Patents by Inventor Jean-Pierre Kaplan

Jean-Pierre Kaplan has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 4588748
    Abstract: Benzylidene derivatives of the formula: ##STR1## wherein n is 3, R represents an amino or hydroxy radical, or a group --OM in which M is an alkali metal, X.sub.1 and X.sub.2 are both Cl, and X.sub.3 is hydrogen are new compounds possessing useful pharmacological properties; they are, more particularly, useful in the treatment of various diseases of the central nervous system.
    Type: Grant
    Filed: September 25, 1984
    Date of Patent: May 13, 1986
    Assignee: Synthelabo
    Inventor: Jean-Pierre Kaplan
  • Patent number: 4558062
    Abstract: Diphenylazomethines of the formula ##STR1## in which X.sub.1, X.sub.2, X.sub.3 and X.sub.4, which may be the same or different, each represent a hydrogen or halogen atom or a nitro, cyano, hydroxy, methoxy, C.sub.1 -C.sub.3 -alkyl, allyl or phenyl group, and either R represents a 2-(1H-imidazolyl) radical and n is 1 or R represents a 4- (1H-imidazolyl) radical and n is 1 or 2 have antidepressant, analgesic and antiulcerative properties.
    Type: Grant
    Filed: June 29, 1984
    Date of Patent: December 10, 1985
    Assignee: Synthelabo
    Inventor: Jean-Pierre Kaplan
  • Patent number: 4521619
    Abstract: Benzylidene derivatives of the formula: ##STR1## wherein n represents an integer from 1 through 4, R represents an amino radical, a monoalkylamino group containing 1 through 4 carbon atoms in the alkyl radical, a dialkylamino group containing 1 through 4 carbon atoms in each alkyl radical, or when n represents 2, 3 or 4 a group ##STR2## in which m represents 4 or 5, or a group --OM in which M represents an alkali metal or alkaline earth metal, and X.sub.1 X.sub.2, X.sub.3 and X.sub.4 each represent a hydrogen atom, a halogen atom, or an alkyl radical containing 1 through 6 carbon atoms, are new therapeutically useful compounds. They possess antidepressant, anticonvulsant, anxiolytic, analgesic, anti-inflammatory, ulcer-inhibiting, gastric antisecretory and antihypertensive properties.
    Type: Grant
    Filed: November 17, 1983
    Date of Patent: June 4, 1985
    Assignee: Synthelabo
    Inventor: Jean-Pierre Kaplan
  • Patent number: 4501745
    Abstract: Imidazo[1,2-a]pyridine derivatives of the general formula: ##STR1## wherein n represents 2, 3 or 4, Y represents a hydrogen or halogen atom or a C.sub.1-4 alkyl radical, Z represents a naphthyl radical; a phenyl radical ##STR2## in which X.sub.1 and X.sub.2 independently of one another each represent a hydrogen or halogen atom, a C.sub.1-4 alkoxy radical, a C.sub.1-6 alkyl radical or the group --CF.sub.3, CH.sub.3 S--, CH.sub.3 SO.sub.2 -- or --NO.sub.2 ; or a thien-2-yl, furan-2-yl or pyridine-2-yl radical optionally carrying a halogen atom or the methyl or ethyl radical in the 5-position, and R represents the hydroxy radical, or a group --NR.sub.1 R.sub.2 in which R.sub.1 and R.sub.2 independently of one another each represent a hydrogen atom; a straight- or branched-chain C.sub.1-5 alkyl radical optionally carrying one or more halogen atoms, a hydroxy radical, a group --N(C.sub.1-4 alkyl).sub.2, a carbamoyl radical or a C.sub.1-4 alkoxy radical; the allyl radical; the propargyl radical; a C.sub.
    Type: Grant
    Filed: April 13, 1983
    Date of Patent: February 26, 1985
    Assignee: Synthelabo
    Inventors: Jean-Pierre Kaplan, Pascal George
  • Patent number: 4492695
    Abstract: An imidazo[1,2-a]pyridine derivative of the formula: ##STR1## wherein Y represents a hydrogen or halogen atom or a C.sub.1-4 alkyl radical, Z represents a furan-2-yl, thien-2-yl or pyridin-2-yl radical optionally carrying a halogen atom or a methyl or ethyl radical in the 5-position, and R represents the hydroxy radical, a C.sub.1-4 alkoxy radical or a group --NR.sub.1 R.sub.2 in which R.sub.1 and R.sub.2 independently of one another each represent a hydrogen atom; a straight- or branched-chain C.sub.1-5 alkyl radical optionally carrying one or more halogen atoms or a hydroxy radical, a group --N(C.sub.1-4 alkyl).sub.2, a carbamoyl radical or a C.sub.1-4 alkoxy radical; the allyl radical; the propargyl radical; a C.sub.3-6 cycloalkyl radical; the benzyl radical; or the phenyl radical, or alternatively --NR.sub.1 R.sub.
