Patents Assigned to Guerbet S.A.
  • Patent number: 5919432
    Abstract: Poly(amino acid) derivatives, which are chelating agents of paramagnetic metal ions, in which at least 3 of the donor nitrogen atoms carry identical or different substituents, of formulaCH(R.sub.1)--X,in which X represents CO.sub.2 R.sub.a, CONR.sub.b R.sub.c or P(R.sub.d)O.sub.2 H and R.sub.a, R.sub.b and R.sub.c, which are identical or different, represent H or optionally hydroxylated (C.sub.1 -C.sub.8)alkyl, R.sub.d represents OH, (C.sub.1 -C.sub.8)alkyl or (C.sub.1 -C.sub.8)alkoxy and R.sub.1 represents a hydrophilic group with a molecular weight greater than 200 containing at least 3 oxygen atoms, with the proviso that at least 3 of the X groups are optionally salified acid functional groups.
    Type: Grant
    Filed: October 28, 1997
    Date of Patent: July 6, 1999
    Assignee: Guerbet S.A.
    Inventors: Dominique Meyer, Olivier Rousseaux, Michel Schaefer, Christian Simonot
  • Patent number: 5886169
    Abstract: Iodized polymers, comprising a skeleton consisting of a dextrane onto which are grafted groups of the formula (I). Application of the these compounds as contrast products.
    Type: Grant
    Filed: September 21, 1989
    Date of Patent: March 23, 1999
    Assignee: Guerbet S.A.
    Inventors: Dominique Paris, Jean-Maxime Nigretto, Bruno Bonnemain, Dominique Meyer, Didier Doucet
  • Patent number: 5886158
    Abstract: The invention concerns gadolinium complexes of formula: ##STR1## in which R represents a group of formula: ##STR2## in which X is Br or I; R.sub.1 is H or optionally hydroxylated alkyl;R.sub.2 is hydroxylated alkyl; oralternatively R.sub.1 is H and R.sub.2 is a group of formula: ##STR3## X being as defined above, and R'.sub.1 and R'.sub.2 being as defined for R.sub.1 and R.sub.2 excepted that they do not represent A, provided that --CO--NR.sub.1 R.sub.2 or --CO--NR'.sub.1 R'.sub.2 comprises at least 2 hydroxyl groups, and M represents H or the cation of an inorganic or organic base.
    Type: Grant
    Filed: December 29, 1997
    Date of Patent: March 23, 1999
    Assignee: Guerbet S.A.
    Inventors: Dominique Meyer, Olivier Rousseaux, Michel Schaefer, Christian Simonot
  • Patent number: 5871713
    Abstract: Biological or synthetic macromolecular polyamine compound. optionally of the dendrimer type, characterized in that it carries at least three radio-opaque iodine-containing derivatives.
    Type: Grant
    Filed: August 16, 1996
    Date of Patent: February 16, 1999
    Assignee: Guerbet S.A.
    Inventors: Dominique Meyer, Soizic Le Greneur
  • Patent number: 5851511
    Abstract: The invention relates to compounds of formula: ##STR1## in which T.sub.i, V.sub.i, T'.sub.i and V'.sub.i with i=0, 1 or 2, represent O, COND or NDCO, D being H, alkyl or (poly)hydroxyalkyl;Q.sub.i and Q'.sub.i with i=0, 1 or 2, represent alkylene or (poly)hydroxyalkylene;Ar.sub.i and Ar'.sub.i with i=1 or 2, represent ##STR2## in which R, R.sub.3, R.sub.4 are COOH and R', R'.sub.3, R'.sub.4 are CONR'.sub.1 R'.sub.2 or N(R'.sub.1)COR'.sub.2, R' and R'.sub.2 being H, alkyl or (poly)hydroxyalkyl such that R'.sub.1 and R'.sub.2 together comprise at least 4 hydroxyl groups,or R.sub.i and R'.sub.i with i=nothing, 3 or 4 represent CONR'.sub.1 R'.sub.2 or N(R'.sub.1)COR'.sub.2, R'.sub.1 and R'.sub.2 together comprising at least 6 hydroxyl groups,or else R.sub.i and R'.sub.i with i=3 or 4 represent T--Q--V--Ar, T, Q and V being as defined above for T.sub.i, Q.sub.i and V.sub.i and Ar having formula II,and A is a biocompatible radical of molecular weight less than 1200 having two valences such as to give with T.sub.
