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US5106847A Expired / Lapsed US ⏱️ 0.0 years remaining

Excitatory amino acid antagonists, compositions and use

Assignee: Aventis Pharmaceuticals Inc
•
Filing: 1991-08-01
•
Granted: 1992-04-21
•
Expires: 2011-08-01
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Abstract

Abstract The present invention is directed a new group of indole derivatives that are NMDA antagonists.

Inventors

  • 👤 Francesco G. Salituro
  • 👤 Bruce M. Baron

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 10:59
CPC Classifications
C; C07; C07D; C07D209/00; C07D209/02; C07D209/04; C07D209/30; C07D209/42; A; A61; A61P; A61P25/00; A61P25/04; A61P25/08; A61P25/20; A61P25/28; A61P43/00

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 191 words
A compound of the formula: ##STR4## in which T is represented by a C 1-4 alkylene; Z is represented by H, C 1-4 alkyl, phenyl, substituted phenyl, or an alkylphenyl substituent in which the phenyl ring may be optionally substituted; X and Y are each independently represented by a halogen atom; R and R 1 are each independently represented by --OR 2 , --NR 3 R 4 , --OCH 2 OR 2 or --O--(CH 2 ) p --NR 5 R 6 ; R 2 is represented by hydrogen, C 1-4 alkyl, phenyl, substituted phenyl or an alkylphenyl substituent in which the phenyl ring may be optionally substituted; R 3 and R 4 are each independently represented by hydrogen Or a C 1-4 alkyl; p is represented by an integer from 1-4; R 5 and R 6 are each independently represented by a C 1-4 alkyl or together with the adjacent nitrogen atom for a piperidino, morphilino, or pyrrolidinyl group; and the pharmaceutically acceptable addition salts thereof; with the proviso that at least one of R 1 or R must be represented by --O--(CH 2 ) p --NR 5 R 6 .
Claim 2
Dependent Claim 191 words
A compound of the formula: ##STR4## in which T is represented by a C 1-4 alkylene; Z is represented by H, C 1-4 alkyl, phenyl, substituted phenyl, or an alkylphenyl substituent in which the phenyl ring may be optionally substituted; X and Y are each independently represented by a halogen atom; R and R 1 are each independently represented by --OR 2 , --NR 3 R 4 , --OCH 2 OR 2 or --O--(CH 2 ) p --NR 5 R 6 ; R 2 is represented by hydrogen, C 1-4 alkyl, phenyl, substituted phenyl or an alkylphenyl substituent in which the phenyl ring may be optionally substituted; R 3 and R 4 are each independently represented by hydrogen Or a C 1-4 alkyl; p is represented by an integer from 1-4; R 5 and R 6 are each independently represented by a C 1-4 alkyl or together with the adjacent nitrogen atom for a piperidino, morphilino, or pyrrolidinyl group; and the pharmaceutically acceptable addition salts thereof; with the proviso that at least one of R 1 or R must be represented by --O--(CH 2 ) p --NR 5 R 6 .
Claim 3
Dependent Claim 10 words
A compound according to claim 1 wherein T is ethylene.
Claim 4
Dependent Claim 24 words
A compound according to claim 1 wherein R and R 1 are both represented by --O--(CH 2 ) p --NR 5 R 6 .
Claim 5
Dependent Claim 12 words
A compound according to claim 1 in which said compound is 2-dimethylaminoethyl-3-[2-(2-dimethylaminoethoxycarbonyl)-4,6-dichloroindol-3-yl]propionate.
Claim 6
Dependent Claim 12 words
A compound according to claim 1 in which said compound is 2-diethylaminoethyl-3-[2-(2-diethylaminoethoxycarbonyl)-4,6-dichloroindol-3-yl]propionate.
Claim 7
Dependent Claim 13 words
A compound according to claim 1 in which said compound is 2-(4-morpholinyl)ethyl-3-[2-(2-(4-morpholinyl) ethoxycarbonyl)-4,6-dichloroindol-3-yl]propionate.
Claim 8
Dependent Claim 13 words
A compound according to claim 1 in which said compound is 2-(1-pyrrolidinyl)ethyl-3-[2-(2-(1-pyrrolidinyl) ethoxycarbonyl)-4,6-difluoroindol-3-yl]propionate.
Claim 9
Dependent Claim 13 words
A compound according to claim 1 in which said compound is 3-[2-(2-dimethylaminoethoxycarbonyl)-4,6-dichloroindol-3-yl]propionic acid.
Claim 10
Dependent Claim 12 words
A compound according to claim 1 in which said compound is 2-dimethylaminoethyl-3-[2-carboxy-4,6-dichloroindol-3-yl]propionate.
Claim 11
Dependent Claim 33 words
A method for antagonizing the effects of excitatory amino acids upon the NMDA receptor complex comprising administering to a patient in need thereof, an antagonistic amount of a compound according to claim 1.
Claim 12
Dependent Claim 25 words
A method for the treatment of epilepsy comprising administering to a patient in need thereof an anti-epileptic amount of a compound according to claim 1.
Claim 13
Dependent Claim 26 words
A method for the treatment of neurodegenerative diseases comprising administering to a patient in need thereof an effective amount of a compound according to claim 1.
Claim 14
Dependent Claim 27 words
A method for preventing ischemic/hypoxic/hypoglycemic damage to cerebral tissue comprising administering to a patient in need thereof an effective amount of a compound according to claim 1.
Claim 15
Dependent Claim 19 words
A method for the treatment of anxiety comprising administering an anxiolytic amount of a compound according to claim 1.
Claim 16
Dependent Claim 25 words
A method for producing an analgesic effect comprising administering to a patient in need thereof an analgesic amount of a compound according to claim 1.
Claim 17
Dependent Claim 15 words
A composition comprising a compound according to claim 1 in admixture with an inert carrier.
Claim 18
Dependent Claim 15 words
A composition according to claim 16 wherein said inert carrier is a pharmaceutically acceptable carrier.

References Cited (Backward Citations)

US4960786A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1995-04-21 1995-10-21 1996-04-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1999-04-21 1999-10-21 2000-04-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2003-04-21 2003-10-21 2004-04-21 $7700.00 Window Closed / Lapsed

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