Patents by Inventor Jacques Guillaume

Jacques Guillaume 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: 4737505
    Abstract: Novel indole of the formula ##STR1## wherein R is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms and aralkyl of 7 to 12 carbon atoms, Z is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms, alkenyl of 2 to 8 carbon atoms, cyanoalkyl of 3 to 8 carbon atoms, hydroxyalkyl of 2 to 8 carbon atoms, --(CH.sub.2).sub.n --O--B, ##STR2## aralkyl of 7 to 12 carbon atoms optionally substituted with at least one member of the group consisting of alkyl and alkoxy of 1 to 5 carbon atoms, halogen, --OH, CF.sub.3 --, CF.sub.3 O--, --NH.sub.2 and --NO.sub.2 and cycloalkyl alkyl of 4 to 12 carbon atoms, n is one integer from 2 to 8, B is selected from the group consisting of aryl and heteroaryl, both optionally substituted with at least one member of the group consisting of alkyl and alkoxy of 1 to 5 carbon atoms, halogen, --OH, hydroxyalkyl of 1 to 5 carbon atoms, nitro, amino, CF.sub.
    Type: Grant
    Filed: July 19, 1985
    Date of Patent: April 12, 1988
    Assignee: Roussel Uclaf
    Inventors: Jacques Guillaume, Francois Clemence, Lucien Nedelec, Francoise DeLevallee
  • Patent number: 4650811
    Abstract: Novel ethenylphenol indoles of the formula ##STR1## wherein R and R.sub.1 are individually selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, cycloalkylalkyl of 4 to 7 carbon atoms and aralkyl of 7 to 12 carbon atoms optionally substituted with 1 to 3 members of the group consisting of halogen, methyl, ethyl, methoxy, ethoxy, methylthio, --CF.sub.3, --NH.sub.2 and --NO.sub.2 or R and R.sub.1 together with the nitrogen atom form an optionally unsaturated heterocycle optionally containing a second heteroatom selected from the group consisting of --O--, --S-- and ##STR2## R' is hydrogen or alkyl of 1 to 5 carbon atoms, a together with X is .dbd.0 and b is hydrogen or a together with b is a carbon-carbon bond and X is hydrogen, the dotted line indicates the possibility of a double bond with the compounds having the trans configuration if a double bond, A is selected from the group consisting of ##STR3## and --(CH.sub.2).sub.n --, n is 2,3,4 or 5, R.
    Type: Grant
    Filed: January 14, 1985
    Date of Patent: March 17, 1987
    Assignee: Roussel Uclaf
    Inventors: Jacques Guillaume, Francois Clemence, Neil L. Brown
  • Patent number: 4447438
    Abstract: Novel piperidin-3-yl-indoles of the formula ##STR1## wherein R is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms and aralkyl of 7 to 12 carbon atoms, X is selected from the group consisting of hydrogen, halogen and alkyl of 1 to 8 carbon atoms or with c is .dbd.0, Y is alkyl of 1 to 8 carbon atoms, c and d form a carbon-carbon bond or c with X is .dbd.0 and d is hydrogen, Z is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms, hydroxyalkyl of 2 to 8 carbon atoms, cycloalkylalkyl of 4 to 12 carbon atoms, alkenyl and alkynyl of 3 to 8 carbon atoms, aryloxyalkyl of 7 to 12 carbon atoms and aralkyl of 7 to 12 carbon atoms optionally substituted with at least one member of the group consisting of halogen, alkoxy and alkyl of 1 to 4 carbon atoms, --OH, --CF.sub.3, --OCF.sub.3. --NO.sub.2 and --NH.sub.
    Type: Grant
    Filed: July 6, 1982
    Date of Patent: May 8, 1984
    Assignee: Roussel Uclaf
    Inventors: Lucien Ledelec, Jacques Guillaume, Claude Dumont
  • Patent number: 4435408
    Abstract: Novel 2H-indole-2-ones of the formula ##STR1## wherein R is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms and aralkyl of 7 to 12 carbon atoms, a and b are both hydrogen or together form a carbon-carbon bond, Z is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms, hydroxyalkyl of 2 to 8 carbon atoms, aryloxyalkyl of 7 to 12 carbon atoms, cycloalkylalkyl of 4 to 12 carbon atoms, alkenyl and alkynyl of 3 to 8 carbon atoms and aralkyl of 7 to 12 carbon atoms optionally substituted with at least one member of the group consisting of halogen, alkoxy of 1 to 4 carbon atoms, alkyl of 1 to 4 carbon atoms, --OH, --CF.sub.3, --OCF.sub.3, --NO.sub.2 and --NH.sub.2 and their nontoxic, pharmaceutically acceptable acid addition salts having remarkable dopaminergic stimulating and antianoxic properties and their preparation.
