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).
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Patent number: 4737505Abstract: 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: GrantFiled: July 19, 1985Date of Patent: April 12, 1988Assignee: Roussel UclafInventors: Jacques Guillaume, Francois Clemence, Lucien Nedelec, Francoise DeLevallee
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Patent number: 4650811Abstract: 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: GrantFiled: January 14, 1985Date of Patent: March 17, 1987Assignee: Roussel UclafInventors: Jacques Guillaume, Francois Clemence, Neil L. Brown
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Patent number: 4447438Abstract: 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: GrantFiled: July 6, 1982Date of Patent: May 8, 1984Assignee: Roussel UclafInventors: Lucien Ledelec, Jacques Guillaume, Claude Dumont
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Patent number: 4435408Abstract: 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: GrantFiled: July 15, 1982Date of Patent: March 6, 1984Assignee: Roussel UclafInventors: Lucien Nedelec, Jacques Guillaume, Claude Dumont
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Patent number: 4382942Abstract: 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: GrantFiled: December 9, 1981Date of Patent: May 10, 1983Assignee: Roussel UclafInventors: Lucien Nedelec, Jacques Guillaume, Claude Dumont
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Patent number: 4333939Abstract: 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: GrantFiled: June 30, 1980Date of Patent: June 8, 1982Assignee: Roussel UclafInventors: Jacques Guillaume, Lucien Nedelec, Claude Dumont
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Patent number: 4332808Abstract: 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: GrantFiled: December 31, 1980Date of Patent: June 1, 1982Assignee: Roussel UclafInventors: Jacques Guillaume, Lucien Nedelec, Claude Dumont, Robert Fournex
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Patent number: 4324790Abstract: 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: GrantFiled: June 30, 1980Date of Patent: April 13, 1982Assignee: Roussel UclafInventors: Jacques Guillaume, Lucien Nedelec, Claude Dumont
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Patent number: 4278677Abstract: 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: GrantFiled: January 10, 1979Date of Patent: July 14, 1981Assignee: Roussel UclafInventors: Lucien Nedelec, Jacques Guillaume, Claude Dumont
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Patent number: 4259337Abstract: 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: GrantFiled: May 12, 1977Date of Patent: March 31, 1981Assignee: Roussel UclafInventors: Lucien Nedelec, Jacques Guillaume, Claude Dumont
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Patent number: 4232031Abstract: 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: GrantFiled: December 6, 1979Date of Patent: November 4, 1980Assignee: Roussel UclafInventors: Claude Dumont, Jacques Guillaume, Lucien Nedelec
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Patent number: 4218375Abstract: 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: GrantFiled: June 30, 1976Date of Patent: August 19, 1980Assignee: Roussel UclafInventors: Lucien Nedelec, Jacques Guillaume, Claude Dumont
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Patent number: 4213989Abstract: 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: GrantFiled: February 2, 1979Date of Patent: July 22, 1980Assignee: Roussel UclafInventors: Lucien Nedelec, Jacques Guillaume, Claude Dumont
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Patent number: 4196209Abstract: 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: GrantFiled: August 1, 1977Date of Patent: April 1, 1980Assignee: Roussel UclafInventors: Claude Dumont, Jacques Guillaume, Lucien Nedelec
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Patent number: 4195081Abstract: 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: GrantFiled: January 10, 1979Date of Patent: March 25, 1980Assignee: Roussel UclafInventors: Lucien Nedelec, Jacques Guillaume, Claude Dumont
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Patent number: 4072685Abstract: 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: GrantFiled: May 13, 1976Date of Patent: February 7, 1978Assignee: Roussel UclafInventors: Lucien Nedelec, Jacques Guillaume, Claude Dumont
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Patent number: 4046901Abstract: 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: GrantFiled: May 13, 1976Date of Patent: September 6, 1977Assignee: Roussel-UCLAFInventors: Lucien Nedelec, Jacques Guillaume, Claude Dumont
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Patent number: 3950527Abstract: 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: GrantFiled: January 22, 1975Date of Patent: April 13, 1976Assignee: Roussel-UCLAFInventors: Pierre Henri Derible, Jacques Guillaume, Claude Dumont
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Patent number: 3931151Abstract: 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: GrantFiled: October 3, 1973Date of Patent: January 6, 1976Assignee: Roussel-UCLAFInventors: Lucien Nedelec, Jacques Guillaume, Andre Allais