Patents Assigned to Rhone-Poulenc Sante
  • Patent number: 5003110
    Abstract: Saturated aldehydes are prepared by hydrogenation of .alpha.,.beta.-unsaturated aldehydes in a two-phase medium in the presence of a catalyst consisting of a rhodium derivative combined with a water-soluble ligand or of a rhodium complex with a water-soluble ligand.
    Type: Grant
    Filed: September 25, 1989
    Date of Patent: March 26, 1991
    Assignee: Rhone-Poulenc Sante
    Inventor: Jean-Michel Grosselin
  • Patent number: 4994470
    Abstract: New benzopyran derivatives of general formula (I) in which:R.sub.1 denotes a hydrogen or halogen atom or a hydroxy, alkyloxy, nitro, amino, alkylsulphonamido, bis(alkylsulphonyl)amino, or acylamino radical,R denotes a radical of general formula: ##STR1## in which A denotes a single bond or a methylene radical and R.sub.2 and R.sub.3 which may be identical or different, denote a hydrogen or halogen atom or a hydroxy, alkyl, alkyloxy, nitro, amino, alkylsulphonamido, bis(alkylsulphonyl)amino, acylamino, sulphamoyl or cyano radical, or form together, when they are adjacent, a methylenedioxy or ethylenedioxy radical, or alternatively R denotes a 2-oxo-2H-benzimidazolyl radical,and R' and R" are identical and denote hydrogen atoms or alkyl radicals, their isomeric forms and their preparation.These new products are useful as antiarrhythmic and antifibrillating agents.
    Type: Grant
    Filed: January 16, 1990
    Date of Patent: February 19, 1991
    Assignee: Rhone-Poulenc Sante
    Inventors: Michel Barreau, Jean-Claude Hardy, Christian Renault
  • Patent number: 4994569
    Abstract: Compounds of formula: ##STR1## in which R.sub.1 denotes 2-indolyl, 2-thienyl, 3-furyl, naphthyl, phenyl, or phenyl substituted with one or two halogen atoms, with alkoxy, alkyl, nitro, acylamino, alkylthio, acyl, trifluoromethoxy, morpholino, piperidino, amino, mono- or dialkylamino or, at the 3- and 4-positions, with methylenedioxyR.sub.2 denotes phenyl or phenyl substituted with one or two halogen atoms, with one or two alkyl radicals, with alkoxy, nitro, trifluoromethyl or hydroxy or, at the 3- and 4-positions, with methylenedioxy andeither X denotes oxygen andR.sub.3 denotes phenyl R.sub.4, R.sub.5 and R.sub.6 denote hydrogen, orR.sub.3 and R.sub.4 denote hydrogen, R.sub.5 denotes hydrogen or methyl and R.sub.6 denotes phenyl or one of R.sub.3 and R.sub.4 denotes methyl and the other hydrogen, R.sub.5 denotes hydrogen and R.sub.6 denotes phenyl,or X denotes sulphur, R.sub.3 denotes phenyl and R.sub.4, R.sub.5 and R.sub.
    Type: Grant
    Filed: November 1, 1989
    Date of Patent: February 19, 1991
    Assignee: Rhone-Poulenc Sante
    Inventors: Jean-Dominique Bourzat, Claude Cotrel, Claude Guyon, Philippe Pitchen
  • Patent number: 4990441
    Abstract: 2-Keto-L-gulonic acid is separated from a fermented medium containing the calcium salt of 2-keto-L-gulonic acid, by carrying out the following operations: separation of insolubles; removal of inorganic cations; and separation of the 2-keto-L-gulonic acid.
    Type: Grant
    Filed: September 11, 1989
    Date of Patent: February 5, 1991
    Assignee: Rhone-Poulenc Sante
    Inventors: Jean-Pierre Barthole, Jean Filippi, Aurelia Jaeger-Seddik, Isidore Le Fur, Jean-Yves Pommier
  • Patent number: 4990515
    Abstract: New benzo[b][1,8]naphthyridine derivatives of general formula (I), in which R is a hydrogen atom or an alkyl, fluoroalkyl, cycloalkyl (3 to 6 C), alkoxy or alkylamino radical or an amine protective radical and either Hal is a fluorine, chlorine or bromine atom and R' is a hydrogen atom or Hal and R' are simultaneously fluorine atoms, their salts, their preparation and the compositions which contain them.These new products can be used as antimicrobial agents for topical application or as synthesis intermediates.
