Patents by Inventor Jacques Duhault
Jacques Duhault 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: 4968705Abstract: New benzopyrrolidinone compounds, which can be used as medicaments and correspond to the formula ##STR1## in which: either: R.sub.1 and R.sub.2 together represent, with the bond of the etherocycle to which they are attached, an optionally substituted benzene nucleus and, simultaneously, R.sub.3 and R.sub.4 are hydrogen, (C.sub.1 -C.sub.4)alkyl or (C.sub.5 -C.sub.6)cycloalkyl;or:R.sub.1 is hydrogen, R.sub.4 is a single bond and R.sub.2 and R.sub.3 together represent, with the bond of the heterocycle to which they are bonded, an optionally substituted benzene nucleus; andA is a straight or branched hydrocarbon chain having from 2 to 6 carbon atoms that is optionally substituted by hydroxy;X is a single bond, oxygen or sulphur; andY is hydrogen, halogen or (C.sub.1 -C.sub.5)alkyl or alkoxy.These new compounds and the physiologically tolerable salts thereof can be used therapeutically, especially in the treatment of bronchospastic disorders and inflammations in the ENT area.Type: GrantFiled: August 10, 1989Date of Patent: November 6, 1990Assignee: Adir et CieInventors: Gilbert Regnier, Alain Dhainaut, Jacques Duhault, Michel Lonchampt
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Patent number: 4824836Abstract: Spiro (4,5) decane compounds of the formula: ##STR1## in which: X is methyl andY is hydrogen or R'--CO-- in which R' is C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, ##STR2## X and Y together represent ##STR3## in each of which A is hydrogen, methyl, carboxy, methoxycarbonyl or ethoxycarbonyl;R is C.sub.1 -C.sub.7 -alkyl optionally containing a double bond;Z is a C.sub.2 -C.sub.7 -polymethylene chain optionally carrying an OH group;R.sub.1 is hydrogen or methyl; andR.sub.2 is hydrogen, R'--CO-- or benzyloxycarbonyl;and physiologically tolerable acid addition salts thereof.These compounds may be used therapeutically especially in the treatment of asthma, allergic phenomena and bronchopathies.Type: GrantFiled: May 20, 1988Date of Patent: April 25, 1989Assignee: Adir et CompagnieInventors: Gilbert Regnier, Claude Guillonneau, Jacques Duhault, Michel Lonchampt
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Patent number: 4599338Abstract: Xanthine compounds of the formula: ##STR1## in which: R.sub.1 is hydrogen or (C.sub.1 -C.sub.5) alkyl;R.sub.2 is hydrogen, (C.sub.1 -C.sub.5) alkyl optionally having a double bond, or benzyl;R.sub.3 is hydrogen or methyl;A is (CH.sub.2).sub.n, in which n is an integer from 1 to 4, optionally substituted, when n is higher than 1, by hydroxy;X is nitrogen or ##STR2## and the substituents R are each (C.sub.1 -C.sub.5) alkyl or they form together a polymethylene chain from C.sub.4 to C.sub.6, optionally containing an oxygen or a sulfur atom.These compounds and physiologically tolerable acid addition salts thereof may be used as medicines especially in the treatment of migraine and asthenia.Type: GrantFiled: January 16, 1985Date of Patent: July 8, 1986Assignee: Adir, S.A.R.L.Inventors: Gilbert Regnier, Claude Guillonneau, Jacques Duhault, Francois Roman
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Anti-hypoxic disubstituted polymethylene imine derivatives, compositions, and method of use therefor
