US4264582A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Isobutylphenylacetate anti-inflammatory composition
Assignee: Procter and Gamble Co
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Filing: 1979-10-22
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Granted: 1981-04-28
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Expires: 1999-10-22
Abstract
Abstract The anti-inflammatory activity of ibuprofen, ibufenac and other p-(isobutylphenyl)acetic acid-based anti-inflammatory drugs is enhanced by adminstration thereof in conjuction with a phosphonate compound such as EHDP or Cl2MDP.
Inventors
- 👤 Lawrence Flora
- 👤 Marion D. Francis
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 05:12
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/66
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
178 words
A method for treating or preventing pain and inflammation in animal tissues, comprising administering to an animal in need of such treatment from about 50 mg to about 6000 mg per day of a p-(isobutylphenyl)acetic acid-based anti-inflammatory compound selected from the group consisting of ibufenac, ibuprofen, and pharmaceutically-acceptable salts and esters thereof, and from about 200 mg to about 2,000 mg per day of an organophosphonate compound selected from the group consisting of geminal organophosphonates of the formula ##STR5## or pharmaceutically-acceptable salts thereof, wherein n is an integer from 1 to about 10; R 3 is selected from the group consisting of H, C 1 -C 20 alkyl or cycloalkyl, C 2 -C 20 alkenyl, aryl, phenylethyl, benzyl, halogen, amino, substituted amino, --CH 2 COOH, --CH(PO 3 H 2 ) (OH) or --CH 2 CH(PO 3 H 2 ) 2 ; and R 4 is selected from the group consisting of H, lower alkyl, amino, benzyl, halogen, --OH, --CH 2 COOH, --CH 2 PO 3 H 2 , or --CH 2 CH 2 PO 3 H 2 .
Claim 2
Independent Claim
178 words
A method for treating or preventing pain and inflammation in animal tissues, comprising administering to an animal in need of such treatment from about 50 mg to about 6000 mg per day of a p-(isobutylphenyl)acetic acid-based anti-inflammatory compound selected from the group consisting of ibufenac, ibuprofen, and pharmaceutically-acceptable salts and esters thereof, and from about 200 mg to about 2,000 mg per day of an organophosphonate compound selected from the group consisting of geminal organophosphonates of the formula ##STR5## or pharmaceutically-acceptable salts thereof, wherein n is an integer from 1 to about 10; R 3 is selected from the group consisting of H, C 1 -C 20 alkyl or cycloalkyl, C 2 -C 20 alkenyl, aryl, phenylethyl, benzyl, halogen, amino, substituted amino, --CH 2 COOH, --CH(PO 3 H 2 ) (OH) or --CH 2 CH(PO 3 H 2 ) 2 ; and R 4 is selected from the group consisting of H, lower alkyl, amino, benzyl, halogen, --OH, --CH 2 COOH, --CH 2 PO 3 H 2 , or --CH 2 CH 2 PO 3 H 2 .
Claim 3
Dependent Claim
19 words
A method according to claim 1 wherein the organophosphonate compound is a geminal organophosphonate having n equal to 1.
Claim 4
Dependent Claim
32 words
A method according to claim 2 wherein the organophosphonate compound is a member selected from the group consisting of ethane-1-hydroxy-1,1-diphosphonic acid, dichloromethanediphosphonic acid, methanediphosphonic acid, and the pharmaceutically-acceptable salts and esters thereof.
Claim 5
Dependent Claim
12 words
A method according to claim 1 wherein the animal is a human.
Claim 6
Dependent Claim
33 words
A method according to claim 4 which employs a safe and effective amount of ibufenac or ibuprofen and a safe and effective amount of dichloromethanediphosphonic acid, or the pharmaceutically-acceptable salts or esters thereof.
Claim 7
Dependent Claim
33 words
A method according to claim 4 which employs a safe and effective amount of ibufenac or ibuprofen and a safe and effective amount of ethane-1-hydroxy-1,1-diphosphonic acid, or the pharmaceutically-acceptable salts or esters thereof.
Claim 8
Dependent Claim
33 words
A method according to claim 4 which employs a safe and effective amount of ibufenac or ibuprofen and a safe and effective amount of methanediphosphonic acid, or the pharmaceutically-acceptable salts or esters thereof.
