CA2615443A1 - Complexes contenant des alkyles perfluores et methodes de production et d'utilisation connexes - Google Patents
Complexes contenant des alkyles perfluores et methodes de production et d'utilisation connexes Download PDFInfo
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- CA2615443A1 CA2615443A1 CA002615443A CA2615443A CA2615443A1 CA 2615443 A1 CA2615443 A1 CA 2615443A1 CA 002615443 A CA002615443 A CA 002615443A CA 2615443 A CA2615443 A CA 2615443A CA 2615443 A1 CA2615443 A1 CA 2615443A1
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- 229910052751 metal Inorganic materials 0.000 claims abstract description 33
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- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 3
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- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 claims description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 3
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- 229930182830 galactose Natural products 0.000 claims description 3
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical group II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 3
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
- 208000024172 Cardiovascular disease Diseases 0.000 claims description 2
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical group ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 2
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 125000003277 amino group Chemical group 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 2
- 125000004181 carboxyalkyl group Chemical group 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000004185 ester group Chemical group 0.000 claims description 2
- 229910044991 metal oxide Inorganic materials 0.000 claims description 2
- 150000004706 metal oxides Chemical class 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
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- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 claims 8
- 125000006701 (C1-C7) alkyl group Chemical group 0.000 claims 1
- 208000027866 inflammatory disease Diseases 0.000 claims 1
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- 210000004369 blood Anatomy 0.000 abstract description 7
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 136
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 111
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 102
- 239000000243 solution Substances 0.000 description 100
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- 238000004458 analytical method Methods 0.000 description 86
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 84
- 239000007787 solid Substances 0.000 description 82
- 239000002904 solvent Substances 0.000 description 73
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 66
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 66
- 239000000126 substance Substances 0.000 description 61
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 60
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 58
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 53
- NQTADLQHYWFPDB-UHFFFAOYSA-N N-Hydroxysuccinimide Chemical compound ON1C(=O)CCC1=O NQTADLQHYWFPDB-UHFFFAOYSA-N 0.000 description 44
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 43
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 42
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 42
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 42
- 239000000706 filtrate Substances 0.000 description 40
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical class CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 39
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 37
- 239000000741 silica gel Substances 0.000 description 37
- 229910002027 silica gel Inorganic materials 0.000 description 37
- 239000003054 catalyst Substances 0.000 description 36
- 238000004587 chromatography analysis Methods 0.000 description 33
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 27