    Type: Grant
    Filed: January 16, 1990
    Date of Patent: February 5, 1991
    Assignee: Rhone-Poulenc Sante
    Inventors: Michel Antoine, Michel Barreau, Jean-Francois Desconclois, Philippe Girard, Guy Picaut
  • Patent number: 4985419
    Abstract: Phenothiazine derivatives of formula: ##STR1## in which Y is hydrogen or halogen, R.sub.1 and R.sub.2, which may be identical or different, denote alkyl, cycloalkyl-alkyl, hydroxyalkyl or acetyloxyalkyl radicals or form, together with the nitrogen atom to which they are attached, an optionally substituted, saturated or partially unsaturated 4- to 7-membered heterocycle; and either X is oxygen, sulphur or: N-R.sub.4, R is cycloalkyl, phenyl or --CH.sub.2 R.sub.3, R.sub.3 is H, alkyl (1 to 5 C), alkenyl or alkynyl (2 to 4 C), cycloalkyl (3 to 6 C), phenyl, substituted phenyl or a heterocyclic radical, R.sub.4 is H or --CN, except that X is not oxygen if, simultaneously, R.sub.3 is H or alkyl, R.sub.1 and R.sub.2 are alkyl or NR.sub.1 R.sub.2 forms an unsubstituted heterocycle, and Y is H; or X is: N-R.sub.4 and R.sub.
    Type: Grant
    Filed: June 12, 1989
    Date of Patent: January 15, 1991
    Assignee: Rhone-Poulenc Sante
    Inventors: Claude Garret, Claude Guyon, Bernard Plau, Gerard Taurand
  • Patent number: 4983403
    Abstract: Granules containing feed additives for ruminants are coated with an enzymatically degradable composition, consisting of: zein in combination with a non-water-soluble polymer and optionally a plasticizing agent, or zein in combination with a hydrophobic substance and optionally a non-water-soluble polymer.
    Type: Grant
    Filed: December 13, 1988
    Date of Patent: January 8, 1991
    Assignee: Rhone-Poulenc Sante
    Inventors: Pierre Ardaillon, Paul Bourrain
  • Patent number: 4980356
    Abstract: Compounds of formula: ##STR1## and their salts, in which R.sub.1 represents polyfluoroalkoxy, and R.sub.2 represents alkyl, alkenyl (3-6 C), [cycloalkyl (3-6 C)]-alkyl, carbamoylalkyl, dialkylcarbamoylalkyl, acylaminoalkyl, phenylthioalkyl, hydroxyalkyl, cyanoalkyl, sulphamoylethyl, N-alkylsulphamoylethyl, pyridylthioalkyl, pyridiylalkylthioalkyl, pyridylsulphinylalkyl, alkynyl (3-6 C), phenylsulphinylalkyl, halophenylthioalkyl, (2,2,2-trifluoroethylthio)alkyl, 2-dialkylaminopropyl, pyrimidinylsulphinylalkyl, pyridylalkylsulphinylalkyl, halophenylsulphinylalkyl or (2,2,2-trifluoroethylsulphinyl)alkyl are useful in the treatment of medical conditions associated with the effects of glutamate.
    Type: Grant
    Filed: December 13, 1989
    Date of Patent: December 25, 1990
    Assignee: Rhone-Poulenc Sante
    Inventors: Francois Audiau, Claude Gueremy, Patrick Jimonet, Serge Mignani
  • Patent number: 4977166
    Abstract: New benzopyran derivatives of formula: ##STR1## in which R.sub.1 is hydrogen, halogen, hydroxy, alkoxy, nitro, amino, alkylsulphonamido, bis(alkylsulphonyl) amino or acylamino,X is nitrogen or a >CH-radicalR is a radical of formula: ##STR2## in which A denotes a single bond or methylene or, when X is nitrogen, A may denote carbonyl, and R.sub.2 and R.sub.3, which are identical or different, are hydrogen, halogen, hydroxy, alkyl, alkoxy, nitro, amino, alkylsulphonamido, bis(alkylsulphonyl)amino, acylamino, sulphamoyl or cyano, or, when they are adjacent, together form a methylenedioxy or ethylenedioxy radical, or elseR is pyridyl or 2(2H)-benzimidazolonyl if X denotes >CH--, andR' and R" are identical and are hydrogen or alkyl, their isomeric forms and mixtures thereof, and their acid addition salts, can be used as antiarrhythmic and antifibrillation agents.