Claim 9
Independent Claim
23 words
A method according to claims 1 or 3 wherein the p-(isobutylphenyl) acetic acid-based compound is ibuprofen or a pharmaceutically-acceptable salt or ester thereof.
Claim 10
Dependent Claim
164 words
A composition of matter for treating pain and inflammation in animal tissue, comprising from about 10 mg to about 500 mg of a p-(isobutylphenyl) acetic acid-based compound selected from the group consisting of ibufenac, ibuprofen and pharmaceutically-acceptable salts and esters thereof, and from about 50 mg to about 250 mg of an organophosphonate compound selected from the group consisting of geminal organophosphonates of the formula ##STR6## or pharmaceutically-acceptable salts thereof, wherein n is an integer from 1 to about 10; R 3 is selected from the group consisting of H, C 1 -C 20 alkyl or cycloalkyl, C 2 -C 20 alkenyl, aryl, phenylethyl, benzyl, halogen, amino, substituted amino, --CH 2 COOH, --CH(PO 3 H 2 )(OH) or --CH 2 CH(PO 3 H 2 ) 2 ; and R 4 is selected from the group consisting of H, lower alkyl, amino, benzyl, halogen, --OH, --CH 2 COOH, --CH 2 PO 3 H 2 , or --CH 2 CH 2 PO 3 H 2 .
Claim 11
Dependent Claim
164 words
A composition of matter for treating pain and inflammation in animal tissue, comprising from about 10 mg to about 500 mg of a p-(isobutylphenyl) acetic acid-based compound selected from the group consisting of ibufenac, ibuprofen and pharmaceutically-acceptable salts and esters thereof, and from about 50 mg to about 250 mg of an organophosphonate compound selected from the group consisting of geminal organophosphonates of the formula ##STR6## or pharmaceutically-acceptable salts thereof, wherein n is an integer from 1 to about 10; R 3 is selected from the group consisting of H, C 1 -C 20 alkyl or cycloalkyl, C 2 -C 20 alkenyl, aryl, phenylethyl, benzyl, halogen, amino, substituted amino, --CH 2 COOH, --CH(PO 3 H 2 )(OH) or --CH 2 CH(PO 3 H 2 ) 2 ; and R 4 is selected from the group consisting of H, lower alkyl, amino, benzyl, halogen, --OH, --CH 2 COOH, --CH 2 PO 3 H 2 , or --CH 2 CH 2 PO 3 H 2 .
Claim 12
Dependent Claim
19 words
A composition according to claim 9 wherein the organophosphonate compound is a geminal organophosphonate having n equal to 1.
Claim 13
Dependent Claim
32 words
A composition according to claim 10 wherein the organophosphonate compound is a member selected from the group consisting of ethane-1-hydroxy-1,1-diphosphonic acid, dichloromethanediphosphonic acid, methanediphosphonic acid, and the pharmaceutically-acceptable salts and esters thereof.
Claim 14
Dependent Claim
40 words
A composition according to claim 9, comprising a safe and effective amount of a member selected from the group consisting of ibufenac and ibuprofen, and a safe and effective amount of dichloromethanediphosphonic acid, or the pharmaceutically-acceptable salts or esters thereof.
Claim 15
Dependent Claim
23 words
A composition according to claims 9 or 11 wherein the p-(isobutylphenyl) acetic acid-based compound is ibuprofen or a pharmaceutically-acceptable salt or ester thereof.
Claim 16
Dependent Claim
38 words
A composition according to claim 9, comprising a safe and effective amount of a member selected from the group consisting of ibufenac and ibuprofen, and a safe and effective amount of ethane-1-hydroxy-1,1-diphosphonic acid, or the pharmaceutically-acceptable salts thereof.
Claim 17
Dependent Claim
40 words
A composition according to claim 9 comprising a safe and effective amount of a member selected from the group consisting of ibufenac and ibuprofen, and a safe and effective amount of methanediphosphonic acid, or the pharmaceutically-acceptable salts or esters thereof.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-04-27 | 1984-10-27 | 1985-04-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-04-27 | 1988-10-27 | 1989-04-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-04-27 | 1992-10-27 | 1993-04-28 | $7700.00 | Window Closed / Lapsed |