Patent number: 4593026Abstract: Disubstituted polymethylene imines of the formula: ##STR1## in which: A is a straight or branched chain (C.sub.3 -C.sub.5) hydrocarbon containing radical optionally containing one or two double bond and optionally substituted by one or more hydroxy;n is zero, one or two;Z is oxygen or NH; andR is:either COR', in which R' is:(a) a straight or branched chain (C.sub.1 -C.sub.6), hydrocarbon containing radical, optionally containing one oxygen or sulfen or a double bond and optionally substituted by phenyl or substituted phenyl; or(b) phenyl, halophenyl, lower alkoxyphenyl, (di-or-tri-methylene) dioxyphenyl or;(c) furyl, thienyl, benzofuryl, benzothienyl or benzodioxannyl; or(d) ##STR2## in which R.sub.1 and R.sub.2 are hydrogen or lower alkyl or ##STR3## is a five or six membered heterocyclic radical which may contain an oxygen;or--SO.sub.2 R" in which R" is (C.sub.1 -C.sub.3) alkyl or phenyl.Type: GrantFiled: April 6, 1984Date of Patent: June 3, 1986Assignee: Adir, S.A.R.L.Inventors: Gilbert Regnier, Alain Dhainaut, Michel Laubie, Jacques Duhault, Francois Roman -
Patent number: 4548820Abstract: New xanthine compounds of the formula: ##STR1## in which: R.sub.1 is hydrogen or alkyl from C.sub.1 to C.sub.5 inclusive;R.sub.2 is a hydrocarbon radical up to C.sub.6 having optionally a double bond, phenyl or benzyl;R.sub.3 is hydrogen, alkyl, hydroxyalkyl or dihydroxyalkyl each from C.sub.1 to C.sub.5R.sub.4 represents: ##STR2## in which: Y is hydrogen, halogen, alkyl or alkoxy from C.sub.1 to C.sub.5 or hydroxyl;Z is methylene or a straight or branched hydrocarbon radical from C.sub.2 to C.sub.5 optionally substituted by hydroxyl; andA is an amino group of the formula: ##STR3## p being 2 or 3; ##STR4## in which q is 1 or 2, and X is a single bond, oxygen or ##STR5## in which R.sub.5 is hydrogen, alkyl or alkylene up to C.sub.5, or ##STR6## in which m is an integer from 2 to 6 and R.sub.6 is alkyl from C.sub.1 to C.sub.5.Type: GrantFiled: July 25, 1983Date of Patent: October 22, 1985Assignee: AdirInventors: Gilbert Regnier, Claude Guillonneau, Jacques Duhault, Michelle Boulanger
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Patent number: 4529729Abstract: Piperazine and homopiperazine compounds of the formula: ##STR1## in which: A is a hydrocarbon radical from C.sub.3 to C.sub.5, in a straight or branched chain, which may contain one or two double bonds, and optionally substituted by one or more OH;B is CH or a nitrogen atom;m is 2 or 3;X--Y-- represents --CH.dbd.CH--(CR'R").sub.n - in which n is zero or 1, and R' and R" are hydrogen or methyl;Z is oxygen or sulfur,R is hydrogen, alkyl from C.sub.1 to C.sub.5, cycloalkyl from C.sub.3 to C.sub.7, or phenyl optionally substituted by fluorine, chlorine or alkyl from C.sub.1 to C.sub.5, andT is hydrogen, fluorine, chlorine or alkyl from C.sub.1 to C.sub.5.These compounds and physiologically tolerable acid addition salts thereof may be used as medicines especially in the treatment of all kinds of tissular hypoxia.Type: GrantFiled: June 20, 1984Date of Patent: July 16, 1985Assignee: AdirInventors: Gilbert Regnier, Michel Laubie, Jacques Duhault
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Patent number: 4514398Abstract: Polymethylene-imines of the formula: ##STR1## in which: A is a hydrocarbon radical from C.sub.3 to C.sub.5 in a straight or branched chain possibly containing one or two double bonds and possibly substituted by one or more hydroxy radicals;X is CH or nitrogen;n is zero, one or two;Y is oxygen or N--R.sub.1 in which R.sub.1 is hydrogen, alkyl from C.sub.1 to C.sub.5, alkenyl from C.sub.2 to C.sub.5, cycloalkyl or cycloalkenyl from C.sub.3 to C.sub.7, or