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Last Updated: March 28, 2024

Claims for Patent: 4,165,365


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Summary for Patent: 4,165,365
Title: Substituted 2H-pyran-2,6(3H)-dione derivatives
Abstract:Substituted 2H-pyran-2,6(3H)-dione derivatives useful in the treatment of allergic conditions are prepared by reaction of 3,5-diacetyl-4,6-dihydroxy-2H-pyran-2-one with an appropriate aniline.
Inventor(s): Snader; Kenneth M. (Hatboro, PA)
Assignee: SmithKline Corporation (Philadelphia, PA)
Application Number:05/885,143
Patent Claims:1. A compound represented by the formula: ##STR11## wherein: R.sub.1 represents --NHCOCH.sub.2 CH.sub.2 COOR.sub.3, --NHCOCOCOOH or ##STR12## R.sub.2 represents hydrogen or, when R.sub.1 is ##STR13## also represents amino or ##STR14## and R.sub.3 represents lower alkyl having one or two carbon atoms; or a mono- or di-alkali metal salt of said compound.

2. A compound according to claim 1 in which R.sub.1 is in the 3-position.

3. A compound according to claim 2 in which R.sub.2 is hydrogen.

4. A compound according to claim 3 in which R.sub.1 is methylsuccinoylamino.

5. A compound according to claim 3 in which R.sub.1 is ketomalonoylamino.

6. A compound according to claim 3 in which R.sub.1 is glyceroylamino.

7. A compound according to claim 2 in which R.sub.1 is glyceroylamino and R.sub.2 is amino.

8. A compound according to claim 2 in which R.sub.1 and R.sub.2 are glyceroylamino.

9. A pharmaceutical composition for inhibiting the symptoms of asthma comprising a nontoxic pharmaceutical carrier or diluent and an amount sufficient to produce said inhibition of a compound represented by the formula: ##STR15## wherein: R.sub.1 represents --NHCOCH.sub.2 CH.sub.2 COOR.sub.3, --NHCOCOCOOH or ##STR16## R.sub.2 represents hydrogen or, when R.sub.1 is ##STR17## also represents amino or ##STR18## and R.sub.3 represents lower alkyl having one or two carbon atoms; or a mono- or di-alkali metal salt of said compound.

10. A pharmaceutical composition according to claim 9 in a form suitable for administration by inhalation.

11. A pharmaceutical composition according to claim 9 comprising a solution or suspension of the active ingredient in sterile water.

12. A pharmaceutical composition according to claim 9 in the form of an aerosol formulation.

13. A pharmaceutical composition according to claim 9 in which the pharmaceutical carrier or diluent is a solid.

14. A pharmaceutical composition according to claim 9 in which R.sub.1 is 3-methylsuccinoylamino.

15. A pharmaceutical composition according to claim 9 in which R.sub.1 is 3-ketomalonoylamino.

16. A pharmaceutical composition according to claim 9 in which R.sub.1 is 3-glyceroylamino and R.sub.2 is hydrogen.

17. A pharmaceutical composition according to claim 9 in which R.sub.1 is 3-glyceroylamino and R.sub.2 is amino.

18. A pharmaceutical composition according to claim 9 in which R.sub.1 is 3-glyceroylamino and R.sub.2 is glyceroylamino.

19. A pharmaceutical composition according to claim 9 in dosage unit form and in which the active ingredient is in an amount of from about 0.5 mg. to about 500 mg. per dosage unit.

20. A method of inhibiting the symptoms of asthma which comprises administering to an animal in need of said inhibition a therapeutically effective amount for producing said inhibition of a compound represented by the formula: ##STR19## wherein: R.sub.1 represents --NHCOCH.sub.2 CH.sub.2 COOR.sub.3, --NHCOCOCOOH or ##STR20## R.sub.2 represents hydrogen or, when R.sub.1 is ##STR21## also represents amino or ##STR22## and R.sub.3 represents lower alkyl having one or two carbon atoms; or a mono- or di-alkali metal salt of said compound.

21. The method according to claim 20 in which the active ingredient is administered in a daily dosage regimen of from about 0.5 mg. to about 2000 mg.

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