US4112105A
Expired / Lapsed
US
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Anti-inflammatory 3-(substituted-amino)-2,1-benzisothiazoles
Assignee: STWB Inc
•
Filing: 1977-05-04
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Granted: 1978-09-05
•
Expires: 1997-05-04
Abstract
Abstract 3-(Substituted-amino)-2,1,-benzisothiazoles useful as anti-inflammatory agents are prepared by reductive cyclization of appropriately substituted 2-nitrothiobenzamides or by reaction of 3-chloro-2,1-benzisothiazoles with suitably substituted amines.
Inventors
- 👤 John Alan Carlson
- 👤 Malcolm Rice Bell
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 10:12
CPC Classifications
C; C07; C07D; C07D275/00; C07D275/04; C07C; C07C205/00; C07C205/49; C07C205/57; C07C205/58; C07D295/00; C07D295/04; C07D295/12; C07D295/125; C07D295/13; C07D295/16; C07D295/18; C07D295/182; C07D295/192; C07D295/194
Claims Analysis
Total Claims: 30
Claim 1
Independent Claim
151 words
A compound having the formula ##STR26## wherein: R 1 is hydrogen, methyl or ethyl; R 2 is selected from the group consisting of ##STR27## or R 1 and R 2 taken together with the nitrogen atom are piperazinyl, N-lower alkylpiperazinyl or N-phenylpiperazinyl; R 3 is methyl or ethyl; R 4 and R 5 are the same or different and are selected from the group consisting of hydrogen, lower alkyl, hydroxy-lower alkyl, or when taken together with the nitrogen atom, are pyrrolidino, piperidino, hexamethyleneimino, piperazinyl, N-lower alkylpiperazinyl or N-phenylpiperazinyl; Y is an alkylene group containing from 2 to 8 carbon atoms and separating the two nitrogen atoms by at least 2 carbon atoms; X occupies any of positions 4,5,6 or 7 and is selected from the group consisting of methoxy and halo; and n is 1 or 2; or 0,1 or 2 when R 2 is ##STR28## or an acid-addition salt thereof.
Claim 2
Dependent Claim
151 words
A compound having the formula ##STR26## wherein: R 1 is hydrogen, methyl or ethyl; R 2 is selected from the group consisting of ##STR27## or R 1 and R 2 taken together with the nitrogen atom are piperazinyl, N-lower alkylpiperazinyl or N-phenylpiperazinyl; R 3 is methyl or ethyl; R 4 and R 5 are the same or different and are selected from the group consisting of hydrogen, lower alkyl, hydroxy-lower alkyl, or when taken together with the nitrogen atom, are pyrrolidino, piperidino, hexamethyleneimino, piperazinyl, N-lower alkylpiperazinyl or N-phenylpiperazinyl; Y is an alkylene group containing from 2 to 8 carbon atoms and separating the two nitrogen atoms by at least 2 carbon atoms; X occupies any of positions 4,5,6 or 7 and is selected from the group consisting of methoxy and halo; and n is 1 or 2; or 0,1 or 2 when R 2 is ##STR28## or an acid-addition salt thereof.
Claim 3
Dependent Claim
15 words
A compound according to claim 1 wherein R 2 is --Y--NR 4 R 5 .
Claim 4
Dependent Claim
27 words
A compound according to claim 2 wherein R 4 and R 5 taken together with the nitrogen atom are pyrrolidino, piperidino, hexamethyleneimino, piperazinyl, N-lower alkylpiperazinyl or N-phenylpiperazinyl.
Claim 5
Dependent Claim
10 words
A compound according to claim 3 wherein X is halo.
Claim 6
Dependent Claim
14 words
A compound according to claim 4 wherein X is chloro and n is 1.
Claim 7
Dependent Claim
31 words
A compound according to claim 5 wherein Y is an alkylene group containing from 2 to 5 carbon atoms and separating the two nitrogen atoms by at least 2 carbon atoms.
