JPS6036452A - 新規錯化剤及び錯化合物、その製法及び該錯化合物を含有するｎｍｒ診断剤及びｎｍｒ診断用医薬組成物 - Google Patents
新規錯化剤及び錯化合物、その製法及び該錯化合物を含有するｎｍｒ診断剤及びｎｍｒ診断用医薬組成物Info
- Publication number
- JPS6036452A JPS6036452A JP59135365A JP13536584A JPS6036452A JP S6036452 A JPS6036452 A JP S6036452A JP 59135365 A JP59135365 A JP 59135365A JP 13536584 A JP13536584 A JP 13536584A JP S6036452 A JPS6036452 A JP S6036452A
- Authority
- JP
- Japan
- Prior art keywords
- bis
- carbamoylmethyl
- group
- acid
- carboxymethyl
- 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
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract description 36
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- 239000000203 mixture Substances 0.000 title description 11
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- 150000003839 salts Chemical class 0.000 claims abstract description 20
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 18
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 claims abstract 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 4
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims abstract 4
- 229910021645 metal ion Chemical group 0.000 claims abstract 3
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- 239000001257 hydrogen Substances 0.000 claims abstract 2
- 239000002253 acid Substances 0.000 claims description 49
- 229910052757 nitrogen Inorganic materials 0.000 claims description 48
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 claims description 27
- -1 2,3-dihydroxypropyl-N -methyl-carbamoylmethyl Chemical group 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 17
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- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 12
- UIWYJDYFSGRHKR-UHFFFAOYSA-N gadolinium atom Chemical compound [Gd] UIWYJDYFSGRHKR-UHFFFAOYSA-N 0.000 claims description 8
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- MBBZMMPHUWSWHV-BDVNFPICSA-N N-methylglucamine Chemical class CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO MBBZMMPHUWSWHV-BDVNFPICSA-N 0.000 claims description 5
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims description 5
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
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- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 claims description 3
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
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- 125000003545 alkoxy group Chemical group 0.000 claims 3
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- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims 2
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- NCAIGTHBQTXTLR-UHFFFAOYSA-N phentermine hydrochloride Chemical compound [Cl-].CC(C)([NH3+])CC1=CC=CC=C1 NCAIGTHBQTXTLR-UHFFFAOYSA-N 0.000 claims 1
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- 239000010948 rhodium Substances 0.000 claims 1
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- 238000004458 analytical method Methods 0.000 description 31
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- 229910052738 indium Inorganic materials 0.000 description 1
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 1
- 229910003437 indium oxide Inorganic materials 0.000 description 1
- PJXISJQVUVHSOJ-UHFFFAOYSA-N indium(iii) oxide Chemical compound [O-2].[O-2].[O-2].[In+3].[In+3] PJXISJQVUVHSOJ-UHFFFAOYSA-N 0.000 description 1
