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US3931302A Expired / Lapsed US ⏱️ 0.0 years remaining

4-(M-benzoylphenyl)butyric acid derivatives

Assignee: Sanofi Aventis France
•
Filing: 1972-08-29
•
Granted: 1976-01-06
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Expires: 1992-08-29
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Abstract

Abstract Novel butyric acid derivatives of the formula ##SPC1## Wherein X, X 1 , X 2 and X 3 are individually selected from the group consisting of hydrogen, halogen, lower alkyl of 1 to 5 carbon atoms, lower alkoxy of 1 to 5 carbon atoms, lower alkylthio of 1 to 5 carbon atoms, trifluoromethoxy, trifluoromethylthio, trifluoromethyl, OH and dilower alkylamino of 1 to 5 carbon atoms for each alkyl, R is selected from the group consisting of hydrogen, lower alkyl of 1 to 5 carbon atoms, o-carboxyphenyl, 2,3-dihydroxypropyl and -CH 2 -CH - CH 2 ##EQU1## wherein P and Q are individually lower alkyl of 1 to 5 carbon atoms, Z and X 4 are individually selected from the group consisting of hydrogen and lower alkyl of 1 to 5 carbon atoms and Y is selected from the group consisting of hydrogen and --OH and the dotted line indicates the optional presence of a double bond when Y is hydrogen and when R is hydrogen or o-carboxyphenyl, the salts thereof with a non-toxic pharmaceutically acceptable mineral or organic base, which compounds have anti-inflammatory and analgesic activity and are substantially devoid of ulcerigenic activity and their preparation and novel intermediates formed therein.

Inventors

  • 👤 Andre Allais
  • 👤 Jean Meier
  • 👤 Jacques Dube

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 14:47
CPC Classifications
C; C07; C07C; C07C45/00; C07C45/61; C07C45/67; C07C45/673; C07C45/676; A; A61; A61P; A61P25/00; A61P25/04; A61P29/00; C07C205/00; C07C205/45; C07C205/49; C07C205/57; C07C245/00; C07C245/12; C07C245/14; C07C255/00; C07C45/62; C07C45/63; C07C45/68; C07C45/70; C07C45/71; C07C59/00; C07C59/40; C07C59/76; C07C59/84; C07C59/88; C07C59/90; C07D; C07D317/00; C07D317/08; C07D317/10; C07D317/14; C07D317/18; C07D317/24

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 180 words
A compound selected from the group consisting of butyric acid derivatives of the formula ##SPC25## wherein X, X 1 , X 2 and X 3 are individually selected from the group consisting of hydrogen, halogen, lower alkyl of 1 to 5 carbon atoms, lower alkoxy of 1 to 5 carbon atoms, lower alkylthio of 1 to 5 carbon atoms, trifluoromethoxy, trifluoromethylthio, trifluoromethyl, OH and dilower alkylamino of 1 to 5 carbon atoms for each alkyl, R is selected from the group consisting of hydrogen, lower alkyl of 1 to 5 carbon atoms, o-carboxyphenyl, 2,3-dihydroxypropyl and ##EQU12## wherein P and Q are individually lower alkyl of 1 to 5 carbon atoms, Z and X 4 are individually selected from the group consisting of hydrogen and lower alkyl of 1 to 5 carbon atoms and Y is selected from the group consisting of hydrogen and -- OH and the dotted line indicates the optional presence of a double bond when Y is hydrogen and when R is hydrogen or o-carboxyphenyl, the salts thereof with a non-toxic, pharmaceutically acceptable mineral or organic base.
Claim 2
Dependent Claim 180 words
A compound selected from the group consisting of butyric acid derivatives of the formula ##SPC25## wherein X, X 1 , X 2 and X 3 are individually selected from the group consisting of hydrogen, halogen, lower alkyl of 1 to 5 carbon atoms, lower alkoxy of 1 to 5 carbon atoms, lower alkylthio of 1 to 5 carbon atoms, trifluoromethoxy, trifluoromethylthio, trifluoromethyl, OH and dilower alkylamino of 1 to 5 carbon atoms for each alkyl, R is selected from the group consisting of hydrogen, lower alkyl of 1 to 5 carbon atoms, o-carboxyphenyl, 2,3-dihydroxypropyl and ##EQU12## wherein P and Q are individually lower alkyl of 1 to 5 carbon atoms, Z and X 4 are individually selected from the group consisting of hydrogen and lower alkyl of 1 to 5 carbon atoms and Y is selected from the group consisting of hydrogen and -- OH and the dotted line indicates the optional presence of a double bond when Y is hydrogen and when R is hydrogen or o-carboxyphenyl, the salts thereof with a non-toxic, pharmaceutically acceptable mineral or organic base.
Claim 3
Dependent Claim 99 words
A compound of claim 1 wherein X 1 and X 3 are hydrogen, X and X 2 are individually selected from the group consisting of hydrogen, halogen, lower alkyl of 1 to 5 carbon atoms, lower alkoxy of 1 to 5 carbon atoms, lower alkylthio of 1 to 5 carbon atoms, trifluoromethoxy, trifluoromethylthio, trifluoromethyl, R is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms, 2,3-dihydroxypropyl and ##EQU13## wherein P and Q are individually alkyl of 1 to 5 carbon atoms, and X 4 , Z and Y have the definition of claim 1.
Claim 4
Dependent Claim 33 words
A compound of claim 2 having the formula ##SPC26## wherein X, X 2 , X 4 , Z and R have the definition of claim 2 and salts thereof where R is hydrogen.
Claim 5
Dependent Claim 59 words
A compound of claim 2 having the formula ##SPC27## wherein X, X 2 , X 4 , Y, Z and R have the definition of claim 2 and the dotted line indicates the optional presence of a double bond, when Y is hydrogen, in either αβ or βγ to the carboxylic group and salts thereof where R is hydrogen.
Claim 6
Dependent Claim 28 words
A compound of claim 2 having the formula ##SPC28## wherein X, X 2 and R have the definition of claim 2 and salts thereof where R is hydrogen.
Claim 7
Dependent Claim 9 words
A compound of claim 1 which is 4-(3'-p-chlorobenzoyl-2'-methyl-phenyl)-butyric acid.
Claim 8
Dependent Claim 9 words
A compound of claim 1 which is 4-(3'-p-chlorobenzoyl-2'-methyl-phenyl)-2-butenoic acid.

References Cited (Backward Citations)

US3652666A Cited
US3741988A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-01-05 1979-07-07 1980-01-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-01-05 1983-07-07 1984-01-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-01-05 1987-07-07 1988-01-06 $7700.00 Window Closed / Lapsed

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