US4474806A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Sulfonyl or carbonyl inositol derivatives useful as anti-inflammatory/analgesic agents
Assignee: Merck and Co Inc
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Filing: 1982-05-10
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Granted: 1984-10-02
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Expires: 2002-05-10
Abstract
Abstract Sulfonyl or carbonyl derivatives of inositols are found to be effective phospholipase C inhibitors and thereby potent anti-inflammatory and analgesic agents. These inositol derivatives are prepared by condensation of a protected inositol with a substituted sulfonic or carboxylic acid derivative followed by removal of protecting groups.
Inventors
- 👤 Thomas R. Beattie
- 👤 Shu S. Yang
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 14:47
CPC Classifications
C; C07; C07C; C07C317/00; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
95 words
A compound of formula: ##STR20## wherein: L is R 1 NH wherein R 1 is (1) straight or branched-chain alkyl having from 1 to 20 carbon atoms; (2) aryl having from 6 to 10 carbon atoms with the proviso that L cannot be p-tolyl when A is myo-inositol; (3) cycloalkyl having from 3 to 8 carbon atoms; (4) alkenyl having from 2 to 20 carbon atoms; (5) cycloalkenyl having from 5 to 8 carbon atoms; Y is oxygen or --NH--; and A is ##STR21## wherein R 4 is methyl, fluoromethyl, trifluoromethyl or 2-methoxyethyl or ##STR22##
Claim 2
Dependent Claim
95 words
A compound of formula: ##STR20## wherein: L is R 1 NH wherein R 1 is (1) straight or branched-chain alkyl having from 1 to 20 carbon atoms; (2) aryl having from 6 to 10 carbon atoms with the proviso that L cannot be p-tolyl when A is myo-inositol; (3) cycloalkyl having from 3 to 8 carbon atoms; (4) alkenyl having from 2 to 20 carbon atoms; (5) cycloalkenyl having from 5 to 8 carbon atoms; Y is oxygen or --NH--; and A is ##STR21## wherein R 4 is methyl, fluoromethyl, trifluoromethyl or 2-methoxyethyl or ##STR22##
Claim 3
Dependent Claim
30 words
The compound of claim 1 wherein: L is R 1 NH; Y is oxygen or --NH--; and A is ##STR23## wherein R 4 is methyl, fluoromethyl, trifluormethyl or 2-methoxyethyl ##STR24##
Claim 4
Dependent Claim
8 words
The compound of claim 1 which is 5-dodecylcarbamoylmyo-inositol.
Claim 5
Dependent Claim
118 words
A pharmaceutical composition for treating inflammatory conditions, fever and pain in mammalian species comprising a non-toxic pharmaceutical carrier and an effective amount of a compound of formula: ##STR25## wherein: L is R 1 NH wherein R 1 is (1) straight or branched-chain alkyl having from 1 to 20 carbon atoms; (2) aryl having from 6 to 10 carbon atoms with the proviso that L cannot be p-tolyl when A is myo-inositol; (3) cycloalkyl having from 3 to 8 carbon atoms; (4) alkenyl having from 2 to 20 carbon atoms; (5) cycloalkenyl having from 5 to 8 carbon atoms; Y is oxygen or --NH--; and A is ##STR26## wherein R 4 is methyl, fluoromethyl, trifluoromethyl or 2-methoxyethyl or ##STR27##
Claim 6
Dependent Claim
118 words
A pharmaceutical composition for treating inflammatory conditions, fever and pain in mammalian species comprising a non-toxic pharmaceutical carrier and an effective amount of a compound of formula: ##STR25## wherein: L is R 1 NH wherein R 1 is (1) straight or branched-chain alkyl having from 1 to 20 carbon atoms; (2) aryl having from 6 to 10 carbon atoms with the proviso that L cannot be p-tolyl when A is myo-inositol; (3) cycloalkyl having from 3 to 8 carbon atoms; (4) alkenyl having from 2 to 20 carbon atoms; (5) cycloalkenyl having from 5 to 8 carbon atoms; Y is oxygen or --NH--; and A is ##STR26## wherein R 4 is methyl, fluoromethyl, trifluoromethyl or 2-methoxyethyl or ##STR27##
Claim 7
Dependent Claim
30 words
The compound of claim 4 wherein: L is R 1 NH; Y is oxygen or --NH--; and A is ##STR28## wherein R 4 is methyl, fluoromethyl, trifluormethyl or 2-methoxyethyl ##STR29##
Claim 8
Independent Claim
121 words
A method for treating inflammatory conditions, fever and pain comprising the administration to a mammalian species in need of such treatment an effective amount of a compound of structural formula: ##STR30## wherein: L is R 1 NH wherein R 1 is (1) straight or branched-chain alkyl having from 1 to 20 carbon atoms; (2) aryl having from 6 to 10 carbon atoms with the proviso that L cannot be p-tolyl when A is myo-inositol; (3) cycloalkyl having from 3 to 8 carbon atoms; (4) alkenyl having from 2 to 20 carbon atoms; (5) cycloalkenyl having from 5 to 8 carbon atoms; Y is oxygen or --NH--; and A is ##STR31## wherein R 4 is methyl, fluoromethyl, trifluoromethyl or 2-methoxyethyl or ##STR32##
Claim 9
Independent Claim
121 words
A method for treating inflammatory conditions, fever and pain comprising the administration to a mammalian species in need of such treatment an effective amount of a compound of structural formula: ##STR30## wherein: L is R 1 NH wherein R 1 is (1) straight or branched-chain alkyl having from 1 to 20 carbon atoms; (2) aryl having from 6 to 10 carbon atoms with the proviso that L cannot be p-tolyl when A is myo-inositol; (3) cycloalkyl having from 3 to 8 carbon atoms; (4) alkenyl having from 2 to 20 carbon atoms; (5) cycloalkenyl having from 5 to 8 carbon atoms; Y is oxygen or --NH--; and A is ##STR31## wherein R 4 is methyl, fluoromethyl, trifluoromethyl or 2-methoxyethyl or ##STR32##
Claim 10
Dependent Claim
30 words
The compound of claim 6 wherein: L is R 1 NH; Y is oxygen or --NH--; and A is ##STR33## wherein R 4 is methyl, fluoromethyl, trifluormethyl or 2-methoxyethyl ##STR34##
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) | 1987-10-02 | 1988-04-02 | 1988-10-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-10-02 | 1992-04-02 | 1992-10-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-10-02 | 1996-04-02 | 1996-10-02 | $7700.00 | Window Closed / Lapsed |