    Type: Grant
    Filed: April 13, 1983
    Date of Patent: January 8, 1985
    Assignee: Synthelabo
    Inventors: Jean-Pierre Kaplan, Pascal George, Jean-Michel Bernardon
  • Patent number: 4478851
    Abstract: Benzylidene derivatives of the formula: ##STR1## in which each of X.sub.1, X.sub.2, X.sub.3 and X.sub.4 independently of one another represents hydrogen, halogen, a linear or branched alkyl radical of 1 to 4 carbon atoms, CF.sub.3, NO.sub.2, phenyl, methoxy, or amino, at least two of the substituents X.sub.1, X.sub.2, X.sub.3 and X.sub.4 being different from hydrogen, and R represents a linear or branched alkyl radical of 1 to 16 carbon atoms or an alkenyl radical of 2 to 8 carbon atoms, which may be produced by reaction of the corresponding ketones with an amine, are active on the central nervous system, especially as anti-convulsants.
    Type: Grant
    Filed: May 2, 1983
    Date of Patent: October 23, 1984
    Assignee: Synthelabo
    Inventors: Jean-Pierre Kaplan, Bernard Raizon
  • Patent number: 4460592
    Abstract: 6-Methyl-2-(4-methylthiophenyl)-imidazo[1,2-a]-pyridine-3-N,N-dimethylaceta mide is provided, preferably in the form of a pharmaceutically acceptable salt, for example, 6-methyl-2-(4-methylthiophenyl)-imidazo[1,2-a]-pyridine-3-N,N-dimethylacet amide methylsulfate. Also provided is a method of providing a patient with a hypnotic effect which comprises administering to said patient a hynotically effective amount of the compound 6-methyl-2-(4-methylthiophenyl)-imidazo[1,2-a]-pyridine-3-N,N-dimethylacet amide or a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: February 10, 1983
    Date of Patent: July 17, 1984
    Assignee: Synthelabo
    Inventors: Jean-Pierre Kaplan, Pascal George
  • Patent number: 4400536
    Abstract: Benzylidene derivatives of the formula: ##STR1## in which each of X.sub.1, X.sub.2, X.sub.3 and X.sub.4 independently of one another represents hydrogen, halogen, a linear or branched alkyl radical of 1 to 4 carbon atoms, CF.sub.3, NO.sub.2, phenyl, methoxy, or amino, at least two of the substituents X.sub.1, X.sub.2, X.sub.3 and X.sub.4 being different from hydrogen, and R represents a linear or branched alkyl radical of 1 to 16 carbon atoms or an alkenyl radical of 2 to 8 carbon atoms, which may be produced by reaction of the corresponding ketones with an amine, are active on the central nervous system, especially as anti-convulsants.
    Type: Grant
    Filed: February 11, 1981
    Date of Patent: August 23, 1983
    Assignee: Synthelabo
    Inventors: Jean-Pierre Kaplan, Bernard Raizon
  • Patent number: 4400394
    Abstract: Compounds of the formula: ##STR1## in which X.sub.1, X.sub.2 and X.sub.3, which are identical or different, each represent hydrogen, halogen, methyl, or methoxy, n represents an integer from 1 to 10, and R represents hydroxyl, OM, NH.sub.2, NH(CH.sub.2).sub.3 --COOH, --NH(CH.sub.2).sub.3 --COOM, (where M represents an alkali metal atom), NH(CH.sub.2).sub.3 --COOC.sub.2 H.sub.5, NH-cycloalkyl, NH-phenyl, NH-benzyl (where the benzyl radical is unsubstituted or substituted by halogen or trifluoromethyl), NH-alkyl, N(alkyl).sub.2 and N-(alkyl)-(benzyl), the aforesaid alkyls being straight or branched and having from 1 to 4 carbon atoms and the aforesaid cycloalkyls having from 3 to 6 carbon atoms, except that when X.sub.1 and X.sub.3 are both hydrogen, n is 1 and R is OH, X.sub.2 is not chlorine in the 5-position are useful in the treatment of epilepsy by oral or parenteral administration.
