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US3935229A Expired / Lapsed US ⏱️ 0.0 years remaining

Esters of 2-[(4-quinolyl)amino]-benzoic acids

Assignee: Synthelabo SA
•
Filing: 1974-04-02
•
Granted: 1976-01-27
•
Expires: 1994-04-02
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Abstract

Abstract The compounds of the formula: ##SPC1## In which R 1 is chlorine, CF 3 , or --SCF 3 and R 2 is phenyl or phenyl substituted by one or two Cl, CH 3 , CF 3 , OCF 3 or SCF 3 radicals, the phenyl being substituted when R 1 is chlorine, and their salts, have interesting analgesic and anti-inflammatory properties.

Inventors

  • 👤 Don Pierre Rene Lucien Giudicelli
  • 👤 Henry Najer
  • 👤 Philippe Michel Jacques Manoury
  • 👤 Andre Pierre Fernand Dumas

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 01:32
CPC Classifications
C; C07; C07D; C07D401/00; C07D401/02; C07D401/12; A; A61; A61P; A61P25/00; A61P25/04; A61P29/00; C07D215/00; C07D215/02; C07D215/16; C07D215/38; C07D215/42; C07D215/44

Claims Analysis

Total Claims: 28
Claim 1
Independent Claim 51 words
A compound of the formula: ##SPC26## wherein R 1 is chlorine, trifluoromethyl or trifluoromethylthio; and R 2 is phenyl, chlorophenyl, methyl phenyl, trifluoromethylphenyl, trifluoromethoxyphenyl; di-methyl phenyl, chloro-methyl phenyl, di-trifluoromethyl phenyl or trifluoromethylthiophenyl or a pharmaceutically acceptable acid addition salt thereof, R 2 being a substituted phenyl when R 1 is chlorine.
Claim 2
Dependent Claim 51 words
A compound of the formula: ##SPC26## wherein R 1 is chlorine, trifluoromethyl or trifluoromethylthio; and R 2 is phenyl, chlorophenyl, methyl phenyl, trifluoromethylphenyl, trifluoromethoxyphenyl; di-methyl phenyl, chloro-methyl phenyl, di-trifluoromethyl phenyl or trifluoromethylthiophenyl or a pharmaceutically acceptable acid addition salt thereof, R 2 being a substituted phenyl when R 1 is chlorine.
Claim 3
Dependent Claim 28 words
A compound of the formula ##SPC27## wherein R 2 is chlorophenyl, methyl phenyl, trifluoromethylphenyl, trifluoromethoxyphenyl, di-methyl phenyl, chloro-methyl-phenyl or trifluoromethylthiophenyl or a pharmaceutically acceptable acid addition salt thereof.
Claim 4
Dependent Claim 28 words
A compound of the formula ##SPC27## wherein R 2 is chlorophenyl, methyl phenyl, trifluoromethylphenyl, trifluoromethoxyphenyl, di-methyl phenyl, chloro-methyl-phenyl or trifluoromethylthiophenyl or a pharmaceutically acceptable acid addition salt thereof.
Claim 5
Dependent Claim 29 words
A compound of the formula: ##SPC28## wherein R 2 is phenyl, chlorophenyl, methylphenyl, trifluoromethylphenyl, trifluoromethoxyphenyl, chloro-methyl phenyl, di-trifluoromethyl phenyl or trifluoromethylthiophenyl or a pharmaceutically acceptable acid addition salt thereof.
Claim 6
Dependent Claim 29 words
A compound of the formula: ##SPC28## wherein R 2 is phenyl, chlorophenyl, methylphenyl, trifluoromethylphenyl, trifluoromethoxyphenyl, chloro-methyl phenyl, di-trifluoromethyl phenyl or trifluoromethylthiophenyl or a pharmaceutically acceptable acid addition salt thereof.
Claim 7
Dependent Claim 26 words
A compound of the formula: ##SPC29## wherein R 2 is phenyl, chlorophenyl, methylphenyl, trifluoromethyl phenyl, trifluoromethoxyphenyl, or trifluoromethylthiophenyl or a pharmaceutically acceptable acid addition salt thereof.
Claim 8
Dependent Claim 26 words
A compound of the formula: ##SPC29## wherein R 2 is phenyl, chlorophenyl, methylphenyl, trifluoromethyl phenyl, trifluoromethoxyphenyl, or trifluoromethylthiophenyl or a pharmaceutically acceptable acid addition salt thereof.
Claim 9
Dependent Claim 18 words
A compound according to claim 4, which is 2-(4'-phenyl-piperazino)-ethyl 2-(7'-trifluoromethylthio-4'-quinolyl-amino)-benzoate or a pharmaceutically tolerated acid addition salt thereof.
Claim 10
Dependent Claim 17 words
A compound according to claim 2, which is 2-(4'-m-trifluoromethylphenyl-piperazino)-ethyl-2-(7'-chloro-4'-quinolyl-amino)benzoate or a pharmaceutically tolerated acid addition salt thereof.
Claim 11
Dependent Claim 21 words
A compound according to claim 2, which is 2 [ 4'-(2",3"-dimethyl-phenyl)-piperazino] -ethyl 2-(7'-chloro-4'-quinolyl-amino)-benzoate or a pharmaceutically tolerated acid addition salt thereof.