    Type: Grant
    Filed: July 15, 1982
    Date of Patent: March 6, 1984
    Assignee: Roussel Uclaf
    Inventors: Lucien Nedelec, Jacques Guillaume, Claude Dumont
  • Patent number: 4382942
    Abstract: Novel 3-(1,2,5,6-tetrahydropyridin-3-yl)-phenols of the formula ##STR1## wherein X is selected from the group consisting of hydrogen and an acyl of an organic carboxylic acid of 2 to 7 carbon atoms, Y is selected from the group consisting of hydrogen and --OX, R is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms optionally substituted with --OH, cycloalkylalkyl of 4 to 7 carbon atoms, alkenyl and alkynyl of 3 to 5 carbon atoms and aralkyl of 7 to 12 carbon atoms optionally substituted on the alkyl with --OH with the proviso that when R is hydrogen, X is hydrogen and their non-toxic, pharmaceutically acceptable acid addition salts having dopaminergic agonist and/or antagonist properties and their preparation.
    Type: Grant
    Filed: December 9, 1981
    Date of Patent: May 10, 1983
    Assignee: Roussel Uclaf
    Inventors: Lucien Nedelec, Jacques Guillaume, Claude Dumont
  • Patent number: 4333939
    Abstract: Novel tetrahydro-pyridinyl-indoles of the formula ##STR1## wherein R is selected from the group consisting of amino, trifluoromethyl and methylthio, R.sub.1 and R.sub.2 are individually selected from the group consisting of hydrogen and alkyl of 1 to 3 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts having antidepressive, antiparkinson and antiemetic activity and their preparation.
    Type: Grant
    Filed: June 30, 1980
    Date of Patent: June 8, 1982
    Assignee: Roussel Uclaf
    Inventors: Jacques Guillaume, Lucien Nedelec, Claude Dumont
  • Patent number: 4332808
    Abstract: Novel indoles of the formula ##STR1## wherein R is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms and aralkyl of 7 to 12 carbon atoms, X is selected from the group consisting of hydrogen and alkyl of 1 to 18 carbon atoms, Y is selected from the group consisting of hydrogen and halogen, Z is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms, hydroxy alkyl of 1 to 8 carbon atoms, aryloxyalkyl of 7 to 12 carbon atoms, arylalkyl of 7 to 12 carbon atoms optionally substituted with at least one member of the group consisting of halogen, alkoxy of 1 to 4 carbon atoms, alkyl of 1 to 4 carbon atoms, --OH, --CF.sub.3, --OCF.sub.3, --NO.sub.2 and NH.sub.
    Type: Grant
    Filed: December 31, 1980
    Date of Patent: June 1, 1982
    Assignee: Roussel Uclaf
    Inventors: Jacques Guillaume, Lucien Nedelec, Claude Dumont, Robert Fournex
  • Patent number: 4324790
    Abstract: Novel tetranydro-pyridinyl-indoles of the formula ##STR1## wherein X is selected from the group consisting of alkyl of 1 to 6 carbon atoms, alkenyl of 2 to 5 carbon atoms, alkynyl of 3 to 5 carbon atoms, cycloalkyl of 5 to 6 carbon atoms, cycloalkylalkyl of 4 to 7 carbon atoms, aralkyl of 7 to 12 carbon atoms, hydroxyalkyl of 2 to 5 carbon atoms and phenoxyalkyl of 1 to 5 alkyl carbon atoms, R is selected from the group consisting of hydrogen, halogen, alkoxy of 1 to 3 carbon atoms, nitro, amino, trifluoromethyl and methylthio, R.sub.1 and R.sub.2 are individually selected from the group consisting of hydrogen and alkyl of 1 to 3 carbon atoms with the proviso that if R is hydrogen, halogen or alkoxy of 1 to 3 carbon atoms, X must be hydroxyalkyl or phenoxyalkyl and their non-toxic, pharmaceutically acceptable acid addition salts having neuroleptic, antipsychotic and antiemetic activity and their preparation.
