Patent US4146631A successfully refreshed from Google Patents.
US4146631A
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Benzamide derivatives
Assignee: May and Baker Ltd
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Filing: 1977-11-03
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Granted: 1979-03-27
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Expires: 1997-11-03
Abstract
Abstract Benzamide derivatives of the formula:- ##STR1## wherein R 1 represents a fluorine, chlorine or bromine atom, or an alkyl, alkoxy, alkylthio, alkylsulphonyl, alkanoylamino, alkylamino or alkylsulphamoyl group, each such group containing from 1 to 6 carbon atoms, a dialkylsulphamoyl, dialkylamino or dialkylcarbamoyl group (wherein the two alkyl groups may be the same or different and each contains from 1 to 4 carbon atoms), an alkanoyl, alkoxycarbonyl, alkoxycarbonylamino or alkylcarbamoyl group containing from 2 to 6 carbon atoms, or a hydroxy, formyl, nitro, trifluoromethyl, aryl, benzyloxycarbonylamino, amino, sulphamoyl, cyano, tetrazol-5-yl, carboxy, carbamoyl or aroyl group, and n represents an integer 1, 2 or 3, are new compounds possessing pharmacological properties, in particular properties of value in the treatment of respiratory disorders manifested by the interaction of tissue-fixed antibodies with specific antigens.
Inventors
- 👤 Roger E. Ford
- 👤 Philip Knowles
- 👤 Edward Lunt
- 👤 Stuart M. Marshall
- 👤 Anthony J. H. Summers
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 19:33
CPC Classifications
C; C07; C07D; C07D257/00; C07D257/02; C07D257/04; A; A61; A61P; A61P11/00; A61P37/00; A61P37/08; C07C; C07C205/00; C07C205/49; C07C205/56; C07C205/57; C07C205/61; C07C309/00; C07C317/00; C07C45/00; C07C45/40; C07C45/61; C07C45/67; C07C49/00; C07C49/76; C07C49/82; C07C49/835; C07C49/86; C07C65/00; C07C65/01; C07C65/03; C07C65/05; C07C65/21; C07C65/24; C07C65/30; C07C65/32; C07C65/40; C07D257/06
Claims Analysis
Total Claims: 33
Claim 1
Independent Claim
119 words
A compound of the formula: ##STR17## wherein R 1 represents a fluorine, chlorine or bromine atom, or an alkyl, alkoxy, alkylthio, alkylsulphonyl, alkanoylamino, alkylamino or alkylsulphamoyl group, each such group containing from 1 to 6 carbon atoms, a dialkylsulphamoyl, dialkylamino or dialkylcarbamoyl group wherein the two alkyl groups may be the same or different and each contains from 1 to 4 carbon atoms, an alkanoyl, alkoxycarbonyl, alkoxycarbonylamino or alkylcarbamoyl group containing from 2 to 6 carbon atoms, or a hydroxy, formyl, nitro, trifluoromethyl, phenyl, benzyloxycarbonylamino, amino, sulphamoyl, cyano, tetrazol-5-yl, carboxy, carbamoyl or benzoyl group, and n represents 1 or 2, the substituents R 1 being in the 3- and 5-positions when n represents 2, and pharmaceutically acceptable salts thereof.
Claim 2
Dependent Claim
119 words
A compound of the formula: ##STR17## wherein R 1 represents a fluorine, chlorine or bromine atom, or an alkyl, alkoxy, alkylthio, alkylsulphonyl, alkanoylamino, alkylamino or alkylsulphamoyl group, each such group containing from 1 to 6 carbon atoms, a dialkylsulphamoyl, dialkylamino or dialkylcarbamoyl group wherein the two alkyl groups may be the same or different and each contains from 1 to 4 carbon atoms, an alkanoyl, alkoxycarbonyl, alkoxycarbonylamino or alkylcarbamoyl group containing from 2 to 6 carbon atoms, or a hydroxy, formyl, nitro, trifluoromethyl, phenyl, benzyloxycarbonylamino, amino, sulphamoyl, cyano, tetrazol-5-yl, carboxy, carbamoyl or benzoyl group, and n represents 1 or 2, the substituents R 1 being in the 3- and 5-positions when n represents 2, and pharmaceutically acceptable salts thereof.
Claim 3
Dependent Claim
101 words
A compound according to claim 1 wherein R 1 represents a fluorine, chlorine or bromine atom, an alkyl, alkoxy, alkylthio, alkylsulphonyl or alkanoylamino group, each such group containing from 1 to 6 carbon atoms, a dialkylsulphamoyl group wherein the two alkyl groups may be the same or different and each contains from 1 to 4 carbon atoms, an alkanoyl group containing from 2 to 6 carbon atoms, or a hydroxy, formyl, nitro, trifluoromethyl or phenyl group, and n represents 1 or 2, the substituents R 1 being in the 3- and 5-positions when n represents 2, and pharmaceutically acceptable salts thereof.