- 230000003834 intracellular effect Effects 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- FLTRNWIFKITPIO-UHFFFAOYSA-N iron;trihydrate Chemical compound O.O.O.[Fe] FLTRNWIFKITPIO-UHFFFAOYSA-N 0.000 description 1
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- 150000002602 lanthanoids Chemical group 0.000 description 1
- MRELNEQAGSRDBK-UHFFFAOYSA-N lanthanum oxide Inorganic materials [O-2].[O-2].[O-2].[La+3].[La+3] MRELNEQAGSRDBK-UHFFFAOYSA-N 0.000 description 1
- 239000002502 liposome Substances 0.000 description 1
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- XMWCXZJXESXBBY-UHFFFAOYSA-L manganese(ii) carbonate Chemical compound [Mn+2].[O-]C([O-])=O XMWCXZJXESXBBY-UHFFFAOYSA-L 0.000 description 1
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- IJSMDZFKMKEIRX-UHFFFAOYSA-N morpholine-2,6-dione Chemical compound O=C1CNCC(=O)O1 IJSMDZFKMKEIRX-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
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- 210000000056 organ Anatomy 0.000 description 1
- KTUFCUMIWABKDW-UHFFFAOYSA-N oxo(oxolanthaniooxy)lanthanum Chemical compound O=[La]O[La]=O KTUFCUMIWABKDW-UHFFFAOYSA-N 0.000 description 1
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- RKFCDGOVCBYSEW-AUUKWEANSA-N tmeg Chemical compound COC=1C(OC)=CC(C(OC(C=2OC)=C34)=O)=C3C=1OC(=O)C4=CC=2O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O RKFCDGOVCBYSEW-AUUKWEANSA-N 0.000 description 1
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Classifications
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- 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
- A61K49/1806—Suspensions, emulsions, colloids, dispersions
- A61K49/1812—Suspensions, emulsions, colloids, dispersions liposomes, polymersomes, e.g. immunoliposomes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/0002—General or multifunctional contrast agents, e.g. chelated agents
-
- 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
-
- 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
- A61K51/02—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
- A61K51/04—Organic compounds
- A61K51/0474—Organic compounds complexes or complex-forming compounds, i.e. wherein a radioactive metal (e.g. 111In3+) is complexed or chelated by, e.g. a N2S2, N3S, NS3, N4 chelating group
- A61K51/0478—Organic compounds complexes or complex-forming compounds, i.e. wherein a radioactive metal (e.g. 111In3+) is complexed or chelated by, e.g. a N2S2, N3S, NS3, N4 chelating group complexes from non-cyclic ligands, e.g. EDTA, MAG3
-
- 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
- A61K51/02—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
- A61K51/04—Organic compounds
- A61K51/0474—Organic compounds complexes or complex-forming compounds, i.e. wherein a radioactive metal (e.g. 111In3+) is complexed or chelated by, e.g. a N2S2, N3S, NS3, N4 chelating group
- A61K51/0478—Organic compounds complexes or complex-forming compounds, i.e. wherein a radioactive metal (e.g. 111In3+) is complexed or chelated by, e.g. a N2S2, N3S, NS3, N4 chelating group complexes from non-cyclic ligands, e.g. EDTA, MAG3
- A61K51/048—DTPA (diethylenetriamine tetraacetic acid)
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious agents
- A61P39/02—Antidotes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2123/00—Preparations for testing in vivo
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Optics & Photonics (AREA)
