US4607053A
Expired / Lapsed
US
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Arylhydroxamates useful as antiallergy agents
Assignee: ER Squibb and Sons LLC
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Filing: 1985-04-04
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Granted: 1986-08-19
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Expires: 2005-04-04
Abstract
Abstract Arylhydroxamates are provided having the structure <IMAGE> wherein R1 is hydrogen, lower alkyl, aryl, lower alkenyl, cycloalkenyl, aralkyl, or <IMAGE> wherein n is 1 to 4 and X is hydroxy, alkoxy, amino, C1-C4-alkylamino or C1-C4-dialkylamino. R2 is hydrogen or lower alkyl; and R3 is C1-C20 alkyl or C3-C20 alkenyl, aryl, aryl-alkyl, cycloalkyl, aryl-alkenyl, lower alkoxy, lower alkenyloxy, aryl-alkoxy or cycloalkyloxy. These compound are useful as inhibitors of DELTA 5-lipoxygenase and as such are useful as antiallergy agents.
Inventors
- 👤 Donald S. Karanewsky
- 👤 Martin F. Haslanger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 12:51
CPC Classifications
C; C07; C07C; C07C65/00; C07C65/21; C07C65/24; C07C235/00; C07C235/42; C07C63/00; C07C63/04; C07C65/26; C07C65/28
Claims Analysis
Total Claims: 34
Claim 1
Independent Claim
283 words
A compound having the structure ##STR72## wherein R 1 is lower alkyl, aryl, lower alkenyl aralkyl, or ##STR73## wherein n is 2 to 4 and X is hydroxy, alkoxy, amino, C 1 -C 4 -alkylamino or C 1 -C 4 -dialkylamino; R 2 is hydrogen or lower alkyl; and R 3 is C 1 -C 20 alkyl, C 3 -C 20 alkenyl, aryl, aryl-alkyl, cycloalkyl, aryl-alkenyl, lower alkoxy, lower alkenyloxy, aryl-alkoxy, aryloxy or cycloalkyloxy, including pharmaceutically acceptable monobasic and dibasic salts whereof, and wherein the term alkyl by itself or as part of another group is unsubstituted or substituted with a substituent which is a halo, trifluoromethyl, alkoxy, aryl, alkyl-aryl, haloaryl, cycloalkyl, alkylcycloalkyl, hydroxy, alkylamino, alkanoylamino, arylcarbonylamino, nitro, cyano, thiol or an alkylthio substituent, the term aryl by itself or as part of another group is unsubstituted or substituted with 1 or 2 halogens, 1 or 2 lower alkyl groups, 1 or 2 lower alkoxy groups, an aryl group, 1 or 2 hydroxyls, 1 or 2 alkylamino groups, 1 or 2 alkanoylamino groups, 1 or 2 arylcarbonylamino groups, 1 or 2 amino groups, 1 or 2 nitro groups, 1 or 2 cyano groups, 1 or 2 thiol groups and/or 1 or 2 alkythio groups; and the term cycloalkyl by itself or as Part of another group is unsubstituted or substituted with 1 or 2 halogens 1 or 2 lower alkyl groups, 1 or 2 alkoxy groups, an aryl group, 1 or 2 hydroxyls, 1 or 2 alkylamino groups, 1 or 2 alkanoylamino, 1 or 2 arylcarbonylamino groups, 1 or 2 amino groups, 1 or 2 nitro groups, 1 or 2 cyano groups, 1 or 2 thiol groups and/or 1 or 2 alkylthio groups.