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 24
- 235000013877 carbamide Nutrition 0.000 description 23
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 description 23
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 22
- 239000004202 carbamide Substances 0.000 description 21
- 210000001165 lymph node Anatomy 0.000 description 21
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 20
- JXMHAXQPVIMQLA-UHFFFAOYSA-N 3-[2-[4,7,10-tris(carboxymethyl)-1,4,7,10-tetrazacyclododec-1-yl]propanoylamino]propanoic acid Chemical compound OC(=O)CCNC(=O)C(C)N1CCN(CC(O)=O)CCN(CC(O)=O)CCN(CC(O)=O)CC1 JXMHAXQPVIMQLA-UHFFFAOYSA-N 0.000 description 19
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 19
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- 238000001990 intravenous administration Methods 0.000 description 15
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- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 14
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- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 12
- 238000003786 synthesis reaction Methods 0.000 description 12
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- 150000002500 ions Chemical class 0.000 description 11
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- BCGLNCAVZDQPGE-UHFFFAOYSA-N 2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]acetic acid Chemical compound COCCOCCOCCOCC(O)=O BCGLNCAVZDQPGE-UHFFFAOYSA-N 0.000 description 8
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- WDYVUKGVKRZQNM-UHFFFAOYSA-N 6-phosphonohexylphosphonic acid Chemical compound OP(O)(=O)CCCCCCP(O)(O)=O WDYVUKGVKRZQNM-UHFFFAOYSA-N 0.000 description 6
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- QMMFTRJQCCVPCE-UHFFFAOYSA-N benzyl n-(2-aminoethyl)carbamate Chemical compound NCCNC(=O)OCC1=CC=CC=C1 QMMFTRJQCCVPCE-UHFFFAOYSA-N 0.000 description 4
- MCQRPQCQMGVWIQ-UHFFFAOYSA-N boron;methylsulfanylmethane Chemical compound [B].CSC MCQRPQCQMGVWIQ-UHFFFAOYSA-N 0.000 description 4
- 230000008878 coupling Effects 0.000 description 4
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- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical class C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 description 4
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- UIWYJDYFSGRHKR-UHFFFAOYSA-N gadolinium atom Chemical compound [Gd] UIWYJDYFSGRHKR-UHFFFAOYSA-N 0.000 description 4
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- YHBWXWLDOKIVCJ-UHFFFAOYSA-N 2-[2-(2-methoxyethoxy)ethoxy]acetic acid Chemical compound COCCOCCOCC(O)=O YHBWXWLDOKIVCJ-UHFFFAOYSA-N 0.000 description 3
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- RJOJUSXNYCILHH-UHFFFAOYSA-N gadolinium(3+) Chemical compound [Gd+3] RJOJUSXNYCILHH-UHFFFAOYSA-N 0.000 description 3
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- 239000000843 powder Substances 0.000 description 3
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- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 3
- HJVYUICSHNJZDB-UHFFFAOYSA-N 2-[4,7-bis(carboxymethyl)-10-[(5-oxooxolan-2-yl)methyl]-1,4,7,10-tetrazacyclododec-1-yl]acetic acid Chemical compound C1CN(CC(O)=O)CCN(CC(O)=O)CCN(CC(=O)O)CCN1CC1OC(=O)CC1 HJVYUICSHNJZDB-UHFFFAOYSA-N 0.000 description 2
- OBOSXEWFRARQPU-UHFFFAOYSA-N 2-n,2-n-dimethylpyridine-2,5-diamine Chemical compound CN(C)C1=CC=C(N)C=N1 OBOSXEWFRARQPU-UHFFFAOYSA-N 0.000 description 2
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- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachloro-phenol Natural products OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 1
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- 231100000241 scar Toxicity 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
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- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000009518 sodium iodide Nutrition 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- KVCGISUBCHHTDD-UHFFFAOYSA-M sodium;4-methylbenzenesulfonate Chemical compound [Na+].CC1=CC=C(S([O-])(=O)=O)C=C1 KVCGISUBCHHTDD-UHFFFAOYSA-M 0.000 description 1
