Patents by Inventor Bernard Plau

Bernard Plau 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).

  • Patent number: 5321026
    Abstract: New phenothiazine derivatives of general formula (I) in whichR represents 4- to 6-membered cycloalkyl, or represents --CH.sub.2 R" in which R" is hydrogen, alkyl containing 1 to 5 carbon atoms, alkenyl or alkynyl containing 2 to 4 carbon atoms, cycloalkyl (3- to 6-membered), phenyl, optionally substituted (with 1 or 2 halogen atoms or with a hydroxyl, alkyl, alkyloxy, trifluoromethyl or nitro radical) or heterocyclic selected from furyl, thienyl or pyridyl, andR' either represents a radical of general formula (IIa) in which R.sub.1 and R.sub.2, which may be identical or different, are alkyl, cycloalkylalkyl, hydroxyalkyl or acetyloxyalkyl or, together with the nitrogen atom to which they are attached, form a saturated or partially unsaturated 4- to 7-membered heterocycle optionally substituted with 1 or 2 alkyl, hydroxyalkyl or acetyloxyalkyl radicals, andR.sub.
    Type: Grant
    Filed: January 27, 1992
    Date of Patent: June 14, 1994
    Assignee: Rhone-Poulenc Rorer S.A.
    Inventors: Claude Garret, Claude Guyon, Bernard Plau, Gerard Taurand
  • Patent number: 5049669
    Abstract: Phenothiazine derivatives of general formula (I), in which R is a linear or branched (1 to 6 C) alkyl radical and R.sub.1 and R.sub.2, which may be identical or different, are linear or branched (1 to 4 C) alkyl radicals or form, with the nitrogen atom to which they are attached, a 4- to 7-membered heterocycle, their isomeric forms and mixtures thereof as well as their addition salts with acids, possess analgesic and diuretic activity.
    Type: Grant
    Filed: June 12, 1989
    Date of Patent: September 17, 1991
    Assignee: Rhone-Poulenc Sante
    Inventors: Claude Garret, Claude Guyon, Bernard Plau, Gerard Taurand
  • 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: 4912105
    Abstract: Phenothiazine derivatives of formula ##STR1## in which R represents --NR.sub.1 R.sub.2 in which R.sub.1 and R.sub.2, which may be identical or different, are alkyl, hydroxyalkyl or acetyloxyalkyl radicals, or form, together with the nitrogen atom to which they are attached, a heterocycle containing 4 to 7 members which may be substituted by 1 or 2 alkyl, hydroxyalkyl or acetyloxyalkyl radicals, or R represents --N.sup.+ R.sub.1 R.sub.2 R.sub.3 in which R.sub.1 and R.sub.2 are as defined above and R.sub.3 is alkyl or phenylalkyl, their isomeric forms and their mixtures, and their salts, are useful in the field of antidiarrhetics.
    Type: Grant
    Filed: June 12, 1989
    Date of Patent: March 27, 1990
    Assignee: Rhone-Poulenc Sante
    Inventors: Claude Garret, Claude Guyon, Bernard Plau, Gerard Taurand
  • 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: 4526962
    Abstract: New cephalosporin derivatives of the formula: ##STR1## in which R' represents a protected carboxyl radical, Hal represents a halogen atom, X.sub.1 represents a sulphur or oxygen atom or a sulphinyl radical and R represents an acyl radical or an amine-protecting radical, are useful as intermediates for the preparation of cephalosporins having antibacterial activity.
    Type: Grant
    Filed: August 16, 1982
    Date of Patent: July 2, 1985
    Assignee: Rhone-Poulenc Sante
    Inventors: Daniel Farge, Pierre Le Roy, Claude Moutonnier, Jean-Francois Peyronel, Bernard Plau
  • Patent number: 4508717
    Abstract: Cephalosporin derivatives of the formula: ##STR1## in which A is a single bond or a radical --CH.sub.2 --, --NH-- or --NHCO--, attached to the 3-position or 4-position of the pyridinio radical, R is a methyl, carboxymethyl, carbamoylmethyl, benzyl or allyl radical, R.sub.a, R.sub.b and R.sub.c are hydrogen atoms, or alternatively R.sub.a is carboxyl and R.sub.b and R.sub.c, which are identical or different, are hydrogen atoms or alkyl radicals, or together form an alkylene radical, and n equals 0 or 1, in their syn form, and also their addition salts with acids, metal salts and addition salts with nitrogen-containing bases are antibacterial agents having a broad spectrum of activity.
    Type: Grant
    Filed: August 11, 1983
    Date of Patent: April 2, 1985
    Assignee: Rhone-Poulenc Sante
    Inventors: Christian Berger, Daniel Farge, Claude Moutonnier, Jean-Francois Peyronel, Bernard Plau
  • Patent number: 4496560
    Abstract: New cephalosporin derivatives, of the formula: ##STR1## in which R.sub.1 is a heterocyclic, phenyl, p-hydroxyphenyl, phenoxy or dichlorophenylthio radical and R.sub.2 is a hydrogen atom, or R.sub.1 is phenyl or p-hydroxyphenyl and R.sub.2 is an amino radical, R.sub.3 is hydrogen, phenyl, substituted phenyl, alkylthio or substituted amino or a radical of the structure --A--R'.sub.3, which A is --CH.sub.2 --, --NH-- or --NHCO-- and R'.sub.3 is a substituted pyridinio radical, R is a carboxyl radical or a carboxylato radical if R.sub.3 is a --AR'.sub.3 radical and X is a sulphur or oxygen atom, the said alkyl moieties or radicals containing 1 to 4 carbon atoms each in their D, L and D,L forms, where these exist, and their salts are narrow-spectrum anti-bacterial agents which are active against gram-positive bacteria.
