Patent US4421765A successfully refreshed from Google Patents.
US4421765A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Substituted phenylacetic acid amide compounds
Assignee: Novartis Corp
•
Filing: 1980-10-03
•
Granted: 1983-12-20
•
Expires: 2000-10-03
Abstract
Abstract Phenylacetic acid amide compounds of the formula ##STR1## in which R 1 is hydrogen, lower alkyl, lower alkoxy, halogen having an atomic number of not more than 35 or trifluoromethyl, R 2 is hydrogen, lower alkyl, lower alkoxy, halogen having an atomic number of not more than 35 or trifluoromethyl, R 3 is hydrogen, lower alkyl, lower alkoxy or halogen having an atomic number of not more than 35 and R 4 is hydrogen, lower alkyl, lower alkoxy or halogen having an atomic number of not more than 35, and in which R 5 is a radical of aliphatic character containing the group R 6 , R 6 and R 7 are each hydrogen or together are a divalent aliphatic radical and the group of the formula --C(═O)--R 8 (Ia) is a carboxyl group, which can be functionally modified, and their salts are useful as anti-inflammatory agents.
Inventors
- 👤 Alfred Sallmann
- 👤 Gerhard Baschang
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 23:02
CPC Classifications
C; C07; C07K; C07K5/00; C07K5/02; C07K5/0202; A; A61; A61P; A61P25/00; A61P25/04; A61P29/00; A61K; A61K38/00
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
160 words
A phenylacetic acid amide compound of the formula ##STR14## in which each of R 1 and R 2 is hydrogen, lower alkyl, lower alkoxy, halogen having an atomic number of not more than 35 or trifluoromethyl, each of R 3 and R 4 is hydrogen, lower alkyl, lower alkoxy or halogen having an atomic number of not more than 35, R 5 is lower alkylene or lower alkylidene, R 6 is carboxy, lower alkoxycarbonyl, phenyl-lower alkoxycarbonyl or aminocarbonyl, R 7 is hydrogen, and the group of the formula --C(═O)--R 8 is carboxyl, lower alkoxycarbonyl, or substituted carbamoyl of the formula --C(═O)--N(R.sub.7.sup.a)--R.sub.5.sup.a (R.sub.6.sup.a)--C(═O)--R.sub.8.sup.a in which R 5 a is lower alkylene or lower alkylidene, R 6 a is phenyl or phenyl substituted by hydroxy, R 7 a is hydrogen and R 8 a is carboxy or lower alkoxycarbonyl, wherein the radical of the formula --NR 7 --R 5 (R 6 )--CO--R 8 has the L-configuration, or a therapeutically acceptable salt thereof.
Claim 2
Dependent Claim
160 words
A phenylacetic acid amide compound of the formula ##STR14## in which each of R 1 and R 2 is hydrogen, lower alkyl, lower alkoxy, halogen having an atomic number of not more than 35 or trifluoromethyl, each of R 3 and R 4 is hydrogen, lower alkyl, lower alkoxy or halogen having an atomic number of not more than 35, R 5 is lower alkylene or lower alkylidene, R 6 is carboxy, lower alkoxycarbonyl, phenyl-lower alkoxycarbonyl or aminocarbonyl, R 7 is hydrogen, and the group of the formula --C(═O)--R 8 is carboxyl, lower alkoxycarbonyl, or substituted carbamoyl of the formula --C(═O)--N(R.sub.7.sup.a)--R.sub.5.sup.a (R.sub.6.sup.a)--C(═O)--R.sub.8.sup.a in which R 5 a is lower alkylene or lower alkylidene, R 6 a is phenyl or phenyl substituted by hydroxy, R 7 a is hydrogen and R 8 a is carboxy or lower alkoxycarbonyl, wherein the radical of the formula --NR 7 --R 5 (R 6 )--CO--R 8 has the L-configuration, or a therapeutically acceptable salt thereof.