    Type: Grant
    Filed: August 3, 1981
    Date of Patent: August 23, 1983
    Assignee: Synthelabo
    Inventors: Jean-Pierre Kaplan, Naurice Jalfre, Don P. Giudicelli
  • Patent number: 4382938
    Abstract: Imidazo[1,2-a] pyridines of the formula: ##STR1## and their acid addition salts in which Y represents a hydrogen or halogen atom or a C.sub.1-4 alkyl radical, Z represents a naphthyl radical or a radical ##STR2## in which each of X.sub.1 and X.sub.2 independently of one another is a hydrogen or halogen atom, a C.sub.1-4 alkoxy radical, a C.sub.1-6 alkyl radical or CF.sub.3, CH.sub.3 S--, CH.sub.3 SO.sub.2 --, --NO.sub.2, --NH.sub.2 or --NHCOCH.sub.3, and each of R.sub.1 and R.sub.2 independently of one another represents a hydrogen atom, a straight or branched C.sub.1-5 alkyl radical which is unsubstituted or substituted by one or more halogen atoms or hydroxyl, --N(C.sub.1-4 alkyl).sub.2, carbamoyl or C.sub.1-4 alkoxy radicals, allyl, propargyl, a C.sub.3-6 cycloalkyl radical, benzyl, or phenyl, not both R.sub.1 and R.sub.2 being hydrogen, or --NR.sub.1 R.sub.
    Type: Grant
    Filed: October 21, 1981
    Date of Patent: May 10, 1983
    Assignee: Synthelabo
    Inventors: Jean-Pierre Kaplan, Pascal George
  • Patent number: 4189495
    Abstract: The invention provides novel 2-methoxy-benzamide derivatives of the formula: ##STR1## in which n is 1 or 2; R.sub.1 represents a cycloalkyl-alkyl radical of formula: ##STR2## a phenylalkyl radical of formula ##STR3## (in which m is an integer from 2 to 5, A is a linear or branched alkylene chain of 1 to 4 carbon atoms, and R.sub.4 is hydrogen, halogen, especially fluorine or chlorine, trifluoromethyl, or alkyl or alkoxy of 1 to 3 carbon atoms), CNCH.sub.2 --CH.sub.2 --, CH.tbd.C--CH.sub.2 --, ##STR4## R.sub.2 is either chlorine, SO.sub.2 R.sub.5 (in which R.sub.5 is alkyl of 1 to 4 carbon atoms), or SO.sub.2 NR.sub.6 R.sub.7 (in which, R.sub.6 and R.sub.7, which are identical or different, represent, independently of one another, hydrogen or alkyl of 1 to 4 carbon atoms); and R.sub.3 is hydrogen or alkyl of 1 to 4 carbon atoms; in the form of racemates or optical isomers, and their pharmaceutically acceptable acid addition salts, which are useful in the treatment of psychosomatic and pyschotic disturbances.
    Type: Grant
    Filed: October 4, 1978
    Date of Patent: February 19, 1980
    Assignee: Synthelabo
    Inventors: Jean-Pierre Kaplan, Bernard M. Raizon, Daniel C. L. Obitz, Philippe M. J. Manoury, Henry Najer, Maurice Jalfre, Don P. R. L. Giudicelli
  • Patent number: 4172143
    Abstract: The invention provides novel 2-methoxy-benzamide derivatives of the formula: ##STR1## WHEREIN,M IS AN INTEGER FROM 2 TO 5;A is a linear or branched alkylene chain of 1 to 4 carbon atoms;R.sub.2 is chlorine, SO.sub.2 R.sub.5 or SO.sub.2 NR.sub.6 R.sub.7 ;R.sub.3 is hydrogen or alkyl of 1 to 4 carbon atoms;R.sub.5 is alkyl of 1 to 4 carbon atoms;EACH OF R.sub.6 and R.sub.7 is independently hydrogen or alkyl of 1 to 4 carbon atoms in the form of racemates or optical isomers and their pharmaceutically acceptable acid addition salts which are useful in the treatment of psychosomatic and psychotic disturbances.
    Type: Grant
    Filed: June 16, 1977
    Date of Patent: October 23, 1979
    Assignee: Synthelabo
    Inventors: Jean-Pierre Kaplan, Bernard M. Raizon, Daniel C. L. Obitz, Philippe M. J. Manoury, Henry Najer, Maurice Jalfre, Don P. R. L. Giudicelli
  • Patent number: 4158060
    Abstract: The invention provides novel 2-methoxy-benzamide derivatives of the formula: ##STR1## in which n is 1 or 2; R.sub.1 represents a cycloalkyl-alkyl radical of formula: ##STR2## a phenylalkyl radical of formula ##STR3## (in which m is an integer from 2 to 5, A is a linear or branched alkylene chain of 1 to 4 carbon atoms, and R.sub.4 is hydrogen, halogen, especially fluorine or chlorine, trifluoromethyl, or alkyl or alkoxy of 1 to 3 carbon atoms), CNCH.sub.2 --CH.sub.2 --, CH.tbd.C--CH.sub.2 --, ##STR4## R.sub.2 is either chlorine, SO.sub.2 R.sub.5 (in which R.sub.5 is alkyl of 1 to 4 carbon atoms), or SO.sub.2 NR.sub.6 R.sub.7 (in which, R.sub.6 and R.sub.7, which are identical or different, represent, independently of one another, hydrogen or alkyl of 1 to 4 carbon atoms); and R.sub.3 is hydrogen or alkyl of 1 to 4 carbon atoms; in the form of racemates or optical isomers, and their pharmaceutically acceptable acid addition salts, which are useful in the treatment of psychosomatic and psychotic disturbances.
