CA2068632A1 - Nanocrystalline magnetic iron oxide particles, processes for their preparation and their use in medical diagnostics and therapy - Google Patents

Nanocrystalline magnetic iron oxide particles, processes for their preparation and their use in medical diagnostics and therapy

Info

Publication number
CA2068632A1
CA2068632A1 CA002068632A CA2068632A CA2068632A1 CA 2068632 A1 CA2068632 A1 CA 2068632A1 CA 002068632 A CA002068632 A CA 002068632A CA 2068632 A CA2068632 A CA 2068632A CA 2068632 A1 CA2068632 A1 CA 2068632A1
Authority
CA
Canada
Prior art keywords
therapy
processes
preparation
iron oxide
magnetic iron
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CA002068632A
Other languages
French (fr)
Other versions
CA2068632C (en
Inventor
Mayk Kresse
Rudiger Lawaczeck
Detlef Pfefferer
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer Pharma AG
Original Assignee
Mayk Kresse
Rudiger Lawaczeck
Detlef Pfefferer
Institut Fur Diagnostikforschung Gmbh And Der Freien Universitat Berlin
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Mayk Kresse, Rudiger Lawaczeck, Detlef Pfefferer, Institut Fur Diagnostikforschung Gmbh And Der Freien Universitat Berlin filed Critical Mayk Kresse
Publication of CA2068632A1 publication Critical patent/CA2068632A1/en
Application granted granted Critical
Publication of CA2068632C publication Critical patent/CA2068632C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y5/00—Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K41/00—Medicinal preparations obtained by treating materials with wave energy or particle radiation ; Therapies using these preparations
    • A61K41/0052—Thermotherapy; Hyperthermia; Magnetic induction; Induction heating therapy
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/69—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit
    • A61K47/6921—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit the form being a particulate, a powder, an adsorbate, a bead or a sphere
    • A61K47/6923—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit the form being a particulate, a powder, an adsorbate, a bead or a sphere the form being an inorganic particle, e.g. ceramic particles, silica particles, ferrite or synsorb
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/69—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit
    • A61K47/6921—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit the form being a particulate, a powder, an adsorbate, a bead or a sphere
    • A61K47/6927—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit the form being a particulate, a powder, an adsorbate, a bead or a sphere the form being a solid microparticle having no hollow or gas-filled cores
    • A61K47/6929—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit the form being a particulate, a powder, an adsorbate, a bead or a sphere the form being a solid microparticle having no hollow or gas-filled cores the form being a nanoparticle, e.g. an immuno-nanoparticle
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00—Preparations for testing in vivo
    • A61K49/06—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
    • A61K49/18—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes
    • A61K49/1818—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles
    • A61K49/1821—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles coated or functionalised microparticles or nanoparticles
    • A61K49/1824—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles coated or functionalised microparticles or nanoparticles coated or functionalised nanoparticles
    • A61K49/1827—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles coated or functionalised microparticles or nanoparticles coated or functionalised nanoparticles having a (super)(para)magnetic core, being a solid MRI-active material, e.g. magnetite, or composed of a plurality of MRI-active, organic agents, e.g. Gd-chelates, or nuclei, e.g. Eu3+, encapsulated or entrapped in the core of the coated or functionalised nanoparticle
    • A61K49/1833—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles coated or functionalised microparticles or nanoparticles coated or functionalised nanoparticles having a (super)(para)magnetic core, being a solid MRI-active material, e.g. magnetite, or composed of a plurality of MRI-active, organic agents, e.g. Gd-chelates, or nuclei, e.g. Eu3+, encapsulated or entrapped in the core of the coated or functionalised nanoparticle having a (super)(para)magnetic core coated or functionalised with a small organic molecule
    • A61K49/1839—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles coated or functionalised microparticles or nanoparticles coated or functionalised nanoparticles having a (super)(para)magnetic core, being a solid MRI-active material, e.g. magnetite, or composed of a plurality of MRI-active, organic agents, e.g. Gd-chelates, or nuclei, e.g. Eu3+, encapsulated or entrapped in the core of the coated or functionalised nanoparticle having a (super)(para)magnetic core coated or functionalised with a small organic molecule the small organic molecule being a lipid, a fatty acid having 8 or more carbon atoms in the main chain, or a phospholipid
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00—Preparations for testing in vivo
    • A61K49/06—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
    • A61K49/18—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes
    • A61K49/1818—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles
    • A61K49/1821—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles coated or functionalised microparticles or nanoparticles
    • A61K49/1824—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles coated or functionalised microparticles or nanoparticles coated or functionalised nanoparticles
    • A61K49/1827—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles coated or functionalised microparticles or nanoparticles coated or functionalised nanoparticles having a (super)(para)magnetic core, being a solid MRI-active material, e.g. magnetite, or composed of a plurality of MRI-active, organic agents, e.g. Gd-chelates, or nuclei, e.g. Eu3+, encapsulated or entrapped in the core of the coated or functionalised nanoparticle