Claim 4
Dependent Claim
114 words
A compound according to claim 1 wherein R 1 represents a fluorine, chlorine or bromine atom, or an alkyl, alkoxy, alkylthio, alkylsulphonyl, alkanoylamino or alkylsulphamoyl group, each such group containing from 1 to 6 carbon atoms, a dialkylsulphamoyl or dialkylamino group wherein the two alkyl groups may be the same or different and each contains from 1 to 4 carbon atoms, an alkanoyl or alkylcarbamoyl group containing from 2 to 6 carbon atoms, or a hydroxy, formyl, nitro, trifluoromethyl, phenyl, benzyloxycarbonylamino, amino, sulphamoyl, cyano, tetrazol-5-yl, carboxy or benzoyl group, and n represents 1 or 2, the substituents R 1 being in the 3- and 5-positions when n represents 2 and pharmaceutically acceptable salts thereof.
Claim 5
Dependent Claim
58 words
A compound according to claim 1 wherein one of the substituents R 1 on the phenyl ring of the compounds of the general formula depicted in claim 1 is a nitro, cyano, alkanoyl, formyl or tetrazol-5-yl group, any other substituent R 1 present on the phenyl ring being as defined in claim 1, and pharmaceutically acceptable salts thereof.
Claim 6
Dependent Claim
14 words
A compound according to claim 1 which is 3-acetyl-2-hydroxy-5-methyl-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 7
Dependent Claim
14 words
A compound according to claim 1 which is 2-hydroxy-3-methoxy-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 8
Dependent Claim
14 words
A compound according to claim 1 which is 3-acetyl-5-ethyl-2-hydroxy-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 9
Dependent Claim
14 words
A compound according to claim 1 which is 3-acetyl-2-hydroxy-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 10
Dependent Claim
14 words
A compound according to claim 1 which is 3-acetyl-2-hydroxy-5-propyl-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 11
Dependent Claim
14 words
A compound according to claim 1 which is 2-hydroxy-5-methyl-3-propionyl-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 12
Dependent Claim
14 words
A compound according to claim 1 which is 5-ethyl-2-hydroxy-3-propionyl-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 13
Dependent Claim
14 words
A compound according to claim 1 which is 2-hydroxy-5-methyl-3,N-bis(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 14
Dependent Claim
14 words
A compound according to claim 1 which is 3-acetyl-2-hydroxy-5-nitro-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 15
Dependent Claim
14 words
A compound according to claim 1 which is 2-hydroxy-3,5-dinitro-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 16
Dependent Claim
14 words
A compound according to claim 1 which is 2-hydroxy-3-nitro-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 17
Dependent Claim
14 words
A compound according to claim 1 which is 2-hydroxy-3-propoxy-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 18
Dependent Claim
14 words
A compound according to claim 1 which is 2-hydroxy-5-nitro-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 19
Dependent Claim
14 words
A compound according to claim 1 which is 2-hydroxy-5-methoxy-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 20
Dependent Claim
14 words
A compound according to claim 1 which is 4-acetylamino-2-hydroxy-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 21
Dependent Claim
14 words
A compound according to claim 1 which is 2-hydroxy-5-methylthio-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 22
Dependent Claim
14 words
A compound according to claim 1 which is 5-formyl-2-hydroxy-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 23
Dependent Claim
14 words
A compound according to claim 1 which is 4-benzyloxycarbonylamino-2-hydroxy-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 24
Dependent Claim
14 words
A compound according to claim 1 which is 3-acetyl-2-hydroxy-5-sulphamoyl-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 25
Dependent Claim
14 words
A compound according to claim 1 which is 3-acetyl-5-sec-butyl-2-hydroxy-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 26
Dependent Claim
14 words
A compound according to claim 1 which is 3-acetyl-5-tert-butyl-2-hydroxy-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 27
Dependent Claim
14 words
A compound according to claim 1 which is 3-acetyl-5-fluoro-2-hydroxy-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 28
Dependent Claim
14 words
A compound according to claim 1 which is 3-butyryl-5-ethyl-2-hydroxy-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 29
Dependent Claim
14 words
A compound according to claim 1 which is 3-formyl-2-hydroxy-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 30
Dependent Claim
14 words
A compound according to claim 1 which is 3-cyano-2-hydroxy-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 31
Dependent Claim
14 words
A compound according to claim 1 which is 5-cyano-2-hydroxy-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 32
Dependent Claim
14 words
A compound according to claim 1 which is 5-acetyl-2-hydroxy-3-nitro-N-(tetrazol-5-yl)benzamide and pharmaceutically acceptable salts thereof.
Claim 33
Dependent Claim
48 words
A pharmaceutical composition useful in the treatment of respiratory disorders manifested by the interaction of tissue-fixed antibodies with specific antigens which comprises as active ingredient, an effective amount of a compound as claimed in claim 1, or a pharmaceutically acceptable salt thereof, in association with a pharmaceutical carrier.
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) | 1982-03-26 | 1982-09-25 | 1983-03-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-03-26 | 1986-09-25 | 1987-03-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-03-26 | 1990-09-25 | 1991-03-27 | $7700.00 | Window Closed / Lapsed |