Claim 12
Dependent Claim 18 words
A compound according to claim 2, which is 2-(4'-p-chlorophenyl-piperazino)-ethyl 2-(7'-chloro-4'-quinolyl-amino)-benzoate or a pharmaceutically tolerated acid addition salt thereof.
Claim 13
Dependent Claim 18 words
A compound according to claim 3, which is 2-(4'-phenyl-piperazino)-ethyl 2-(7'-trifluoromethyl-4'-quinolyl-amino)-benzoate or a pharmaceutically tolerated acid addition salt thereof.
Claim 14
Dependent Claim 17 words
A compound according to claim 3, which is 2-(4'-m-trifluoromethylphenyl-piperazino)-ethyl-2-(7'-trifluoromethyl-4'-quinolyl-amino)-benzoate or a pharmaceutically tolerated acid addition salt thereof.
Claim 15
Dependent Claim 17 words
A compound according to claim 2, which 2-(4'-m-chlorophenyl-piperazino)-ethyl 2-(7'-chloro-4'-quinolyl-amino)-benzoate or a pharmaceutically tolerated acid addition salt thereof.
Claim 16
Dependent Claim 18 words
A compound according to claim 2, which is 2-(4'-m-trifluoromethoxyphenyl-piperazino)-ethyl 2-(7'-chloro-4'-quinolyl-amino)-benzoate or a pharmaceutically tolerated acid addition salt thereof.
Claim 17
Dependent Claim 18 words
A compound according to claim 2, which is 2-(4'-m-trifluoromethylthiophenyl-piperazino)-ethyl 2-(7'-chloro-4'-quinolyl-amino)-benzoate or a pharmaceutically tolerated acid addition salt thereof.
Claim 18
Dependent Claim 18 words
A compound according to claim 3, which is 2-(4'-m-chlorophenyl-piperazino)-ethyl 2-(7'-trifluoromethyl-4'-quinolyl-amino)-benzoate or a pharmaceutically tolerated acid addition salt thereof.
Claim 19
Dependent Claim 17 words
A compound according to claim 2, which is 2-[4'-(3"-chloro-2"-methyl-phenyl)-piperazino]-ethyl-2-(7'-chloro-4'-quinolyl-amino)-benzoate or a pharmaceutically tolerated acid addition salt thereof.
Claim 20
Dependent Claim 18 words
A compound according to claim 3, which is 2-[4'-(3"-chloro-2"-methyl-phenyl)-piperazino]-ethyl 2-(7'-trifluoromethyl-4'-quinolyl-amino)-benzoate or a pharmaceutically tolerated acid addition salt thereof.
Claim 21
Dependent Claim 18 words
A compound according to claim 3, which is 2-(4'-m-trifluoromethylthiophenyl-piperazino)-ethyl 2-(7'-trifluoromethyl-4'-quinolyl-amino)-benzoate or a pharmaceutically tolerated acid addition salt thereof.
Claim 22
Dependent Claim 17 words
A compound according to claim 3, which is 2-(4'-m-trifluoromethoxyphenyl-piperazino)-ethyl-2-(7'-trifluoromethyl-4'-quinolyl-amino)-benzoate or a pharmaceutically tolerated acid addition salt thereof.
Claim 23
Dependent Claim 17 words
A compound according to claim 4, which is 2-(4'-m-trifluoromethylthiophenyl-piperazino)-ethyl-2-(7'-trifluoromethylthio-4'-quinolyl-amino)-benzoate or a pharmaceutically tolerated acid addition salt thereof.
Claim 24
Dependent Claim 17 words
A compound according to claim 3, which is 2-[4'-(3",5"-di-trifluoromethyl-phenyl)-piperazino]-ethyl-2-(7'-trifluoromethyl-4'-quinolyl-amino)-benzoate or a pharmaceutically tolerated acid addition salt thereof.
Claim 25
Dependent Claim 17 words
A compound according to claim 3, which is 2-(4-m-trifluoromethylthiophenyl-piperazino)-ethyl-2-(8-trifluoromethyl-4-quinolyl-amino)-benzoate or a pharmaceutically tolerated acid addition salt thereof.
Claim 26
Dependent Claim 17 words
A compound according to claim 3, which is 2-(4-m-trifluoromethylphenyl-piperazino)-ethyl-2-(8-trifluoromethyl-4-quinolyl-amino)-benzoate or a pharmaceutically tolerated acid addition salt thereof.
Claim 27
Dependent Claim 18 words
A compound according to claim 3, which is 2-(4-m-chlorophenyl-piperazino)-ethyl 2-(8-trifluoromethyl-4-quinolyl-amino)-benzoate or a pharmaceutically tolerated acid addition salt thereof.
Claim 28
Dependent Claim 17 words
A compound according to claim 3, which is 2-(4-phenyl-piperazino)-ethyl-2-(8-trifluoromethyl-4-quinolyl-amino)-benzoate or a pharmaceutically tolerated acid addition salt thereof.

References Cited (Backward Citations)

GB1234490A Cited
US3632761A Cited
US3668207A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-01-26 1979-07-28 1980-01-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-01-26 1983-07-28 1984-01-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-01-26 1987-07-28 1988-01-27 $7700.00 Window Closed / Lapsed

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