    Type: Grant
    Filed: March 21, 1997
    Date of Patent: December 22, 1998
    Assignee: Guerbet S.A.
    Inventors: Gael Le Lem, Dominique Meyer
  • Patent number: 5817873
    Abstract: The present invention relates to polyiodinated compounds with a single molecular weight having a molecular concentration of iodine of greater than approximately 20% by weight, and in particular greater than approximately 30% by weight, containing at least 9 iodine atoms and having a molecular weight above 2000 and below approximately 50,000, and in particular above 2000 and below approximately 20,000, said compounds possessing either a zero overall electrical charge or at least two anionic charges, and persisting in the vascular compartment at a value equal to at least approximately 30% by weight of the injected dose in a subject five minutes after intravascular administration in the said subject.
    Type: Grant
    Filed: November 1, 1994
    Date of Patent: October 6, 1998
    Assignee: Guerbet S.A.
    Inventors: Dominique Meyer, Soizic le Greneur, Gael le Lem, Christian Simonot, Catherine Chambon
  • Patent number: 5712389
    Abstract: Poly(amino acid) derivatives, which are chelating agents of paramagnetic metal ions, in which at least 3 of the donor nitrogen atoms carry identical or different substituents, of formulaCH (R.sub.1) --X,in which X represents CO.sub.2 R.sub.a, CONR.sub.b R.sub.c or P(R.sub.d)O.sub.2 H and R.sub.a, R.sub.b and R.sub.c, which are identical or different, represent H or optionally hydroxylated (C.sub.1 -C.sub.8)alkyl, R.sub.d represents OH, (C.sub.1 -C.sub.8)alkyl or (C.sub.1 -C.sub.8)alkoxy and R.sub.1 represents a hydrophilic group with a molecular weight greater than 200 containing at least 3 oxygen atoms, with the proviso that at least 3 of the X groups are optionally salified acid functional groups.
    Type: Grant
    Filed: February 28, 1997
    Date of Patent: January 27, 1998
    Assignee: Guerbet S.A.
    Inventors: Dominique Meyer, Olivier Rousseaux, Michel Schaefer, Christian Simonot
  • Patent number: 5709846
    Abstract: Polyiodinated derivatives of formula: ##STR1## in which A is a moiety from an aromatic or aliphatic molecule,Za, Zb, Zc and Zd is Tz-Qz-Vz wherein Tz and Vz are O, COND or NDCO, and D is H or C.sub.1 to C.sub.6 alkyl or hydroxyalkyl and Qz is C.sub.1 to C.sub.6 alkylene or hydroxyalkylene or wherein Vz has the above meanings and Qz and/or Tz do not exist,Xa, Xb, Xc and Xd, which are identical or different, have formula ##STR2## in which Ar and Ar' are tri- or tetraiodinated phenyl groups carrying one or two amide groups substituted by optionally hydroxylated alkyls and T, Q and V have one of the meanings of the Tz, Qz and Vz, or X have, formula ##STR3## in which Ap and A'p have the above formula II and the T, Q and V groups have one of the meanings of the Tz, Qz and Vz.Use of these products as contrast agents in X-ray radiology.
    Type: Grant
    Filed: May 21, 1996
    Date of Patent: January 20, 1998
    Assignee: Guerbet S.A.
    Inventors: Gael Le Lem, Dominique Meyer
  • Patent number: 5693311
    Abstract: A compound of the following formula II ##STR1## in which R.sub.7, R.sub.8, R'.sub.7, R'.sub.8, collectively, contain 10-24 hydroxyl groups and are selected, independently, from H, (C.sub.1 -C.sub.10)alkyl, (C.sub.1 -C.sub.10)alkyl substituted with one or more radicals selected from hydroxyl groups, (C.sub.1 -C.sub.3)alkoxy groups and hydroxylated (C.sub.1 -C.sub.3)alkoxy groups, is useful as a contrast agent in diagnostic X-Ray radiography.
