Patent US3962445A successfully refreshed from Google Patents.
US3962445A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Anti-allergenic carbostyril derivatives
Assignee: Beecham Group PLC
•
Filing: 1975-01-29
•
Granted: 1976-06-08
•
Expires: 1995-01-29
Abstract
Abstract A class of 4-hydroxy-3-nitroearbostyril derivatives are useful in the inhibition of certain types of antigen antibody reactions.
Inventors
- 👤 Derek Richard Buckle
- 👤 Barrie Christian Charles Cantello
- 👤 Harry Smith
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 12:21
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/33; A61K31/395; A61K31/435; A61K31/47; A61K31/4704
Claims Analysis
Total Claims: 59
Claim 1
Independent Claim
111 words
A pharmaceutical composition useful for treating allergic conditions in humans which comprises an anti-allergenic amount of a compound of the formula: ##SPC6## or a pharmaceutically acceptable nontoxic salt thereof, wherein R 1 , R 2 , R 3 and R 4 are hydrogen, lower alkyl, lower alkoxy, phenoxy, benzyloxy, phenyl, benzyl, pyridyl, hydroxy, nitro, or halogen or any two of R 1 , R 2 , R 3 and R 4 together with the carbon atoms to which they are attached form a fused phenyl or a fused 1,2-cyclohexenylene moiety, and R 5 is hydrogen, lower alkyl, phenyl or benzyl, in combination with a pharmaceutically acceptable nontoxic inert diluent or carrier.
Claim 2
Dependent Claim
111 words
A pharmaceutical composition useful for treating allergic conditions in humans which comprises an anti-allergenic amount of a compound of the formula: ##SPC6## or a pharmaceutically acceptable nontoxic salt thereof, wherein R 1 , R 2 , R 3 and R 4 are hydrogen, lower alkyl, lower alkoxy, phenoxy, benzyloxy, phenyl, benzyl, pyridyl, hydroxy, nitro, or halogen or any two of R 1 , R 2 , R 3 and R 4 together with the carbon atoms to which they are attached form a fused phenyl or a fused 1,2-cyclohexenylene moiety, and R 5 is hydrogen, lower alkyl, phenyl or benzyl, in combination with a pharmaceutically acceptable nontoxic inert diluent or carrier.
Claim 3
Dependent Claim
37 words
A pharmaceutical composition according to claim 1 wherein R 1 is hydrogen and R 2 , R 3 and R 4 are each hyrogen, lower alkyl or lower alkoxy and R 5 is hydrogen or lower alkyl.
Claim 4
Dependent Claim
19 words
A pharmaceutical composition according to claim 1 wherein the compound is 6,7-dimethyl-4-hydroxy-3-nitrocarbostyril or a pharmaceutically acceptable nontoxic salt thereof.
Claim 5
Dependent Claim
21 words
A pharmaceutical composition according to claim 1 wherein the compound is present in the form of a pharmaceutically acceptable nontoxic salt.
Claim 6
Dependent Claim
14 words
A pharmaceutical composition according to claim 4 wherein the salt is the sodium salt.
Claim 7
Dependent Claim
19 words
A pharmaceutical composition according to claim 1 which is in the form of a microfine powder suitable for insufflation.
Claim 8
Dependent Claim
16 words
A pharmaceutical composition according to claim 6 which additionally comprises a small amount of a bronchodilator.
Claim 9
Dependent Claim
12 words
A pharmaceutical composition according to claim 7 wherein the bronchodilator is isoprenaline.
Claim 10
Dependent Claim
93 words
A pharmaceutical composition according to claim 1 wherein R 1 , r 2 , r 3 and R 4 are each hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, phenoxy, benzyloxy, phenyl, benzyl, pyridyl, hydroxyl, nitro, fluorine, chlorine, bromine or iodine, or any two of R 1 , R 2 , R 3 together with the carbon atoms to which they are attached form a fused phenyl or fused 1,2-cyclohexenylene moiety, and R 5 is hydrogen, alkyl of 1 to 4 carbon atoms, phenyl or benzyl.
Claim 11
Dependent Claim
44 words
A pharmaceutical composition according to claim 1 wherein R 1 is hydrogen, R 2 , r 3 and R 4 are each hydrogen, methyl, n-propyl, methoxy, ethoxy or n-propoxy, and R 5 is hydrogen, alkyl of 1 to 4 carbon atoms, phenyl or benzyl.
Claim 12
Dependent Claim
30 words
A pharmaceutical composition according to claim 1 wherein the salt is selected from the group consisting of an alkali metal salt, an alkaline earth metal salt, or an amine salt.
Claim 13
Dependent Claim
144 words
A pharmaceutical composition according to claim 1 wherein R 1 , r 2 , r 3 and R 4 are hydrogen, lower alkyl, lower alkoxy, phenoxy, benzyloxy, phenyl, benzyl, pyridyl, hydroxy, nitro or halogen, or any two of R 1 , R 2 , R 3 and R 4 together with the carbon atoms to which they are attached form a fused phenyl or a fused 1,2-cyclohexenylene moiety, and R 5 is hydrogen, lower alkyl, phenyl or benzyl, provided that a. R 1 , R 2 , R 3 , R 4 and R 5 are not all simultaneously hydrogen; b. R 2 is not nitro when R 1 , R 3 , R 4 and R 5 are each hydrogen; and c. R 2 and R 4 are not each nitro when R 1 , R 3 and R 5 are each hydrogen.
