Claims
- 1. A compound having the structure: ##STR8## wherein (a) n is 3;
- (b) X is selected from the group consisting of O, S, SO, or SO.sub.2 ;
- (c) Y is independently hydrogen or straight, branched or cyclic alkyl having from 1 to about 4 carbon atoms, or the Y's are bonded together to form an alkanyl ring having from about 3 to about 7 atoms;
- (d) Z is hydrogen or straight, branched or cyclic alkyl having from 3 to about 10 atoms other than hydrogen, or unsubstituted or alkanyl-substitited phenyl or benzyl, provided that when both Y's are hydrogen, Z is straight, branched or cyclic alkyl having from 3 to about 10 atoms, or unsubstituted or alkanyl-substitited phenyl or benzyl; and
- (e) Het is a heteroaryl group comprising one or more rings each ring containing from about 5 to about 6 atoms other than hydrogen and wherein the group contains at least one heteroatom selected from O, N, or S.
- 2. The compound of claim 1 wherein X is oxygen or sulphur.
- 3. The compound of claim 2 wherein each Y is independently selected from the group consisting of hydrogen, methyl and ethyl; and Z is selected from the group consisting of hydrogen, C.sub.4 -C.sub.6 branched alkanyl having 2 branches, C.sub.3 -C.sub.6 cycloalkanyl, and phenyl.
- 4. The compound of claim 3 wherein X is oxygen, both Y are methyl, and Z is t-butyl.
- 5. The compound of claim 3 wherein Het is selected from the group consisting of 2 or 3-furyl, 2 or 3-thienyl, 2 or 3-pyrrolyl either unsubstituted or alkyl substituted on nitrogen, 2, 4, or 5 thiazolyl, 2 or 5-oxazolyl, 2, 4, or 5-imidazolyl either unsubstituted or alkyl-substituted on nitrogen, 3, 4, or 5-isoxazolyl, 3, 4, or 5-isothiazolyl, 3, 4, or 5-pyrazolyl unsubstituted or alkyl-substituted on nitrogen, 2 or 5-oxadiazolyl, 2 or 5-thiadiazolyl, triazolyl, tetrazolyl, pyridyl, pyrimidinyl, or pyrazinyl, imidazothiazolinyl, imidazopyridinyl, imidazoimidazolinyl, indolyl, quinolyl, or isoquinolyl.
- 6. The compound of claim 5 wherein X is oxygen, and Het is selected from the group consisting of 2-furanyl; 2-thienyl; 2-(5-bromothienyl); 4-thiazolyl; 4-(2-guanidinothiazolyl); 5-methyl-1,2,4-oxadiazolyl, 6-imidazo[2,1,b]thiazolinyl; 1-oxo-6-imidazo[2,1,b]thiazolinyl; or 2-imidazo(1,2a)pyridine.
- 7. The compound of claim 6 wherein both Y are methyl, and Z is t-butyl.
- 8. A method of treating inflammation or pain comprising administration, to a human or lower animal in need of such treatment, of a safe and effective amount of a compound having the structure: ##STR9## wherein (a) n is 3;
- (b) X is selected from the group consisting of O, S, SO, or SO.sub.2 ;
- (c) Y is independently hydrogen or straight, branched or cyclic alkyl having from 1 to about 4 carbon atoms, or the Y's are bonded together to form an alkanyl ring having from about 3 to about 7 atoms;
- (d) Z is hydrogen or straight, branched or cyclic alkyl having from 3 to about 10 atoms other than hydrogen, or unsubstituted or alkanyl-substitited phenyl or benzyl; and
- (e) Het is a heteroaryl group comprising one or more rings each ring containing from about 5 to about 6 atoms other than hydrogen and wherein the group contains at least one heteroatom selected from O, N, or S.
- 9. A method of treating arthritis comprising daily peroral administration, to a human in need of such treatment, of from about 1 mg/kg to about 20 mg/kg of a compound having the structure: ##STR10## wherein (a) n is 3;
- (b) X is selected from the group consisting of O, S, SO, or SO.sub.2 ;
- (c) Y is independently hydrogen or straight, branched or cyclic alkyl having from 1 to about 4 carbon atoms, or they Y's are bonded together to form an alkanyl ring having from about 3 to about 7 atoms;
- (d) Z is hydrogen or straight, branched or cyclic alkyl having from 3 to about 10 atoms other than hydrogen, or unsubstituted or alkanyl-substitited phenyl or benzyl; and
- (e) Het is a heteroaryl group comprising one or more rings each ring containing from about 5 to about 6 atoms other than hydrogen and wherein the group contains at least one heteroatom selected from O, N, or S.
- 10. A composition comprising a compound of claim 7 and a pharmaceutically-acceptable carrier.
- 11. A method of treating inflammation or pain comprising administration, to a human or lower animal in need of such treatment, of a safe and effective amount of a compound of claim 7.
- 12. A method of treating arthritis comprising daily peroral administration, to a human in need of such treatment, of from about 1 mg/kg to about 20 mg/kg of a compound of claim 7.
- 13. A composition comprising a pharmaceutically-acceptable carrier and a compound having the structure: ##STR11## wherein (a) n is 3;
- (b) X is selected from the group consisting of O, S, SO, or SO.sub.2 ;
- (c) Y is independently hydrogen or straight, branched or cyclic alkyl having from 1 to about 4 carbon atoms, or the Y's are bonded together to form an alkanyl ring having from about 3 to about 7 atoms;
- (d) Z is hydrogen or straight, branched or cyclic alkyl having from 3 to about 10 atoms other than hydrogen, or unsubstituted or alkanyl-substitited phenyl or benzyl; and
- (e) Het is a heteroaryl group comprising one or more rings each ring containing from about 5 to about 6 atoms other than hydrogen and wherein the group contains at least one heteroatom selected from O, N, or S.
Parent Case Info
This is a divisional of U.S. Ser. No. 08/595,087, filed Feb. 1, 1996, now U.S. Pat. No. 5,821,250.
Non-Patent Literature Citations (2)
Entry |
Chem. Abstract (I), A New Heterocyclic Sulfur cpd., homo-thiachroman, 1669 h, vol. 41: Abstract of Cagniant et. al., Compt. Rend, vol. 223, pp. 677-679 (1946), 1947. |
Chem. Abstract II, A New Heterocyclic cpd; homochroman, vol. 44, 4470 f: Abstract of Cagniant, Compt. Rend, vol. 229, pp. 889-891 (1949), 1950. |
Divisions (1)
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Number |
Date |
Country |
Parent |
595087 |
Feb 1996 |
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