Claim 2
Dependent Claim
283 words
A compound having the structure ##STR72## wherein R 1 is lower alkyl, aryl, lower alkenyl aralkyl, or ##STR73## wherein n is 2 to 4 and X is hydroxy, alkoxy, amino, C 1 -C 4 -alkylamino or C 1 -C 4 -dialkylamino; R 2 is hydrogen or lower alkyl; and R 3 is C 1 -C 20 alkyl, C 3 -C 20 alkenyl, aryl, aryl-alkyl, cycloalkyl, aryl-alkenyl, lower alkoxy, lower alkenyloxy, aryl-alkoxy, aryloxy or cycloalkyloxy, including pharmaceutically acceptable monobasic and dibasic salts whereof, and wherein the term alkyl by itself or as part of another group is unsubstituted or substituted with a substituent which is a halo, trifluoromethyl, alkoxy, aryl, alkyl-aryl, haloaryl, cycloalkyl, alkylcycloalkyl, hydroxy, alkylamino, alkanoylamino, arylcarbonylamino, nitro, cyano, thiol or an alkylthio substituent, the term aryl by itself or as part of another group is unsubstituted or substituted with 1 or 2 halogens, 1 or 2 lower alkyl groups, 1 or 2 lower alkoxy groups, an aryl group, 1 or 2 hydroxyls, 1 or 2 alkylamino groups, 1 or 2 alkanoylamino groups, 1 or 2 arylcarbonylamino groups, 1 or 2 amino groups, 1 or 2 nitro groups, 1 or 2 cyano groups, 1 or 2 thiol groups and/or 1 or 2 alkythio groups; and the term cycloalkyl by itself or as Part of another group is unsubstituted or substituted with 1 or 2 halogens 1 or 2 lower alkyl groups, 1 or 2 alkoxy groups, an aryl group, 1 or 2 hydroxyls, 1 or 2 alkylamino groups, 1 or 2 alkanoylamino, 1 or 2 arylcarbonylamino groups, 1 or 2 amino groups, 1 or 2 nitro groups, 1 or 2 cyano groups, 1 or 2 thiol groups and/or 1 or 2 alkylthio groups.
Claim 3
Dependent Claim
14 words
The compound as defined in claim 1 wherein R 1 is alkyl or ##STR74##
Claim 4
Dependent Claim
21 words
The compound as defined in claim 1 wherein R 1 is alkyl, R 2 is H and R 3 is alkyl.
Claim 5
Dependent Claim
26 words
The compound as defined in claim 1 wherein R 1 is phenyl, phenylalkyl, phenylalkenyl, C.sub. to C 20 alkyl or C 3 to C 20 alkenyl.
Claim 6
Dependent Claim
11 words
The compound as defined in claim 1 having the name 4-decyl-N-hydroxy-N-methylbenzamide.
Claim 7
Dependent Claim
12 words
The compound as defined in claim 1 having the name (Z)-4-[[4-(1-decenyl)benzoyl]hydroxyamino]butanoic acid.
Claim 8
Dependent Claim
16 words
The compound as defined in claim 1 having the name (Z)-4-[[4-(1-decenyl)benzoyl]hydroxyamino]butanoic acid including all stereoisomers thereof.
Claim 9
Dependent Claim
12 words
The compound as defined in claim 1 having the name 4-[(3-decylbenzoyl)hydroxyamino]butanoic acid.
Claim 10
Dependent Claim
16 words
The compound as defined in claim 1 having the name 4-[(2-decylbenzoyl)hydroxyamino]butanoic acid or its dilithium salt.
Claim 11
Dependent Claim
14 words
The compound as defined in claim 1 having the name 4-[(4-decylbenzoyl)hydroxyamino]butanoic acid, ethyl ester.
Claim 12
Dependent Claim
20 words
The compound as defined in claim I having the name, (Z)-4-[[4-(1-decenyl)benzoyl]methoxyamino]butanoic acid or its dicyclohexylamine salt(1:1) including all stereoisomers thereof.
Claim 13
Dependent Claim
11 words
The compound as defined in claim 1 having the name N-(4-amino-4-oxobutyl)-4-decyl-N-hydroxybenzamide.
Claim 14
Dependent Claim
12 words
The compound as defined in claim 1 having the name 4-[(4-decylbenzoyl)hydroxyamino]butanoic acid.
