which is 5-[2-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]sulfinyl]ethyl]-1,3,4-oxadiazol-2(3H)-one.
- 17. A compound of claim 4 which is 5-[2-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]sulfinyl]ethyl]-1,3,4-oxadiazol-2(3H)-one.
- 18. A compound of claim 1 which is 4-[(5-amino-1,3,4-oxadiazo-2-yl)methoxy]-2,6-bis-(1,1-dimethylethyl)phenol.
- 19. A compound of claim 1 which is 5-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenoxy]methyl]-1,3,4-oxadiazol-2(3)-one.
- 20. A compound of claim 1 which is 5-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenoxy]methyl]-1,3,4-oxadiazole-2(3H)-thione.
- 21. A pharmaceutical composition for use as an inhibitor of 5-lipoxygenase, cyclooxygenase or both comprising an amount which inhibits a 5-lipoxygenase, cyclooxygenase or both of a compound of the formula (I) ##STR14## wherein A is CO, C.dbd.NOH, S, S(O).sub.n (CH.sub.2).sub.m, (CH.sub.2).sub.m, S(O).sub.n, CO(CH.sub.2).sub.m, O, or O(CH.sub.2).sub.m ;
- X is O;
- Y is H, OH, SH, NH.sub.2, --NHC.tbd.N, ##STR15## wherein R is H or lower alkyl;
- and a pharmaceutically acceptable carrier.
- 22. A composition of claim 21 wherein the compound is 5-[2-[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]ethyl]-1,3,4-oxadiazol-2(3H)-one.
- 23. A method for treating an inflammatory disease or condition in a human suffering therefrom which comprises administering a composition of claim 21 in unit dosage form.
Parent Case Info
This is a continuation-in-part of U.S. application Ser. No. 07/499,918, filed Mar. 27, 1990, now pending.
US Referenced Citations (6)
Foreign Referenced Citations (6)
Number |
Date |
Country |
0181779 |
May 1986 |
EPX |
0214732 |
Mar 1987 |
EPX |
0269981 |
Jun 1988 |
EPX |
0275312 |
Jul 1988 |
EPX |
0371438 |
Jun 1990 |
EPX |
2533605 |
Feb 1975 |
DEX |
Non-Patent Literature Citations (5)
Entry |
Search Report corresponding EPO Application 91-104 779. |
Derwent Abstr. No. 89-151431/21. |
Derwent Abstr. No. 88-199351/29. |
Derwent Abstr. No. 09605y/06. |
Derwent Abstr. No. 70909y/40. |
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
499918 |
Mar 1990 |
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