Patents Assigned to Roussel-UCLAF
  • Patent number: 5202314
    Abstract: A compound of the formula ##STR1## wherein R is selected from the group consisting of alkyl, alkenyl and alkynyl of up to 4 carbon atoms, Y is .dbd.O or ##STR2## R.sub.1 is hydrogen or acyl, n is 0, 1 or 2, D is .dbd.O or ##STR3## and A and B form a second carbon-carbon or an .alpha.-epoxy useful for aromatase inhibition and a process and intermediates for their preparation.
    Type: Grant
    Filed: May 21, 1992
    Date of Patent: April 13, 1993
    Assignee: Roussel Uclaf
    Inventors: Jean-Francois Gourvest, Dominique Lesuisse
  • Patent number: 5198571
    Abstract: A region-specific monofunctionalization of a phenolic hydroxy onto a polyphenol for the preparation of a compound of the formula ##STR1## wherein R is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms, alkenyl and alkynyl of 2 to 8 carbon atoms, --CN, formyl, carboxy, alkoxy carbonyl of up to 9 carbon atoms, aralkoxy carbonyl or up to 12 carbon atoms and halogen and R' is a hydroxy protective group comprising reacting a polyphenol of the formula ##STR2## wherein R has the above definition with a base to form the corresponding dianion, reacting the latter with a trialkyl borate of the formulaB(OAlk).sub.3wherein Alk is alkyl of 1 to 6 carbon atoms to form a compound of the formula ##STR3## reacting the latter with a reagent capable of introducing a hydroxy protective group and reacting the latter with a hydrolysis agent for the oxygen-boron bond to obtain the corresponding compound of Formula I.
    Type: Grant
    Filed: December 16, 1991
    Date of Patent: March 30, 1993
    Assignee: Roussel Uclaf
    Inventors: Jean-Louis Brayer, Daniel Calvo, Francois Ottello
  • Patent number: 5194622
    Abstract: A process for the preparation of a compound of the formula ##STR1## wherein R.sub.1 and R.sub.2 are individually selected from the group consisting of hydrogen, halogen, --CF.sub.3, alkyl, alkoxy and alkylthio of 1 to 8 carbon atoms, alkenyl and alkynyl of 2 to 8 carbon atoms, --SO.sub.2 alk and alk is alkyl of 1 to 8 carbon atoms, optionally substituted aryl, aryloxy and arylthio of 6 to 18 carbon atoms and optionally substituted heteroaryl, heteroaryloxy and heterocyclic of 5 to 6 ring members, R.sub.3 is selected from the group consisting of alkyl of 1 to 8 carbon atoms, alkenyl and alkynyl of 2 to 8 carbon atoms, aryl of 6 to 18 carbon atoms and alkoxyalkoxyalkyl of 3 to 14 carbon atoms, X is selected from the group consisting of --O--, --S-- and --NR.sub.4 --, R.sub.4 is selected from the group consisting of hydrogen, alkyl, alkenyl and alkynyl of up to 8 carbon atoms, --SO.sub.2 alkyl, --SO.sub.2 alkenyl and --SO.sub.2 alkynyl of up to 8 carbon atoms and optionally substituted aryl and --SO.sub.
    Type: Grant
    Filed: November 18, 1991
    Date of Patent: March 16, 1993
    Assignee: Roussel Uclaf
    Inventors: Jean-Louis Brayer, Jean-Pierre Demoute
  • Patent number: 5192754
    Abstract: A method of relieving stress in fish and increasing resistance to pathogenic agents comprising orally administering to the fish an amount of a compound of the formula ##STR1## wherein R is alkyl of 1 to 4 carbon atoms and X is acyl of an organic carboxylic acid of 1 to 18 carbon atoms sufficient to relieve stress and increase resistance to pathogenic agents and novel fish feed containing an effective amount of a compound of formula I.