    Type: Grant
    Filed: March 17, 1995
    Date of Patent: December 2, 1997
    Assignee: Guerbet S.A.
    Inventors: Myriam Petta, Dominique Meyer
  • Patent number: 5645818
    Abstract: The invention relates to ligands having the formula (I), in which X represents a heterocyclic group, together with the process for their preparation. The invention also concerns mono- or polymetallic complexes formed by said ligands with metallic ions selected from lanthanide ions, transition metal ions, barium ion, bismuth ion, lead ion and the radioisotopes 99m.sub.Tc, 111.sub.In, 90.sub.Y, 64.sub.Cu and 169.sub.Yb, as well as salts physiologically acceptable to these complexes. The salts of said complexes can be used as diagnostic and therapeutic agents in magnetic resonance imaging, radiology, in vivo chemical displacement agents and in nuclear medicine.
    Type: Grant
    Filed: January 12, 1995
    Date of Patent: July 8, 1997
    Assignees: Guerbet S.A., Wake Forest University
    Inventors: Susan C. Jackels, Dominique Meyer
  • Patent number: 5618977
    Abstract: The present invention relates to new polyiodinated compounds of general formula: ##STR1## in which R.sub.1 and R.sub.2, which are identical to or different from each other, represent a group of formula: ##STR2## and R.sub.3 and R.sub.4, which are identical to or different from each other, represent a group of formula ##STR3## with R.sub.1, R.sub.2, R.sub.3 and R.sub.4 comprising in total at least ten hydroxyls, which can be used in contrast media for radiography.The invention also relates to a process for the preparation of these compounds as well as to a contrast medium containing them.
    Type: Grant
    Filed: August 11, 1995
    Date of Patent: April 8, 1997
    Assignee: Guerbet S.A.
    Inventors: Maryse Dugast-Zrihen, Dominique Meyer
  • Patent number: 5616798
    Abstract: The invention relates to novel poly-iodinated compounds of general formula: ##STR1## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9 and R.sub.10, identical or different, are selected from an iodine atom, a group of formula ##STR2## provided that at least two of the R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9 and R.sub.10 groups represent an iodine atom, utilizable in contrast media for radiography. The invention also relates to a process for the preparation of these compounds as well as a contrast medium containing them.
    Type: Grant
    Filed: October 25, 1993
    Date of Patent: April 1, 1997
    Assignee: Guerbet S.A.
    Inventors: Maryse Dugast-Zrihen, Dominique Meyer
  • Patent number: 5609851
    Abstract: Polyiodinated nonionic compound that have the formula: ##STR1##
    Type: Grant
    Filed: November 21, 1994
    Date of Patent: March 11, 1997
    Assignee: Guerbet S A.
    Inventors: Fatima Z. Bennani, Soizic le Greneur, Christian Simonot, Dominique Meyer
  • Patent number: 5545397
    Abstract: Contrast agent for X-ray imaging, consisting of a halogenated, especially iodinated or brominated, derivative of boron, having characteristics necessary for its use in X-ray imaging. The contrast agent may be used for imaging a corporeal situs by radiological techniques, comprising delivery to the corporeal situs of an imagingly effectively amount of a physiologically acceptable composition comprising the boron reagent. A variety of illustrative boron reagents is described, including vectorised boron derivatives, e.g., boron derivatives encapsulated within liposomes, fixed on or bonded to macromolecules or polymers, etc. The contrast agents, formulations, and method of the present invention may be employed for a wide variety of radiological imaging applications, e.g., excretory urography, angiocardiography, aortography, etc.
    Type: Grant
    Filed: November 18, 1994
    Date of Patent: August 13, 1996
    Assignees: Boron Biologicals, Inc., Guerbet S.A.
