US4424205A
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Hydroxyphenylacetamides having analgesic and anti-irritant activity
Assignee: Procter and Gamble Co
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Filing: 1982-03-18
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Granted: 1984-01-03
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Expires: 2002-03-18
Abstract
Abstract A compound, or pharmaceutically acceptable salt thereof, having the formula: <IMAGE> wherein R is a linear or branched C3-C11 alkyl, alkynyl or aralkyl group, a linear or branched C3-C22 alkenyl group, or an unbranched or branched C6-C11 cycloalkyl or cycloalkenyl group; and wherein one of R1 and R2 is OH, the other being OH or H. These hydroxyphenylacetamides have analgesic and/or anti-irritant activity when administered either topically or systemically.
Inventors
- 👤 Thomas R. LaHann
- 👤 Brian L. Buckwalter
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 06:25
CPC Classifications
A; A61; A61Q; A61Q9/00; A61Q9/04; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/40; A61K8/42; A61K8/46; A61Q17/00; A61K2800/00; A61K2800/74; A61K2800/75
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
76 words
A compound, or pharmaceutically acceptable salt thereof, having the formula: ##STR8## wherein R is a linear or branched C 8 -C 10 alkyl group, a linear or branched C 6 -C 9 alkynyl or aralkyl group, a linear or branched C 12 -C 18 alkenyl group, or an unbranched or branched C 6 -C 11 cycloalkyl or cycloalkenyl group; and wherein one of R 1 and R 2 is OH, the other being OH or H.
Claim 2
Dependent Claim
76 words
A compound, or pharmaceutically acceptable salt thereof, having the formula: ##STR8## wherein R is a linear or branched C 8 -C 10 alkyl group, a linear or branched C 6 -C 9 alkynyl or aralkyl group, a linear or branched C 12 -C 18 alkenyl group, or an unbranched or branched C 6 -C 11 cycloalkyl or cycloalkenyl group; and wherein one of R 1 and R 2 is OH, the other being OH or H.
Claim 3
Dependent Claim
24 words
A pharmaceutically acceptable salt selected from the group consisting of sodium, potassium, calcium, magnesium, and ammonium salts of the compound according to claim 1.
Claim 4
Dependent Claim
27 words
A compound or salt thereof according to claim 1 wherein R is a C 8 -C 10 alkyl group or a C 12 -C 18 alkenyl group.
Claim 5
Dependent Claim
25 words
A compound or salt thereof according to claim 3 wherein R is n-octyl or n-octyl, and wherein R 1 and R 2 are both OH.
Claim 6
Dependent Claim
27 words
A compound or salt thereof according to claim 3 wherein R is n-octyl, n-nonyl or n-decyl, and wherein one of R 1 and R 2 is H.
Claim 7
Dependent Claim
12 words
A compound or salt according to claim 5 wherein R is n-octyl.
Claim 8
Dependent Claim
45 words
A depilatory composition having reduced dermal irritation, which comprises: (a) a depilatory amount of a thioglycolate depilatory agent; and (b) a compound or salt thereof according to claim 5 in an amount effective to prevent or reduce the dermal irritation of the thioglycolate depilatory agent.
Claim 9
Dependent Claim
13 words
A composition according to claim 7 which further comprises a pharmaceutically acceptable carrier.
Claim 10
Dependent Claim
60 words
A method for preventing or reducing the dermal irritation caused by a thioglycolate depilatory agent, which comprises the step of applying to at least a portion of a depilated area the compound or salt thereof according to claim 5 in an amount effective to prevent or reduce irritation caused by treatment of the depilated area with a thioglycolate depilatory agent.
Claim 11
Dependent Claim
99 words
A pharmaceutical composition in unit dosage form having analgesic activity, which comprises a safe and effective amount of a compound, or pharmaceutically acceptable salt thereof, having the formula: ##STR9## wherein R is a linear or branched C 8 -C 10 alkyl group, a linear or branched C 6 -C 9 alkynyl or aralkyl group, a linear or branched C 12 -C 18 alkenyl group, or an unbranched or branched C 6 -C 11 cycloalkyl or cycloalkenyl group; and wherein one of R 1 and R 2 is OH, the other being OH or H; and a pharmaceutically acceptable carrier.