    • A61K49/1851—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles coated or functionalised microparticles or nanoparticles coated or functionalised nanoparticles having a (super)(para)magnetic core, being a solid MRI-active material, e.g. magnetite, or composed of a plurality of MRI-active, organic agents, e.g. Gd-chelates, or nuclei, e.g. Eu3+, encapsulated or entrapped in the core of the coated or functionalised nanoparticle having a (super)(para)magnetic core coated or functionalised with an organic macromolecular compound, i.e. oligomeric, polymeric, dendrimeric organic molecule
    • A61K49/1863—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles coated or functionalised microparticles or nanoparticles coated or functionalised nanoparticles having a (super)(para)magnetic core, being a solid MRI-active material, e.g. magnetite, or composed of a plurality of MRI-active, organic agents, e.g. Gd-chelates, or nuclei, e.g. Eu3+, encapsulated or entrapped in the core of the coated or functionalised nanoparticle having a (super)(para)magnetic core coated or functionalised with an organic macromolecular compound, i.e. oligomeric, polymeric, dendrimeric organic molecule the organic macromolecular compound being a polysaccharide or derivative thereof, e.g. chitosan, chitin, cellulose, pectin, starch
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00—Preparations for testing in vivo
    • A61K49/06—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
    • A61K49/18—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes
    • A61K49/1818—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles
    • A61K49/1821—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles coated or functionalised microparticles or nanoparticles
    • A61K49/1824—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles coated or functionalised microparticles or nanoparticles coated or functionalised nanoparticles
    • A61K49/1827—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles coated or functionalised microparticles or nanoparticles coated or functionalised nanoparticles having a (super)(para)magnetic core, being a solid MRI-active material, e.g. magnetite, or composed of a plurality of MRI-active, organic agents, e.g. Gd-chelates, or nuclei, e.g. Eu3+, encapsulated or entrapped in the core of the coated or functionalised nanoparticle
    • A61K49/1866—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles coated or functionalised microparticles or nanoparticles coated or functionalised nanoparticles having a (super)(para)magnetic core, being a solid MRI-active material, e.g. magnetite, or composed of a plurality of MRI-active, organic agents, e.g. Gd-chelates, or nuclei, e.g. Eu3+, encapsulated or entrapped in the core of the coated or functionalised nanoparticle the nanoparticle having a (super)(para)magnetic core coated or functionalised with a peptide, e.g. protein, polyamino acid
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00—Preparations for testing in vivo
    • A61K49/06—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
    • A61K49/18—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes
    • A61K49/189—Host-guest complexes, e.g. cyclodextrins
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K51/00—Preparations containing radioactive substances for use in therapy or testing in vivo
    • A61K51/12—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by a special physical form, e.g. emulsion, microcapsules, liposomes, characterized by a special physical form, e.g. emulsions, dispersions, microcapsules
    • A61K51/1241—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by a special physical form, e.g. emulsion, microcapsules, liposomes, characterized by a special physical form, e.g. emulsions, dispersions, microcapsules particles, powders, lyophilizates, adsorbates, e.g. polymers or resins for adsorption or ion-exchange resins
    • A61K51/1244—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by a special physical form, e.g. emulsion, microcapsules, liposomes, characterized by a special physical form, e.g. emulsions, dispersions, microcapsules particles, powders, lyophilizates, adsorbates, e.g. polymers or resins for adsorption or ion-exchange resins microparticles or nanoparticles, e.g. polymeric nanoparticles
    • A61K51/1251—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by a special physical form, e.g. emulsion, microcapsules, liposomes, characterized by a special physical form, e.g. emulsions, dispersions, microcapsules particles, powders, lyophilizates, adsorbates, e.g. polymers or resins for adsorption or ion-exchange resins microparticles or nanoparticles, e.g. polymeric nanoparticles micro- or nanospheres, micro- or nanobeads, micro- or nanocapsules
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/10—Dispersions; Emulsions
    • A61K9/127—Liposomes
    • A61K9/1271—Non-conventional liposomes, e.g. PEGylated liposomes, liposomes coated with polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
    • A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
    • A61K9/5094—Microcapsules containing magnetic carrier material, e.g. ferrite for drug targeting
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2123/00—Preparations for testing in vivo
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2400/00—Assays, e.g. immunoassays or enzyme assays, involving carbohydrates
    • G01N2400/10—Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
    • G01N2400/38—Heteroglycans, i.e. polysaccharides having more than one sugar residue in the main chain in either alternating or less regular sequence, e.g. gluco- or galactomannans, e.g. Konjac gum, Locust bean gum, Guar gum
    • G01N2400/40—Glycosaminoglycans, i.e. GAG or mucopolysaccharides, e.g. chondroitin sulfate, dermatan sulfate, hyaluronic acid, heparin, heparan sulfate, and related sulfated polysaccharides
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2446/00—Magnetic particle immunoreagent carriers
    • G01N2446/20—Magnetic particle immunoreagent carriers the magnetic material being present in the particle core
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2446/00—Magnetic particle immunoreagent carriers
    • G01N2446/30—Magnetic particle immunoreagent carriers the magnetic material being dispersed in the polymer composition before their conversion into particulate form
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00—Chemistry: analytical and immunological testing
    • Y10T436/24—Nuclear magnetic resonance, electron spin resonance or other spin effects or mass spectrometry