acetyl;R is hydrogen, alkyl from C.sub.1 to C.sub.5, cycloalkyl from C.sub.5 to C.sub.7 or phenyl optionally substituted by one or more fluorine or chlorine; andB is hydrogen, alkyl from C.sub.1 to C.sub.5, alkenyl from C.sub.2 to C.sub.5, or phenyl, naphthyl, benzofuranyl, benzothienyl, benzodioxolyl, benzodioxanyl, benzodioxinyl, .DELTA.3-chromanyl, thiochromenyl or chromanyl, each optionally substituted by fluorine, chlorine, alkyl or alkoxy from C.sub.1 to C.sub.5 ; ora radical of the formula: ##STR2## in which: R.sub.2, R.sub.3 and R.sub.Type: GrantFiled: March 25, 1983Date of Patent: April 30, 1985Assignee: ADIRInventors: Gilbert Regnier, Alain Dhainaut, Michel Laubie, Jacques Duhault
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Patent number: 4514399Abstract: N,N'-substituted polymethylene diamines of the formula: ##STR1## in which: A is a hydrocarbon radical from C.sub.3 to C.sub.5 in a straight or branched chain optionally containing one and two double bonds and possibly substituted by one or more hydroxy radicals;X is CH or nitrogen;n is an integer from 2 to 6;R.sub.1 is hydrogen, or alkyl from C.sub.1 to C.sub.5 ;R.sub.2 is hydrogen, alkyl from C.sub.1 to C.sub.5, cycloalkyl from C.sub.5 to C.sub.7, or phenyl optionally substituted by one or more fluorine or chlorine, andB is:phenyl, naphthyl, benzofuranyl, benzothionyl, benzodioxolyl, benzodioxanyl, benzodioxinyl, .DELTA.3-chromenyl, thiochromenyl or chromanyl, each of them optionally substituted by fluorine, chlorine, alkyl or alkoxy from C.sub.1 to C.sub.5, or methylene-dioxy, ora radical of the formula: ##STR2## in which R.sub.3, R.sub.4 and R.sub.5 which may be the same or different, each represent hydrogen or phenyl optionally substituted by fluorine or chlorine.Type: GrantFiled: April 18, 1983Date of Patent: April 30, 1985Assignee: AdirInventors: Gilbert Regnier, Alain Dhainaut, Michel Laubie, Jacques Duhault
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Patent number: 4505921Abstract: New sulfonylurea compounds of the formula: ##STR1## in which n is 1 or 2,R is thienyl, furyl, pyridyl or phenyl optionally mono or disubstituted,R.sub.1 and R.sub.2, the same or different, each are hydrogen, halogen, (C.sub.1 to C.sub.5)-alkyl, (C.sub.1 to C.sub.5)-alkoxy, or trifluoromethyl, or together represent --CH.sub.2 --O--CH.sub.2 --,R.sub.3 is hydrogen, or hydroxy, andR.sub.4 is (C.sub.1 to C.sub.5)-alkyl, (C.sub.3 to C.sub.8)-cycloalkyl or azacycloalkyl of the formula: ##STR2## in which p is zero or an integer from 1 to 5, or azabicycloalkyl of the formula: ##STR3## in which m is 1, 2, or 3. These new compounds and physiologically tolerable salts thereof may be used as medicines especially in the treatment of diabetes.Type: GrantFiled: September 6, 1983Date of Patent: March 19, 1985Assignee: ADIR, S.A.R.L.Inventors: Laszlo Beregi, Pierre Hugon, Jacques Duhault, Michelle Boulanger
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Patent number: 4492696Abstract: Piperazine and homopiperazine compounds of the formula: ##STR1## in which: A is a hydrocarbon radical from C.sub.3 to C.sub.5, in a straight or branched chain, which may contain one or two double bonds, and optionally substituted by one or more OH;B is CH or a nitrogen atom;m is 2 or 3;X--Y-- represents --CH.dbd.CH-- (CR'R").sub.n -- in which n is zero or 1, and R' and R" are hydrogen or methyl;Z is oxygen or sulfur,R is hydrogen, alkyl from C.sub.1 to C.sub.5, cycloalkyl from C.sub.3 to C.sub.7, or phenyl optionally substituted by fluorine, chlorine or alkyl from C.sub.1 to C.sub.5, andT is hydrogen, fluorine, chlorine or alkyl from C.sub.1 to C.sub.5.These compounds and physiologically tolerable acid addition salts thereof may be used as medicines especially in the treatment of all kinds of tissular hypoxy.Type: GrantFiled: February 15, 1983Date of Patent: January 8, 1985Assignee: ADIRInventors: Gilbert Reginier, Michel Laubie, Jacques Duhault
