Patents Assigned to Rhone-Poulenc Sante
  • Patent number: 4617290
    Abstract: The invention provides novel synergistine derivatives of the formula: ##STR1## in which Y=H or N(CH.sub.3).sub.2 : and R.sub.1 =H and R.sub.2 =OH or alkyl optionally substituted by COOH, alkoxycarbonyl or OH or by alkylamino or dialkylamino the alkyl radicals of which can form a heterocycle, or R.sub.2 =cycloalkyl (of 3 to 7 carbons) or a heterocycle chosen from azetidine, pyrrolidine, piperidine or azepine (optionally substituted on the nitrogen by alkyl), or R.sub.1 =formyl or alkylcarbonyl and R.sub.2 =alkyl substituted by COOH or by alkylamino or dialkylamino the alkyl radicals of which can form a heterocycle, or R.sub.2 is a heterocycle as defined above, or R.sub.1 and R.sub.2, which are identical or different, represent alkyl optionally substituted by COOH, alkoxycarbonyl, OH, alkylamino, or dialkylamino of which the alkyl radicals can form a heterocycle, or R.sub.1 and R.sub.
    Type: Grant
    Filed: July 12, 1984
    Date of Patent: October 14, 1986
    Assignee: Rhone-Poulenc Sante
    Inventors: Jean-Pierre Corbet, Claude Cotrel, Daniel Farge, Jean-Marc Paris
  • Patent number: 4615838
    Abstract: Unsaturated compounds of the formula: ##STR1## in which: Q denotes alkyloxycarbonyl, cyano or formyl, R.sub.1 denotes a saturated or unsaturated aliphatic radical, R.sub.2 denotes a hydrogen atom or an alkyl radical, R.sub.3 denotes a hydrogen atom or an aliphatic radical and R.sub.4 denotes a hydrogen atom or a saturated or unsaturated aliphatic radical which may be substituted, are useful as intermediates in the synthesis of vitamin E.
    Type: Grant
    Filed: November 16, 1984
    Date of Patent: October 7, 1986
    Assignee: Rhone-Poulenc Sante
    Inventors: Gerard Mignani, Didier Morel
  • Patent number: 4612401
    Abstract: 4-Hydroxy-2,4,6-trimethyl-2,5-cyclohexadienone is made by chlorinating 2,4,6-trimethylphenol with chlorine in an organic solvent in the absence of base while the hydrogen chloride formed is removed as it is formed by physical means and hydrolyzing the reaction mixture with water optionally in the presence of an inorganic base.
    Type: Grant
    Filed: March 19, 1985
    Date of Patent: September 16, 1986
    Assignee: Rhone-Poulenc Sante
    Inventors: Michel Costantini, Francoise Igersheim, Leon Krumenacker
  • Patent number: 4594460
    Abstract: Substituted phenols of formula ##STR1## in which R.sub.1 is in an ortho or para position relative to the phenol function and denotes ##STR2## R.sub.2 denotes an acyclic radical optionally substituted by alkyl, hydroxy, alkoxycarbonyl, cyano or formyl, or a phenyl or naphthyl radical, and R denotes hydrogen or 1 to 4 substituents chosen from halogen, OH optionally in the form of ether or ester, alkyl, NO.sub.2, CHO optionally in the form of acetal, CH.sub.3 CO--, C.sub.6 H.sub.5 CO--, NH.sub.2, alkylamino, dialkylamino or alkoxycarbonyl, it being understood that 2 symbols R may form with the phenyl nucleus a condensed aromatic ring, which comprises reacting a butadiene of formula ##STR3## with a phenol for formula ##STR4## in water in the presence of a rhodium-based catalyst, a water-soluble phosphine and optionally an inorganic or organic base. The products of formula (I) are intermediates for the synthesis of vitamin E, antioxidants, perfumes or insecticides.
    Type: Grant
    Filed: March 19, 1985
    Date of Patent: June 10, 1986
    Assignee: Rhone-Poulenc Sante
    Inventors: Gerard Mignani, Didier Morel
  • Patent number: 4593101
    Abstract: 1,2,3,4-Tetrahydro-4-quinolinone of formula: ##STR1## are prepared from a 3-anilinopropionic acid of formula: ##STR2## which is treated successively with phosgene, phosgene in the presence of dimethylformamide, a Lewis acid or a strong acid, and a base. In the formula (I) and (II), R denotes a hydrogen atom, a halogen atom or an alkyl (1 to 4 carbon atoms) or alkoxy (1 to 4 carbon atoms) radical, and R.sub.1 denotes a hydrogen atom or an alkyl radical (1 to 4 carbon atoms). The compounds of formula I are useful as intermediates in the production of known drugs.