    Type: Grant
    Filed: December 10, 1976
    Date of Patent: June 12, 1979
    Assignee: Synthelabo
    Inventors: Jean-Pierre Kaplan, Bernard M. Raizon, Daniel C. L. Obitz, Philippe M. J. Manoury, Henry Najer, Maurice Jalfre, Don P. R. L. Giudicelli
  • Patent number: 4118572
    Abstract: Dibenz[b,f]oxepins of the formula ##STR1## wherein R, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are as hereinafter described, are described. The foregoing compounds exhibit strong central depressant and neuroleptic properties, and are useful, for example, in the treatment of acute or chronic schizophrenia and also as tranquilizers.
    Type: Grant
    Filed: March 18, 1977
    Date of Patent: October 3, 1978
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Max Gerecke, Emilio Kyburz, Jean-Pierre Kaplan
  • Patent number: 4105664
    Abstract: Dibenz[b,f]oxepins of the formula ##STR1## wherein R, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are as hereinafter described. The foregoing compounds exhibit strong central depressant and neuroleptic properties, and are useful, for example, in the treatment of acute or chronic schizophrenia and also as tranquilizers.
    Type: Grant
    Filed: March 18, 1977
    Date of Patent: August 8, 1978
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Max Gerecke, Emilio Kyburz, Jean-Pierre Kaplan
  • Patent number: 4100173
    Abstract: Dibenz[b,f]oxepins of the formula ##STR1## wherein R, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are as hereinafter described,Are described. The foregoing compounds exhibit strong central depressant and neuroleptic properties, and are useful, for example, in the treatment of acute or chronic schizophrenia and also as tranquilizers.
    Type: Grant
    Filed: March 18, 1977
    Date of Patent: July 11, 1978
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Max Gerecke, Emilio Kyburz, Jean-Pierre Kaplan
  • Patent number: 4094992
    Abstract: Compounds of the formula: ##STR1## in which X.sub.1, X.sub.2 and X.sub.3, which are identical or different each represent hydrogen, halogen, methyl, or methoxy, n represents an integer from 1 to 10, and R represents hydroxyl, OM, NH.sub.2, NH(CH.sub.2).sub.3 --COH, --NH(CH.sub.2).sub.3 --COOM, (where M represents an alkali metal atom), NH(CH.sub.2).sub.3 --COOC.sub.2 H.sub.5, NH-cycloalkyl, NH-phenyl, NH-benzyl (where the benzyl radical is unsubstituted or substituted by halogen or trifluoromethyl), NH-alkyl, N(alkyl).sub.2 and N-(alkyl)-(benzyl), the aforesaid alkyls being straight or branched and having from 1 to 4 carbon atoms and the aforesaid cycloalkyls having from 3 to 6 carbon atoms, except that when X.sub.1 and X.sub.3 are both hydrogen, n is 1 and R is OH, X.sub.2 is not chlorine in the 5-position are useful in the treatment of epilepsy by oral or parenteral administration.
    Type: Grant
    Filed: July 16, 1976
    Date of Patent: June 13, 1978
    Assignee: Synthelabo
    Inventors: Jean-Pierre Kaplan, Maurice Jalfre, Don Pierre Rene Lucien Giudicelli
  • Patent number: 4091023
    Abstract: Dibenz[b,f]oxepins of the formula ##STR1## wherein R, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are as hereinafter described, are described. The foregoing compounds exhibit strong central depressant and neuroleptic properties, and are useful, for example, in the treatment of acute or chronic schizophrenia and also as tranquilizers.
    Type: Grant
    Filed: March 18, 1977
    Date of Patent: May 23, 1978
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Max Gerecke, Emilio Kyburz, Jean-Pierre Kaplan
  • Patent number: 4044010
    Abstract: Compounds of the formfulas ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, m and n and X are as hereinafter set forth,Are described. The compounds of formulas I and Ia are useful as neuroleptic agents.
    Type: Grant
    Filed: February 4, 1976
    Date of Patent: August 23, 1977
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Max Gerecke, Jean-Pierre Kaplan, Emilio Kyburz
  • Patent number: 4035386
    Abstract: Compounds of the formulas ##STR1## WHEREIN R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8 and X are as hereinafter set forth,Are described. The compounds of formulas I and Ia are useful as neuroleptic agents.
    Type: Grant
    Filed: August 13, 1976
    Date of Patent: July 12, 1977
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Jean-Pierre Kaplan, Emilio Kyburz