Claim 3
Dependent Claim
150 words
A compound of the formula I according to claim 1, in which R 1 is hydrogen, lower alkyl having not more than 4 carbon atoms, lower alkoxy having not more than 4 carbon atoms, halogen having an atomic number of not more than 35, or trifluoromethyl and R 2 , R 3 and R 4 are each hydrogen, lower alkyl having not more than 4 carbon atoms, lower alkoxy having not more than 4 carbon atoms or halogen having an atomic number of not more than 35 and in which R 5 is lower alkylene or lower alkylidene having not more than 7 carbon atoms, R 6 is carboxyl, lower alkoxycarbonyl having not more than 4 carbon atoms in the lower alkoxy moiety, or carbamoyl, and the group of the formula --C(═O)--R 8 (Ia) is carboxyl, lower alkoxycarbonyl having not more than 4 carbon atoms in the lower alkoxy moiety.
Claim 4
Dependent Claim
203 words
A compound as claimed in claim 1 of the formula ##STR15## in which R 1 ' is lower alkyl having not more than 4 carbon atoms or halogen having an atomic number of not more than 35, R 2 ' is hydrogen, lower alkyl having not more than 4 carbon atoms or halogen having an atomic number of not more than 35 and R 3 ' is hydrogen, with the proviso that R 3 ' can also be lower alkyl having not more than 4 carbon atoms in the 3-position, if R 1 ' is one of the said halogen atoms and R 2 ' is hydrogen, or with the proviso that R 3 ' can also be halogen having an atomic number of not more than 35, in the 4-position, if R 1 ' is one of the said halogen atoms and R 2 ' is hydrogen, and R 5 ' is lower alkyl having not more than 4 carbon atoms, which is substituted by carboxyl, lower alkoxycarbonyl having not more than 4 carbon atoms in the lower alkoxy moiety, and R 8 ' is hydroxyl or lower alkoxy having not more than 4 carbon atoms, or a therapeutically acceptable salt thereof.
Claim 5
Dependent Claim
98 words
A compound according to claim 3, in which R 1 ' and R 2 ' are each chlorine and R 3 ' is hydrogen, or R 1 ' is chlorine, R 2 ' is hydrogen and R 3 ' is methyl in the 3-position or chlorine in the 4-position, and R 5 ' is lower alkyl having not more than 4 carbon atoms which is substituted by carboxyl or lower alkoxycarbonyl having not more than 4 carbon atoms in the lower alkoxy moiety, and R 8 ' is hydroxyl or lower alkoxy or a therapeutically acceptable salt thereof.
Claim 6
Dependent Claim
16 words
A compound according to claim 1 which is L-(+)-N-[[2-(2,6-dichlorophenylamino)-phenyl]-acetyl]-glutamic acid or a therapeutically acceptable salt thereof.
Claim 7
Dependent Claim
10 words
A compound according to claim 1 which is dimethyl L-(+)-N-[[2-(2,6-dichlorophenylamino)-phenyl]-acetyl]-aspartate.
Claim 8
Dependent Claim
16 words
A compound according to claim 1 which is L-(+)-N-[[2-(2,6-dichlorophenylamino)-phenyl]-acetyl]-aspartic acid or a therapeutically acceptable salt thereof.
Claim 9
Dependent Claim
13 words
A compound according to claim 1 which is the methyl ester of N-[[2-(2,6-dichlorophenylamino)-phenyl]-acetyl]-L-beta-tert.butyl-asparaginyl-L-phenylalanine.
Claim 10
Dependent Claim
15 words
A compound according to claim 1 which is N-[[2-(2,6-dichlorophenylamino)-phenyl]-acetyl]-L-asparaginyl-L-phenylalanine or a therapeutically acceptable salt thereof.
Claim 11
Dependent Claim
21 words
A pharmaceutical preparation containing an antiinflammatory effective amount of a compound as claimed in claim 1 together with conventional pharmaceutical excipients.
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) | 1986-12-19 | 1987-06-20 | 1987-12-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-12-19 | 1991-06-20 | 1991-12-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-12-19 | 1995-06-20 | 1995-12-20 | $7700.00 | Window Closed / Lapsed |