- Physics & Mathematics (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Radiology & Medical Imaging (AREA)
- Immunology (AREA)
- Dispersion Chemistry (AREA)
- Toxicology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3324235A DE3324235A1 (de) | 1983-07-01 | 1983-07-01 | Neue komplexbildner, komplexe und komplexsalze |
| DE3324235.6 | 1983-07-01 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6036452A true JPS6036452A (ja) | 1985-02-25 |
| JPH0380148B2 JPH0380148B2 (enExample) | 1991-12-24 |
Family
ID=6203212
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59135365A Granted JPS6036452A (ja) | 1983-07-01 | 1984-07-02 | 新規錯化剤及び錯化合物、その製法及び該錯化合物を含有するｎｍｒ診断剤及びｎｍｒ診断用医薬組成物 |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US5316756A (enExample) |
| EP (1) | EP0130934B1 (enExample) |
| JP (1) | JPS6036452A (enExample) |
| AT (1) | ATE28745T1 (enExample) |
| CA (1) | CA1253514A (enExample) |
| DE (2) | DE3324235A1 (enExample) |
| DK (1) | DK171352B1 (enExample) |
| IE (1) | IE57929B1 (enExample) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63119446A (ja) * | 1986-08-04 | 1988-05-24 | サリュ−タ−・インコ−ポレイティド | ポリ−（酸−アルキレン−アミノ）−アルカンの常磁性多価金属塩 |
| JPH01240620A (ja) * | 1988-03-16 | 1989-09-26 | Miyamoto Kogyosho:Kk | ビレット調質方法とビレット調質炉 |
| JPH04226923A (ja) * | 1990-05-18 | 1992-08-17 | Sintetica Sa | 超音波検査のために液体キャリヤーにおける懸濁液として有用な高分子ガス又は空気充填マイクロバルーン |
| JPH07100666B2 (ja) * | 1986-04-07 | 1995-11-01 | フランスワ ディエトラン | 濃度断層撮影用造影剤 |
| JP2018507862A (ja) * | 2015-02-25 | 2018-03-22 | ブラッコ・イメージング・ソシエタ・ペル・アチオニＢｒａｃｃｏ Ｉｍａｇｉｎｇ Ｓ．Ｐ．Ａ． | エチレンジアミン四酢酸ビス（アミド）誘導体およびＭＲＩ造影剤としての使用のためのそれらのＭｎ（ＩＩ）イオンとの錯体 |
Families Citing this family (60)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8413772D0 (en) * | 1984-05-30 | 1984-07-04 | Nyegaard & Co As | Chemical compounds |
| US4687659A (en) * | 1984-11-13 | 1987-08-18 | Salutar, Inc. | Diamide-DTPA-paramagnetic contrast agents for MR imaging |
| DE3508000A1 (de) * | 1985-03-04 | 1986-09-04 | Schering AG, Berlin und Bergkamen, 1000 Berlin | Ferromagnetische partikel fuer die nmr-diagnostik |
| EP0250358A3 (en) * | 1986-06-20 | 1988-10-05 | Schering Aktiengesellschaft | Novel complex compounds |
| IL83966A (en) * | 1986-09-26 | 1992-03-29 | Schering Ag | Amides of aminopolycarboxylic acids and pharmaceutical compositions containing them |
| DE3640708C2 (de) * | 1986-11-28 | 1995-05-18 | Schering Ag | Verbesserte metallhaltige Pharmazeutika |
| US5057302A (en) * | 1987-02-13 | 1991-10-15 | Abbott Laboratories | Bifunctional chelating agents |
| DE3710730A1 (de) * | 1987-03-31 | 1988-10-20 | Schering Ag | Substituierte komplexbildner, komplexe und komplexsalze, verfahren zu deren herstellung und diese enthaltende pharmazeutische mittel |
| GB9007965D0 (en) * | 1990-04-09 | 1990-06-06 | Nycomed As | Compounds |
| US5531978A (en) * | 1987-07-16 | 1996-07-02 | Nycomed Imaging As | Aminopolycarboxylic acids and derivatives thereof |
| HU208947B (en) * | 1987-07-16 | 1994-02-28 | Nycomed As | Diagnostical compositions and process for producing aminopolycarboxylic acids, their derivatives and metal-kelates |
| DE3724188C2 (de) * | 1987-07-17 | 1995-05-18 | Heinz Dr Gries | Metallhaltige Oligosaccharid-Polysulfate, Verfahren zu deren Herstellung und diese enthaltende pharmazeutische Mittel |
| GB8801646D0 (en) * | 1988-01-26 | 1988-02-24 | Nycomed As | Chemical compounds |
