Patents by Inventor Jean-Pierre Robin

Jean-Pierre Robin 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).

  • Publication number: 20190231793
    Abstract: The present invention relates to harringtonine, homoharringtonine and/or derivatives thereof, in particular compounds of formula 1a to 1g as defined in table 1, more particularly in the form of salt, preferably crystalline salt, for use in the treatment or prevention of breast cancer, in particular triple-negative breast cancer (TNBC).
    Type: Application
    Filed: September 22, 2017
    Publication date: August 1, 2019
    Inventor: Jean-Pierre Robin
  • Publication number: 20190161493
    Abstract: The present invention concerns harringtonines salts never described in the crystalline state exhibiting a protonated nitrogen seen in solid state analysis and having general formula 1, comprising solvates, made by reacting a cephalotaxine ester alkaloid base having formula 2, in which R1 is, but not limited to, alkyl, aryl, cycloalkyl, heteroalkyl, heteroaryl or heterocycloalkyl, and R2 is, independently, but not limited to H, alkyl, aryl, cycloalkyl, heteroalkyl, heteroaryl or heterocycloalkyl, with an acid having general formula AH in a non-aqueous crystallization solvent, wherein said salt has a large water solubility. The invention also relates to a process for preparing and purifying these salts and their use as chemostherapeutic drugs, alone or combined with radiotherapy, or as immunomodulating agents.
    Type: Application
    Filed: November 14, 2018
    Publication date: May 30, 2019
    Inventors: Jean-Pierre ROBIN, Nina RADOSEVIC, Julie BLANCHARD, Thierry ROISNEL, Thierry BATAILLE
  • Patent number: 10150776
    Abstract: The present disclosure concerns harringtonines salts at the crystalline state exhibiting a protonated nitrogen seen in solid state analysis and having general formula 1, comprising solvates, made by reacting a cephalotaxine ester alkaloid base having formula 2, in which R1 is, but not limited to, alkyl, aryl, cycloalkyl, heteroalkyl, heteroaryl or heterocycloalkyl, and R2 is, independently, but not limited to H, alkyl, aryl, cycloalkyl, heteroalkyl, heteroaryl or heterocycloalkyl, with an acid having general formula AH in a non-aqueous crystallization solvent, wherein the said salt has a large water solubility. The disclosure is also related to a process for preparing and purifying these salts and their use as chemotherapeutic drugs.
    Type: Grant
    Filed: December 30, 2014
    Date of Patent: December 11, 2018
    Inventors: Jean-Pierre Robin, Nina Radosevic, Julie Blanchard, Thierry Roisnel, Thierry Bataille
  • Publication number: 20160333023
    Abstract: The present disclosure concerns harringtonines salts at the crystalline state exhibiting a protonated nitrogen seen in solid state analysis and having general formula 1, comprising solvates, made by reacting a cephalotaxine ester alkaloid base having formula 2, in which R1 is, but not limited to, alkyl, aryl, cycloalkyl, heteroalkyl, heteroaryl or heterocycloalkyl, and R2 is, independently, but not limited to H, alkyl, aryl, cycloalkyl, heteroalkyl, heteroaryl or heterocycloalkyl, with an acid having general formula AH in a non-aqueous crystallization solvent, wherein the said salt has a large water solubility. The disclosure is also related to a process for preparing and purifying these salts and their use as chemotherapeutic drugs.
    Type: Application
    Filed: December 30, 2014
    Publication date: November 17, 2016
    Inventors: Jean-Pierre ROBIN, Nina RADOSEVIC, Julie BLANCHARD, Thierry ROISNEL, Thierry BATAILLE
  • Publication number: 20140343039
    Abstract: There is provided a process for preparing cephalotaxine esters corresponding to the following general formula I, which comprises the cephalotaxine backbone, and that can be written as C(R1)(R2)(XH)COO[CTX], wherein CTX represents the cephalotaxine backbone, being optionally substituted, the process consisting in bringing the corresponding cephalotaxine compound, or salts, isomers or tautomeric forms thereof, which is free or which is in the form of a metal alkoxide CTXOM, into contact with a heterocyclic side chain precursor having both a bifunctional protected (bidentate) and activated (acylating) form of an acid bearing a hydrogenated heteroatom, in the alpha (?) position with respect to the carboxyl group, and corresponding to the following general formula: in a customary aprotic solvent, preferably with a catalyst which may be a hindered tertiary amine, at a temperature of between ?80° C. and +100° C., preferably in the range 0 to 30° C.
