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US4254274A
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US
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Cycloalkylidenemethylphenylacetic acid derivatives and process for the preparation thereof
Assignee: Sankyo Co Ltd
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Filing: 1978-08-01
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Granted: 1981-03-03
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Expires: 1998-08-01
Abstract
Abstract Novel 4-(2-oxo-1-cycloalkylidenemethyl)phenylacetic acid derivatives and non-toxic pharmaceutically acceptable salts thereof are useful as anti-inflammatory agents. The compounds may be prepared by reacting a p-formylphenylacetic acid ester derivative with an enamine of cycloalkanone and hydrolyzing the resulting product, or with a cycloalkanone in the presence of a base.
Inventors
- 👤 Atsusuke Terada
- 👤 Shigeru Tanaka
- 👤 Eiichi Misaka
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 11:07
CPC Classifications
C; C07; C07C; C07C279/00; C07C279/04; C07C279/14; A; A61; A61P; A61P25/00; A61P25/20; A61P29/00
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
43 words
A compound having the formula ##STR7## wherein R is a methyl group, R 2 is a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, n is an integer from 1 to 2, and non-toxic pharmacetutically acceptable salts thereof.
Claim 2
Dependent Claim
43 words
A compound having the formula ##STR7## wherein R is a methyl group, R 2 is a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, n is an integer from 1 to 2, and non-toxic pharmacetutically acceptable salts thereof.
Claim 3
Dependent Claim
28 words
The compound of claim 1 wherein R 1 is a methyl group, R 2 is a hydrogen atom, or a methyl or ethyl group, and n is 1.
Claim 4
Dependent Claim
24 words
The compound of claim 1 wherein R 1 is a methyl group, R 2 is a hydrogen atom and n is 1 or 2.
Claim 5
Dependent Claim
9 words
The compound of claim 1 which is ethyl 2-[4-(2-oxo-1-cyclopentylidenemethyl)phenyl]propionate.
Claim 6
Dependent Claim
9 words
The compound of claim 1 which is 2-[4-(2-oxo-1-cyclopentylidenemethyl)phenyl]propionic acid.
Claim 7
Dependent Claim
9 words
The compound of claim 1 which is ethyl 2-[4-(2-oxo-1-cyclohexylidenemethyl)phenyl]propionate.
Claim 8
Dependent Claim
9 words
The compound of claim 1 which is 2-[4-(2-oxo-1-cyclohexylidenemethyl)phenyl]propionic acid.
Claim 9
Dependent Claim
9 words
The compound of claim 1 which is sodium 2-[4-(2-oxo-1-cyclopentylidenemethyl)phenyl]propionate.
Claim 10
Dependent Claim
9 words
The compound of claim 1 which is sodium 2-[4-(2-oxo-1-cyclohexylidenemethyl)phenyl]propionate.
Claim 11
Dependent Claim
12 words
The compound of claim 1 which is L-arginine salt of 2-[4-(2-oxo-1-cyclopentylidenemethyl)phenyl]-propionic acid.
Claim 12
Dependent Claim
12 words
The compound of claim 1 which is L-arginine salt of 2-[4-(2-oxo-1-cyclohexylidenemethyl)phenyl]propionic acid.
Claim 13
Dependent Claim
12 words
The compound of claim 1 which is L-lysine salt of 2-[4-(2-oxo-1-cyclopentylidenemethyl)phenyl]propionic acid.
Claim 14
Dependent Claim
12 words
The compound of claim 1 which is L-lysine salt of 2-[4-(2-oxo-1-cyclohexylidenemethyl)phenyl]propionic acid.
Claim 15
Dependent Claim
30 words
A pharmaceutical composition comprising a compound according to any one of claims 1 to 5, 6, 7, and 8 to 13 in admixture with a pharmaceutically acceptable carrier or diluent.
Claim 16
Dependent Claim
28 words
The compound of claim 1 wherein R 1 is a methyl group, R 2 is a hydrogen atom or a methyl or ethyl group, and n is 2.
Claim 17
Dependent Claim
41 words
The salt of the compound of any one of claims 1, 2, 3, 5, 7 and 15, wherein said salt is selected from the group consisting of the sodium, calcium, aluminum, triethylamine, dicyclohexylamine, dibenzylamine, morpholine, piperidine, N-ethylpiperidine, lysine and arginine salts.
Claim 18
Dependent Claim
12 words
The salt of claim 16, wherein said salt is the calcium salt.
Claim 19
Independent Claim
61 words
The method of alleviating at least one symptom selected from the group consisting of inflammation, pain or fever, comprising administering to a host having inflammation, pain or fever symptoms, an amount of a compound or salt as claimed in any one of claims 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12 and 15 sufficient to alleviate said symptoms.
Claim 20
Dependent Claim
44 words
The method of alleviating at least one symptom selected from the group consisting of inflammation, pain or fever, comprising administering to a host having inflammation, pain or fever symptoms, an amount of a salt as claimed in claim 16 sufficient to alleviate said symptoms.
Claim 21
Dependent Claim
44 words
The method of alleviating at least one symptom selected from the group consisting of inflammation, pain or fever, comprising administering to a host having inflammation, pain or fever symptoms, an amount of a salt as claimed in claim 17 sufficient to alleviate said symptoms.
Claim 22
Independent Claim
88 words
The method of alleviating at least one sympton selected from the group consisting of inflammation, pain or fever, comprising administering to a host having inflammation, pain or fever symptoms, an amount of the following compound or salts sufficient to alleviate said symptoms: ##STR8## wherein R 1 is an alkyl group having from 1 to 4 carbon atoms, R 2 is a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, n is an integer from 1 to 2, and non-toxic pharmaceutically acceptable salts thereof.
Claim 23
Independent Claim
88 words
The method of alleviating at least one sympton selected from the group consisting of inflammation, pain or fever, comprising administering to a host having inflammation, pain or fever symptoms, an amount of the following compound or salts sufficient to alleviate said symptoms: ##STR8## wherein R 1 is an alkyl group having from 1 to 4 carbon atoms, R 2 is a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, n is an integer from 1 to 2, and non-toxic pharmaceutically acceptable salts thereof.
Claim 24
Dependent Claim
31 words
The method of claim 21 wherein said compound is a salt selected from the group consisting of the sodium, calcium, aluminum, triethylamine, dicyclohexylamine, dibenzylamine, morpholine, piperidine, N-ethylpiperidine, lysine and arginine salts.
Claim 25
Dependent Claim
12 words
The salt of claim 22 wherein said salt is the calcium salt.
References Cited (Backward Citations)
US3729509A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-03-02 | 1984-09-01 | 1985-03-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-03-02 | 1988-09-01 | 1989-03-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-03-02 | 1992-09-01 | 1993-03-03 | $7700.00 | Window Closed / Lapsed |