    Type: Grant
    Filed: September 20, 1984
    Date of Patent: June 3, 1986
    Assignee: Rhone-Poulenc Sante
    Inventors: Michel Arnaud, Jean-Pierre Corbet
  • Patent number: 4590004
    Abstract: The invention provides new pristinamycin II.sub.B derivatives of the formula: ##STR1## in which R represents alkylthio substituted by (i) alkylamino or dialkylamino of which the alkyl parts can form a pyrrolidin-1-yl, piperidino, azetidin-1-yl, azepin-1-yl, morpholino, thiomorpholino or piperazin-1-yl ring (optionally substituted by alkyl), or (ii) pyrrolidin-2-yl or pyrrolidin-3-yl, piperidin-2-yl, piperidin-3-yl or piperidin-4-yl, azetidin-2-yl or azetidin-3-yl or azepin-2-yl, azepin-3-yl or azepin-4-yl;a radical Het-S-, in which Het is pyrrolidin-3-yl, piperidin-3-yl or piperidin-4-yl, azetidin-3-yl or azepin-3-yl or azepin-4-yl optionally N-alkylsubstituted; ordialkylamino of which the alkyl parts can form a pyrrolidin-1-yl, piperidino, azetidin-1-yl, azepin-1-yl, morpholino, thiomorpholino or piperazin-1-yl ring (optionally substituted by alkyl), the said alkyls having 1 to 5 carbon atoms each in a linear or branched chain.
    Type: Grant
    Filed: July 12, 1984
    Date of Patent: May 20, 1986
    Assignee: Rhone-Poulenc Sante
    Inventors: Jean-Pierre Corbet, Claude Cotrel, Daniel Farge, Jean-Marc Paris
  • Patent number: 4585867
    Abstract: 1,2,3,4-Tetrahydro-4-quinolinones of the formula ##STR1## are prepared from a 3-anilinopropionic acid of general for formula ##STR2## which is treated successively with phosgene, with a base or by heating, and then with a Lewis acid or a strong acid. In the formulae (I) and (II), R denotes a hydrogen atom, a halogen atom, an alkyl radical (1 to 4 carbon atoms) or an alkoxy radical (1 to 4 carbon atoms), and R.sub.1 denotes a hydrogen atom or any alkyl radical (1 to 4 carbon atoms). The compounds of formula I are useful as intermediates in the production of known drugs.
    Type: Grant
    Filed: September 20, 1984
    Date of Patent: April 29, 1986
    Assignee: Rhone-Poulenc Sante
    Inventors: Michel Arnaud, Jean-Pierre Corbet
  • Patent number: 4584134
    Abstract: Nosiheptide, a valuable antibiotic used as an animal feed additive, is separated from a culture containing the same by extraction with a cyclic ether, preferably tetrahydrofuran.
    Type: Grant
    Filed: June 29, 1984
    Date of Patent: April 22, 1986
    Assignee: Rhone-Poulenc Sante
    Inventors: Satoshi Morioka, Makoto Shida, Nobuyuki Suzuki, Kiyoshi Sekihara
  • Patent number: 4584297
    Abstract: Antithrombotics of the formula ##STR1## in which A=S, SO or SO.sub.2, R.sub.3 =H, alkyl or substituted or unsubstituted phenyl, X=O, S, NH or variously substituted nitrogen, p is 0 or 1 and y=H, NH.sub.2, or various substituted amines.
    Type: Grant
    Filed: April 10, 1985
    Date of Patent: April 22, 1986
    Assignee: Rhone-Poulenc Sante
    Inventors: Jean-Louis Fabre, Daniel Farge, Claude James, Daniel Lave
  • Patent number: 4568682
    Abstract: Thioformamide derivatives of the formula: ##STR1## wherein R is hydrogen or alkyl (1 to 4 C), Het is pyridin-3-yl [optionally substituted by alkyl (1 to 4 C) or a halogen], quinolin-3-yl, pyridazin-4-yl, pyrimidin-5-yl, thiazol-5-yl, thieno[2,3-b]pyridin-5-yl or thieno[3,2-b]pyridin-6-yl, and Y is a valency bond or a methylene radical, are new compounds, which are particularly useful as antihypertensive agents.