Abstract

Novel nanocrystalline magnetic particles are provided herein which consist of a magnetic iron oxide core of Fe3 0 4, gamma-Fe2 0 3 or mixtures thereof, and an envelope chemisorbed to the core. The composition of the coating material comprises natural or synthetic glycosaminoglycans and/or their derivatives with molecular weights of 500 Da to 250,000 Da, if necessary, which have been covalently cross-linked with appropriate cross-linking agents and/or modified by specific additives. Processes for preparation of these particles as well as the use thereof in medical diagnostics and/or therapy are also taught.
CA002068632A 1991-05-28 1992-05-13 Nanocrystalline magnetic iron oxide particles, processes for their preparation and their use in medical diagnostics and therapy Expired - Fee Related CA2068632C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP4117782.7 1991-05-28
DE4117782A DE4117782C2 (en) 1991-05-28 1991-05-28 Nanocrystalline magnetic iron oxide particles, processes for their production and diagnostic and / or therapeutic agents

Publications (2)

Publication Number Publication Date
CA2068632A1 true CA2068632A1 (en) 1992-11-29
CA2068632C CA2068632C (en) 2002-10-01

Family

ID=6432830

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002068632A Expired - Fee Related CA2068632C (en) 1991-05-28 1992-05-13 Nanocrystalline magnetic iron oxide particles, processes for their preparation and their use in medical diagnostics and therapy

Country Status (15)

Country Link
US (1) US5427767A (en)
EP (1) EP0516252B1 (en)
JP (1) JP3306810B2 (en)
AT (1) ATE156021T1 (en)
AU (1) AU653220B2 (en)
CA (1) CA2068632C (en)
DE (2) DE4117782C2 (en)
DK (1) DK0516252T3 (en)
ES (1) ES2106134T3 (en)
GR (1) GR3024898T3 (en)
IE (1) IE921595A1 (en)
IL (1) IL101929A (en)
NO (1) NO305105B1 (en)
NZ (1) NZ242669A (en)
ZA (1) ZA923299B (en)