| US5137711A (en) * | 1988-07-19 | 1992-08-11 | Mallickrodt Medical, Inc. | Paramagnetic dtpa and edta alkoxyalkylamide complexes as mri agents |
| DE3825040A1 (de) * | 1988-07-20 | 1990-01-25 | Schering Ag, 13353 Berlin | 5- oder 6-ring- enthaltende makrocyclische polyaza-verbindungen, verfahren zu ihrer herstellung und diese enthaltende pharmazeutische mittel |
| DE4001655A1 (de) * | 1990-01-18 | 1991-07-25 | Schering Ag | 6-ring enthaltende makrocyclische tetraaza-verbindungen, verfahren zu ihrer herstellung und diese enthaltende pharmazeutische mittel |
| US5314681A (en) * | 1988-12-23 | 1994-05-24 | Nycomed Innovation Ab | Composition of positive and negative contrast agents for electron spin resonance enhanced magnetic resonance imaging |
| GB8900719D0 (en) * | 1989-01-13 | 1989-03-08 | Nycomed As | Compounds |
| GB8900732D0 (en) * | 1989-01-13 | 1989-03-08 | Nycomed As | Agents |
| US5011925A (en) * | 1989-03-09 | 1991-04-30 | Mallinckrodt, Inc. | Morpholinoamido EDTA derivatives |
| US5384108A (en) * | 1989-04-24 | 1995-01-24 | Mallinckrodt Medical, Inc. | Magnetic resonance imaging agents |
| US5695739A (en) * | 1989-06-30 | 1997-12-09 | Schering Aktiengesellschaft | Derivatized DTPA complexes, pharmaceutical agents containing these compounds, their use, and processes for their production |
| US6039931A (en) * | 1989-06-30 | 2000-03-21 | Schering Aktiengesellschaft | Derivatized DTPA complexes, pharmaceutical agents containing these compounds, their use, and processes for their production |
| GB8916781D0 (en) * | 1989-07-21 | 1989-09-06 | Nycomed As | Compositions |
| CA2065415A1 (en) * | 1989-09-05 | 1991-03-06 | Raghavan Rajagopalan | Magnetic resonance imaging agents |
| US5494655A (en) * | 1990-03-09 | 1996-02-27 | The Regents Of The University Of California | Methods for detecting blood perfusion variations by magnetic resonance imaging |
| WO1992017215A1 (en) * | 1990-03-28 | 1992-10-15 | Nycomed Salutar, Inc. | Contrast media |
| DE4011684A1 (de) | 1990-04-06 | 1991-10-10 | Schering Ag | Dtpa-monoamide, diese verbindungen enthaltende pharmazeutische mittel, ihre verwendung und verfahren zu deren herstellung |
| US5843399A (en) * | 1990-04-06 | 1998-12-01 | Schering Aktiengesellschaft | DTPA monoamides for MRI |
| GB9007967D0 (en) * | 1990-04-09 | 1990-06-06 | Nycomed As | Compounds |
| US5077037A (en) * | 1990-08-03 | 1991-12-31 | Mallinckrodt Medical, Inc. | Novel compositions for magnetic resonance imaging |
| US5908931A (en) * | 1990-12-14 | 1999-06-01 | Mallinckrodt Inc. | Preorganized hexadentate ligands useful in radiographic imaging agents |
| GB9027922D0 (en) * | 1990-12-21 | 1991-02-13 | Nycomed As | Compounds |
| AU660013B2 (en) * | 1991-03-27 | 1995-06-08 | Nycomed Salutar, Inc. | Contrast media |
| EP0594640A4 (en) * | 1991-05-23 | 1998-06-03 | Evan C Unger | Liposoluble compounds for magnetic resonance imaging |
| US5562894A (en) * | 1991-08-09 | 1996-10-08 | Regents Of The University Of California | Amino-acyl-type and catecholamine-type contrast agents for MRI |
| GB9208908D0 (en) * | 1992-04-24 | 1992-06-10 | Nycomed As | Contrast agents |
| US5439913A (en) | 1992-05-12 | 1995-08-08 | Schering Aktiengesellschaft | Contraception method using competitive progesterone antagonists and novel compounds useful therein |
| DE4302287A1 (de) * | 1993-01-25 | 1994-07-28 | Schering Ag | Derivatisierte DTPA-Komplexe, diese Verbindungen enthaltende pharmazeutische Mittel, ihre Verwendung und Verfahren zu deren Herstellung |