    Type: Grant
    Filed: February 11, 1992
    Date of Patent: March 9, 1993
    Assignee: Roussel Uclaf
    Inventor: Saburo Kubota
  • Patent number: 5192801
    Abstract: All stereoisomeric forms and mixtures thereof of a compound of the formula ##STR1## wherein the cyclopropane copula has (1R, cis) or (1R, trans) structure, the geometry of the double bond carried by the 3-carbon atom is (E) or (Z), X is halogen, Z is selected from the group consisting of hydrogen, methyl, --CN and --C.tbd.CH, n is an integer from 1 to 5, m represents the number 5-n, Y is selected from the group consisting of hydrogen, halogen, --CH.sub.2 --CN, --OH, optionally unsaturated alkyl of 1 to 8 carbon atoms unsubstituted or substituted with at least one halogen, --CN, --COOAlk, --COAlk, --(CH.sub.2).sub.m , OAlk, --(CH.sub.2).sub.m, --S--Alk, --(CH.sub.2).sub.m, --N(Alk).sub.2, --Si(Alk).sub.3, --OAr and (CH.sub.2).sub.m, --Ar, m' is 0, 1, 2, 3 or 4, Alk is optionally unsaturated alkyl of 1 to 8 carbon atom unsubstituted or substituted with at least one halogen and Ar is aryl of 6 to 14 carbon atoms and the Ys identical or different may be on any position of the phenyl having pesticidal properties.
    Type: Grant
    Filed: February 20, 1992
    Date of Patent: March 9, 1993
    Assignee: Roussel Uclaf
    Inventors: Didier Babin, Marc Benoit, Jean-Pierre Demoute, Jean Tessier
  • Patent number: 5190974
    Abstract: Novel .alpha.-mercapto-alkylamines in all possible racemic, enantiomeric and diastereoisomeric forms of the formula ##STR1## wherein n, R.sub.1, R.sub.2, X, A, R.sub.3A and R.sub.4A are set forth in the claims and their non-toxic, pharmaceutically acceptable acid addition salts having excellent analgesic, psychotropic and enkephalinase inhibiting properties.
    Type: Grant
    Filed: July 5, 1991
    Date of Patent: March 2, 1993
    Assignee: Roussel Uclaf
    Inventors: Francoise Clemence, Odile Le Martret, Francis Petit
  • Patent number: 5189065
    Abstract: The use of products of formula (I) is described, wherein X and Y represent hydrogen, hydroxy or alkoxy; and R.sub.1 and R.sub.2 represent H, alkyl, alkenyl or alkynyl, arylalkyl, acyl or R.sub.1 and R.sub.2 together with nitrogen form a heterocycle for preparing an antitumoral drug.
    Type: Grant
    Filed: October 17, 1991
    Date of Patent: February 23, 1993
    Assignee: Roussel Uclaf
    Inventors: Jorg Czech, Hans H. Sedlacek, Lucien Nedelec, Jacques Guillaume, Christian Marchandeau
  • Patent number: 5189021
    Abstract: A novel method of treating prostate adenocarcinoma, prostate benign hypertrophia, endometriosis, dysmenorrhea, hirsiutism, hormono-dependant mammary tumors, treatment and prevention of precociuos puberty, induction of a retardation of the appearance of puberty and treatment of acne of mammals comprising administering to warm-blooded animals an effective amount of a peptide of the formulap Glu-His-Trp-Ser-Tyr-X-Y-Arg-Pro-Z (I)wherein (a) Z is Gly-NH.sub.2, Y is Leu and X is Gly, (b) Z is Gly-NH.sub.2, Y is Leu, X is DN Leu, DN Val, D Abu (.alpha.-aminobutyric acid), D Phe, D Ser, D Thr, D Met, D Pgl, D Lys, Leu, Ile, Nle, Val, N Val, Met, Phe, D Leu, D Arg, D Ser (tbu), D Thr (tbu), D Cys (tbu), D Asp (O tbu), D Glu (Otbu), D Orn (boc), D Lys (boc), D Trp, Trp, 2-methyl Ala, D Tyr, s-lauryl-D Lys, a-dextran-D Lys, (c) Z is NH-cyclopropyl-or NH-Alk wherein Alk is alkyl of 1 to 3 carbon atoms, Y is Leu and X is D Ser (tbu), D Thr (tbu), D Asp (Otbu), D Glu (Otbu), D Orn (boc), D Lys (boc), (d) Z is --NH--CH.sub.