Claim 12
Dependent Claim
99 words
A pharmaceutical composition in unit dosage form having analgesic activity, which comprises a safe and effective amount of a compound, or pharmaceutically acceptable salt thereof, having the formula: ##STR9## wherein R is a linear or branched C 8 -C 10 alkyl group, a linear or branched C 6 -C 9 alkynyl or aralkyl group, a linear or branched C 12 -C 18 alkenyl group, or an unbranched or branched C 6 -C 11 cycloalkyl or cycloalkenyl group; and wherein one of R 1 and R 2 is OH, the other being OH or H; and a pharmaceutically acceptable carrier.
Claim 13
Dependent Claim
27 words
A composition according to claim 10 comprising a pharmaceutically acceptable salt of said compound selected from the group consisting of sodium, potassium, calcium, magnesium, and ammonium salts.
Claim 14
Dependent Claim
24 words
A composition according to claim 10 wherein R is a C 8 -C 10 alkyl group or a C 12 -C 18 alkenyl group.
Claim 15
Dependent Claim
22 words
A composition according to claim 12 wherein R is n-octyl or n-nonyl, and wherein R 1 and R 2 are both OH.
Claim 16
Dependent Claim
26 words
A composition according to claim 12 wherein R is n-octyl, n-nonyl, n-decyl, cis-9-octadecenyl or oleyl, and wherein one of R 1 and R 2 are H.
Claim 17
Independent Claim
98 words
A method for providing analgesia in humans and lower animals in need thereof which comprises the step of administering to the human or level animal a safe and effective amount of a compound, or pharmaceutically acceptable salt thereof, having the formula: ##STR10## wherein R is a linear or branched C 3 -C 11 alkyl, alkynyl or aralkyl group, a linear or branched C 3 -C 22 alkenyl group, or an unbranched or branched C 6 -C 11 cycloalkyl or cycloalkenyl group; and wherein one of R 1 and R 2 is OH, the other being OH or H.
Claim 18
Independent Claim
98 words
A method for providing analgesia in humans and lower animals in need thereof which comprises the step of administering to the human or level animal a safe and effective amount of a compound, or pharmaceutically acceptable salt thereof, having the formula: ##STR10## wherein R is a linear or branched C 3 -C 11 alkyl, alkynyl or aralkyl group, a linear or branched C 3 -C 22 alkenyl group, or an unbranched or branched C 6 -C 11 cycloalkyl or cycloalkenyl group; and wherein one of R 1 and R 2 is OH, the other being OH or H.
Claim 19
Dependent Claim
15 words
A method according to claim 15 wherein the compound or salt thereof is administered topically.
Claim 20
Dependent Claim
15 words
A method according to claim 15 wherein the compound or salt thereof is administered parenterally.
Claim 21
Dependent Claim
15 words
A method according to claim 17 wherein the compound or salt thereof is administered intramuscularly.
Claim 22
Dependent Claim
15 words
A method according to claim 17 wherein the compound or salt thereof is administered intravenously.
Claim 23
Dependent Claim
15 words
A method according to claim 17 wherein the compound or salt thereof is administered subcutaneously.
Claim 24
Dependent Claim
18 words
A method according to claim 15 wherein the compound or salt thereof is administered in sequentially increasing doses.
Claim 25
Dependent Claim
20 words
A method according to claim 21 wherein the doses are separated by a period of at least about 2 hours.
Claim 26
Dependent Claim
23 words
A method according to claim 15 wherein R is a n-octyl or n-nonyl, and wherein R 1 and R 2 are both OH.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-01-02 | 1987-07-04 | 1988-01-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-01-02 | 1991-07-04 | 1992-01-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-01-02 | 1995-07-04 | 1996-01-03 | $7700.00 | Window Closed / Lapsed |