    Type: Grant
    Filed: June 16, 1983
    Date of Patent: February 4, 1986
    Assignee: Rhone-Poulenc Sante
    Inventors: Jean-Claude Aloup, Jean Bouchaudon, Daniel Farge, Claude James
  • Patent number: 4565895
    Abstract: 4-Hydroxy-2,4,6-trimethyl-2,5-cyclohexadienone is prepared by oxidation of 2,4,6-trimethylphenol with a manganese derivative of valency greater than 2 in an aqueous acidic medium.
    Type: Grant
    Filed: September 21, 1984
    Date of Patent: January 21, 1986
    Assignee: Rhone-Poulenc Sante
    Inventors: Michel Costantini, Francoise Igersheim, Leon Krumenacker
  • Patent number: 4560801
    Abstract: 4-Hydroxy-2,4,6-trimethyl-2,5-cyclohexadienone is prepared by treatment of 2,4,6-trimethylphenol with a halogenation agent and water in the presence of an organic solvent which is inert to the halogenation agent.
    Type: Grant
    Filed: July 10, 1984
    Date of Patent: December 24, 1985
    Assignee: Rhone-Poulenc Sante
    Inventors: Michel Costantini, Francoise Igersheim, Leon Krumenacker
  • Patent number: 4556657
    Abstract: New compounds of the formula: ##STR1## wherein X represents hydrogen, halogen, alkyl (1 to 4 C), alkoxy (1 to 4 C), cyano or nitro, R represents alkyl (1 to 4 C) optionally substituted by hydroxy, or alkenyl (2 to 4 C), and n represents 0 or 1, and one of the symbols m and p represents the figure 0 and the other represents the figure 1.The new compounds are therapeutically useful, more particularly as tranquillizers and anticonvulsants.
    Type: Grant
    Filed: April 21, 1983
    Date of Patent: December 3, 1985
    Assignee: Rhone-Poulenc Sante
    Inventors: Daniel Farge, Andre Leger, Gerard Ponsinet
  • Patent number: 4556742
    Abstract: .alpha.,.delta.-Diethylenic carbonyl compounds of the formula ##STR1## are made by an oxy-Cope rearrangement of an acetylenic alcohol of the formula ##STR2## in the presence of a catalyst based on a metal of Group Ib of the periodic table or palladium. In the formulae (I) and (II), R.sub.1, R.sub.2, R.sub.3 and R.sub.4, which may be identical or different, each denote a hydrogen atom or a hydrocarbon radical R.sub.2 and R.sub.3 being capable together of forming an alkylene radical (--CH.sub.2 --).sub.n in which one or more carbon atoms may be substituted by one or more alkyl radicals containing 1 to 4 carbon atoms, n is 3 to 20 inclusively and R.sub.5 denotes a hydrogen atom.
    Type: Grant
    Filed: May 25, 1984
    Date of Patent: December 3, 1985
    Assignee: Rhone-Poulenc Sante
    Inventors: Norbert Bluthe, Armand S. Falou, Jacques Gore
  • Patent number: 4554350
    Abstract: New cephalosporin derivatives of the formula: ##STR1## in which R is an amino-protecting radical, R' is a protected carboxyl radical, Hal is a halogen atom, R.sub.a, R.sub.b and R.sub.c are hydrogen atoms, or R.sub.a is a protected carboxyl radical and R.sub.b and R.sub.c, which are identical or different, are hydrogen atoms, or C.sub.1 -C.sub.4 alkyl radicals, or together form a C.sub.2 -C.sub.5 alkylene radical, and n=0 or 1, their isomeric forms and mixtures thereof, are useful for the preparation of cephalosporins which have antibacterial properties.
    Type: Grant
    Filed: August 11, 1983
    Date of Patent: November 19, 1985
    Assignee: Rhone-Poulenc Sante
    Inventors: Pierre Le Roy, Daniel Farge, Claude Moutonnier, Jean-Francois Peyronel, Bernard Plau
  • Patent number: 4550110
    Abstract: New compounds of the formula ##STR1## wherein X represents hydrogen, halogen, alkyl (1 to 4 C), alkoxy (1 to 4 C), cyano or nitro, R represents hydrogen, alkyl (1 to 4 C) [unsubstituted or substituted by 1, 2 or 3 halogens, alkenyl (2 to 4 C), alkynyl (2 to 4 C) or alkoxy (1 to 4 C)], phenyl [unsubstituted or substituted by 1, 2 or 3 halogens, alkyl (1 to 4 C), alkoxy (1 to 4 C), nitro or trifluoromethyl] or phenylalkyl (1 to 4 C) or phenylalkynyl (2 to 4 C) in which the phenyl radicals are optionally substituted as indicated above, Z represents an oxygen or sulphur atom, and one of m and p represents the figure O and the other the figure 1.The new compounds are therapeutically useful, more particularly as tranquillizers and anticonvulsants.