| GB9321595D0 (en) * | 1993-10-20 | 1993-12-08 | Nycomed Imaging As | Contrast agents |
| US5571498A (en) * | 1994-06-02 | 1996-11-05 | Hemagen/Pfc | Emulsions of paramagnetic contrast agents for magnetic resonance imaging (MRI). |
| US5672335A (en) * | 1994-11-30 | 1997-09-30 | Schering Aktiengesellschaft | Use of metal complexes as liver and gallbladder X-ray diagnostic agents |
| US5614170A (en) * | 1994-11-30 | 1997-03-25 | Hemagen/Pfc | Paramagnetic complexes of N-alkyl-N-hydroxylamides of organic acids and emulsions containing same for magnetic resonance imaging (MRI) |
| DE19507819A1 (de) * | 1995-02-21 | 1996-08-22 | Schering Ag | DTPA-Monoamide der zentralen Carbonsäure und deren Metallkomplexe, diese Komplexe enthaltende pharmazeutische Mittel, deren Verwendung in der Diagnostik und Therapie sowie Verfahren zur Herstellung der Komplexe und Mittel |
| DE19507820A1 (de) * | 1995-02-21 | 1996-08-22 | Schering Ag | Neuartig substituierte DTPA-Derivate, deren Metallkomplexe, diese Komplexe enthaltende pharmazeutische Mittel, deren Verwendung in der Diagnostik, sowie Verfahren zur Herstellung der Komplexe und Mittel |
| DE19507822B4 (de) * | 1995-02-21 | 2006-07-20 | Schering Ag | Substituierte DTPA-Monoamide der zentralen Carbonsäure und deren Metallkomplexe, diese Komplexe enthaltende pharmazeutische Mittel, deren Verwendung in der Diagnostik und Therapie sowie Verfahren zur Herstellung der Komplexe und Mittel |
| IT1297035B1 (it) | 1997-12-30 | 1999-08-03 | Bracco Spa | Derivati dell'acido 1,4,7,10-tetraazaciclododecan-1,4-diacetico |
| ATE384120T1 (de) * | 1999-08-27 | 2008-02-15 | Invitrogen Corp | Metallbindende verbindungen und deren verwendung in zusammensetzungen für zellkulturmedien |
| US6767741B1 (en) * | 1999-08-27 | 2004-07-27 | Invitrogen Corporation | Metal binding compounds and their use in cell culture medium compositions |
| US20030203879A1 (en) * | 1999-09-09 | 2003-10-30 | Schering Ag | Calcium complex of [[(4R)-4-[bis[(carboxy-.kappa.O)methyl]amino-.kappa.n]-6,9-bis[(carboxy.kappa.O)methyl]-1-[(4,4-diphenylcyclohexy)oxy]-1-hydroxy-2-oxa-6,9-diaza-1-phosphaundecan-11-ylic-acid-.kappa.N6,.Kappa.N9,.Kappa 011]1-oxidato(6-)]-, hexahydrogen, its salts, pharmaceutical agents that contain these complexes, their use in treatment and as additives in diagnosis, as well as processes for the production of the complexes and agents |
| US6525234B1 (en) * | 2000-11-21 | 2003-02-25 | Exxonmobil Oil Corporation | Process for liquid phase aromatics alkylation comprising in-situ catalyst reactivation with polar compounds |
| US8669236B2 (en) | 2005-05-12 | 2014-03-11 | The General Hospital Corporation | Biotinylated compositions |
| FI20065030L (fi) * | 2006-01-17 | 2007-07-18 | Wallac Oy | Neutraaliset leimausreagenssit ja niistä johdetut konjugaatit |
| DE102007058220A1 (de) | 2007-12-03 | 2009-06-04 | Bayer Schering Pharma Aktiengesellschaft | Dimere macrocyclisch substituierte Benzolderivate |
| WO2012136813A2 (en) | 2011-04-07 | 2012-10-11 | Universitetet I Oslo | Agents for medical radar diagnosis |
| EP2890788A1 (en) | 2012-08-31 | 2015-07-08 | The General Hospital Corporation | Biotin complexes for treatment and diagnosis of alzheimer's disease |
