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US4268516A
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[1]Benzothiopyrano[4,3-c]pyrazoles as immunoregulatory agents
Assignee: Pfizer Inc
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Filing: 1980-03-24
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Granted: 1981-05-19
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Expires: 2000-03-24
Abstract
Abstract 1,2,3,4-Tetrahydrobenzothiopyrano[4,3-c]pyrazol-3-ones and 2,3-dihydro[1]benzothiopyrano[4,3-c]pyrazol-3-ones, of respective structure I and II, <IMAGE> I +TR <IMAGE> II wherein n is an integer of value from 0 to 2; R is phenyl; phenyl monosubstituted with chloro, bromo, fluoro, methyl, methoxy, nitro or trifluoromethyl; or phenyl disubstituted with chloro; and X is hydrogen or chloro; are described. These novel compounds are immunoregulators which, through suppression of the immune response in mammals, are useful in inhibiting rejection of organ transplants, as well as in the therapy of auto-immune diseases.
Inventors
- 👤 Joseph G. Lombardino
- 👤 Ivan G. Otterness
- 👤 James F. Muren
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 20:52
CPC Classifications
C; C07; C07D; C07D495/00; C07D495/02; C07D495/04
Claims Analysis
Total Claims: 30
Claim 1
Independent Claim
45 words
A compound of structure: ##STR8## wherein n is an integer of value from 0 to 2; R is phenyl; phenyl monosubstituted with chloro, bromo, fluoro, methyl, methoxy, nitro or trifluoromethyl; or phenyl disubstituted with chloro in other than 2,6-position; and X is hydrogen or chloro.
Claim 2
Dependent Claim
45 words
A compound of structure: ##STR8## wherein n is an integer of value from 0 to 2; R is phenyl; phenyl monosubstituted with chloro, bromo, fluoro, methyl, methoxy, nitro or trifluoromethyl; or phenyl disubstituted with chloro in other than 2,6-position; and X is hydrogen or chloro.
Claim 3
Dependent Claim
22 words
A compound of claim 1 wherein X is hydrogen and R is phenyl mono-substituted in the 4-position with chloro, bromo or fluoro.
Claim 4
Dependent Claim
1 words
2-(4-Chlorophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one.
Claim 5
Dependent Claim
1 words
2-(4-Chlorophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one.
Claim 6
Dependent Claim
1 words
2-(4-Bromophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one.
Claim 7
Dependent Claim
1 words
2-(4-Bromophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one.
Claim 8
Dependent Claim
1 words
2-(4-Fluorophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one.
Claim 9
Dependent Claim
1 words
2-(4-Fluorophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one.
Claim 10
Dependent Claim
1 words
2-(4-Chlorophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one-5-oxide.
Claim 11
Dependent Claim
1 words
2-(4-Chlorophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one-5-oxide.
Claim 12
Dependent Claim
1 words
2-(4-Chlorophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one-5,5-dioxide.
Claim 13
Dependent Claim
1 words
2-(4-Chlorophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one-5,5-dioxide.
Claim 14
Dependent Claim
1 words
2-(4-Chlorophenyl)-2,3-dihydro[1]benzothiopyrano[4,3-c]pyrazol-3-one.
Claim 15
Dependent Claim
1 words
2-(4-Chlorophenyl)-2,3-dihydro[1]benzothiopyrano[4,3-c]pyrazol-3-one.
Claim 16
Dependent Claim
21 words
A compound of claim 1 wherein X is hydrogen and R is phenyl disubstituted in the 3,4- or 3,5-position with chloro.
Claim 17
Dependent Claim
1 words
2-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one.
Claim 18
Dependent Claim
1 words
2-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one.
Claim 19
Dependent Claim
29 words
A pharmaceutical composition suitable for oral or parenteral administration in suppressing body immune responses comprising a pharmaceutically-acceptable carrier and an immune suppressing amount of a compound of claim 1.
Claim 20
Dependent Claim
11 words
A pharmaceutical composition of claim 11 wherein the compound is 2-(4-chlorophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one.
Claim 21
Dependent Claim
11 words
A pharmaceutical composition of claim 11 wherein the compound is 2-(4-bromophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one
Claim 22
Dependent Claim
11 words
A pharmaceutical composition of claim 11 wherein the compound is 2-(4-fluorophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one.
Claim 23
Dependent Claim
11 words
A pharmaceutical composition of claim 11 wherein the compound is 2-(4-chlorophenyl)-2,3-dihydro[1]benzothiopyrano[4,3-c]pyrazol-3-one.
Claim 24
Dependent Claim
11 words
A pharmaceutical composition of claim 11 wherein the compound is 2-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one.
Claim 25
Dependent Claim
38 words
A method of suppressing body immune responses in a mammal, other than a rabbit, in need of such treatment comprising orally or parenterally administering a body immune suppressing amount of a compound of claim 1 to said mammal.
Claim 26
Dependent Claim
10 words
A method of claim 17 wherein the compound is 2-(4-chlorophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one.
Claim 27
Dependent Claim
10 words
A method of claim 17 wherein the compound is 2-(4-bromophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one.
Claim 28
Dependent Claim
10 words
A method of claim 17 wherein the compound is 2-(4-fluorophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one.
Claim 29
Dependent Claim
10 words
A method of claim 17 wherein the compound is 2-(4-chlorophenyl)-2,3-dihydro[1]benzothiopyrano[4,3-c]pyrazol-3-one.
Claim 30
Dependent Claim
10 words
A method of claim 17 wherein the compound is 2-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one.
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) | 1984-05-18 | 1984-11-17 | 1985-05-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-05-18 | 1988-11-17 | 1989-05-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-05-18 | 1992-11-17 | 1993-05-19 | $7700.00 | Window Closed / Lapsed |