Families Citing this family (123)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0316440B1 (en) * 1985-03-19 1996-01-03 Randell L. Mills System and method for providing localized Mössbauer absorption in an organic medium
US5707604A (en) * 1986-11-18 1998-01-13 Access Pharmaceuticals, Inc. Vivo agents comprising metal-ion chelates with acidic saccharides and glycosaminoglycans, giving improved site-selective localization, uptake mechanism, sensitivity and kinetic-spatial profiles
US5672334A (en) * 1991-01-16 1997-09-30 Access Pharmaceuticals, Inc. Invivo agents comprising cationic metal chelators with acidic saccharides and glycosaminoglycans
EP0580878B1 (en) * 1992-06-01 1996-01-10 BASF Aktiengesellschaft The use of dispersions of magneto-ionic particles as MRI contrast media
WO1994021240A2 (en) * 1993-03-17 1994-09-29 Silica Gel Ges.M.B.H Superparamagnetic particles, process for producing the same and their use
US5411730A (en) * 1993-07-20 1995-05-02 Research Corporation Technologies, Inc. Magnetic microparticles
US5616568A (en) * 1993-11-30 1997-04-01 The Research Foundation Of State University Of New York Functionalized derivatives of hyaluronic acid
WO1995031220A1 (en) * 1994-05-12 1995-11-23 Otsuka Pharmaceutical Co., Ltd. Contrast medium for magnetic resonance imaging
DE4419256A1 (en) * 1994-06-01 1995-12-07 Rau Freiherr Von Nagell Helmut Intravenous admin of iron
DE4421159C1 (en) * 1994-06-20 1995-08-24 Thomas Bruns Use of ferric oxide for treating immune deficiency
DE4428851C2 (en) * 1994-08-04 2000-05-04 Diagnostikforschung Inst Nanoparticles containing iron, their production and application in diagnostics and therapy
AU687093B2 (en) † 1994-09-27 1998-02-19 Nycomed Imaging As Contrast agent
DE19500665A1 (en) * 1995-01-12 1996-07-18 Axel Prof Dr Haase Process for the spatially resolving imaging of an area of a biological object with the help of electromagnetic rays using contrast media
DE19508772C2 (en) * 1995-03-01 1998-01-29 Schering Ag Methods and connections for the detection of analytes by means of remanence measurement and their use
US6106866A (en) * 1995-07-31 2000-08-22 Access Pharmaceuticals, Inc. In vivo agents comprising cationic drugs, peptides and metal chelators with acidic saccharides and glycosaminoglycans, giving improved site-selective localization, uptake mechanism, sensitivity and kinetic-spatial profiles, including tumor sites
US5695901A (en) * 1995-12-21 1997-12-09 Colorado School Of Mines Nano-size magnetic particles for reprographic processes and method of manufacturing the same
GB9600427D0 (en) * 1996-01-10 1996-03-13 Nycomed Imaging As Contrast media
ES2239349T3 (en) 1996-01-10 2005-09-16 Amersham Health As CONTRAST MEDIUM.
DE19600744A1 (en) * 1996-01-11 1997-07-17 Werner Alois Prof Dipl Kaiser Magnetic substance for local hyperthermic treatment of mainly small tumors
US5985312A (en) * 1996-01-26 1999-11-16 Brown University Research Foundation Methods and compositions for enhancing the bioadhesive properties of polymers
US6368586B1 (en) 1996-01-26 2002-04-09 Brown University Research Foundation Methods and compositions for enhancing the bioadhesive properties of polymers
GB2311138A (en) * 1996-03-15 1997-09-17 Nycomed Imaging As ESR-enhanced MRI using magnetic particles as contrast agents
US20060003163A1 (en) * 1996-11-16 2006-01-05 Nanomagnetics Limited Magnetic fluid
US6986942B1 (en) 1996-11-16 2006-01-17 Nanomagnetics Limited Microwave absorbing structure
US6713173B2 (en) * 1996-11-16 2004-03-30 Nanomagnetics Limited Magnetizable device
AU9661598A (en) * 1997-09-10 1999-03-29 Yale University Radiation dosimetry with magnetic resonance detectable compounds
US6607829B1 (en) * 1997-11-13 2003-08-19 Massachusetts Institute Of Technology Tellurium-containing nanocrystalline materials
US6375634B1 (en) 1997-11-19 2002-04-23 Oncology Innovations, Inc. Apparatus and method to encapsulate, kill and remove malignancies, including selectively increasing absorption of x-rays and increasing free-radical damage to residual tumors targeted by ionizing and non-ionizing radiation therapy
US6207392B1 (en) 1997-11-25 2001-03-27 The Regents Of The University Of California Semiconductor nanocrystal probes for biological applications and process for making and using such probes
US6428811B1 (en) 1998-03-11 2002-08-06 Wm. Marsh Rice University Temperature-sensitive polymer/nanoshell composites for photothermally modulated drug delivery
US6699724B1 (en) 1998-03-11 2004-03-02 Wm. Marsh Rice University Metal nanoshells for biosensing applications
US7101575B2 (en) 1998-03-19 2006-09-05 Max-Planck-Gesellschaft Zur Forderung Der Wissenschaften E.V. Production of nanocapsules and microcapsules by layer-wise polyelectrolyte self-assembly
EP1159951A1 (en) * 2000-06-02 2001-12-05 Societe Des Produits Nestle S.A. Use of exogenous lactic bacteria strain against Actinomyces naeslundii-related diseases
HUP0103229A3 (en) 1998-08-12 2003-07-28 Nestle Sa Incorporation of exogenous lactic bacteria into the oral microflora
EP0988864A1 (en) * 1998-09-23 2000-03-29 Luboldt, Wolfgang, Dr.med. Dipl.-Phys. Contrast agent for magnetic resonance tomography
US6470220B1 (en) * 1999-03-29 2002-10-22 The Regents Of The University Of California Diagnosis and treatment of cancers using in vivo magnetic domains
US7871597B2 (en) 1999-04-09 2011-01-18 Amag Pharmaceuticals, Inc. Polyol and polyether iron oxide complexes as pharmacological and/or MRI contrast agents
DE20023081U1 (en) * 1999-06-10 2003-01-16 Max Planck Gesellschaft Encapsulated crystals with multi-layer coating
US6514481B1 (en) 1999-11-22 2003-02-04 The Research Foundation Of State University Of New York Magnetic nanoparticles for selective therapy
US6530944B2 (en) 2000-02-08 2003-03-11 Rice University Optically-active nanoparticles for use in therapeutic and diagnostic methods