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Patent number: 4338323Abstract: Piperidylbenzimidazolinone derivatives of the formula: ##STR1## in which: R.sub.1 is lower alkyl, phenyl, halophenyl, lower alkylphenyl, lower alkoxyphenyl, methylenedioxyphenyl, ethylenedioxyphenyl, thienyl, furyl or pyridyl.R.sub.2 is R'.sub.1 COO-- or R'.sub.1 --COO--CH.sub.2 -- in which R'.sub.1 has the same meanings as R.sub.1, R.sub.1 and R'.sub.1 being the same or different, or R.sub.3 NH-- in which R.sub.3 is formyl, acetyl mesyl, carbamoyl, sulfamoyl or ethoxalyl.Z is hydrogen, lower-alkyl or lower alkenyl, andT is hydrogen, lower alkyl or lower alkoxy.These compounds and physiologically tolerable acid addition salts thereof may be used as medicines especially in the treatment of autoimmune, allergic and antiinflammatory diseases and in the treatment of dyspnea especially asthmatic and bronchial dyspnea.Type: GrantFiled: November 10, 1980Date of Patent: July 6, 1982Assignee: Science Union et CieInventors: Gilbert Regnier, Alain Dhainaut, Jacques Duhault, Michelle Boulanger
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Patent number: 4288453Abstract: There are now described some novel alpha-[1-aryl-2,2,2-trifluoroethoxy (or-ethylthio)]alkanoic acids that are useful for reducing triglycerides and cholesterol levels in the blood of animals. The percentage reduction in test rats has been observed to be from 20 to 65 for triglycerides and from 15 to 50 for cholesterol. A representative compound of the invention is alpha-(2,2,2-trifluoro-1-phenyl-1-ethoxy)butyric acid. Most of the compounds have an LD.sub.50 greater than 800 mg/kg, intraperitoneally, in male mice.A method of use, compositions, and a process for synthesis are also described.Type: GrantFiled: October 10, 1978Date of Patent: September 8, 1981Assignee: Science Union et CieInventors: Michel Vincent, Jacques Duhault, Michelle Boullanger, Georges Remond
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Patent number: 4264613Abstract: Piperidylbenzimidazolinone compounds of the formula: ##STR1## in which: R is hydrogen, hydroxy, hydroxymethyl, methoxycarbonyl, formamido, acetamido, mesylamino, oxalamino, ethoxalylamino, carbamoyl ##STR2## ureido ##STR3## or sulfamoylamino ##STR4## in which R' and R" are hydrogen or lower alkyl, T is hydrogen, halogen, lower alkyl or lower alkoxy, andZ is hydrogen, lower alkyl or lower alkenyl each in straight or branched chain.These compounds and physiologically tolerable acid addition salts thereof may be used as medicines especially in the treatment of autoimmune, allergic and inflammatory diseases and in the treatment of respiratory insufficiency of asthma.Type: GrantFiled: August 1, 1979Date of Patent: April 28, 1981Assignee: Science Union et cie, Societe Francaise de Recherche MedicaleInventors: Gilbert Regnier, Alain Dhainaut, Jacques Duhault, Michelle Boulanger
