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Claims for Patent: 5,475,034

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Claims for Patent: 5,475,034

Title: Topically administrable compositions containing 3-benzoylphenylacetic acid derivatives for treatment of ophthalmic inflammatory disorders
Abstract:Novel ester and amide derivatives of 3-benzoylphenylacetic acid are disclosed. The use of these novel derivatives and certain known derivatives in topically administrable compositions for the treatment of ophthalmic inflammatory disorders is also disclosed.
Inventor(s): Yanni; John M. (Burleson, TX), Graff; Gustav (Cleburne, TX), Hellberg; Mark R. (Arlington, TX)
Assignee: Alcon Laboratories, Inc. (Fort Worth, TX)
Application Number:08/254,090
Patent Claims: 1. A method of treating ophthalmic inflammatory disorders and ocular pain which comprises topically administering to the eye a pharmaceutical composition comprising an anti-inflammatory-effective amount of a 3-benzoylphenylacetic acid derivative of the formula: ##STR7## R=H, C.sub.1-4 (un)branched alkyl, CF.sub.3, or SR.sup.4, Y=NR"R',

R'=H, or C.sub.1-10 (un)branched alkyl, (un)substituted (substitution as defined by X below),

R"=H,

X and X' independently=H, F, Cl, Br, I, OR', OH, SR.sup.4, CF.sub.3, R.sup.4, or NO.sub.2,

R.sup.4 =C.sub.1-6 (un)branched alkyl,

m=0-3,

m'=0-5, and

W=H.

2. The method of claim 1 wherein the 3-benzoylphenylacetic acid derivative is of the formula: ##STR8## R=H, or C.sub.1-2 alkyl Y=NR'R",

R'=H, or C.sub.1-6 (un)branched alkyl,

X and X' independently=H, F, Cl, Br, CF.sub.3, OR', SR.sup.4, or R.sup.4,

R"=H,

R.sup.4 =C.sub.1-4 (un)branched alkyl,

m=0-2,

m'=0-2, and

W=H.

3. The method of claim 1 wherein the 3-benzoylphenylacetic acid derivative is selected from the group consisting of 2-Amino-3-(4-fluorobenzoyl)-.alpha.-(n-propylthio)-phenylacetamide, 2-Amino-3-benzoly-.alpha.-(n-propylthio)-phenylacetamide, 2-Amino-3-(4-chlorobenzoyl)-.alpha.-(n-propylthio)-phenylacetamide, 2-Amino-3-benzoyl-5-chloro-.alpha.-(methylthio)-phenylacetamide, 2-Amino-3-(4-fluorobenzoyl)-.alpha.-(methylthio)-N-(2-methozy)ethylacetami de, 2-Amino-3-(4-fluorobenzoyl)-phenylacetamide, 2-Amino-3-benzoyl-phenylacetamide, 2-Amino-3-(4-chlorobenzoyl)-phenylacetamide, 2-Amino-3-benzoyl-5-chlorophenylacetamide, 2-Amino-3-(4-fluorobenzoyl)-N-(2-methoxy)ethyl phenylacetamide, 2-Amino-3-(4-bromobenzoyl)-phenylacetamide, and 2-Amino-3-(4-bromobenzoyl)-N-methyl phenylacetamide.

4. The method claim 3 wherein the 3-benzoylphenylacetic acid derivative is selected from the group consisting of 2-Amino-3-(4-fluorobenzoyl)-.alpha.-(n-propylthio)-phenylacetamide, 2-Amino-3-(4-chlorobenzoyl)-.alpha.-(n-propylthio)-phenylacetamide, 2-Amino-3-(4-chlorobenzoyl)-.alpha.-(n-propylthio)-phenylacetamide, 2-Amino-3-benzoyl-5-chloro-.alpha.-(methylthio)-phenylacetamide, 2-Amino-3-(4-fluorobenzoyl)-phenylacetamide, 2-Amino-3-benzoyl-phenylacetamide, 2-Amino-3-(4-chlorobenzoyl)-phenylacetamide, 2-Amino-3-benzoyl-5-chlorophenylacetamide, and 2-Amino-3-(4-bromobenzoyl)-phenylacetamide.

5. The method of claim 4 wherein the 3-benzoylphenylacetic acid derivative is selected from the group consisting of 2-Amino-3-(4-fluorobenzoyl)-phenylacetamide, 2-Amino-3-benzoyl-phenylacetamide and 2-Amino-3-(4-chlorobenzoyl)-phenylacetamide.

6. The method of claim 1 wherein the amount of 3-benzoylphenylacetic acid is from about 0.001 to about 4.0% (w/v).

7. The method of claim 6 wherein the amount of 3-benzoylphenylacetic acid is from about 0.01 to about 0.5% (w/v).
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