- KKVTYAVXTDIPAP-UHFFFAOYSA-M sodium;methanesulfonate Chemical compound [Na+].CS([O-])(=O)=O KKVTYAVXTDIPAP-UHFFFAOYSA-M 0.000 description 1
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- GKLVYJBZJHMRIY-UHFFFAOYSA-N technetium atom Chemical compound [Tc] GKLVYJBZJHMRIY-UHFFFAOYSA-N 0.000 description 1
- HKCRVXUAKWXBLE-UHFFFAOYSA-N terbium(3+) Chemical compound [Tb+3] HKCRVXUAKWXBLE-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 150000005621 tetraalkylammonium salts Chemical class 0.000 description 1
- TXEYQDLBPFQVAA-UHFFFAOYSA-N tetrafluoromethane Chemical compound FC(F)(F)F TXEYQDLBPFQVAA-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 230000019432 tissue death Effects 0.000 description 1
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- 238000011282 treatment Methods 0.000 description 1
- 125000005208 trialkylammonium group Chemical group 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
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- 150000003672 ureas Chemical class 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- ORZHVTYKPFFVMG-UHFFFAOYSA-N xylenol orange Chemical compound OC(=O)CN(CC(O)=O)CC1=C(O)C(C)=CC(C2(C3=CC=CC=C3S(=O)(=O)O2)C=2C=C(CN(CC(O)=O)CC(O)=O)C(O)=C(C)C=2)=C1 ORZHVTYKPFFVMG-UHFFFAOYSA-N 0.000 description 1
- AWSFICBXMUKWSK-UHFFFAOYSA-N ytterbium(3+) Chemical compound [Yb+3] AWSFICBXMUKWSK-UHFFFAOYSA-N 0.000 description 1
- CKLHRQNQYIJFFX-UHFFFAOYSA-K ytterbium(III) chloride Chemical compound [Cl-].[Cl-].[Cl-].[Yb+3] CKLHRQNQYIJFFX-UHFFFAOYSA-K 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
- C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Radiology & Medical Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Saccharide Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102005033902.6 | 2005-07-15 | ||
| DE102005033902A DE102005033902B3 (de) | 2005-07-15 | 2005-07-15 | Perfluoralkylhaltige Komplexe, Verfahren zu deren Herstellung, sowie deren Verwendung und diese enthaltende pharmazeutische Mittel |
| PCT/EP2006/006777 WO2007009638A2 (fr) | 2005-07-15 | 2006-07-11 | Complexes a base de perfluoroalkyle, procede permettant de les produire et leur utilisation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2615443A1 true CA2615443A1 (fr) | 2007-01-25 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002615443A Abandoned CA2615443A1 (fr) | 2005-07-15 | 2006-07-11 | Complexes contenant des alkyles perfluores et methodes de production et d'utilisation connexes |
Country Status (22)
| Country | Link |
|---|---|
| EP (1) | EP1904463A2 (fr) |
| JP (1) | JP2009501174A (fr) |
| KR (1) | KR20080043762A (fr) |
| CN (1) | CN101223148A (fr) |
| AR (1) | AR054865A1 (fr) |
| AU (1) | AU2006272025A1 (fr) |
| BR (1) | BRPI0613407A2 (fr) |
| CA (1) | CA2615443A1 (fr) |
| CR (1) | CR9645A (fr) |
| DE (1) | DE102005033902B3 (fr) |
| DO (1) | DOP2006000167A (fr) |
| EC (1) | ECSP088100A (fr) |
| GT (1) | GT200600313A (fr) |
| IL (1) | IL187926A0 (fr) |
| NO (1) | NO20080813L (fr) |
| PE (1) | PE20070376A1 (fr) |
| RU (1) | RU2008105356A (fr) |
| TN (1) | TNSN08016A1 (fr) |
| TW (1) | TW200706538A (fr) |
| UY (1) | UY29664A1 (fr) |
| WO (1) | WO2007009638A2 (fr) |
| ZA (1) | ZA200801523B (fr) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102007015598A1 (de) * | 2007-03-29 | 2008-10-02 | Heinrich-Heine-Universität Düsseldorf | Verwendung von fluorhaltigen Verbindungen zu Diagnosezwecken mit Hilfe bildgebender Verfahren |
| KR101861025B1 (ko) | 2008-01-08 | 2018-05-24 | 랜티우스 메디컬 이메징, 인크. | 영상화 제제로서의 ｎ-알콕시아미드 접합체 |
| EP4037691A4 (fr) * | 2019-10-04 | 2023-11-22 | United States Government as Represented by The Department of Veterans Affairs | Développement d'imagerie et analogues de glucose thérapeutiques de transporteurs de glucose dépendant du sodium |
| EP4059925A1 (fr) | 2021-03-15 | 2022-09-21 | Bayer Aktiengesellschaft | Nouvel agent de contraste pour une utilisation dans l'imagerie par résonance magnétique |