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Patent number: 4237165Abstract: Pharmaceutical compositions containing a compound selected from 1-(3-trifluoromethyl phenyl)-2-(.beta.-hydroxyethyl)aminopropane and 1-(3-trifluoromethyl phenyl)-2-(.beta.-benzoyloxy ethyl)-aminopropane and physiologically acceptable acid addition salts thereof, useful in the treatment of metabolism disorders.Type: GrantFiled: June 4, 1976Date of Patent: December 2, 1980Assignee: Science Union et CieInventor: Jacques Duhault
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Patent number: 4161529Abstract: Pyrrolidone derivatives of the formula: ##STR1## wherein R is hydrogen, halogen, lower alkyl, lower alkoxy or trifluoromethyl,AndY is hydrogen, saturated or unsaturated hydrocarbon radical up to C.sub.4, hydroxyethyl, hydroxypropyl or carboxymethyl.These compounds are used as medicines especially in the treatment of lipid-metabolism disorders.Type: GrantFiled: February 14, 1978Date of Patent: July 17, 1979Assignee: Science Union et Cie, Societe Francaise de Recherche MedicaleInventors: Laszlo Beregi, Pierre Hugon, Jacques Duhault, Michelle Boulanger
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Patent number: 4064245Abstract: Phenoxy compounds of the formula: ##STR1## wherein R and R', which are the same or different, are hydrogen, halogen, lower alkyl, lower alkoxy, lower alkylthio, nitro, trifluoromethyl, trifluoromethylthio, trifluoromethoxy, lower alkoxy-carbonyl or dimethylsulfamoyl.These compounds are used as medicines especially in the treatment of glucid -- and lipid -- metabolism disorders.Type: GrantFiled: July 14, 1976Date of Patent: December 20, 1977Assignee: Science Union et Cie, Societe Francaise de Recherche MedicaleInventors: Laszlo Beregi, Pierre Hugon, Jacques Duhault, Michelle Boulanger
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Patent number: 4056623Abstract: Pharmaceutical compositions containing a compound selected from N-phenyl sulphonyl-N'-(3-azabicycloalkyl) ureas or physiologically acceptable salts thereof and an appropriate pharmaceutical carrier for reducing the risk of arteriosclerosis.Type: GrantFiled: June 3, 1976Date of Patent: November 1, 1977Assignee: Science Union et Cie, Societe Francaise de Recherche MedicaleInventor: Jacques Duhault
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Patent number: 4032658Abstract: Alkanolamine derivatives and their optical isomers of the formula: ##STR1## wherein: N IS 2 OR 3, ANDR.sub.1 and R.sub.2 are lower alkyl or taken together with the nitrogen to which they are bonded, they form pyrrolidinyl, piperidino, dimethyl piperidino, morpholino, 1-thiomorpholino, azabicyclo [3, 3, 0] octyl or azabicyclo [3, 2, 2] nonyl.These compounds are used as medicines especially in the treatment of obesity, atheroma or metabolic diseases requiring weight reduction and regulation.Type: GrantFiled: April 23, 1975Date of Patent: June 28, 1977Assignee: Science-Union et CieInventors: Laszlo Beregi, Pierre Hugon, Jacques Duhault, Michelle Boulanger
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Patent number: 3956501Abstract: N-substituted glycinates of the formula: ##EQU1## optical isomers and acid addition salts thereof, wherein R is cyclopentyl, cyclohexyl, benzyl, halobenzyl, lower alkylbenzyl, lower alkoxybenzyl, methylenedioxybenzyl or trifluoromethylbenzyl.These compounds are used as medicines especially in the treatment of obesity or other metabolic diseases needing weight reduction and regulation.Type: GrantFiled: August 5, 1974Date of Patent: May 11, 1976Assignee: Science Union et Cie, Societe Francaise de Recherche MedicalInventors: Laszlo Beregi, Charles Malen, Pierre Hugon, Jacques Duhault