    Type: Grant
    Filed: March 22, 1989
    Date of Patent: December 11, 1990
    Assignee: Rhone-Poulenc Sante
    Inventors: Jean-Claude Hardy, Christian Renault
  • Patent number: 4973768
    Abstract: Unsaturated alcohols are prepared by hydrogenation of the corresponding carbonyl compounds in the presence of a platinum-cobalt bi-metallic catalyst having an alloy structure.
    Type: Grant
    Filed: March 6, 1989
    Date of Patent: November 27, 1990
    Assignee: Rhone-Poulenc Sante
    Inventors: Georges Cordier, Pierre Fouilloux, Jean-Michel Grosselin
  • Patent number: 4971979
    Abstract: Substituted alkadienes of formula: ##STR1## in which R.sub.1 is hydroxy or acetoxy, R.sub.2 is hydrogen, carboxy, alkoxycarbonyl, phenyl or benzoyl, andR.sub.3 is alkylthio or alkoxy and R.sub.4 is naphthoyl or optionally substituted benzoyl,or R.sub.3 is alkoxycarbonyl, cycloalkyloxycarbonyl or cyano and R.sub.4 is alkyl, naphthyl, optionally substituted phenyl, alkylthio, naphthylmethanethio, optionally substituted benzylthio, optionally substituted phenylthio, naphthylthio, phenethylthio or allylthio,or R.sub.3 and R.sub.4 form, with the carbon atom to which they are attached, a ring-system of formula: ##STR2## in which R.sub.5 is hydrogen or alkoxy and X is methylene or S inhibit 5-lipoxygenase and are useful, for example, as anti-inflammatories.
    Type: Grant
    Filed: July 19, 1989
    Date of Patent: November 20, 1990
    Assignee: Rhone-Poulenc Sante
    Inventors: Jean-Luc Malleron, Gerard Ponsinet, Gerard Roussel
  • Patent number: 4970213
    Abstract: New benzo[b][1,8]naphthyridine derivatives of general formula (I) in which R is a hydrogen atom or an alkyl, fluoroalkyl, cycloalkyl (3 to 6 C), alkoxy, alkylamino or protected alkylamino radical, Hal is F, Cl or Br if R' is hydrogen, or Hal and R' are F, and Alk is an alkyl radical, and their preparation.These new products can be used as intermediates for the preparation of biologically active products.
    Type: Grant
    Filed: January 16, 1990
    Date of Patent: November 13, 1990
    Assignee: Rhone-Poulenc Sante
    Inventors: Michel Antoine, Michel Barreau, Jean-Francois Desconclois, Philippe Girard, Guy Picaut
  • Patent number: 4960779
    Abstract: Pyrrole derivatives of formula (I): ##STR1## in which A forms with the pyrrole ring an isoindoline, 6,7-dihydro-5H-pyrrolo[3,4-b]pyrazine, 2,3,6,7-tetrahydro-5H-[1,4]oxathiino[2,3-c]pyrrole or 2,3,6,7-tetrahydro-5H-[1,4]dithiino[2,3-c]pyrrole ring-system, Het.dbd.naphthyridinyl, pyridyl or quinolyl which are unsubstituted or substituted with halogen, (1 to 4 C) alkyl, (1 to 4 C) alkyloxy, (1 to 4 C) alkylthio or CF.sub.3, Y.dbd.CO, C.dbd.NOH or CHOH and R.dbd.(3 to 10 C) alkenyl, alkyl which is unsubstituted or substituted with OH, alkyloxy, alkylthio, (3 to 6 C) cycloalkyl, NH.sub.2, alkylamino, dialkylamino, alkylcarbonylamino, piperazinyl, piperidyl, 1-azetidinyl, morpholino, pyrrolidinyl, carbamoyl, alkylcarbamoyl, dialkylcarbamoyl, (1-piperazinyl)carbonyl, piperidinocarbonyl, pyrrolidinocarbonyl, phenyl, pyridyl, 1-imidazolyl or alternatively R.dbd.
    Type: Grant
    Filed: June 1, 1989
    Date of Patent: October 2, 1990
    Assignee: Rhone-Poulenc Sante
    Inventors: Jean-Dominique Bourzat, Marc Capet, Claude Cotrel, Richard Labaudiniere, Philippe Pitchen, Gerard Roussel
  • Patent number: 4960904
    Abstract: Cyclic sulphates of formula: ##STR1## are prepared by oxidation of a cyclic sulphite of formula: ##STR2## with a hypohalite of an alkali or alkaline-earth metal and a catalytic quantity of a ruthernium derivative (RuO.sub.2, RuCl.sub.3). In formulae (I) and (II), R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are identical or different and each represents hydrogen, halogen, alkyl, alkoxy, aryl, aryloxy or alkoxycarbonyl.