| US10568976B2 (en) | 2015-11-26 | 2020-02-25 | Debreceni Egyetem | 3,6,9, 15-tetraaza-bicyclo [9.3.1 ]pentadeca-1(14), 11(15), 12-triene based compounds and their application as ligands of essential metal ion based MRI and 52MN based PET contrast agents |
| US10494379B2 (en) | 2015-11-26 | 2019-12-03 | Debreceni Egyetem | 6-oxa-3,9,15-triaza-bicyclo[9.3.1]pentadeca-1(14),11(15),12-triene derivatives based compounds and their application as ligands of essential metal ion based MRI and 52MN based PET contrast agents |
| EP3380473A1 (en) | 2015-11-26 | 2018-10-03 | Debreceni Egyetem | New 2, 1 l -diaza-[3.3](2,6)pyridinophane compounds and their application as ligands of essential metal ion based mri contrast agents and 52mn based pet contrast agents |
| DE102023001815A1 (de) * | 2023-05-05 | 2024-11-07 | Siempelkamp Maschinen- Und Anlagenbau Gmbh | Verfahren und Vorrichtung (Anlage) zur Herstellung einer Werkstoffplatte, Werkstoffplatte, sowie Verwendung einer Werkstoffplatte |
Family Cites Families (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2673213A (en) * | 1952-06-03 | 1954-03-23 | Frederick C Bersworth | Polyalkylene polyamino acids |
| US2854458A (en) * | 1954-07-15 | 1958-09-30 | Basf Ag | Complex heavy metal salts |
| US2831885A (en) * | 1954-08-13 | 1958-04-22 | Geigy Chem Corp | Hydroxyethyl polycarboxymethyl polyamines |
| US2954458A (en) * | 1958-07-17 | 1960-09-27 | Mankouski Charles | Holder for welding rods |
| US3024274A (en) * | 1959-03-18 | 1962-03-06 | California Research Corp | Amides of cyclic diaminealkylenecarboxylic acids |
| US3232083A (en) * | 1963-12-09 | 1966-02-01 | Rollins Joseph Ashby | Lock cylinder plug holder |
| CH490473A (de) * | 1966-11-04 | 1970-05-15 | Basf Ag | Verwendung von B-Carbamyl-B-hydroxyäthylaminen als Komplexbildner für die Maskierung von Schwermetallionen bei der Behandlung von Textilmaterialien |
| GB1374979A (en) * | 1970-12-21 | 1974-11-20 | Nat Res Dev | 3,5-dioxopiperazine derivatives |
| US3859337A (en) * | 1969-06-11 | 1975-01-07 | Stauffer Chemical Co | Ethylenediaminetetraacetic acid anhydride derivatives |
| DE2028219A1 (en) * | 1969-06-11 | 1972-01-20 | Stauffer Chemical Co, New York, N Y (V St A ) | New derivatives of ethylenediamine tetraa - cetic acid |
| US3994966A (en) * | 1972-09-28 | 1976-11-30 | The Board Of Trustees Of The Leland Stanford Junior University | Chelating agents |
| GB1471894A (en) * | 1973-12-12 | 1977-04-27 | Wilkinson Sword Ltd | Compositions for application to or consumption by the body and containing a compound having a physiological cooling effect |
| US4022420A (en) * | 1975-11-06 | 1977-05-10 | Anacleto Pace | Formwork and connecting means apparatus for casting reinforced concrete |
| DE2650966A1 (de) * | 1975-11-14 | 1977-05-26 | Ciba Geigy Ag | Gegebenenfalls veraetherte basische methylolverbindungen und deren salze |
| US4352751A (en) * | 1979-09-10 | 1982-10-05 | Analytical Radiation Corporation | Species-linked diamine triacetic acids and their chelates |
| US4308249A (en) * | 1979-12-13 | 1981-12-29 | G. D. Searle & Co. | Radiopharmaceutical complexes of N-(tri-substituted alkyl)-iminodiacetic acids |
| US4339426A (en) * | 1980-03-18 | 1982-07-13 | Regents Of The University Of California | Bleomycin analog |
| US4647447A (en) * | 1981-07-24 | 1987-03-03 | Schering Aktiengesellschaft | Diagnostic media |
| DE3129906C3 (de) * | 1981-07-24 | 1996-12-19 | Schering Ag | Paramagnetische Komplexsalze, deren Herstellung und Mittel zur Verwendung bei der NMR-Diagnostik |