    Type: Application
    Filed: June 6, 2014
    Publication date: November 20, 2014
    Inventors: Jean-Pierre ROBIN, Nina RADOSEVIC, Julie BLANCHARD
  • Patent number: 8712004
    Abstract: A nuclear fuel assembly bottom nozzle, of the type including a perforated plate to allow water to pass through it, the nozzle having lateral faces, and at least one anti-debris element positioned on a lateral face to block out debris likely to infiltrate between the bottom nozzle and another adjacent bottom nozzle, characterized in that, in the free state, the or each anti-debris element permanently projects from the lateral face on which it is positioned, the or each anti-debris element being elastically deformable so as to retract towards the lateral face in the event of a force being exerted on the anti-debris element towards the lateral face.
    Type: Grant
    Filed: June 10, 2009
    Date of Patent: April 29, 2014
    Assignee: Areva NP
    Inventor: Jean-Pierre Robin
  • Publication number: 20120022250
    Abstract: A process for preparing cephalotaxine esters corresponding to the following general formula I which comprises the cephalotaxine backbone: C(R1)(R2)(XH)COO[CTX] wherein CTX represents the cephalotaxine backbone, being optionally substituted and/or dehydrogenated, in which formula I, X is a heteroatom, preferably an oxygen, a sulfur or a nitrogen, R1 and R2, taken separately, may be alkyl, cycloalkyl, heteroalkyl, aryl, heteroaryl, heterocycloalkyl or aralkyl groups, said groups being optionally interrupted by ester functions, or groups that can form one or more rings or a heterocycle together, consisting in bringing the corresponding cephalotaxine compound, or salts, isomers or tautomeric forms thereof, which is free or which is in the form of a metal alkoxide corresponding to the following general formula CTXOM, wherein CTX represents the cephalotaxine backbone, being optionally substituted and/or dehydrogenated, in which M is a hydrogen atom or a metal atom, into contact with a heterocyclic side chain precur
    Type: Application
    Filed: March 11, 2010
    Publication date: January 26, 2012
    Inventors: Jean-Pierre Robin, Nina Radosevic, Julie Blanchard
  • Publication number: 20110158373
    Abstract: A nuclear fuel assembly bottom nozzle, of the type including a perforated plate to allow water to pass through it, the nozzle having lateral faces, and at least one anti-debris element positioned on a lateral face to block out debris likely to infiltrate between the bottom nozzle and another adjacent bottom nozzle, characterized in that, in the free state, the or each anti-debris element permanently projects from the lateral face on which it is positioned, the or each anti-debris element being elastically deformable so as to retract towards the lateral face in the event of a force being exerted on the anti-debris element towards the lateral face.
    Type: Application
    Filed: June 10, 2009
    Publication date: June 30, 2011
    Applicant: AREVA NP
    Inventor: Jean-Pierre Robin
  • Patent number: 7842687
    Abstract: The present invention concerns a new general process for asymmetric hemisynthesis of harringtonines and their analogs, that are alkaloids used in chemotherapy. This process comprises direct esterification of a natural cephalotaxine with an acylating compound constituted of a side chain precursor which backbone and functionalization are entirely preformed. The invention also concerns a natural, synthetic or semi-synthetic harringtonines including their tautomeric forms and their salts of the following formula: wherein n=2 (i.e. harringtonine) or n=3 (i.e. homoharringtonine), in which the total content of impurities, possibly including enantiomeric forms, is lower than 1%, and/or the content of the major impurity is lower than 0.9%, and/or the chromatographic assay exhibits a harringtonines content higher than 97.5%.
    Type: Grant
    Filed: May 25, 2006
    Date of Patent: November 30, 2010
    Assignee: Chemgenex Pharmaceuticals, Inc.