| CN114181164A (zh) * | 2021-12-13 | 2022-03-15 | 武汉大学中南医院 | 基于Fe(Ⅱ)特异性MRI对比剂的合成方法及其应用 |
| EP4335840A1 (fr) | 2022-09-09 | 2024-03-13 | Bayer Aktiengesellschaft | Nouveaux agents de contraste pour l'imagerie diagnostique |
| EP4335462A1 (fr) | 2022-09-09 | 2024-03-13 | Bayer AG | Nouveaux agents de contraste pour l'imagerie diagnostique par tomodensitometrie |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4317588C2 (de) * | 1993-05-24 | 1998-04-16 | Schering Ag | Fluorhaltige makrocyclische Metallkomplexe, Verfahren zu ihrer Herstellung, sowie ihre Verwendung |
| DE19603033A1 (de) * | 1996-01-19 | 1997-07-24 | Schering Ag | Perfluoralkylhaltige Metallkomplexe, Verfahren zu deren Herstellung und ihre Verwendung in der NMR-Diagnostik |
| DE19744003B4 (de) * | 1997-09-26 | 2004-07-08 | Schering Ag | Kontrastmittel für das Infarkt- und Nekroseimaging |
| DE19744004C1 (de) * | 1997-09-26 | 1999-07-22 | Schering Ag | Lipophile Metall-Komplexe für Nekrose und Infarkt-Imaging |
| DE19914101C1 (de) * | 1999-03-22 | 2000-10-12 | Schering Ag | Perfluoralkylamide, ihre Herstellung und ihre Verwendung in der Diagnostik |
| DE10040858C2 (de) * | 2000-08-11 | 2003-12-18 | Schering Ag | Perfluoralkylhaltige Komplexe mit polaren Resten, Verfahren zu deren Herstellung und ihre Verwendung |
-
2005
- 2005-07-15 DE DE102005033902A patent/DE102005033902B3/de not_active Expired - Fee Related
-
2006
- 2006-07-11 CN CNA2006800258905A patent/CN101223148A/zh active Pending
- 2006-07-11 CA CA002615443A patent/CA2615443A1/fr not_active Abandoned
- 2006-07-11 WO PCT/EP2006/006777 patent/WO2007009638A2/fr active Application Filing
- 2006-07-11 JP JP2008520780A patent/JP2009501174A/ja not_active Withdrawn
- 2006-07-11 EP EP06791535A patent/EP1904463A2/fr not_active Withdrawn
- 2006-07-11 AU AU2006272025A patent/AU2006272025A1/en not_active Abandoned
- 2006-07-11 KR KR1020087001084A patent/KR20080043762A/ko not_active Application Discontinuation
- 2006-07-11 RU RU2008105356/04A patent/RU2008105356A/ru not_active Application Discontinuation
- 2006-07-11 BR BRPI0613407-6A patent/BRPI0613407A2/pt not_active Application Discontinuation
- 2006-07-11 UY UY29664A patent/UY29664A1/es not_active Application Discontinuation
- 2006-07-13 DO DO2006000167A patent/DOP2006000167A/es unknown
- 2006-07-14 AR ARP060103020A patent/AR054865A1/es unknown
- 2006-07-14 GT GT200600313A patent/GT200600313A/es unknown
- 2006-07-14 PE PE2006000844A patent/PE20070376A1/es not_active Application Discontinuation
- 2006-07-14 TW TW095125755A patent/TW200706538A/zh unknown
-
2007
- 2007-12-06 IL IL187926A patent/IL187926A0/en unknown
-
2008
- 2008-01-08 CR CR9645A patent/CR9645A/es unknown
- 2008-01-11 EC EC2008008100A patent/ECSP088100A/es unknown
- 2008-01-14 TN TNP2008000016A patent/TNSN08016A1/en unknown
- 2008-02-14 NO NO20080813A patent/NO20080813L/no not_active Application Discontinuation
- 2008-02-14 ZA ZA200801523A patent/ZA200801523B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO2007009638A3 (fr) | 2007-04-26 |
| WO2007009638A2 (fr) | 2007-01-25 |
| AR054865A1 (es) | 2007-07-25 |
| AU2006272025A1 (en) | 2007-01-25 |
| GT200600313A (es) | 2007-04-23 |
| IL187926A0 (en) | 2008-03-20 |
| ZA200801523B (en) | 2008-11-26 |
| UY29664A1 (es) | 2007-02-28 |
| KR20080043762A (ko) | 2008-05-19 |
| EP1904463A2 (fr) | 2008-04-02 |
| JP2009501174A (ja) | 2009-01-15 |
| DE102005033902B3 (de) | 2007-04-05 |
| PE20070376A1 (es) | 2007-04-20 |
| CN101223148A (zh) | 2008-07-16 |
| RU2008105356A (ru) | 2009-08-20 |
| CR9645A (es) | 2008-05-21 |
| DOP2006000167A (es) | 2007-02-28 |
| NO20080813L (no) | 2008-04-09 |
| TW200706538A (en) | 2007-02-16 |
| TNSN08016A1 (en) | 2009-07-14 |
| ECSP088100A (es) | 2008-05-30 |
| BRPI0613407A2 (pt) | 2011-01-11 |
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| Date | Code | Title | Description |
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| FZDE | Discontinued |