    Type: Grant
    Filed: September 6, 1989
    Date of Patent: October 2, 1990
    Assignee: Rhone-Poulenc Sante
    Inventors: Pierre Le Roy, Bernadette Mandard-Cazin
  • Patent number: 4956362
    Abstract: Carpipramine, and its pharmaceutically acceptable salts, are useful for the treatment of anxiety and sleep disorder.
    Type: Grant
    Filed: December 13, 1989
    Date of Patent: September 11, 1990
    Assignee: Rhone-Poulenc Sante, a French Body Corporate
    Inventors: Sylvie Goni, Odile Piot, Jean-Luc Zundel
  • Patent number: 4933500
    Abstract: Citral is prepared from prenol and prenal by condensation to form an acetal followed by cracking, both operations being effected in the presence of a lithium halide (e.g. lithium chloride) as catalyst.
    Type: Grant
    Filed: May 15, 1989
    Date of Patent: June 12, 1990
    Assignee: Rhone-Poulenc Sante
    Inventors: Pierre Chabardes, Jacques Chazal
  • Patent number: 4933501
    Abstract: Terpene peroxides of formula: ##STR1## in which R denotes a tertiary alkyl radical substituted, if desired, by one or more phenyl radicals, a cycloalkyl radical or a trialkylsilyl radical, R.sub.1, R.sub.2 and R.sub.3, which are identical or different, each denote hydrogen or an aliphatic radical optionally containing one or more double or triple bonds and optionally substituted, and R.sub.4 denotes an aliphatic radical optionally containing one or more double or triple bonds and optionally substituted or R.sub.3 denotes hydrogen and R.sub.2 and R.sub.4 together form an alkylene radical which may be substituted by one or more methyl radicals, are obtained by reaction of a hydroperoxide of formula R--OOH with a compound of formula: ##STR2## the operation being carried out in a basic aprotic solvent.
    Type: Grant
    Filed: February 16, 1989
    Date of Patent: June 12, 1990
    Assignee: Rhone-Poulenc Sante
    Inventor: Claude Mercier
  • Patent number: 4929776
    Abstract: Unsaturated alcohols are prepared by hydrogenation of the corresponding unsaturated carbonyl compounds in a homogeneous medium and in the presence of a ruthenium-based catalyst.
    Type: Grant
    Filed: November 29, 1988
    Date of Patent: May 29, 1990
    Assignee: Rhone-Poulenc Sante
    Inventors: Jean-Michel Grosselin, Claude Mercier
  • Patent number: 4925952
    Abstract: Process for preparing 1-(hydroxyalkyl)nitroimidazoles of formula: ##STR1## which comprises reacting an alkylene sulphate of formula: ##STR2## with an imidazole derivative of formula: ##STR3## followed by hydrolyzing or alcoholyzing the product obtained. In the formulae (I) and (II), n is 2 or 3; in the formulae (I) and (III), R denotes hydrogen or hydrocarbon radical; and in the formula (III), X denotes hydrogen or a radical that can be removed by hydrolysis or alcoholysis.
    Type: Grant
    Filed: January 13, 1989
    Date of Patent: May 15, 1990
    Assignee: Rhone-Poulenc Sante
    Inventors: Viviane Massonneau, Michel Mulhauser, Albert Buforn, Bernadette Mandard-Cazin
  • Patent number: 4925951
    Abstract: Process for preparing 1-(hydroxyalkyl)nitroimidazoles of formula: ##STR1## which comprises reacting a sulphite or diacetate of an alkylenediol of formula:HO-(CH.sub.2).sub.n -OH (II)in the presence of a strong acid (sulphuric acid) with an imidazole derivative of formula: ##STR2## followed by hydrolizing or alcoholizing the product obtained. In the formulae (I) and (III), R denotes hydrogen or hydrocarbon. In the formulae (I) and (II), n is 2 or 3. In the formula (III), X denotes hydrogen or a radical which can be removed by hydrolysis or alcoholysis.
    Type: Grant
    Filed: January 13, 1989
    Date of Patent: May 15, 1990
    Assignee: Rhone-Poulenc Sante
    Inventors: Viviane Massonneau, Michel Mulhauser, Albert Buforn