    Type: Grant
    Filed: October 10, 1990
    Date of Patent: February 23, 1993
    Assignee: Roussel Uclaf
    Inventors: Fernand Labrie, Jean-Pierre Raynaud
  • Patent number: 5187273
    Abstract: A compound of the formula ##STR1## wherein Hal is chlorine or bromine, R is selected from the group consisting of alkyl of 1 to 6 carbon atoms, aralkyl of 7 to 15 carbon atoms and a silylated group, K is a protective group selected from the group consisting of ##STR2## n is 2 or 3 and the wavy lines mean the groups may have either isomer form or are mixtures thereof which are intermediates for .DELTA..sup.4,9(11),16 -pregnatriene-3-ones.
    Type: Grant
    Filed: May 18, 1992
    Date of Patent: February 16, 1993
    Assignee: Roussel Uclaf
    Inventors: Francis Brion, Jean Buendia, Christian Diolez, Michel Vivat
  • Patent number: 5183896
    Abstract: Compounds of the formula ##STR1## which have a long-lasting cholinomimetic activity by oral route. Also disclosed are methods for preparing the compounds and pharmaceutical compositions containing the compounds.
    Type: Grant
    Filed: March 11, 1991
    Date of Patent: February 2, 1993
    Assignee: Roussel Uclaf
    Inventors: Emilio Toja, Carla Bonetti, Fernando Barzaghi, Giulio Galliani
  • Patent number: 5183893
    Abstract: Compounds useful in the treatment of Alzheimer's disease, senile dementia or memory disorders of the aged of the formula ##STR1## in which n represents the number 1, 2 or 3,R.sub.1 and R.sub.2, identical or different, represent hydrogen, a linear, branched or cyclic alkyl, alkenyl, or alkynyl which contain up to 6 carbon atoms, R.sub.1 and R.sub.2 optionally substituted by hydroxy, alkoxy containing up to 6 carbon atoms, aralkyl containing up to 14 carbon atoms, a COOalk.sub.1 radical in which alk.sub.1 represents alkyl containing up to 6 carbon atoms, a --CON(alk.sub.2).sub.2 radical in which alk.sub.2 represents alkyl containing up to 6 carbon atoms, the radical --C(R.sub.1).dbd.NOR.sub.2 being in position 2, 3 or 4, in all their isomer forms and their mixture, as well as their addition salts with pharmaceutically acceptable organic or mineral acids. Also therapeutic compositions containing the compound, method of treatment and method of preparation.
    Type: Grant
    Filed: March 26, 1991
    Date of Patent: February 2, 1993
    Assignee: Roussel Uclaf
    Inventors: Giulio Galliani, Fernando Barzaghi, Carla Bonetti, Emilio Toja
  • Patent number: 5182282
    Abstract: Novel 4-benzyl-1H-indoles of the formula ##STR1## in all diastereoisomeric forms and mixtures thereof having anti-arhythmic activity.
    Type: Grant
    Filed: October 11, 1991
    Date of Patent: January 26, 1993
    Assignee: Roussel Uclaf
    Inventors: Francois Clemence, Jacques Guillaume, Gilles Hamon
  • Patent number: 5182378
    Abstract: A sulfate derivative of galactan extracted from Klebsiella mainly comprised of sulfate neutral oses in a proportion of 20 to 90% of hydroxyls and their preparation and method of use.
    Type: Grant
    Filed: December 4, 1990
    Date of Patent: January 26, 1993
    Assignee: Roussel Uclaf
    Inventors: Pierre Smets, Rene Zalisz
  • Patent number: 5182300
    Abstract: Compounds of the formula ##STR1## wherein AA is a basic amino acid in optically active or racemic form having better bio-availability and a method of treating asthma.
    Type: Grant
    Filed: October 23, 1990
    Date of Patent: January 26, 1993
    Assignee: Roussel Uclaf
    Inventor: Renato L. Pellegata
  • Patent number: 5182295
    Abstract: A compound of the formula ##STR1## wherein R is selected from the group consisting of hydrogen, optionally substituted alkyl, alkenyl and alkynyl of up to 8 carbon atoms, optionally substituted cycloalkyl or cycloalkenyl of up to 8 carbon atoms, optionally substituted aryl of 6 to 18 carbon atoms, optionally substituted aralkyl of 7 to 24 carbon atoms, optionally substituted benzoyl and optionally substituted heterocycle, the optional substituents being at least one member of the group consisting of halogen, phenoxy, thiazolyl, alkyl and alkoxy of 1 to 6 carbon atoms and haloalkyl, Alk.sub.1 and Alk.sub.2 are individually optionally substituted alkyl of 1 to 8 carbon atoms, X is --O-- or --S-- and R' is hydrogen or halogen in any position on the phenyl and the geometry of the double bond is E or Z or a mixture of E and Z and having useful pesticidal properties.