    Type: Grant
    Filed: June 30, 1980
    Date of Patent: April 13, 1982
    Assignee: Roussel Uclaf
    Inventors: Jacques Guillaume, Lucien Nedelec, Claude Dumont
  • Patent number: 4278677
    Abstract: Novel tetrahydropyridinyl indoles of the formula ##STR1## wherein R' is selected from the group consisting of hydrogen, halogen and alkoxy of 1 to 3 carbon atoms, R.sub.1 and R.sub.2 are individually selected from the group consisting of hydrogen and alkyl of 1 to 3 carbon atoms and X' is selected from the group consisting of alkyl of 1 to 6 carbon atoms, cycloalkyl of 4 to 7 carbon atoms, alkenyl and alkynyl of 2 to 5 carbon atoms and aralkyl of 7 to 12 carbon atoms with the proviso that when X' is methyl, at least one of R', R.sub.1 and R.sub.2 contain more than one carbon atom and when X' is benzyl, at least one of R', R.sub.1 and R.sub.2 must not be hydrogen and their non-toxic, pharmaceutically acceptable acid addition salts having antidepressive and neuroleptic properties as well as antiemetic properties.
    Type: Grant
    Filed: January 10, 1979
    Date of Patent: July 14, 1981
    Assignee: Roussel Uclaf
    Inventors: Lucien Nedelec, Jacques Guillaume, Claude Dumont
  • Patent number: 4259337
    Abstract: Novel m-trifluoromethylphenyl-piperidines of the formula ##STR1## wherein R is selected from the group consisting of hydrogen, branched or straight chain alkyl of 1 to 5 carbon atoms, alkenyl of 3 to 5 carbon atoms, alkynyl of 3 to 5 carbon atoms and phenyl alkyl of 1 to 3 alkyl carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts having antidepressive, anorexigenic and antiparkinsonian activity and their preparation and novel intermediates formed therein.
    Type: Grant
    Filed: May 12, 1977
    Date of Patent: March 31, 1981
    Assignee: Roussel Uclaf
    Inventors: Lucien Nedelec, Jacques Guillaume, Claude Dumont
  • Patent number: 4232031
    Abstract: A novel process for the preparation of piperidylindoles of the formula ##STR1## wherein R is selected from the group consisting of hydrogen and alkyl of 1 to 3 carbon atoms and X is selected from the group consisting of hydrogen, nitro, fluorine, bromine, chlorine and alkoxy of 1 to 3 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts thereof by reacting an indole of the formula ##STR2## with 4-piperidone hydrochloride in an alkaline medium to obtain the compound of formula I which is optionally salified and the novel product, 5-nitro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole and its non-toxic, pharmaceutically acceptable acid addition salts.
    Type: Grant
    Filed: December 6, 1979
    Date of Patent: November 4, 1980
    Assignee: Roussel Uclaf
    Inventors: Claude Dumont, Jacques Guillaume, Lucien Nedelec
  • Patent number: 4218375
    Abstract: Novel 4H-thieno-[3,2-b][1]-benzazepines of the formula ##STR1## wherein R, R.sub.1 and R.sub.2 are individually selected from the group consisting of hydrogen and halogen, X and Y are hydrogen or together form a carbon-carbon double bond, p is 2 or 3 and A is selected from the group consisting of alkyl of 1 to 5 carbon atoms and hydroxyalkyl of 2 to 5 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts having neuro sedative and antihistaminic properties and their preparation and intermediates therefor.
    Type: Grant
    Filed: June 30, 1976
    Date of Patent: August 19, 1980
    Assignee: Roussel Uclaf
    Inventors: Lucien Nedelec, Jacques Guillaume, Claude Dumont
  • Patent number: 4213989
    Abstract: Novel 3-phenyl-tetrahydropyridines of the formula ##STR1## wherein X is selected from the group consisting of hydrogen and chlorine and R is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms, alkenyl and alkynyl of 3 to 5 carbon atoms and phenyl alkyl of 1 to 3 alkyl carbon atoms with the proviso that X is not hydrogen when R is benzyl and their non-toxic, pharmaceutically acceptable acid addition salts having remarkable anorexigenic properties and inhibition of serontine collection both in vivo and in vitro and their preparation and novel intermediates.
