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US4510139A
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Substituted aminobenzamides and their use as agents which inhibit lipoxygenase activity
Assignee: STWB Inc
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Filing: 1984-01-06
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Granted: 1985-04-09
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Expires: 2004-01-06
Abstract
Abstract Novel 2-(hydroxyphenylamino)benzamides and oxidation products thereof, useful as inhibitors of lipoxygenase, are of the formulas ##STR1## wherein R is hydrogen, lower-alkyl, halo or lower-alkoxy; R' is hydrogen or lower-alkyl; R" is hydrogen, lower-alkyl or halo; and N═Z is amino or substituted amino. The compounds of Formula I are prepared by de-etherification of the corresponding alkyl or benzyl ethers; and the compounds of Formula II are prepared by oxidation of the compounds of Formula I where R' is hydrogen and OH is in the 4-position.
Inventors
- 👤 Denis M. Bailey
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 11:39
CPC Classifications
C; C07; C07D; C07D265/00; C07D265/04; C07D265/12; C07D265/14; C07D265/24; C07D265/26; C07D295/00; C07D295/16; C07D295/18; C07D295/182; C07D295/192
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
82 words
A compound of the formula ##STR11## wherein: R is hydrogen, lower-alkyl, halo or lower-alkoxy; R' is hydrogen or lower-alkyl; R" is hydrogen, lower-alkyl or halo; and N═Z is a member of the group consisting of amino, alkylamino having from one to four carbon atoms, dialkylamino having from two to eight carbon atoms, benzylamino, N-benzyl-N-alkylamino having from eight to ten carbon atoms, 5- or 6-ring-membered cycloalkylamino having from five to eight carbon atoms, 1-pyrrolidinyl, 1-piperidinyl, 4-morpholinyl, and lower-alkylated derivatives of said heterocyclic members.
Claim 2
Dependent Claim
82 words
A compound of the formula ##STR11## wherein: R is hydrogen, lower-alkyl, halo or lower-alkoxy; R' is hydrogen or lower-alkyl; R" is hydrogen, lower-alkyl or halo; and N═Z is a member of the group consisting of amino, alkylamino having from one to four carbon atoms, dialkylamino having from two to eight carbon atoms, benzylamino, N-benzyl-N-alkylamino having from eight to ten carbon atoms, 5- or 6-ring-membered cycloalkylamino having from five to eight carbon atoms, 1-pyrrolidinyl, 1-piperidinyl, 4-morpholinyl, and lower-alkylated derivatives of said heterocyclic members.
Claim 3
Dependent Claim
10 words
A compound according to claim 1 of the formula ##STR12##
Claim 4
Dependent Claim
5 words
1-[2-(2-Hydroxyphenylamino)benzoyl]piperidine, according to claim 2.
Claim 5
Dependent Claim
10 words
A compound according to claim 2 of the formula ##STR13##
Claim 6
Dependent Claim
5 words
1-[2-(4-Hydroxyphenylamino)benzoyl]piperidine, according to claim 4.
Claim 7
Dependent Claim
5 words
2-(4-Hydroxyphenylamino)benzamide, according to claim 4.
Claim 8
Dependent Claim
5 words
2-(4-Hydroxyphenylamino)-N-propylbenzamide, according to claim 4.
Claim 9
Dependent Claim
5 words
4-Chloro-2-(4-hydroxyphenylamino)-N-methylbenzamide, according to claim 4.
Claim 10
Dependent Claim
5 words
2-(4-Hydroxyphenylamino)-N-benzylbenzamide, according to claim 4.
Claim 11
Dependent Claim
5 words
N-Cyclohexyl-2-(4-hydroxyphenylamino)benzamide, according to claim 4.
Claim 12
Dependent Claim
5 words
2-(4-Hydroxyphenylamino)-N-ethyl-N-propylbenzamide, according to claim 4.
Claim 13
Dependent Claim
5 words
1-[2-(4-Hydroxyphenylamino)-5-methoxybenzoyl]piperidine, according to claim 4.
Claim 14
Dependent Claim
5 words
2-(4-Hydroxyphenylamino)-N-benzyl-5-methoxybenzamide, according to claim 4.
Claim 15
Dependent Claim
10 words
A compound according to claim 1 of the formula ##STR14##
Claim 16
Dependent Claim
5 words
1-{2-[(4-Oxo-2,5-cyclohexadien-1-ylidene)amino]benzoyl}piperidine, according to claim 14.
Claim 17
Dependent Claim
29 words
A composition for inhibiting lipoxygenase activity which comprises a pharmacologically effective amount of a compound according to claim 1 together with one or more pharmaceutically acceptable excipients or diluents.
Claim 18
Dependent Claim
26 words
A method for inhibiting lipoxygenase activity in a mammal which comprises administering to said mammal a pharmacologically effective amount of a composition according to claim 16.
Claim 19
Dependent Claim
28 words
A method for treating or preventing allergic asthma in a mammal which comprises administering to said mammal an anti-asthmatically effective amount of a composition according to claim 16.
References Cited (Backward Citations)
US4093734A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-04-08 | 1988-10-08 | 1989-04-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-04-08 | 1992-10-08 | 1993-04-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-04-08 | 1996-10-08 | 1997-04-09 | $7700.00 | Window Closed / Lapsed |