Claim 15
Dependent Claim
12 words
The compound as defined in claim 1 having the name 5-[(4-decylbenzoyl)hydroxyamino]pentanoic acid.
Claim 16
Dependent Claim
12 words
The compound as defined in claim 1 having the name (4-decyl-N-hydroxybenzamido)acetic acid.
Claim 17
Dependent Claim
12 words
The compound as defined in claim 1 having the name 4-[[3-(1-decenyl)benzoyl]hydroxyamino]butanoic acid.
Claim 18
Dependent Claim
15 words
The compound as defined in claim 1 having the name (Z)-4-(1-decenyl)-N-hydroxybenzamide, including all stereoisomers thereof.
Claim 19
Dependent Claim
11 words
The compound as defined in claim 1 having the name N-hydroxy-N-methyl-4-(4-phenylbutyl)benzamide.
Claim 20
Dependent Claim
11 words
The compound as defined in claim 1 having the name N-hydroxy-N-methyl[1,1'-biphenylyl]-4-carboxamide.
Claim 21
Dependent Claim
11 words
The compound as defined in claim 1 having the name N-hydroxy-N-methyl-4-(4-phenylbuten-1-yl)benzamide.
Claim 22
Dependent Claim
11 words
The compound as defined in claim 1 having the name N-hydroxy-4-(4-phenylbutyl)-N-(phenylmethyl)benzamide.
Claim 23
Dependent Claim
11 words
The compound as defined in claim 1 having the name N-hydroxy-N-phenyl-4-(4-phenylbutyl)benzamide.
Claim 24
Dependent Claim
11 words
The compound as defined in claim 1 having the name N-(1,1-dimethylethyl)-N-hydroxy[1,1'-biphenylyl]-4-carboxamide.
Claim 25
Dependent Claim
11 words
The compound as defined in claim 1 having the name N-cyclohexyl-N-hydroxy[1,1'-biphenylyl]-4-carboxamide.
Claim 26
Dependent Claim
11 words
The compound as defined in claim 1 having the name N-hydroxy-N-methyl-4-pentylbenzamide.
Claim 27
Dependent Claim
11 words
The compound as defined in claim 1 having the name 4-heptyl-N-hydroxy-N-methylbenzamide.
Claim 28
Dependent Claim
11 words
The compound as defined in claim 1 having the name 4-(cyclohexyloxy)-N-hydroxy-N-methylbenzamide.
Claim 29
Dependent Claim
11 words
The compound as defined in claim 1 having the name N-hydroxy-N-methyl-4-(3-phenylpropoxy)benzamide.
Claim 30
Dependent Claim
11 words
The compound as defined in claim 1 having the name N-(1,1-dimethylethyl)-N-hydroxy-4-(4-phenylbutyl)benzamide.
Claim 31
Dependent Claim
34 words
A composition for inhibiting allergic conditions in a mammalian species, comprising an effective amount of a compound as defined in claim 1 or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier thereof.
Claim 32
Dependent Claim
35 words
A method of inhibiting Δ 5 -lipoxygenase which comprises administering to the circulatory system of a mammalian host an effective amount of a compound as defined in claim 1 or a pharmaceutically acceptable salt thereof.
Claim 33
Dependent Claim
26 words
The method as defined in claim 30 wherein said compound is administered in an amount within the range of from about 1 to about 100 mg/kg.
Claim 34
Dependent Claim
38 words
A method for treating asthma in a mammalian species in need of such treatment, which comprises administering to a mammalian host an effective amount of a compound as defined in claim 1 or a pharmaceutically acceptable salt 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) | 1989-08-18 | 1990-02-17 | 1990-08-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-08-18 | 1994-02-17 | 1994-08-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-08-18 | 1998-02-17 | 1998-08-19 | $7700.00 | Window Closed / Lapsed |