    Inventors: Bernard F. Spielvogel, Dominique Meyer
  • Patent number: 5516503
    Abstract: A diagnostic composition comprising a binuclear complex between a polyaminopolycarboxylic ligand, such as diethylene triamine pentacetic acid, a paramagnetic metal such as Gd and an endogenous metal such as Ca, optionally mixed with the mononuclear complex of the same paramagnetic metal and the same ligand. This composition can be used as a contrasting agent in magnetic resonance imaging.
    Type: Grant
    Filed: November 7, 1994
    Date of Patent: May 14, 1996
    Assignee: Guerbet S.A.
    Inventors: Corinne Bourgouin, Gerard Desplanches, Michele Lecayon
  • Patent number: 5417960
    Abstract: The subject of the invention is nitrogen-containing cyclic ligands and metal complexes formed by these ligands, the uses of these complexes as magnetic resonance imaging (MRI) agents, as X-ray contrast agents and as chemical shift reagents in vivo.
    Type: Grant
    Filed: February 3, 1994
    Date of Patent: May 23, 1995
    Assignee: Guerbet S.A.
    Inventors: Nichel Schaefer, Didier Doucet, Bruno Bonnemain, Dominique Meyer, Dominique Paris
  • Patent number: 5401491
    Abstract: An agent for modifying H.sub.2 O relaxation times in NMR diagnosis comprises a polysaccharide having chemically linked to it an organic complexant to which is complexed a paramagnetic metal ion. Polysaccharides include cellulose, starch, sepharose and dextran. Organic complexants include EDTA, DTPA and aminoethyl diphosphonate. A preferred metal ion is Gadolinium (III). The agents can be administered orally or parenterally.
    Type: Grant
    Filed: July 13, 1992
    Date of Patent: March 28, 1995
    Assignee: Guerbet S.A.
    Inventors: John P. Sadler, Charles T. Harding
  • Patent number: 5374416
    Abstract: The invention relates to ligands of formula ##STR1## in which B represents an ##STR2## W representing the ##STR3## group, in which groups X and Z represent a heterocycle. The invention also relates to the monometallic or polymetallic complexes formed by these ligands with metal ions chosen from lanthanide ions, transition metal ions. barium, bismuth, lead and the radioisotopes .sup.99m Tc, .sup.111 In, .sup.90 Y, .sup.64 Cu and .sup.169 Yb, as well as the physiologically acceptable salts of these complexes.The salts of these complexes may be used as diagnostic or therapeutic agents in nuclear magnetic resonance imaging and X-ray radiology, as in-vivo chemical shift agents and in nuclear medicine.
    Type: Grant
    Filed: November 17, 1992
    Date of Patent: December 20, 1994
    Assignee: Guerbet S.A.
    Inventors: Olivier Rousseaux, Michel Schaefer, Anne Bouillot, Dominique Meyer
  • Patent number: 5250672
    Abstract: A polysaccharide chemically joined to a nitroxyl spin label (NSL) compound has use for the preparation of an NMR diagnostic composition. An agent for modifying H.sub.2 O relaxation times in NMR diagnosis may comprise a polysaccharide to which is chemically linked both an NSL compound and an organic complexing agent to which is complexed a paramagnetic metal ion, such as Gd(III) or Cu(II). Polysaccharides include dextran, starch and cellulose. The preferred NSL compound is 4-amino-2,2,6,6-tetramethylpiperidine-1-oxyl.
    Type: Grant
    Filed: June 30, 1987
    Date of Patent: October 5, 1993
    Assignee: Guerbet S.A.
    Inventors: Peter J. Sadler, Charles T. Harding
  • Patent number: 5049667
    Abstract: The subject of the invention is nitrogen-containing cyclic ligands and metal complexes formed by these ligands, the uses of these complexes as magnetic resonance imaging (MRI) agents, as X-ray contrast agents and as chemical shift reagents in vivo.
    Type: Grant
    Filed: October 16, 1989
    Date of Patent: September 17, 1991
    Assignee: Guerbet S.A.
    Inventors: Michel Schaefer, Didier Doucet, Bruno Bonnemain, Dominique Meyer, Dominique Paris