    Type: Grant
    Filed: October 1, 1991
    Date of Patent: January 26, 1993
    Assignee: Roussel Uclaf
    Inventors: Marc Benoit, Jean-Louis Brayer, Jean-Pierre Demoute, Gilles Mourioux, Laurent Taliani
  • Patent number: 5180737
    Abstract: Compound of the formula (I):Q.sup.1 Q(CR.sup.2 .dbd.CR.sup.3).sub.a (CR.sup.4 .dbd.CF)(CR.sup.5 .dbd.CR.sup.6).sub.b C(.dbd.O)NHR.sup.1 (1)or a salt thereof, wherein Q.sup.1 is a phenyl ring or a fused bicyclic ring system containing 9 or 10 ring carbon atoms at least one ring being aromatic, or Q.sup.1 is a dihalovinyl group; Q is an alkyl chain containing 1 to 12 carbon atoms and optionally containing one or two oxygen atoms and/or an unsaturated group --CR.sup.7 .dbd.CR.sup.8 --, or --C.dbd.C--, wherein R.sup.7 and R.sup.8 are selected from hydrogen or halo; a is 0 or 1; b is 0 or 1; the sum of a and b is 0 or 1; R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are the same or different, and are independently selected from hydrogen, halo and C.sub.1-4 alkyl; R.sup.1 is selected from hydrogen and C.sub.1-6 hydrocarbyl optionally substituted by dioxalanyl, halo, cyano, trifluoromethyl, trifluoromethylthio or C.sub.1-6 alkoxy are disclosed which have pesticidal activity.
    Type: Grant
    Filed: June 8, 1989
    Date of Patent: January 19, 1993
    Assignee: Roussel Uclaf
    Inventor: Robert J. Blade
  • Patent number: 5180741
    Abstract: Pyrenthrinoid esters with an indenyl nucleus having the following structural formula ##STR1## wherein the substituents are herein defined, have been shown to be useful as pesticides and in pesticidal compositions.
    Type: Grant
    Filed: June 11, 1991
    Date of Patent: January 19, 1993
    Assignee: Roussel Uclaf
    Inventors: Didier Babin, Jean-Pierre Demoute, Jean Tessier
  • Patent number: 5177098
    Abstract: A pesticidal composition comprising at least one pyrethrinoid and a synergistically effective amount of at least one fungicide compound selected from the group consisting of azoles and morpholines, especially useful against insects and parasitic plant and animal acaridae.
    Type: Grant
    Filed: June 5, 1991
    Date of Patent: January 5, 1993
    Assignee: Roussel Uclaf
    Inventor: Marc Benoit
  • Patent number: 5173483
    Abstract: A method of stimulating ovulation in warm-blooded animals comprising administering to warm-blooded animals an ovulation stimulating effective amount of at least one anti-progestomimetic compound.
    Type: Grant
    Filed: September 5, 1990
    Date of Patent: December 22, 1992
    Assignee: Roussel Uclaf
    Inventor: J. A. Grandadam
  • Patent number: 5166358
    Abstract: A process for the preparation of a compound of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are individually selected from the group consisting of hydrogen, alkyl and alkoxy of 1 to 7 carbon atoms, alkenyl, alkynyl, alkenyloxy and alkynyloxy of 2 to 7 carbon atoms, phenyl, phenoxy, --NO.sub.2, --CF.sub.3, acyl of 1 to 7 carbon atoms and esteri-fied carboxy and R.sub.4, R.sub.5 and R.sub.6 are individually hydrogen or alkyl of 1 to 7 carbon atoms comprising reacting a compound of the formula ##STR2## wherein R.sub.1, R.sub.2 and R.sub.3 have the above definitions and Hal is halogen with a compound of the formula ##STR3## wherein R.sub.4, R.sub.5 and R.sub.6 have the above definitions in the presence of a catalyst and optionally a solvent.
    Type: Grant
    Filed: December 18, 1990
    Date of Patent: November 24, 1992
    Assignee: Roussel Uclaf
    Inventors: Patrick Seuron, Daniel Varraillon