    Inventors: Jean-Pierre Robin, Julie Blanchard, Jean-Pierre Marie, Nina Radosevic
  • Publication number: 20090007453
    Abstract: The object of the invention is an dryer in the dryer section (26) of a machine for treating or producing a web (12). This drying section (26) has, amongst other things, a burner assembly (10), wherein this burner assembly (10) is adapted to produce a flame (14) and exhaust gases (18). Either said flame (14) or the exhaust gases (18) or both are in direct contact with the web (12) to be dried. The flame (14) or the exhaust gases (18) or both cover the maximum width of the web (12) to be dried and this at a temperature exceeding 600° C., e.g. above 700° C., e.g. 800° C., preferably 1000° C. and more. By applying such a high temperature to the web (12) to be dried, one achieves a large temperature difference, resulting in a better heat transfer Considering the theoretical equation of heat transfer qx=kx. Ax.DTx, it is evident that because of the large temperature difference, the dimensions of the system can be reduced and/or the efficiency of the drying process can be refined.
    Type: Application
    Filed: January 24, 2007
    Publication date: January 8, 2009
    Inventors: Jean-Pierre Robin, Patrick Lenoir
  • Patent number: 7432383
    Abstract: The present invention generally relates to at least one precursor compound and derivatives thereof, a process for preparing a taxane, and a baccatin derivative.
    Type: Grant
    Filed: March 7, 2007
    Date of Patent: October 7, 2008
    Assignee: Societe d'Etude et de Recherche En Ingenierie Pharmaceutique-Seripharm
    Inventors: Luc Chanteloup, Bruno Chauveau, Christina Corbin, Robert Dhal, Sonia Le Guen, Arnaud Lamy, Antoine Leze, Jean-Pierre Robin
  • Patent number: 7285546
    Abstract: The present invention concerns a compound of formula (I) wherein: W represents O or NH, Q represents an unbranched or branched, saturated or unsaturated or aromatic, cyclic or acyclic or heterocyclic hydrocarbon radical containing 1 to 30 carbon atoms including or not heteroatom(s), R1 is H, OH, or R1, R2 form together —O—, R3?R4?OMe or R3 and R4 form together —OCH2O—, R is H, C1-C30alkyl or O-protecting group and R6 represents an unbranched or branched, saturated or unsaturated or aromatic, cyclic or acyclic or heterocyclic hydrocarboned radical containing 1 to 30 carbon atoms including or not heteroatom(s), or R and R6 form together —CMe2-, n is 0 to 8, R5 is H, OH, OMe, O—(C1-C30)-alkyl, O-aryl-(C1-C30)-alkyl, O—(C2-C30)-alkenyl, O—(C3-C30)-cycloalkyl or O-aryl, the dotted line is null or forms a double bond depending on the meaning of R1. It also concerns their methods of preparation and their use in treatment of cancers, leukemias, parasites and as reversal agents of harringtonines.
    Type: Grant
    Filed: April 1, 2003
    Date of Patent: October 23, 2007
    Assignee: Stragen Pharma S.A.
    Inventors: Jean-Pierre Robin, Robert Dhal, Freddy Drouye, Jean-Pierre Marie, Nina Radosevic, Julie Robin, Karine Souchaud, Patricia Bataille
  • Patent number: 7279586
    Abstract: The present invention generally relates to at least one precursor compound and derivatives thereof, a process for preparing a taxane, and a baccatin derivative.
    Type: Grant
    Filed: June 4, 2004
    Date of Patent: October 9, 2007
    Assignee: Societe d'etude et de Recherche en Ingenierie Pharmaceutique Seripharm
    Inventors: Luc Chanteloup, Bruno Chauveau, Christine Corbin, Robert Dhal, Sonia Le Guen, Arnaud Lamy, Antoine Leze, Jean-Pierre Robin
  • Publication number: 20070208185
    Abstract: The present invention generally relates to at least one precursor compound and derivatives thereof, a process for preparing a taxane, and a baccatin derivative.
    Type: Application
    Filed: March 7, 2007
    Publication date: September 6, 2007
    Inventors: Luc Chanteloup, Bruno Chauveau, Christina Corbin, Robert Dhal, Sonia Guen, Arnaud Lamy, Antoine Leze, Jean-Pierre Robin
  • Patent number: 7220871
    Abstract: The present invention generally relates to at least one precursor compound and derivatives thereof, a process for preparing a taxane, and a baccatin derivative.