EP1263447B1 (en) * 2000-02-08 2013-06-26 Rice University Optically-active nanoparticles for use in therapeutic and diagnostic methods
EP1264181B1 (en) * 2000-03-06 2007-06-06 Dade Behring Marburg GmbH Carriers coated with polysaccharides, their preparation and use
US6689338B2 (en) 2000-06-01 2004-02-10 The Board Of Regents For Oklahoma State University Bioconjugates of nanoparticles as radiopharmaceuticals
US20050013775A1 (en) * 2000-06-01 2005-01-20 Kotov Nicholas A. Bioconjugates of nanoparticles as radiopharmaceuticals
DE10042023C2 (en) * 2000-08-08 2003-04-10 Biognostic Ag Capsules that encapsulate solid particles of signal-generating substances and their use in bioassays for the detection of target molecules in a sample
US7077859B2 (en) 2000-12-22 2006-07-18 Avantec Vascular Corporation Apparatus and methods for variably controlled substance delivery from implanted prostheses
US7153703B2 (en) * 2001-05-14 2006-12-26 Board Of Trustees Of The University Of Arkansas N. A. Synthesis of stable colloidal nanocrystals using organic dendrons
ITTO20011191A1 (en) * 2001-12-18 2003-06-18 Itw Ind Components Srl SERVICE DEVICE FOR A REFRIGERATOR AND REFRIGERATOR PROVIDED WITH A DEVICE.
US20030220297A1 (en) 2002-02-01 2003-11-27 Berstein David L. Phosphorus-containing compounds and uses thereof
US20030185757A1 (en) * 2002-03-27 2003-10-02 Mayk Kresse Iron-containing nanoparticles with double coating and their use in diagnosis and therapy
US7249604B1 (en) * 2002-05-10 2007-07-31 Vasmo, Inc. Medical devices for occlusion of blood flow
US7670623B2 (en) * 2002-05-31 2010-03-02 Materials Modification, Inc. Hemostatic composition
AU2006203585B2 (en) * 2002-05-31 2008-11-06 Materials Modification, Inc. A hemostatic composition
WO2004031732A2 (en) 2002-10-03 2004-04-15 The Board Of Trustees Of The University Of Arkansas Nanocrystals in ligand boxes exhibiting enhanced chemical, photochemical, and thermal stability, and methods of making the same
GB2393728A (en) * 2002-10-04 2004-04-07 Nanomagnetics Ltd Magnetic nanoparticles
AU2003274417A1 (en) * 2002-10-30 2004-05-25 Council Of Scientific And Industrial Research Process for preparing nanosized acicular magnetic maghemite phase iron oxide particles
US7560160B2 (en) * 2002-11-25 2009-07-14 Materials Modification, Inc. Multifunctional particulate material, fluid, and composition
US20040109824A1 (en) * 2002-12-06 2004-06-10 Hinds Kathleen Allison Particles for imaging cells
AU2003900335A0 (en) * 2003-01-22 2003-02-13 Sirtex Medical Limited Microparticles for selectively targeted hyperthermia
US7229600B2 (en) * 2003-01-31 2007-06-12 Nanoproducts Corporation Nanoparticles of rare earth oxides
DE10331439B3 (en) 2003-07-10 2005-02-03 Micromod Partikeltechnologie Gmbh Magnetic nanoparticles with improved magnetic properties
US7007972B1 (en) 2003-03-10 2006-03-07 Materials Modification, Inc. Method and airbag inflation apparatus employing magnetic fluid
US6982501B1 (en) 2003-05-19 2006-01-03 Materials Modification, Inc. Magnetic fluid power generator device and method for generating power
US7118727B2 (en) * 2003-06-16 2006-10-10 General Electric Company Method of making oxide particles
US8651113B2 (en) * 2003-06-18 2014-02-18 Swr&D Inc. Magnetically responsive nanoparticle therapeutic constructs and methods of making and using
US7723311B2 (en) * 2003-06-18 2010-05-25 Nanobiomagnetics, Inc. Delivery of bioactive substances to target cells
US7344491B1 (en) 2003-11-26 2008-03-18 Nanobiomagnetics, Inc. Method and apparatus for improving hearing
GB0316912D0 (en) 2003-07-18 2003-08-20 Oxford Instr Superconductivity Therapeutic treatment
US7200956B1 (en) 2003-07-23 2007-04-10 Materials Modification, Inc. Magnetic fluid cushioning device for a footwear or shoe
US7504082B2 (en) * 2003-07-31 2009-03-17 Industrial Technology Research Institute Magnetic nanoparticles comprising Gadolinium and method of fabrication
US7396589B2 (en) * 2003-07-31 2008-07-08 Industrial Technology Research Institute Core-shell magnetic nanoparticles comprising an inner-transition element
TW593158B (en) * 2003-07-31 2004-06-21 Ind Tech Res Inst Magnetic nanoparticle
US7448389B1 (en) 2003-10-10 2008-11-11 Materials Modification, Inc. Method and kit for inducing hypoxia in tumors through the use of a magnetic fluid
CN100502948C (en) * 2003-10-22 2009-06-24 复旦大学附属中山医院 Magnetic high polymer nanometer micro-balls type medicine carrying system, and its preparation method
US7393924B2 (en) * 2004-01-06 2008-07-01 Franco Vitaliano Smart bio-nanoparticle elements
EP1711211A1 (en) * 2004-01-15 2006-10-18 Koninklijke Philips Electronics N.V. Ultrasound contrast agents for molecular imaging
WO2005070471A2 (en) * 2004-01-20 2005-08-04 Alnis Biosciences, Inc. Articles comprising magnetic material and bioactive agents
FR2867180B1 (en) * 2004-03-02 2006-06-16 Univ Claude Bernard Lyon HYBRID NANOPARTICLES COMPRISING A HEART OF LN203 CARRIERS OF BIOLOGICAL LIGANDS AND PROCESS FOR THEIR PREPARATION
DE102004013637A1 (en) 2004-03-19 2005-10-13 Capsulution Nanoscience Ag Process for the preparation of CS particles and microcapsules using porous templates as well as CS particles and microcapsules
WO2006026504A2 (en) * 2004-08-27 2006-03-09 Spherics, Inc. Mucoadhesive oral formulations of high permeability, high solubility drugs
EP1642648A1 (en) * 2004-09-30 2006-04-05 Roche Diagnostics GmbH Apparatus and method for regulating the temperature of a liquid
BRPI0518952A2 (en) * 2004-12-17 2008-12-16 Koninkl Philips Electronics Nv Method for the production of a marker contrast agent or a therapeutic agent, marker contrast agents, and use of marker contrast agents or labeling therapeutic agents
US8287583B2 (en) * 2005-01-10 2012-10-16 Taheri Laduca Llc Apparatus and method for deploying an implantable device within the body
