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Claims for Patent: 3,674,870

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Claims for Patent: 3,674,870

Title: PHENYL BENZOIC ACID COMPOUNDS IN COMPOSITIONS AND METHODS FOR TREATING INFLAMMATION
Abstract:The invention relates to a method of treating inflammation by administering substituted 5-(phenyl) benzoic acids, esters and non-toxic pharmaceutically accepted salts thereof to patients.
Inventor(s): Ruyle; William V. (Scotch Plains, NJ), Sarett; Lewis H. (Skillman, NJ), Matzuk; Alexander R. (Colonia, NJ)
Assignee: Merck & Co. Inc. (Rahway, NJ)
Application Number:05/044,868
Patent Claims: 1. A method of treating inflammation which comprises orally administering to a patient daily doses of from about 1 mg. to 140 mg./kg. body weight per day of a compound of the formula ##SPC5##

wherein X is halogen;

R.sub.1 is hydroxy;

R.sub.2 is hydrogen or lower alkanoyl;

R.sub.3 is hydrogen or methyl; or a pharmaceutically non-toxic salt of the acid.

2. A method of claim 1 wherein the compound to be administered is 2-acetoxy-3-methyl-5-(4'-fluorophenyl) benzoic acid.

3. A method of treating inflammation which comprises orally administering to a patient daily doses of from about 2 mg. to 70 mg./kg. body weight per day of a compound of the formula:

wherein R.sub.2 is hydrogen or lower alkanoyl or a pharmaceutically non-toxic salt of the acid.

4. A method of claim 3 wherein the compound to be administered is 2-hydroxy-5-(pentafluorophenyl) benzoic acid.

5. A method of claim 3 wherein the compound to be administered is 2-hydroxy-5-(2'-fluorophenyl) benzoic acid.

6. A method of claim 3 wherein the compound to be administered is 2-hydroxy-5-(3'-fluorophenyl) benzoic acid.

7. A method of claim 3 wherein the compound to be administered is 2-hydroxy-5-(2',4'-difluorophenyl) benzoic acid.

8. A method of treating inflammation which comprises orally administering to a patient daily doses of from about 2 mg. to 70 mg./kg. body weight per day of a compound of the formula:

wherein R.sub.2 is hydrogen or lower alkanoyl or a pharmaceutically non-toxic salt thereof.

9. A method of claim 8 wherein the compound to be administered is 2-hydroxy-5-(4'-fluorophenyl) benzoic acid.

10. A method of claim 8 wherein the compound to be administered is 2-acetoxy-5-(4'-fluorophenyl) benzoic acid.

11. A method of claim 8 wherein the compound to be administered is the choline salt of 2-hydroxy-5-(4'-fluorophenyl)benzoic acid.

12. A pharmaceutical anti-inflammatory composition consisting of an effective amount of at least one member selected from the group consisting of the compounds of the formula: ##SPC6##

wherein X is halogen;

R.sub.1 is hydroxy;

R.sub.2 is hydrogen or lower alkanoyl;

R.sub.3 is hydrogen or methyl; and a pharmaceutically non-toxic salt of the acid as an active ingredient, together with a pharmaceutically acceptable carrier.

13. A composition as in claim 12 wherein the active ingredient is 2-acetoxy-3-methyl-5-(4'-fluorophenyl)benzoic acid.

14. A pharmaceutical antiinflammatory composition consisting of an effective amount of at least one member selected from the group consisting of the compounds of the formula:

wherein R.sub.2 is hydrogen or lower alkanoyl and a pharmaceutically non-toxic salt thereof as an active ingredient together with a pharmaceutically acceptable carrier.

15. A composition as in claim 14 wherein the active ingredient is 2-hydroxy-5-(pentafluorophenyl) benzoic acid.

16. A composition as in claim 14 wherein the active ingredient is 2-hydroxy-5-(2'-fluorophenyl) benzoic acid.

17. A composition as in claim 14 wherein the active ingredient is 2-hydroxy-5-(3'-fluorophenyl) benzoic acid.

18. A composition as in claim 14 wherein the active ingredient is 2-hydroxy-5-(2',4'-difluorophenyl) benzoic acid.

19. A pharmaceutical antiinflammatory composition consisting of an effective amount of at least one member selected from the group consisting of the compounds of the formula:

wherein R.sub.2 is hydrogen or acetyl or a pharmaceutically non-toxic salt thereof, as an active ingredient, together with a pharmaceutically acceptable carrier.

20. A composition as in claim 19 wherein the active ingredient is 2-hydroxy-5-(4'-fluorophenyl) benzoic acid.

21. A composition as in claim 19 wherein the active ingredient is 2-acetoxy-5-(4'-fluorophenyl) benzoic acid.

22. A composition as in claim 19 wherein the active ingredient is the choline salt of 2-hydroxy-5-(4'-fluorophenyl)benzoic acid.
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