Claim 14
Dependent Claim
46 words
A composition according to claim 1 wherein the compound is of the formula: ##SPC7## wherein R 6 , r 7 and R 8 are each hydrogen, lower alkyl or lower alkoxy; and R 9 is hydrogen or lower alkyl, or a pharmaceutically acceptable nontoxic salt thereof.
Claim 15
Dependent Claim
41 words
A pharmaceutical composition according to claim 13 wherein one of R 6 , R 7 and R 8 is hydrogen and the other two are each methyl, ethyl, n-propyl, methoxy, ethoxy, or n-propoxy; and R 9 is hydrogen or lower alkyl.
Claim 16
Dependent Claim
65 words
A pharmaceutical composition according to claim 1 wherein R 1 is hydrogen or methyl; R 2 is hydrogen, methyl, ethyl, n-propyl, methoxy, chloro, bromo, nitro, phenyl or pyridyl; R 3 is hydrogen, methyl, ethyl, n-propyl, methoxy, ethoxy, chloro, hydroxy, phenoxy, benzyloxy or pyridyl; R 4 is hydrogen, methyl, n-propyl, methoxy, chloro, bromo, benzyl or pyridyl; and R 5 is hydrogen, methyl, ethyl, phenyl or benzyl.
Claim 17
Dependent Claim
19 words
A pharmaceutical composition according to claim 1 wherein the compound is 6,7-diethyl-4-hydroxy-3-nitrocarbostyril or a pharmaceutically acceptable nontoxic salt thereof.
Claim 18
Dependent Claim
19 words
A pharmaceutical composition according to claim 1 wherein the compound is 7,8-dimethyl-4-hydroxy-3-nitrocarbostyril or a pharmaceutically acceptable nontoxic salt thereof.
Claim 19
Dependent Claim
19 words
A pharmaceutical composition according to claim 1 wherein the compound is 4-hydroxy-8-methyl-3-nitrocarbostyril or a pharmaceutically acceptable nontoxic salt thereof.
Claim 20
Dependent Claim
19 words
A pharmaceutical composition according to claim 1 wherein the compound is 6-ethyl-4-hydroxy-3-nitrocarbostyril or a pharmaceutically acceptable nontoxic salt thereof.
Claim 21
Dependent Claim
19 words
A pharmaceutical composition according to claim 1 wherein the compound is 4-hydroxy-1,6,7-trimethyl-3-nitrocarbostyril or a pharmaceutically acceptable nontoxic salt thereof.
Claim 22
Dependent Claim
19 words
A pharmaceutical composition according to claim 1 wherein the compound is 6,7-diethyl-4-hydroxy-1-methyl-3-nitrocarbostyril or a pharmaceutically acceptable nontoxic salt thereof.
Claim 23
Dependent Claim
20 words
A pharmaceutical composition according to claim 1 wherein the compound is 4-hydroxy-3-nitro 1,7,8-trimethylcarbostyril or a pharmaceutically acceptable nontoxic salt thereof.
Claim 24
Dependent Claim
19 words
A pharmaceutical composition according to claim 1 wherein the compound is 1,8-dimethyl-4-hydroxy-3-nitrocarbostyril or a pharmaceutically acceptable nontoxic salt thereof.
Claim 25
Dependent Claim
19 words
A pharmaceutical composition according to claim 1 wherein the compound is 6-ethyl-4-hydroxy-1-methyl-3-nitrocarbostyril or a pharmaceutically acceptable nontoxic salt thereof.
Claim 26
Dependent Claim
11 words
A pharmaceutical composition according to claim 1 in oral administration form.
Claim 27
Dependent Claim
11 words
A pharmaceutical composition according to claim 1 in parenteral administration form.
Claim 28
Dependent Claim
10 words
A pharmaceutical composition according to claim 1 in insufflation form.
Claim 29
Dependent Claim
26 words
A pharmaceutical composition according to claim 1 in the form of a microfine powder, the particles of which have a diameter of less than 50 microns.
Claim 30
Dependent Claim
18 words
A pharmaceutical composition according to claim 28 wherein the particles have a diameter of less than 10 microns.
Claim 31
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 1.
Claim 32
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 2.
Claim 33
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 3.
Claim 34
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 4.
Claim 35
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 5.
Claim 36
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 6.
Claim 37
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 7.
Claim 38
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 8.
Claim 39
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 9.
Claim 40
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 10.
Claim 41
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 11.
Claim 42
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 12.
Claim 43
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 13.
Claim 44
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 14.
Claim 45
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 15.
Claim 46
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 16.
Claim 47
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 17.
Claim 48
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 18.
Claim 49
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 19.
Claim 50
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 20.
Claim 51
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 21.
Claim 52
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 22.
Claim 53
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 23.
Claim 54
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 24.
Claim 55
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 25.
Claim 56
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 26.
Claim 57
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 27.
Claim 58
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 28.
Claim 59
Dependent Claim
24 words
A method of treating allergic conditions in humans which comprises administering to such human an anti-allergenic amount of a composition according to claim 29.
References Cited (Backward Citations)
CH205502A
Cited
US3355278A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-06-08 | 1979-12-08 | 1980-06-08 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-06-08 | 1983-12-08 | 1984-06-08 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-06-08 | 1987-12-08 | 1988-06-08 | $7700.00 | Window Closed / Lapsed |