Patent US4460602A successfully refreshed from Google Patents.
US4460602A
Expired / Lapsed
US
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Urea derivatives
Assignee: Procter and Gamble Co
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Filing: 1982-05-25
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Granted: 1984-07-17
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Expires: 2002-05-25
Abstract
Abstract A compound, or pharmaceutically acceptable salt thereof, having the formula: <IMAGE> wherein X is O or S; wherein n=1 or 0; wherein R is C3-C12 alkyl or aralkyl, branched or unbranched, aryl or haloaryl, or C3-C22 alkenyl, branched or unbranched; wherein R1 is OCH3, and wherein R2 is OH. These urea derivatives have analgesic and anti-irritant activity when administered to humans and lower animals.
Inventors
- 👤 Brian L. Buckwalter
- 👤 Thomas R. LaHann
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 19:35
CPC Classifications
A; A61; A61Q; A61Q9/00; A61Q9/04; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/40; A61K8/42; A61K8/46; A61Q17/00; C; C07; C07C; C07C255/00; C07C275/00; C07C275/04; C07C275/20; C07C275/24; C07C335/00; C07C335/04; C07C335/06; C07C335/10; C07C335/12; A61K2800/00; A61K2800/74; A61K2800/75
Claims Analysis
Total Claims: 34
Claim 1
Independent Claim
95 words
Compounds of formula: ##STR6## wherein n=1 or 0, wherein X is O or S when n=1, wherein X is S when n=0, wherein R is C 3 -C 12 alkyl or aralkyl, branched or unbranched, haloaryl, or C 3 -C 22 alkenyl, branched or unbranched, wherein R 1 is H, OH or OCH 3 and R 2 is H or OH when n=1, at least one of R 1 and R 2 being OH, and wherein R 1 is OH or OCH 3 and R 2 is OH when n=0; and pharmaceutically acceptable salts therof.
Claim 2
Dependent Claim
95 words
Compounds of formula: ##STR6## wherein n=1 or 0, wherein X is O or S when n=1, wherein X is S when n=0, wherein R is C 3 -C 12 alkyl or aralkyl, branched or unbranched, haloaryl, or C 3 -C 22 alkenyl, branched or unbranched, wherein R 1 is H, OH or OCH 3 and R 2 is H or OH when n=1, at least one of R 1 and R 2 being OH, and wherein R 1 is OH or OCH 3 and R 2 is OH when n=0; and pharmaceutically acceptable salts therof.
Claim 3
Dependent Claim
14 words
The sodium, potassium, calcium, magesium, or ammonium salt of the compounds of claim 1.
Claim 4
Dependent Claim
20 words
A compound or salt according to claim 1 wherein R 1 is OCH 3 and wherein R 2 is OH.
Claim 5
Dependent Claim
12 words
A compound or salt according to claim 3 wherein X is S.
Claim 6
Dependent Claim
10 words
A compound or salt according to claim 4 wherein n=1.
Claim 7
Dependent Claim
24 words
A compound or salt according to claim 5 wherein R is C 6 -C 12 alkyl or aralkyl, or C 6 -C 22 alkenyl.
Claim 8
Dependent Claim
14 words
A compound or salt according to claim 6 wherein R is 1,1,3,3-tetramethylbutylphenyl or n-octyl.
Claim 9
Dependent Claim
112 words
A pharmaceutical composition in unit dosage form having analgesic activity which comprises a safe and effective amount of a compound of formula: ##STR7## wherein X is O or S, wherein n=1 or 0, wherein R is C 3 -C 12 alkyl or aralkyl, branched or unbranched, haloaryl, or C 3 -C 22 alkenyl, branched or unbranched, wherein R 1 is H, OH or OCH 3 and R 2 is H or OH when n=1, at least one of R 1 and R 2 being OH, and wherein R 1 is OH or OCH 3 and R 2 is OH when n=0, or a pharmaceutically acceptable salt thereof; and a pharmaceutically acceptable carrier.
Claim 10
Dependent Claim
112 words
A pharmaceutical composition in unit dosage form having analgesic activity which comprises a safe and effective amount of a compound of formula: ##STR7## wherein X is O or S, wherein n=1 or 0, wherein R is C 3 -C 12 alkyl or aralkyl, branched or unbranched, haloaryl, or C 3 -C 22 alkenyl, branched or unbranched, wherein R 1 is H, OH or OCH 3 and R 2 is H or OH when n=1, at least one of R 1 and R 2 being OH, and wherein R 1 is OH or OCH 3 and R 2 is OH when n=0, or a pharmaceutically acceptable salt thereof; and a pharmaceutically acceptable carrier.
Claim 11
Dependent Claim
20 words
A composition according to claim 8 wherein the pharmaceutically acceptable salt is a sodium, potassium, calcium, magnesium, or ammonium salt.
Claim 12
Dependent Claim
18 words
A composition according to claim 8 wherein R 1 is OCH 3 and wherein R 2 is OH.
Claim 13
Dependent Claim
10 words
A composition according to claim 10 wherein X is S.
Claim 14
Dependent Claim
8 words
A composition according to claim 11 wherein n=1.
Claim 15
Dependent Claim
22 words
A composition according to claim 12 wherein R is C 6 -C 12 alkyl or aralkyl, or C 6 -C 22 alkenyl.
Claim 16
Dependent Claim
10 words
A composition according to claim 13 wherein R is n-octyl.