    Type: Grant
    Filed: February 2, 1979
    Date of Patent: July 22, 1980
    Assignee: Roussel Uclaf
    Inventors: Lucien Nedelec, Jacques Guillaume, Claude Dumont
  • Patent number: 4196209
    Abstract: Novel piperidyl-indoles of the formula ##STR1## wherein X is selected from the group consisting of fluorine, chlorine and bromine when Y and Z are hydrogen or together form a double bond and X is selected from the group consisting of hydrogen and alkoxy of 1 to 3 carbon atoms when Y and Z form a double bond and their non-toxic, pharmaceutically acceptable acid addition salts having antidepressant, antiemetic and antiparkinsonian activity and their preparations and novel intermediates therefore.
    Type: Grant
    Filed: August 1, 1977
    Date of Patent: April 1, 1980
    Assignee: Roussel Uclaf
    Inventors: Claude Dumont, Jacques Guillaume, Lucien Nedelec
  • Patent number: 4195081
    Abstract: Novel antidepressant, antiemetic and neuroleptic compositions containing as the active ingredient at least one compound of the formula ##STR1## wherein R is selected from the group consisting of hydrogen and methoxy, R.sub.1 and R.sub.2 are individually selected from the group consisting of hydrogen and methyl and their non-toxic, pharmaceutically acceptable acid addition salts and a novel method of treating psychic disorders in warm-blooded animals.
    Type: Grant
    Filed: January 10, 1979
    Date of Patent: March 25, 1980
    Assignee: Roussel Uclaf
    Inventors: Lucien Nedelec, Jacques Guillaume, Claude Dumont
  • Patent number: 4072685
    Abstract: Novel phenyl piperidines of the formula ##STR1## wherein X is selected from the group consisting of hydrogen and acyl of an aliphatic carboxylic acid of 2 to 6 carbon atoms and R is selected from the group consisting of alkyl of 1 to 5 carbon atoms, alkenyl of 2 to 5 carbon atoms and phenyl alkyl of 1 to 3 alkyl carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts having dopaminergic properties and certain of the compounds possess hypotensive properties.
    Type: Grant
    Filed: May 13, 1976
    Date of Patent: February 7, 1978
    Assignee: Roussel Uclaf
    Inventors: Lucien Nedelec, Jacques Guillaume, Claude Dumont
  • Patent number: 4046901
    Abstract: Novel compounds selected from the group consisting of phenylpiperidines of the formula ##STR1## wherein X is selected from the group consisting of hydrogen and an acyl of aliphatic carboxylic acid of 2 to 6 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts possessing dopaminergic properties and some of which possess hypotensive properties and their preparation.
    Type: Grant
    Filed: May 13, 1976
    Date of Patent: September 6, 1977
    Assignee: Roussel-UCLAF
    Inventors: Lucien Nedelec, Jacques Guillaume, Claude Dumont
  • Patent number: 3950527
    Abstract: N-[.omega.-(4'-(3"-indolyl)-piperidino)-alkyl]-benzamides of the formula ##SPC1##Wherein R is selected from the group consisting of hydrogen and alkoxy of 1 to 3 carbon atoms, R.sub.1 and R.sub.2 are individually selected from the group consisting of hydrogen and alkyl of 1 to 3 carbon atoms, n is 2 or 3, X is selected from the group consisting of hydrogen and alkoxy of 1 to 3 carbon atoms, X.sub.1 is selected from the group consisting of hydrogen, fluorine, chlorine, bromine, --NH.sub.2 and ##EQU1## and X.sub.2 is selected from the group consisting of hydrogen, chlorine and sulfamoyl and their non-toxic, pharmaceutically acceptable acid addition salts having neurosedative properties and their preparation.
    Type: Grant
    Filed: January 22, 1975
    Date of Patent: April 13, 1976
    Assignee: Roussel-UCLAF
    Inventors: Pierre Henri Derible, Jacques Guillaume, Claude Dumont
  • Patent number: 3931151
    Abstract: Novel dibenzo (b,f) azepines of the formula ##SPC1##Wherein R is alkyl of 1 to 4 carbon atoms, R.sub.1 is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, n is 0, 1 or 2 and AlK is alkyl of 1 to 2 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts having antidepressant and neurosedative activity.
    Type: Grant
    Filed: October 3, 1973
    Date of Patent: January 6, 1976
    Assignee: Roussel-UCLAF
    Inventors: Lucien Nedelec, Jacques Guillaume, Andre Allais