    Type: Grant
    Filed: March 11, 2005
    Date of Patent: May 22, 2007
    Assignee: Societe d'etude et de Recherche en Ingenierie Pharmaceutique Seripharm
    Inventors: Luc Chanteloup, Bruno Chauveau, Christine Corbin, Robert Dhal, Sonia Le Guen, Arnaud Lamy, Antoine Leze, Jean-Pierre Robin
  • Patent number: 7169774
    Abstract: The present invention concerns a new general process for asymmetric hemisynthesis of harringtonines and their analogs, that are alkaloids used in chemotherapy. This process comprises direct esterification of a natural cephalotaxine with an acylating compound constituted of a side chain precursor which backbone and functionalization are entirely preformed. The invention also concerns a natural, synthetic or semi-synthetic harringtonines including their tautomeric forms and their salts of the following formula: wherein n=2 (i.e. harringtonine) or n=3 (i.e. homoharringtonine), in which the total content of impurities, possibly including enantiomeric forms, is lower than 1%, and/or the content of the major impurity is lower than 0.9%, and/or the chromatographic assay exhibits a harringtonines content higher than 97.5%.
    Type: Grant
    Filed: June 25, 2004
    Date of Patent: January 30, 2007
    Assignee: Stragen Pharma S.A.
    Inventors: Jean-Pierre Robin, Julie Blanchard, Ludovic Chauviat, Robert Dhal, Jean-Pierre Marie, Nina Radosevic
  • Publication number: 20060234999
    Abstract: The present invention concerns a new general process for asymmetric hemisynthesis of harringtonines and their analogs, that are alkaloids used in chemotherapy. This process comprises direct esterification of a natural cephalotaxine with an acylating compound constituted of a side chain precursor which backbone and functionalization are entirely preformed. The invention also concerns a natural, synthetic or semi-synthetic harringtonines including their tautomeric forms and their salts of the following formula: wherein n=2 (i.e. harringtonine) or n=3 (i.e. homoharringtonine), in which the total content of impurities, possibly including enantiomeric forms, is lower than 1%, and/or the content of the major impurity is lower than 0.9%, and/or the chromatographic assay exhibits a harringtonines content higher than 97.5%.
    Type: Application
    Filed: May 25, 2006
    Publication date: October 19, 2006
    Inventors: Jean-Pierre Robin, Julie Blanchard, Jean-Pierre Marif, Nina Radosevic
  • Patent number: 6987103
    Abstract: The present invention concerns a method of treating chronic myelogenous leukemia, a related myeloproliferative disorder or a Ph-positive acute lymphocytic leukemia in a subject animal, comprising: (a) selecting or identifying an animal suffering from chronic myelogenous leukemia or a related myeloproliferative disorder and showing resistance or intolerance to treatment with STI571; and (b) administering to the animal homoharringtonine. In a preferred embodiment, the animal is a human being.
    Type: Grant
    Filed: March 27, 2003
    Date of Patent: January 17, 2006
    Assignee: Stragen Pharma S.A.
    Inventors: Jean-Pierre Robin, François-Xavier Mahon, Hervé Maisonneuve, Frederick Maloisel, Julie Blanchard
  • Publication number: 20050222089
    Abstract: The present invention generally relates to at least one precursor compound and derivatives thereof, a process for preparing a taxane, and a baccatin derivative.
    Type: Application
    Filed: March 11, 2005
    Publication date: October 6, 2005
    Inventors: Luc Chanteloup, Bruno Chauveau, Christine Corbin, Robert Dhal, Sonia Guen, Arnaud Lamy, Antoine Leze, Jean-Pierre Robin
  • Patent number: RE45128
    Abstract: The present invention concerns a new general process for asymmetric hemisynthesis of harringtonines and their analogs, that are alkaloids used in chemotherapy. This process comprises direct esterification of a natural cephalotaxine with an acylating compound constituted of a side chain precursor which backbone and functionalization are entirely preformed. The invention also concerns a natural, synthetic or semi-synthetic harringtonines including their tautomeric forms and their salts of the following formula: wherein n=2 (i.e. harringtonine) or n=3 (i.e. homoharringtonine), in which the total content of impurities, possibly including enantiomeric forms, is lower than 1%, and/or the content of the major impurity is lower than 0.9%, and/or the chromatographic assay exhibits a harringtonines content higher than 97.5%.
    Type: Grant
    Filed: October 26, 2012
    Date of Patent: September 9, 2014
    Assignee: IVAX International GmbH
    Inventors: Jean-Pierre Robin, Julie Blanchard, Jean-Pierre Marie, Nina Radosevic