Claim 17
Independent Claim
118 words
A method for providing analgesia in humans and lower animals in need thereof, whihc comprises the step of administering to the human or lower animal a safe and effective amount of a compound of formula: ##STR8## wherein X is O or S, wherein R is C 3 -C 12 alkyl or aralkyl, branched or unbranched, aryl or haloaryl, or C 3 -C 22 alkenyl, branched or unbranched, wherein R 1 is H, OH or OCH 3 and R 2 is H or OH when n=1, at least one of R 1 and R 2 being OH, and wherein R 1 is OH or OCH 3 and R 2 is OH when n=0; or a pharmaceutically acceptable salt thereof.
Claim 18
Independent Claim
118 words
A method for providing analgesia in humans and lower animals in need thereof, whihc comprises the step of administering to the human or lower animal a safe and effective amount of a compound of formula: ##STR8## wherein X is O or S, wherein R is C 3 -C 12 alkyl or aralkyl, branched or unbranched, aryl or haloaryl, or C 3 -C 22 alkenyl, branched or unbranched, wherein R 1 is H, OH or OCH 3 and R 2 is H or OH when n=1, at least one of R 1 and R 2 being OH, and wherein R 1 is OH or OCH 3 and R 2 is OH when n=0; or a pharmaceutically acceptable salt thereof.
Claim 19
Dependent Claim
15 words
A method according to claim 15 in which the compound or salt is administered topically.
Claim 20
Dependent Claim
15 words
A method according to claim 15 in which the compound or salt is administered parenterally.
Claim 21
Dependent Claim
15 words
A method according to claim 17 in which the compound or salt is administered intramuscularly.
Claim 22
Dependent Claim
15 words
A method according to claim 17 in which the compound or salt is administered subcutaneously.
Claim 23
Dependent Claim
18 words
A method according to claim 15 in which the compound or salt is administered in sequentially increasing doses.
Claim 24
Dependent Claim
20 words
A method according to claim 20 in which the doses are separated by a period of at least 2 hours.
Claim 25
Dependent Claim
18 words
A method according to claim 15 wherein R 1 is OCH 3 and wherein R 2 is OH.
Claim 26
Dependent Claim
10 words
A method according to claim 22 wherein X is S.
Claim 27
Dependent Claim
8 words
A method according to claim 23 wherein n=1.
Claim 28
Dependent Claim
10 words
A method according to claim 24 wherein R is n-octyl.
Claim 29
Dependent Claim
128 words
A depilatory composition having reduced dermal irritation, which comprises: (a) a depilatory amount of thioglycolate depilatory agent, and (b) a compound in an amount effective to prevent or reduce the dermal irritation of the thioglycolate depilatory agent and having the formula: ##STR9## wherein X is O or S, wherein n=1 or 0, wherein R is C 3 -C 12 alkyl or aralkyl, branched or unbranched, haloaryl, or C 3 -C 22 alkenyl, branched or unbranched, wherein R 1 is H, OH or OCH 3 and R 2 H or OH when n=1, at least one of R 1 and R 2 being OH or OCH 3 , and wherein R 1 is OH or OCH 3 and R 2 is OH when n=0; and pharmaceutically acceptable salts thereof.
Claim 30
Dependent Claim
128 words
A depilatory composition having reduced dermal irritation, which comprises: (a) a depilatory amount of thioglycolate depilatory agent, and (b) a compound in an amount effective to prevent or reduce the dermal irritation of the thioglycolate depilatory agent and having the formula: ##STR9## wherein X is O or S, wherein n=1 or 0, wherein R is C 3 -C 12 alkyl or aralkyl, branched or unbranched, haloaryl, or C 3 -C 22 alkenyl, branched or unbranched, wherein R 1 is H, OH or OCH 3 and R 2 H or OH when n=1, at least one of R 1 and R 2 being OH or OCH 3 , and wherein R 1 is OH or OCH 3 and R 2 is OH when n=0; and pharmaceutically acceptable salts thereof.
Claim 31
Dependent Claim
13 words
A composition according to claim 26 which further comprises a pharmaceutically acceptable carrier.
Claim 32
Independent Claim
146 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 a compound in an amount effective to prevent or reduce irritation caused by treatment of the depilated area with a thioglycolate depilatory agent, the compound having the formula: ##STR10## wherein X is O or S, wherein n=1 or 0, wherein R is C 3 -C 12 alkyl or aralkyl, branched or unbranched, haloaryl, or C 3 -C 22 alkenyl, branched or unbranched, wherein R 1 is H, OH, or OCH 3 and R 2 is H or OH when n=1, at least one of R 1 and R 2 being OH or OCH 3 , and wherein R 1 is OH or OCH 3 and R 2 is OH when n=0; and pharmaceutically acceptable salts thereof.
Claim 33
Independent Claim
146 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 a compound in an amount effective to prevent or reduce irritation caused by treatment of the depilated area with a thioglycolate depilatory agent, the compound having the formula: ##STR10## wherein X is O or S, wherein n=1 or 0, wherein R is C 3 -C 12 alkyl or aralkyl, branched or unbranched, haloaryl, or C 3 -C 22 alkenyl, branched or unbranched, wherein R 1 is H, OH, or OCH 3 and R 2 is H or OH when n=1, at least one of R 1 and R 2 being OH or OCH 3 , and wherein R 1 is OH or OCH 3 and R 2 is OH when n=0; and pharmaceutically acceptable salts thereof.
Claim 34
Dependent Claim
28 words
A method according to claim 28 wherein X is S, wherein n=1, wherein R is 1,1,3,3-tetramethylbutyl, wherein R 1 is OCH 3 and wherein R 2 is OH.
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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) | 1987-07-17 | 1988-01-16 | 1988-07-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-07-17 | 1992-01-16 | 1992-07-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-07-17 | 1996-01-16 | 1996-07-17 | $7700.00 | Window Closed / Lapsed |