| US4454106A (en) * | 1982-06-07 | 1984-06-12 | Gansow Otto A | Use of metal chelate conjugated monoclonal antibodies |
| US4472509A (en) * | 1982-06-07 | 1984-09-18 | Gansow Otto A | Metal chelate conjugated monoclonal antibodies |
| NL194579C (nl) * | 1983-01-21 | 2002-08-05 | Schering Ag | Diagnostisch middel. |
| US4652519A (en) * | 1983-02-03 | 1987-03-24 | Yeda Research And Development Company Limited | Bifunctional chelating agents and process for their production |
| US4687659A (en) * | 1984-11-13 | 1987-08-18 | Salutar, Inc. | Diamide-DTPA-paramagnetic contrast agents for MR imaging |
| US4859451A (en) * | 1984-10-04 | 1989-08-22 | Salutar, Inc. | Paramagnetic contrast agents for MR imaging |
| US4687658A (en) * | 1984-10-04 | 1987-08-18 | Salutar, Inc. | Metal chelates of diethylenetriaminepentaacetic acid partial esters for NMR imaging |
| SE465907B (sv) * | 1984-11-01 | 1991-11-18 | Nyegaard & Co As | Diagnosticeringsmedel innehaallande en paramagnetisk metall |
| US4826673A (en) * | 1985-01-09 | 1989-05-02 | Mallinckrodt, Inc. | Methods and compositions for enhancing magnetic resonance imaging |
| US4933441A (en) * | 1987-01-27 | 1990-06-12 | Gibby Wendell A | Contrast enhancing agents for magnetic resonance images |
| US5078986A (en) * | 1989-02-15 | 1992-01-07 | Mallinckrodt Medical, Inc. | Method for enhancing magnetic resonance imaging using an image altering agent containing an excess of chelating agent |
-
1983
- 1983-07-01 DE DE3324235A patent/DE3324235A1/de not_active Withdrawn
-
1984
- 1984-06-28 EP EP84730074A patent/EP0130934B1/de not_active Expired
- 1984-06-28 DE DE8484730074T patent/DE3465191D1/de not_active Expired
- 1984-06-28 AT AT84730074T patent/ATE28745T1/de not_active IP Right Cessation
- 1984-06-29 CA CA000457842A patent/CA1253514A/en not_active Expired
- 1984-06-29 DK DK320884A patent/DK171352B1/da not_active IP Right Cessation
- 1984-07-02 JP JP59135365A patent/JPS6036452A/ja active Granted
- 1984-07-02 IE IE1683/84A patent/IE57929B1/en not_active IP Right Cessation
-
1990
- 1990-04-13 US US07/515,761 patent/US5316756A/en not_active Expired - Lifetime
-
1994
- 1994-03-28 US US08/219,339 patent/US5419894A/en not_active Expired - Lifetime
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH07100666B2 (ja) * | 1986-04-07 | 1995-11-01 | フランスワ ディエトラン | 濃度断層撮影用造影剤 |
| JPS63119446A (ja) * | 1986-08-04 | 1988-05-24 | サリュ−タ−・インコ−ポレイティド | ポリ−（酸−アルキレン−アミノ）−アルカンの常磁性多価金属塩 |
| JPH01240620A (ja) * | 1988-03-16 | 1989-09-26 | Miyamoto Kogyosho:Kk | ビレット調質方法とビレット調質炉 |
| JPH04226923A (ja) * | 1990-05-18 | 1992-08-17 | Sintetica Sa | 超音波検査のために液体キャリヤーにおける懸濁液として有用な高分子ガス又は空気充填マイクロバルーン |
| JP2018507862A (ja) * | 2015-02-25 | 2018-03-22 | ブラッコ・イメージング・ソシエタ・ペル・アチオニＢｒａｃｃｏ Ｉｍａｇｉｎｇ Ｓ．Ｐ．Ａ． | エチレンジアミン四酢酸ビス（アミド）誘導体およびＭＲＩ造影剤としての使用のためのそれらのＭｎ（ＩＩ）イオンとの錯体 |
Also Published As
| Publication number | Publication date |
|---|---|
| ATE28745T1 (de) | 1987-08-15 |
| DK320884A (da) | 1985-01-02 |
| EP0130934A1 (de) | 1985-01-09 |
| JPH0380148B2 (enExample) | 1991-12-24 |
| IE841683L (en) | 1985-01-01 |
| US5316756A (en) | 1994-05-31 |
| US5419894A (en) | 1995-05-30 |
| DK171352B1 (da) | 1996-09-16 |
| DE3465191D1 (en) | 1987-09-10 |
| EP0130934B1 (de) | 1987-08-05 |
| DE3324235A1 (de) | 1985-01-10 |
| IE57929B1 (en) | 1993-05-19 |
| CA1253514A (en) | 1989-05-02 |
| DK320884D0 (da) | 1984-06-29 |
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