US20070150051A1 (en) * 2005-01-10 2007-06-28 Duke Fiduciary, Llc Vascular implants and methods of fabricating the same
US20100041983A9 (en) * 2005-04-04 2010-02-18 Elisha Rabinovitz Device and method for pathology detection
WO2006106507A2 (en) * 2005-04-04 2006-10-12 Given Imaging Ltd. Device and method for pathology detection
DE102005016873A1 (en) 2005-04-12 2006-10-19 Magforce Nanotechnologies Ag New nano-particle useful for production of composition to treatment and/or prophylaxis of proliferative illnesses, cancer and bacterial infections, where nano-particle is bonded therapeutic substance
CZ301067B6 (en) * 2006-02-24 2009-10-29 Ústav makromolekulární chemie AV CR Iron oxide-based superparamagnetic nanoparticles with modified surface, process of their preparation and use
EP2023813A4 (en) * 2006-05-15 2013-03-13 Dmitri B Kirpotin Magnetic microparticles comprising organic substances
US8501159B2 (en) * 2006-12-18 2013-08-06 Colorobbia Italia S.P.A. Magnetic nanoparticles for the application in hyperthermia, preparation thereof and use in constructs having a pharmacological application
EP2128095A4 (en) * 2007-01-05 2011-12-21 Tokyo Inst Tech Spherical ferrite nanoparticle and method for production thereof
EP2104468A2 (en) * 2007-01-08 2009-09-30 Gross, Yossi In-situ filter
RU2447901C2 (en) 2007-01-21 2012-04-20 Хемотек Аг Medical device for treating lumen obturations and preventing threatening recurrent obturations
JP2010517703A (en) * 2007-02-09 2010-05-27 タヘリ ラドュカ エルエルシー Vascular graft and method for processing the same
US8512697B2 (en) * 2007-05-16 2013-08-20 The University Of North Carolina At Chapel Hill Delivery of micro- and nanoparticles with blood platelets
DE102007028777A1 (en) * 2007-06-22 2008-12-24 Carl Zeiss Meditec Ag transport device
US9192697B2 (en) 2007-07-03 2015-11-24 Hemoteq Ag Balloon catheter for treating stenosis of body passages and for preventing threatening restenosis
FR2922106B1 (en) * 2007-10-16 2011-07-01 Univ Claude Bernard Lyon USE OF NANOPARTICLES BASED ON LANTHANIDES AS RADIOSENSITIZING AGENTS.
US9943490B2 (en) * 2007-11-05 2018-04-17 The Trustees Of Princeton University Composite flash-precipitated nanoparticles
US20100248260A1 (en) * 2007-12-05 2010-09-30 Massachusetts Institute Of Technology Glycosaminoglycan-coated particles and uses thereof
US8246932B2 (en) * 2008-03-28 2012-08-21 General Electric Company Non-radioactive traceable metal isotope-enriched nanoparticles and method of their use for determining biodistribution
AU2009246066B2 (en) * 2008-05-16 2014-03-06 Ferronova Pty Ltd Administrable compositions
WO2009152265A1 (en) * 2008-06-10 2009-12-17 The Board Of Trustees Of The University Of Arkansas Indium arsenide nanocrystals and methods of making the same
US11096901B2 (en) 2009-03-06 2021-08-24 Metaqor Llc Dynamic bio-nanoparticle platforms
US11235062B2 (en) * 2009-03-06 2022-02-01 Metaqor Llc Dynamic bio-nanoparticle elements
US20120107229A1 (en) * 2009-04-15 2012-05-03 Xuefei Huang Novel nano-probes for molecular imaging and targeted therapy of diseases
EP3064230B1 (en) 2009-07-10 2019-04-10 Boston Scientific Scimed, Inc. Use of nanocrystals for a drug delivery balloon
EP2453938B1 (en) * 2009-07-17 2015-08-19 Boston Scientific Scimed, Inc. Nucleation of drug delivery balloons to provide improved crystal size and density
CA2781329A1 (en) 2009-11-20 2011-05-26 Toda Kogyo Corporation Magnetic iron oxide fine particles, and magnetic particle-containing water dispersion and process for producing the same
US20110160645A1 (en) * 2009-12-31 2011-06-30 Boston Scientific Scimed, Inc. Cryo Activated Drug Delivery and Cutting Balloons
WO2011128896A1 (en) * 2010-04-12 2011-10-20 Ramot At Tel-Aviv University Ltd. Iron oxide nanoparticles for use in treating non-infectious inflammatory disorders
US10192660B2 (en) * 2010-07-02 2019-01-29 Sri Lanka Institute of Nanotechnology (Pvt) Ltd. Process for preparation of nanoparticles from magnetite ore
EP2611476B1 (en) 2010-09-02 2016-08-10 Boston Scientific Scimed, Inc. Coating process for drug delivery balloons using heat-induced rewrap memory
US10398668B2 (en) 2010-10-19 2019-09-03 The Board Of Regents Of The University Of Oklahoma Glutamate treatment of cardiovascular disorders
US8740872B2 (en) 2010-10-19 2014-06-03 The Board Of Regents Of The University Of Oklahoma Magnetically-targeted treatment for cardiac disorders
US9744235B2 (en) 2010-10-19 2017-08-29 The Board Of Regents Of The University Of Oklahoma Treatment of cardiovascular disorders with targeted nanoparticles
US8669360B2 (en) 2011-08-05 2014-03-11 Boston Scientific Scimed, Inc. Methods of converting amorphous drug substance into crystalline form
WO2013028208A1 (en) 2011-08-25 2013-02-28 Boston Scientific Scimed, Inc. Medical device with crystalline drug coating
EP2982652A1 (en) * 2014-08-08 2016-02-10 Universität für Bodenkultur Wien Ultra-dense shell core-shell nanoparticles
WO2016043680A1 (en) * 2014-09-17 2016-03-24 Erol Bülent Development of magnetic-micro particles that provide controlled glycosaminoglycan (gag) release and the intravesical usage of it in interstitial cystitis
KR102147451B1 (en) 2017-07-21 2020-08-24 네오-나노메딕스.인크 Iron Oxide Nanoparticle doped with alkali metals or alkali earth metals capable of gigantic self-heating in the biocompatible magnetic field and Preparation Method thereof
WO2019088292A1 (en) * 2017-11-06 2019-05-09 コニカミノルタ株式会社 Hydrogel particle and method for producing same, cell or cell structure each enclosing hydrogel particle therein, method for evaluating activity of cell using hydrogel particle, and use of hydrogel particle as sustained release preparation
ES2898224T3 (en) 2018-09-10 2022-03-04 Ivoclar Vivadent Ag Dental material with magnetic particles with improved color screening