    Type: Grant
    Filed: August 16, 1982
    Date of Patent: January 29, 1985
    Assignee: Rhone-Poulenc Sante
    Inventors: Daniel Farge, Pierre Le Roy, Claude Moutonnier, Jean-Francois Peyronel, Bernard Plau
  • Patent number: 4399135
    Abstract: New oxacephalosporins of the general formula (I), in which R is optionally N-oxidised pyridyl, pyrimidin-2-yl, substituted pyridazin-3-yl, 5,6-dioxo-1,4,5,6-tetrahydro-1,2,4-triazin-3-yl substituted in the 4-position, substituted 1-alkyl-1,3,4-triazol-5-yl or 1,2,4-triazol-5-yl, 5,6-dioxo-1,4,5,6-tetrahydro-1,2,4-triazin-3-yl substituted in the 1-position, 5,6-dioxo-1,4,5,6-tetrahydro-1,2,4-triazin-3-yl substituted in the 2-position, substituted or unsubstituted 2-alkyl-2,5-dihydro-5-oxo-1,2,4-triazin-3-yl, 1-amino-1,2-dihydro-2-oxo-pyrimidin-4-yl, substituted 1,3,4-thiadiazol-5-yl or tetrazol-5-yl substituted in the 1-position, R' is a substituted 2-(2-aminothiazol-4-yl)-acetyl radical or an .alpha.-carboxyarylacetyl radical and R" is a hydrogen atom or a methoxy radical in the 7.alpha.-position, and also their salts, their preparation and the medicaments in which they are present.
    Type: Grant
    Filed: November 19, 1981
    Date of Patent: August 16, 1983
    Assignee: Rhone-Poulenc Industries
    Inventors: Daniel Farge, Pierre L. Roy, Claude Moutonnier, Bernard Plau, Jean-Francois Peyronel
  • Patent number: 4370478
    Abstract: New oxacephalosporins of the general formula: ##STR1## in which either R.sub.1 is hydrogen or a protective radical, R.sub.4 is hydrogen or substituted 2-(2-aminothiazol-4-yl)-acetyl or .alpha.-carboxyarylacetyl, of which the amine and acid groups are free or protected, and R" is hydrogen or methoxy in the 7.alpha.-position, or R.sub.1 is a protective radical, R.sub.4 is a radical which can easily be removed and R" is hydrogen or methoxy in the 7.alpha.-position or hydrogen in the 7.beta.-position, and R.sub.2 is a radical --O SO.sub.2 --R.sub.3 or --O CO--R'.sub.3 (R.sub.3 and R'.sub.3 being substituted or unsubstituted alkyl radicals, or phenyl radicals) or a halogen atom, are useful as intermediates for the preparation of antimicrobial oxacephalosporins.
    Type: Grant
    Filed: November 19, 1981
    Date of Patent: January 25, 1983
    Assignee: Rhone-Poulenc Industries
    Inventors: Daniel Farge, Pierre L. Roy, Claude Moutonnier, Bernard Plau, Jean-Francois Peyronel
  • Patent number: 4369314
    Abstract: New oxacephalosporin derivative of the general formula: ##STR1## in which R.sub.1 is a protective radical, R.sub.2 is either a radical of the general formula: ##STR2## [in which R.sub.5 is hydrogen, alkyl, vinyl, protected carboxyalkyl or a protective radical and R.sub.6 is a protective radical] or an .alpha.-carboxyarylacetyl radical and R" is hydrogen or methoxy in the 7.alpha.-position, or alternatively R.sub.2 is a protective radical and R" is either hydrogen or methoxy in the 7.alpha.-position or hydrogen in the 7.beta.-position, and R.sub.3 and R.sub.4 are optionally substituted alkyl, or phenyl, or form a heterocyclic ring with the nitrogen atom, their E and Z forms and mixtures thereof and also their preparation.These new products are useful as intermediates for the preparation of biologically active oxacephalosporins.
    Type: Grant
    Filed: November 19, 1981
    Date of Patent: January 18, 1983
    Assignee: Rhone-Poulenc Industries
    Inventors: Daniel Farge, Pierre L. Roy, Claude Moutonnier, Bernard Plau, Jean-Francois Peyronel
  • Patent number: 4369315
    Abstract: New oxacephalosporins of the general formula ##STR1## in which R.sub.1 is a protective radical and (a) R.sub.4 is a substituted 2-(2-aminothiazol-4-yl)-acetyl radical of which the amine group is protected, or an .alpha.-carboxyarylacetyl radical, and R" is hydrogen or methoxy in the 7.alpha.-position, or alternatively(b) R.sub.4 is a protective radical and R" is hydrogen or methoxy in the 7.alpha.-position or hydrogen in the 7.beta.-position, in the form of a bicyclooct-2-ene or bicyclooct-3-ene or a 3-oxoethylidenebicyclooctane, are useful as intermediates for the preparation of pharmaceutically active oxacephalosporins.
    Type: Grant
    Filed: November 19, 1981
    Date of Patent: January 18, 1983
    Assignee: Rhone-Poulenc Industries
    Inventors: Daniel Farge, Pierre Le Roy, Claude Moutonnier, Bernard Plau, Jean-Francois Peyronel