    Type: Grant
    Filed: April 21, 1983
    Date of Patent: October 29, 1985
    Assignee: Rhone-Poulenc Sante
    Inventors: Daniel Farge, Andre Leger, Gerard Ponsinet
  • Patent number: 4547504
    Abstract: Pyrrolidine derivatives of the formula: ##STR1## wherein X represents an oxygen or sulphur atom, R represents a hydrogen atom or an alkyl radical, R.sub.o represents a hydrogen atom, an alkyl radical or a phenyl radical optionally substituted by a halogen atom or by an alkyl, alkoxy, alkylthio or nitro radical, A represents a nitrogen atom or a radical .dbd.CH--, the symbol Y represents a hydrogen or halogen atom or an alkyl, alkoxy, alkylthio, alkylcarbonyl, nitro, amino, alkylcarbonylamino, alkylamino, dialkylamino, alkylsulphinyl, alkylsulphonyl, alkoxycarbonyl, cyano, trifluoromethyl, hydroxy, mercapto, alkylcarbonyloxy or alkylcarbonylthio radical, n represents zero or 1, and p represents 1, 2 or 3, it being understood that the alkyl and alkoxy radicals, and alkyl and alkoxy moieties of any of the aforementioned groups, contain from 1 to 4 carbon atoms are new therapeutically useful compounds, more particularly useful as antidepressants.
    Type: Grant
    Filed: December 6, 1983
    Date of Patent: October 15, 1985
    Assignee: Rhone-Poulenc Sante
    Inventors: Jean-Louis Fabre, Daniel Farge, Claude James, Daniel Lave
  • Patent number: 4546100
    Abstract: Antithrombotics of the formula: ##STR1## wherein A is S, SO or SO.sub.2 ; R.sub.3 is H, alkyl or substituted or unsubstituted phenyl; p is zero or 1; X is O, S, N or variously substituted nitrogen; Y is H or various substituted amines.
    Type: Grant
    Filed: January 11, 1984
    Date of Patent: October 8, 1985
    Assignee: Rhone-Poulenc Sante
    Inventors: Jean-Louis Fabre, Daniel Farge, Claude James, Daniel Lave
  • Patent number: 4543433
    Abstract: The new tetraene of formula: ##STR1## is useful particularly as an intermediate in the synthesis of, for example, hexahydropseudoionone, pseudoionone and vitamin A.It may be made by dehydrochlorinating 3-chloro-2-methyl-6-methylene-1,3,7-octadiene in the presence of a palladium catalyst and an inorganic base.
    Type: Grant
    Filed: January 23, 1985
    Date of Patent: September 24, 1985
    Assignee: Rhone-Poulenc Sante
    Inventors: Gerard Mignani, Didier Morel
  • Patent number: 4539400
    Abstract: The invention provides new derivatives of the formula: ##STR1## in which either (a) Y=COOH or a radical of the formula (II), in which R.sub.2 =alkyl or benzyl, A=a sulphur atom, m=1, n=0, R=pyridin-3-yl and R.sub.1 =H, or (b) Y=CN, COOH or a radical of the formula ##STR2## defined as above, A=S, O or CH.sub.2, m=1 or 2 and n=0, 1 or 2, (m+n) being 1, 2 or 3, R=H, alkyl or phenyl (optionally substituted by halogen, alkyl, alkoxy or CF.sub.3) and R.sub.1 =a radical of the formula ##STR3## in which p=0 or 1, the alkyl radicals and alkyl portions being straight-chain or branched-chain and containing 1 to 4 carbon atoms each. Processes for the production of these compounds are described. They are useful as intermediates for the preparation of new medicaments.
    Type: Grant
    Filed: January 11, 1984
    Date of Patent: September 3, 1985
    Assignee: Rhone-Poulenc Sante
    Inventors: Jean-Louis Fabre, Daniel Farge, Claude James, Daniel Lave