Family Cites Families (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5913521B2 (en) * 1975-06-19 1984-03-30 メイトウサンギヨウ カブシキガイシヤ Method for producing magnetic iron oxide/dextran complex
US4267234A (en) * 1978-03-17 1981-05-12 California Institute Of Technology Polyglutaraldehyde synthesis and protein bonding substrates
US4247406A (en) * 1979-04-23 1981-01-27 Widder Kenneth J Intravascularly-administrable, magnetically-localizable biodegradable carrier
WO1983001738A1 (en) * 1981-11-12 1983-05-26 SCHRÖDER, Ulf Intravascularly administrable, magnetically responsive nanosphere or manoparticle, a process for the production thereof, and the use thereof
US4452773A (en) * 1982-04-05 1984-06-05 Canadian Patents And Development Limited Magnetic iron-dextran microspheres
US4731239A (en) * 1983-01-10 1988-03-15 Gordon Robert T Method for enhancing NMR imaging; and diagnostic use
US4735796A (en) * 1983-12-08 1988-04-05 Gordon Robert T Ferromagnetic, diamagnetic or paramagnetic particles useful in the diagnosis and treatment of disease
US4767611A (en) * 1984-07-03 1988-08-30 Gordon Robert T Method for affecting intracellular and extracellular electric and magnetic dipoles
PT81498B (en) * 1984-11-23 1987-12-30 Schering Ag METHOD FOR PREPARING COMPOSITIONS FOR DIAGNOSTICS CONTAINING MAGNETIC PARTICLES
US4758429A (en) * 1985-11-04 1988-07-19 Gordon Robert T Method for the treatment of arthritis and inflammatory joint diseases
ATE90879T1 (en) * 1985-11-18 1993-07-15 Access Pharma Inc POLYCHELATING MATERIALS FOR IMAGE AND SPECTRAL ENHANCEMENT (AND SPECTRAL SHIFTING).
US5055288A (en) * 1987-06-26 1991-10-08 Advanced Magnetics, Inc. Vascular magnetic imaging method and agent comprising biodegradeable superparamagnetic metal oxides
US4770183A (en) * 1986-07-03 1988-09-13 Advanced Magnetics Incorporated Biologically degradable superparamagnetic particles for use as nuclear magnetic resonance imaging agents
US5141739A (en) * 1986-07-03 1992-08-25 Advanced Magnetics, Inc. Delivery of x-ray contrast agents using receptor mediated endocytosis
DE3709851A1 (en) * 1987-03-24 1988-10-06 Silica Gel Gmbh Adsorptions Te NMR DIAGNOSTIC LIQUID COMPOSITIONS
DE3812816A1 (en) * 1988-04-16 1989-11-02 Lawaczeck Ruediger Dipl Phys P METHOD FOR SOLUBILIZING LIPOSOMES AND / OR BIOLOGICAL MEMBRANES AND THE USE THEREOF
US4965007A (en) * 1988-05-10 1990-10-23 Eastman Kodak Company Encapsulated superparamagnetic particles
EP0670167A1 (en) * 1988-08-04 1995-09-06 Advanced Magnetics Incorporated Receptor mediated endocytosis type diagnostic agents
EP0444194B1 (en) * 1988-08-19 1993-12-22 Meito Sangyo Kabushiki Kaisha Agent for thermotherapy
AU628403B2 (en) * 1988-09-29 1992-09-17 Access Pharmaceuticals, Inc. Methods and compositions for magnetic resonance imaging
US5213788A (en) * 1988-09-29 1993-05-25 Ranney David F Physically and chemically stabilized polyatomic clusters for magnetic resonance image and spectral enhancement
FR2652741B1 (en) * 1989-10-10 1994-03-04 Laboratoires Care System ANTIMICROBIAL COMPOSITION FOR APPLICATION TO THE SKIN, APPLICATIONS AS A BODY DEODORANT AND CUTANEOUS BACTERICIDE.
EP0526503B1 (en) * 1990-04-10 1997-06-04 Imarx Pharmaceutical Corp. Polymers as contrast media for magnetic resonance imaging
FR2660864A1 (en) * 1990-04-13 1991-10-18 Guerbet Sa CONTRAST COMPOSITION, PROCESS FOR PREPARING THE SAME, AND IMAGING APPLICATION.
US5143716A (en) * 1991-02-01 1992-09-01 Unger Evan C Phosphorylated sugar alcohols, Mono- and Di-Saccharides as contrast agents for use in magnetic resonance imaging of the gastrointestinal region