Claim 8
Dependent Claim
31 words
A compound according to claim 2 wherein R 4 and R 5 are the same or different and are selected from the group consisting of hydrogen, lower alkyl or hydroxy-lower alkyl.
Claim 9
Dependent Claim
10 words
A compound according to claim 7 wherein X is halo.
Claim 10
Dependent Claim
10 words
A compound according to claim 8 wherein X is chloro.
Claim 11
Dependent Claim
31 words
A compound according to claim 9 wherein Y is an alkylene group containing from 2 to 5 carbon atoms and separating the two nitrogen atoms by at least 2 carbon atoms.
Claim 12
Dependent Claim
29 words
A compound according to claim 10 wherein R 4 and R 5 are the same or different and are selected from the group consisting of hydrogen and lower alkyl.
Claim 13
Dependent Claim
10 words
A compound according to claim 11 wherein n is 1.
Claim 14
Dependent Claim
5 words
6-Chloro-3-[4-(diethylamino)-1-methylbutylamino]-2,1-benzisothiazole according to claim 12.
Claim 15
Dependent Claim
11 words
A compound according to claim 1 wherein R 2 is ##STR29##
Claim 16
Dependent Claim
10 words
A compound according to claim 14 wherein X is halo.
Claim 17
Dependent Claim
29 words
A compound according to claim 15 wherein R 4 and R 5 are the same or different and are selected from the group consisting of hydrogen and lower alkyl.
Claim 18
Dependent Claim
14 words
A compound according to claim 16 wherein X is chloro and n is 1.
Claim 19
Dependent Claim
11 words
A compound according to claim 1 wherein R 2 is ##STR30##
Claim 20
Dependent Claim
10 words
A compound according to claim 18 wherein X is halo.
Claim 21
Dependent Claim
14 words
A compound according to claim 19 wherein X is chloro and n is 1.
Claim 22
Dependent Claim
24 words
A compound according to claim 1 wherein R 1 and R 2 taken together with the nitrogen atom are piperazinyl, N-lower alkylpiperazinyl, or N-phenylpiperazinyl.
Claim 23
Dependent Claim
10 words
A compound according to claim 21 wherein X is halo.
Claim 24
Dependent Claim
14 words
A compound according to claim 22 wherein X is chloro and n is 1.
Claim 25
Dependent Claim
28 words
A pharmaceutical composition for treating inflammation in mammals which comprises from about 25 to 500 mg. of a compound according to claim 1 and a pharmaceutically acceptable carrier.
Claim 26
Dependent Claim
28 words
A pharmaceutical composition for treating inflammation in mammals which comprises from about 25 to 500 mg. of a compound according to claim 13 and a pharmaceutically acceptable carrier.
Claim 27
Dependent Claim
30 words
A method of reducing inflammation in a mammal in need of such treatment which comprises administering to said mammal an effective anti-inflammatory amount of a compound according to claim 1.
Claim 28
Dependent Claim
30 words
A method of reducing inflammation in a mammal in need of such treatment which comprises administering to said mammal an effective anti-inflammatory amount of a compound according to claim 13.
Claim 29
Independent Claim
25 words
A method of reducing inflammation in a mammal in need of such treatment which comprises administering to said mammal an effective anti-inflammatory amount of 3-[4-(diethylamino)-1-methylbutylamino]-2,1-benzisothiazole.
Claim 30
Independent Claim
25 words
A method of reducing inflammation in a mammal in need of such treatment which comprises administering to said mammal an effective anti-inflammatory amount of 3-[4-(diethylamino)-1-methylbutylamino]-2,1-benzisothiazole.
References Cited (Backward Citations)
US3187001A
Cited
US3787572A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-09-04 | 1982-03-06 | 1982-09-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-09-04 | 1986-03-06 | 1986-09-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-09-04 | 1990-03-06 | 1990-09-05 | $7700.00 | Window Closed / Lapsed |