Also Published As

Publication number Publication date
DK0516252T3 (en) 1997-08-25
DE4117782C2 (en) 1997-07-17
GR3024898T3 (en) 1998-01-30
IE921595A1 (en) 1992-12-02
DE4117782A1 (en) 1992-12-03
JPH07122410A (en) 1995-05-12
NO305105B1 (en) 1999-04-06
JP3306810B2 (en) 2002-07-24
IL101929A (en) 1994-08-26
ZA923299B (en) 1992-12-30
EP0516252A2 (en) 1992-12-02
AU653220B2 (en) 1994-09-22
NZ242669A (en) 1995-08-28
EP0516252B1 (en) 1997-07-30
NO921767D0 (en) 1992-05-05
AU1618492A (en) 1992-12-03
ATE156021T1 (en) 1997-08-15
CA2068632C (en) 2002-10-01
NO921767L (en) 1992-11-30
EP0516252A3 (en) 1993-07-28
ES2106134T3 (en) 1997-11-01
IL101929A0 (en) 1992-12-30
US5427767A (en) 1995-06-27
DE59208743D1 (en) 1997-09-04

Similar Documents

Publication Publication Date Title
CA2068632A1 (en) Nanocrystalline magnetic iron oxide particles, processes for their preparation and their use in medical diagnostics and therapy
AU7344294A (en) Preparation for improving the blood supply containing hard magnetic particles
CA2151967A1 (en) Magnetic nanocomposite compositions and processes for the preparation and use thereof
ES8200128A1 (en) Aromatic polyester and filaments.
AU3979489A (en) Macrocyclic bifunctional chelants, complexes thereof and their antibody conjugates
AU5470294A (en) Piperazinderivate
ES8106291A1 (en) 3-Aminopropoxyaryl derivatives, their preparation and pharmaceutical compositions containing them.
AU4717185A (en) Concrete admixture
CA2001765A1 (en) Chelants possessing ortho ligating functionality and complexes thereof
AU5185886A (en) Stable dispersions of polyureas and/or polyhydrazodi- carbonamides in relatively high molecular weight, hydroxyl group containing compounds, process for the production thereof and use thereof for the production of polyurethanes
AU7239794A (en) Process for preparing 5,8-dihydronaphthoquinone derivatives, novel 5,8-dihydronaphthoquinone derivatives and their use as anticancer agent
DE3479651D1 (en) Naphthalene derivative, polymerizable composition containing the same and polymer obtainable by polymerizing this composition
ZA929575B (en) Bicyclopolyazamacrocyclocarboxyclic acid complexes,their conjugates,processes for their preparation,and use as contrast agents
Gomez-Lus et al. AAC(3) and AAC(6') Enzymes Produced by R Plasmids Isolated in General Hospital.
CA2081191A1 (en) Magnetic particles for magnetic toner
NO954442L (en) Bicyclopolyazamacrocyclophosphonic acids, their complexes and conjugates, for use as contrast agents, and methods for their preparation
AU6834790A (en) Thiazolyl-5-carbonamide derivatives, the preparation thereof composition containing them and their use against microorganisms
AU504124B2 (en) l-ACYL-l, 2, 3, 4-TETRAHYDRO-6-QUINOLINOLS AND THEIR USE AS ANTIAMEBIC AGENTS
AU7649391A (en) 3'-deamino-4'-deoxy-4'-amino-8-fluoroanthracyclines and processes for their preparation
DE69106293T2 (en) Acicular ferromagnetic iron oxide particles and process for their manufacture.
AU2197892A (en) 1,2-dihydro-8-piperazinyl-4-phenylimidazopyridopyrazine oxides and 1,2-dihydro-8-piperazinyl-4 phenylimidazoquinoxaline oxides useful for treating tumors
Wolf New Soft Magnetic Nickel--Iron Materials
Brisson et al. Hardness of the Different Structures in C and Low-Alloy Steels
AU518316B2 (en) 1,2,4-triazoles and their use in treating immediate
AU487602B2 (en) 2-substituted-1,2,4-thiadiazolo-(2,3-a)- benzimidazoles and process for their preparation

Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed