NO321121B1 - Bicykliske polyaminosyre-metallkomplekser, fremgangsmater for fremstilling av disse og deres anvendelse ved medisinsk avbildning - Google Patents

Bicykliske polyaminosyre-metallkomplekser, fremgangsmater for fremstilling av disse og deres anvendelse ved medisinsk avbildning Download PDF

Info

Publication number: NO321121B1
Authority: NO; Norway
Prior art keywords: formula; compound; chelate; group; chelate according
Prior art date: 1999-06-09

Application number

NO20015991A

Other languages

English (en)

Norwegian (no)

Other versions

NO20015991D0 (no

NO20015991L (no

Inventor

Marc Port

Original Assignee

Guerbet Sa

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.)

1999-06-09

Filing date

2001-12-07

Publication date

2006-03-20

2001-12-07 Application filed by Guerbet Sa filed Critical Guerbet Sa

2001-12-07 Publication of NO20015991D0 publication Critical patent/NO20015991D0/no

2002-02-06 Publication of NO20015991L publication Critical patent/NO20015991L/no

2006-03-20 Publication of NO321121B1 publication Critical patent/NO321121B1/no

Links

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GVJXGCIPWAVXJP-UHFFFAOYSA-N 2,5-dioxo-1-oxoniopyrrolidine-3-sulfonate Chemical compound ON1C(=O)CC(S(O)(=O)=O)C1=O GVJXGCIPWAVXJP-UHFFFAOYSA-N 0.000 description 1
GIAFURWZWWWBQT-UHFFFAOYSA-N 2-(2-aminoethoxy)ethanol Chemical compound NCCOCCO GIAFURWZWWWBQT-UHFFFAOYSA-N 0.000 description 1
ZJSQZQMVXKZAGW-UHFFFAOYSA-N 2H-benzotriazol-4-ol hydrate Chemical compound O.OC1=CC=CC2=C1N=NN2 ZJSQZQMVXKZAGW-UHFFFAOYSA-N 0.000 description 1
FPQQSJJWHUJYPU-UHFFFAOYSA-N 3-(dimethylamino)propyliminomethylidene-ethylazanium;chloride Chemical compound Cl.CCN=C=NCCCN(C)C FPQQSJJWHUJYPU-UHFFFAOYSA-N 0.000 description 1
NIHMCLGGARGAHJ-UHFFFAOYSA-N 4-[(1,3-dioxoisoindol-2-yl)methyl]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1CN1C(=O)C2=CC=CC=C2C1=O NIHMCLGGARGAHJ-UHFFFAOYSA-N 0.000 description 1
WQJFKWNHMPAYNT-UHFFFAOYSA-N 4-[(4-aminobenzoyl)amino]benzoic acid Chemical compound C1=CC(N)=CC=C1C(=O)NC1=CC=C(C(O)=O)C=C1 WQJFKWNHMPAYNT-UHFFFAOYSA-N 0.000 description 1
NJLQPAFIERANQX-UHFFFAOYSA-N 4-[(4-nitrobenzoyl)amino]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1NC(=O)C1=CC=C([N+]([O-])=O)C=C1 NJLQPAFIERANQX-UHFFFAOYSA-N 0.000 description 1
SOQLTABOUDEZQJ-UHFFFAOYSA-N 4-[[4-[[2-(1,3-dioxoisoindol-2-yl)acetyl]amino]benzoyl]amino]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1NC(=O)C(C=C1)=CC=C1NC(=O)CN1C(=O)C2=CC=CC=C2C1=O SOQLTABOUDEZQJ-UHFFFAOYSA-N 0.000 description 1
QDSKOWALMKAAFC-UHFFFAOYSA-N 5-[(4-aminobenzoyl)amino]-2,4,6-tribromobenzene-1,3-dicarboxylic acid Chemical compound C1=CC(N)=CC=C1C(=O)NC1=C(Br)C(C(O)=O)=C(Br)C(C(O)=O)=C1Br QDSKOWALMKAAFC-UHFFFAOYSA-N 0.000 description 1
DOIQOEIAIWFUHI-UHFFFAOYSA-N 5-[[2-(1,3-dioxoisoindol-2-yl)acetyl]amino]-2,4,6-triiodobenzene-1,3-dicarbonyl chloride Chemical compound ClC(=O)C1=C(I)C(C(=O)Cl)=C(I)C(NC(=O)CN2C(C3=CC=CC=C3C2=O)=O)=C1I DOIQOEIAIWFUHI-UHFFFAOYSA-N 0.000 description 1
KBZFDRWPMZESDI-UHFFFAOYSA-N 5-aminobenzene-1,3-dicarboxylic acid Chemical compound NC1=CC(C(O)=O)=CC(C(O)=O)=C1 KBZFDRWPMZESDI-UHFFFAOYSA-N 0.000 description 1
FCSKOFQQCWLGMV-UHFFFAOYSA-N 5-{5-[2-chloro-4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]pentyl}-3-methylisoxazole Chemical compound O1N=C(C)C=C1CCCCCOC1=CC=C(C=2OCCN=2)C=C1Cl FCSKOFQQCWLGMV-UHFFFAOYSA-N 0.000 description 1
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
229910003317 GdCl3 Inorganic materials 0.000 description 1
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
101000713575 Homo sapiens Tubulin beta-3 chain Proteins 0.000 description 1
AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 1
229910017849 NH2—NH2 Inorganic materials 0.000 description 1
239000004695 Polyether sulfone Substances 0.000 description 1
DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
102100036790 Tubulin beta-3 chain Human genes 0.000 description 1
JVVXZOOGOGPDRZ-SLFFLAALSA-N [(1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanamine Chemical compound NC[C@]1(C)CCC[C@]2(C)C3=CC=C(C(C)C)C=C3CC[C@H]21 JVVXZOOGOGPDRZ-SLFFLAALSA-N 0.000 description 1
CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical group [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 1
150000003973 alkyl amines Chemical class 0.000 description 1
150000001350 alkyl halides Chemical class 0.000 description 1
150000008051 alkyl sulfates Chemical class 0.000 description 1
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 description 1
GZCGUPFRVQAUEE-UHFFFAOYSA-N alpha-D-galactose Natural products OCC(O)C(O)C(O)C(O)C=O GZCGUPFRVQAUEE-UHFFFAOYSA-N 0.000 description 1
230000009435 amidation Effects 0.000 description 1
150000001413 amino acids Chemical class 0.000 description 1
229960004050 aminobenzoic acid Drugs 0.000 description 1
125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
239000003963 antioxidant agent Substances 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
125000000043 benzamido group Chemical group [H]N([*])C(=O)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
150000001558 benzoic acid derivatives Chemical class 0.000 description 1
PUJDIJCNWFYVJX-UHFFFAOYSA-N benzyl carbamate Chemical compound NC(=O)OCC1=CC=CC=C1 PUJDIJCNWFYVJX-UHFFFAOYSA-N 0.000 description 1
125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 description 1
125000006267 biphenyl group Chemical group 0.000 description 1
125000006367 bivalent amino carbonyl group Chemical group [H]N([*:1])C([*:2])=O 0.000 description 1
210000004556 brain Anatomy 0.000 description 1
125000001246 bromo group Chemical group Br* 0.000 description 1
239000000872 buffer Substances 0.000 description 1
244000309464 bull Species 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
ONANWDUDFJIIGP-UHFFFAOYSA-N carbamoyl carbamoperoxoate Chemical compound NC(=O)OOC(N)=O ONANWDUDFJIIGP-UHFFFAOYSA-N 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
150000007942 carboxylates Chemical class 0.000 description 1
150000001732 carboxylic acid derivatives Chemical group 0.000 description 1
239000000969 carrier Substances 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
238000005341 cation exchange Methods 0.000 description 1
229940023913 cation exchange resins Drugs 0.000 description 1
150000001767 cationic compounds Chemical class 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
230000000536 complexating effect Effects 0.000 description 1
JNGZXGGOCLZBFB-IVCQMTBJSA-N compound E Chemical compound N([C@@H](C)C(=O)N[C@@H]1C(N(C)C2=CC=CC=C2C(C=2C=CC=CC=2)=N1)=O)C(=O)CC1=CC(F)=CC(F)=C1 JNGZXGGOCLZBFB-IVCQMTBJSA-N 0.000 description 1
238000001816 cooling Methods 0.000 description 1
239000007822 coupling agent Substances 0.000 description 1
239000012043 crude product Substances 0.000 description 1
238000006731 degradation reaction Methods 0.000 description 1
238000010511 deprotection reaction Methods 0.000 description 1
238000011026 diafiltration Methods 0.000 description 1
230000032050 esterification Effects 0.000 description 1
238000005886 esterification reaction Methods 0.000 description 1
VRHAQNTWKSVEEC-UHFFFAOYSA-N ethyl 1,3-dioxoisoindole-2-carboxylate Chemical compound C1=CC=C2C(=O)N(C(=O)OCC)C(=O)C2=C1 VRHAQNTWKSVEEC-UHFFFAOYSA-N 0.000 description 1
URZKCMPZWPHMAF-UHFFFAOYSA-N ethyl 1,3-dioxoisoindole-4-carboxylate Chemical compound CCOC(=O)C1=CC=CC2=C1C(=O)NC2=O URZKCMPZWPHMAF-UHFFFAOYSA-N 0.000 description 1
238000009472 formulation Methods 0.000 description 1
MEANOSLIBWSCIT-UHFFFAOYSA-K gadolinium trichloride Chemical compound Cl[Gd](Cl)Cl MEANOSLIBWSCIT-UHFFFAOYSA-K 0.000 description 1
FBPFZTCFMRRESA-GUCUJZIJSA-N galactitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-GUCUJZIJSA-N 0.000 description 1
150000002256 galaktoses Chemical class 0.000 description 1
150000002303 glucose derivatives Chemical class 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
150000002367 halogens Chemical group 0.000 description 1
210000002216 heart Anatomy 0.000 description 1
238000005984 hydrogenation reaction Methods 0.000 description 1
CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 description 1
150000003949 imides Chemical class 0.000 description 1
238000000338 in vitro Methods 0.000 description 1
230000002757 inflammatory effect Effects 0.000 description 1
229910001411 inorganic cation Inorganic materials 0.000 description 1
238000010253 intravenous injection Methods 0.000 description 1
239000011630 iodine Substances 0.000 description 1
238000005342 ion exchange Methods 0.000 description 1
230000000302 ischemic effect Effects 0.000 description 1
238000010829 isocratic elution Methods 0.000 description 1
150000002531 isophthalic acids Chemical class 0.000 description 1
210000003734 kidney Anatomy 0.000 description 1
210000004185 liver Anatomy 0.000 description 1
229920002521 macromolecule Polymers 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
230000014759 maintenance of location Effects 0.000 description 1
238000001819 mass spectrum Methods 0.000 description 1
239000011159 matrix material Substances 0.000 description 1
239000012528 membrane Substances 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
125000000896 monocarboxylic acid group Chemical group 0.000 description 1
150000002772 monosaccharides Chemical class 0.000 description 1
GBCAVSYHPPARHX-UHFFFAOYSA-M n'-cyclohexyl-n-[2-(4-methylmorpholin-4-ium-4-yl)ethyl]methanediimine;4-methylbenzenesulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1.C1CCCCC1N=C=NCC[N+]1(C)CCOCC1 GBCAVSYHPPARHX-UHFFFAOYSA-M 0.000 description 1
PSHKMPUSSFXUIA-UHFFFAOYSA-N n,n-dimethylpyridin-2-amine Chemical compound CN(C)C1=CC=CC=N1 PSHKMPUSSFXUIA-UHFFFAOYSA-N 0.000 description 1
125000004433 nitrogen atom Chemical group N* 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
230000020477 pH reduction Effects 0.000 description 1
238000007911 parenteral administration Methods 0.000 description 1
238000005897 peptide coupling reaction Methods 0.000 description 1
230000010412 perfusion Effects 0.000 description 1
230000035699 permeability Effects 0.000 description 1
150000004965 peroxy acids Chemical class 0.000 description 1
230000002688 persistence Effects 0.000 description 1
UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 description 1
125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
125000005544 phthalimido group Chemical group 0.000 description 1
229910052697 platinum Inorganic materials 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920006393 polyether sulfone Polymers 0.000 description 1
238000000746 purification Methods 0.000 description 1
125000004076 pyridyl group Chemical group 0.000 description 1
125000001453 quaternary ammonium group Chemical group 0.000 description 1
230000001105 regulatory effect Effects 0.000 description 1
238000001223 reverse osmosis Methods 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
239000004289 sodium hydrogen sulphite Substances 0.000 description 1
235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
239000012265 solid product Substances 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
XBXCNNQPRYLIDE-UHFFFAOYSA-N tert-butylcarbamic acid Chemical compound CC(C)(C)NC(O)=O XBXCNNQPRYLIDE-UHFFFAOYSA-N 0.000 description 1
231100001274 therapeutic index Toxicity 0.000 description 1
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
238000006478 transmetalation reaction Methods 0.000 description 1
125000002827 triflate group Chemical group FC(S(=O)(=O)O*)(F)F 0.000 description 1
230000001173 tumoral effect Effects 0.000 description 1
229910052720 vanadium Inorganic materials 0.000 description 1
238000012800 visualization Methods 0.000 description 1
239000003643 water by type Substances 0.000 description 1
239000012610 weak anion exchange resin Substances 0.000 description 1
238000012784 weak cation exchange Methods 0.000 description 1
239000011701 zinc Substances 0.000 description 1
150000003751 zinc Chemical class 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/08—Bridged systems

Landscapes

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)
Polyamides (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Medicinal Preparation (AREA)

NO20015991A 1999-06-09 2001-12-07 Bicykliske polyaminosyre-metallkomplekser, fremgangsmater for fremstilling av disse og deres anvendelse ved medisinsk avbildning NO321121B1 (no)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
FR9907283A FR2794744B1 (fr)	1999-06-09	1999-06-09	Complexes metalliques de polyaminoacides bicycliques, leur procede de preparation et leur application en imagerie medicale
PCT/FR2000/001591 WO2000075141A1 (fr)	1999-06-09	2000-06-08	Complexes metalliques de polyaminoacides bicycliques, leur procede de preparation et leur application en imagerie medicale

Publications (3)

Publication Number	Publication Date
NO20015991D0 NO20015991D0 (no)	2001-12-07
NO20015991L NO20015991L (no)	2002-02-06
NO321121B1 true NO321121B1 (no)	2006-03-20

Family

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NO20015991A NO321121B1 (no)	1999-06-09	2001-12-07	Bicykliske polyaminosyre-metallkomplekser, fremgangsmater for fremstilling av disse og deres anvendelse ved medisinsk avbildning

Country Status (22)

Country	Link
US (1)	US6440956B1 (de)
EP (1)	EP1183255B1 (de)
JP (1)	JP4719391B2 (de)
KR (1)	KR20020008218A (de)
CN (1)	CN1196702C (de)
AT (1)	ATE233762T1 (de)
AU (1)	AU5540400A (de)
BR (1)	BR0011436A (de)
CA (1)	CA2376497C (de)
DE (1)	DE60001564T2 (de)
DK (1)	DK1183255T3 (de)
ES (1)	ES2188556T3 (de)
FR (1)	FR2794744B1 (de)
HU (1)	HU227966B1 (de)
IL (2)	IL146304A0 (de)
MX (1)	MXPA01011439A (de)
NO (1)	NO321121B1 (de)
PL (1)	PL216974B1 (de)
PT (1)	PT1183255E (de)
RU (1)	RU2232763C2 (de)
TR (1)	TR200103525T2 (de)
WO (1)	WO2000075141A1 (de)

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ITMI20011706A1 (it) *	2001-08-03	2003-02-03	Bracco Imaging Spa	Agenti di contrasto radiografici ionici e non ionici, utilizzabili per l'indagine diagnostica combinata tramite raggi-x e risonanza magnetic
US8518373B2 (en)	2001-08-03	2013-08-27	Bracco Imaging Spa	Ionic and non-ionic radiographic contrast agents for use in combined X-ray and nuclear magnetic resonance diagnostics
FR2836916B1 (fr) *	2002-03-05	2004-06-11	Guerbet Sa	Oligomeres de chelates de gadolinium, leur application comme produits de contraste en imagerie par resonance magnetique et leurs intermediaires de synthese
DE10307759B3 (de) *	2003-02-19	2004-11-18	Schering Ag	Trimere makrocyclisch substituierte Benzolderivate, deren Herstellung und Verwendung als Kontrastmittel sowie diese enthaltende pharmazeutische Mittel
JP2004307356A (ja) *	2003-04-02	2004-11-04	Hamamatsu Kagaku Gijutsu Kenkyu Shinkokai	新規なデンドリマーおよび造影剤
FR2856689A1 (fr) *	2003-06-25	2004-12-31	Guerbet Sa	Composes specifiques a forte relaxivite
FR2857967B1 (fr) *	2003-07-25	2015-04-24	Centre Nat Rech Scient	Complexes de lanthanide, leur preparation et leurs utilisations
FR2867473B1 (fr) *	2004-03-12	2006-06-23	Guerbet Sa	Compose de porphyrines et utilisation a haut champ en irm
CN1993357B (zh)	2004-07-02	2011-10-19	伯拉考成像股份公司	用于磁共振成像(mri)的含有具有多羟基化取代基的螯合部分的高弛豫造影剂
FR2875410B1 (fr) *	2004-09-23	2012-11-16	Guerbet Sa	Composes de diagnostique pour le ciblage de recpteur a chimiokines
CN100355806C (zh) *	2005-03-04	2007-12-19	华东师范大学	端氨基嵌段聚氧乙烯改性的钆配合物及其合成方法
FR2883562B1 (fr) *	2005-03-24	2009-02-27	Guerbet Sa	Chelates lipophiles et leur utilisation en imagerie
US8986650B2 (en)	2005-10-07	2015-03-24	Guerbet	Complex folate-NOTA-Ga68
JP5368099B2 (ja) *	2005-10-07	2013-12-18	ゲルベ	ガリウムと錯体形成することが可能なシグナル部分にカップリングされた、生物学的標的の認識のための部分を含んでなる化合物
FR2891830B1 (fr) *	2005-10-07	2011-06-24	Guerbet Sa	Composes a chaines aminoalcools courtes et complexes metalliques pour l'imagerie medicale
FR2914304B1 (fr) *	2007-03-28	2012-11-16	Guerbet Sa	Composes pour le diagnostic de maladies liees a l'expression de vcam.
FR2914303A1 (fr) *	2007-03-28	2008-10-03	Guerbet Sa	Composes pour le diagnostic de l'apoptose.
DE102007058220A1 (de)	2007-12-03	2009-06-04	Bayer Schering Pharma Aktiengesellschaft	Dimere macrocyclisch substituierte Benzolderivate
FR2942227B1 (fr)	2009-02-13	2011-04-15	Guerbet Sa	Utilisation de tampons pour la complexation de radionucleides
IN2012DN02586A (de) *	2009-09-28	2015-08-28	Univ Kentucky Res Found
CA2909919C (fr)	2013-04-26	2022-07-12	Guerbet	Formulation de produit de contraste et son procede de preparation associe
GB201610738D0 (en) *	2016-06-20	2016-08-03	Ge Healthcare As	Chelate compounds
CA3044877A1 (en)	2016-11-28	2018-05-31	Bayer Pharma Aktiengesellschaft	High relaxivity gadolinium chelate compounds for use in magnetic resonance imaging
ES2813077T3 (es) *	2016-12-21	2021-03-22	Ge Healthcare As	Compuestos quelatos de manganeso basados en macrociclo de tetraazabiciclo adecuados como agentes de imagen de IRM
EP3728168B1 (de) *	2017-12-20	2022-03-30	General Electric Company	Anionische chelatverbindungen
ES2841070T3 (es)	2018-08-06	2021-07-07	Bracco Imaging Spa	Agentes de contraste basados en PCTA que comprenden gadolinio
JP7520007B2 (ja)	2018-11-23	2024-07-22	バイエルアクチェンゲゼルシャフト	造影剤の製剤およびその調製方法
FR3091873B1 (fr)	2019-01-17	2020-12-25	Guerbet Sa	Complexe de gadolinium et d’un ligand chelateur derive de pcta diastereoisomeriquement enrichi et procede de preparation et de purification
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US11426470B2 (en)	2019-01-17	2022-08-30	Guerbet	Complex of gadolinium and a chelating ligand derived of a diastereoisomerically enriched PCTA and synthesis method
FR3091872B1 (fr) *	2019-01-17	2020-12-25	Guerbet Sa	Complexe de gadolinium et d’un ligand chelateur derive de pcta diastereoisomeriquement enrichi et procede de synthese
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1999
- 1999-06-09 FR FR9907283A patent/FR2794744B1/fr not_active Expired - Fee Related
2000
- 2000-06-08 HU HU0201468A patent/HU227966B1/hu not_active IP Right Cessation
- 2000-06-08 KR KR1020017015705A patent/KR20020008218A/ko not_active Application Discontinuation
- 2000-06-08 DK DK00940473T patent/DK1183255T3/da active
- 2000-06-08 IL IL14630400A patent/IL146304A0/xx active IP Right Grant
- 2000-06-08 JP JP2001502423A patent/JP4719391B2/ja not_active Expired - Lifetime
- 2000-06-08 ES ES00940473T patent/ES2188556T3/es not_active Expired - Lifetime
- 2000-06-08 PT PT00940473T patent/PT1183255E/pt unknown
- 2000-06-08 MX MXPA01011439A patent/MXPA01011439A/es active IP Right Grant
- 2000-06-08 TR TR2001/03525T patent/TR200103525T2/xx unknown
- 2000-06-08 EP EP00940473A patent/EP1183255B1/de not_active Expired - Lifetime
- 2000-06-08 AT AT00940473T patent/ATE233762T1/de active
- 2000-06-08 PL PL352483A patent/PL216974B1/pl unknown
- 2000-06-08 CN CNB008086060A patent/CN1196702C/zh not_active Expired - Fee Related
- 2000-06-08 CA CA002376497A patent/CA2376497C/fr not_active Expired - Fee Related
- 2000-06-08 AU AU55404/00A patent/AU5540400A/en not_active Abandoned
- 2000-06-08 US US09/589,345 patent/US6440956B1/en not_active Expired - Lifetime
- 2000-06-08 DE DE60001564T patent/DE60001564T2/de not_active Expired - Lifetime
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- 2000-06-08 RU RU2002100125/04A patent/RU2232763C2/ru not_active IP Right Cessation
- 2000-06-08 WO PCT/FR2000/001591 patent/WO2000075141A1/fr not_active Application Discontinuation
2001
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Also Published As

Publication number	Publication date
FR2794744A1 (fr)	2000-12-15
CA2376497C (fr)	2009-10-20
FR2794744B1 (fr)	2001-09-21
HUP0201468A3 (en)	2010-01-28
US6440956B1 (en)	2002-08-27
MXPA01011439A (es)	2002-06-04
IL146304A0 (en)	2002-07-25
CA2376497A1 (fr)	2000-12-14
CN1354751A (zh)	2002-06-19
JP2003501430A (ja)	2003-01-14
WO2000075141A1 (fr)	2000-12-14
EP1183255B1 (de)	2003-03-05
NO20015991D0 (no)	2001-12-07
JP4719391B2 (ja)	2011-07-06
NO20015991L (no)	2002-02-06
PL216974B1 (pl)	2014-05-30
RU2232763C2 (ru)	2004-07-20
DK1183255T3 (da)	2003-06-02
AU5540400A (en)	2000-12-28
TR200103525T2 (tr)	2002-05-21
HU227966B1 (en)	2012-07-30
PL352483A1 (en)	2003-08-25
DE60001564D1 (de)	2003-04-10
EP1183255A1 (de)	2002-03-06
ATE233762T1 (de)	2003-03-15
DE60001564T2 (de)	2003-12-11
ES2188556T3 (es)	2003-07-01
HUP0201468A2 (en)	2002-08-28
KR20020008218A (ko)	2002-01-29
CN1196702C (zh)	2005-04-13
IL146304A (en)	2006-04-10
PT1183255E (pt)	2003-06-30
BR0011436A (pt)	2002-03-05

Legal Events

Date	Code	Title	Description
2017-01-30	MM1K	Lapsed by not paying the annual fees

Publication	Publication Date	Title
NO321121B1 (no)	2006-03-20	Bicykliske polyaminosyre-metallkomplekser, fremgangsmater for fremstilling av disse og deres anvendelse ved medisinsk avbildning
KR101440761B1 (ko)	2014-09-17	의학 영상용 짧은 아미노알코올 사슬과 금속착물을 포함하는 화합물
ES2756703T3 (es)	2020-04-27	Nuevos compuestos de quelato de gadolinio para su uso en la obtención de imágenes por resonancia magnética
AU627451B2 (en)	1992-08-27	Mesotetraphenylporphyrin complex compounds, process for their production and pharmaceutical agents containing them
CA1341035C (en)	2000-06-20	Macrocyclic polyaza compounds containing 5 or 6 membered rings, process for producing them and pharmaceutical media containing them.
US6187285B1 (en)	2001-02-13	Metal chelates of substituted polyaminocarboxylic macrocycles and their use in diagnostic imaging
DD293113A5 (de)	1991-08-22	Verfahren zur herstellung von komplexen
US11007283B2 (en)	2021-05-18	Contrast agents
CS221815B2 (en)	1983-04-29	Method of making the diamide of the 2,4,6-triiode -5-carbomoylisoptale acid
NO177783B (no)	1995-08-14	Heterocykliske polyaminer
KR20190086538A (ko)	2019-07-22	자기 공명 영상화에 사용하기 위한 높은 이완도 가돌리늄 킬레이트 화합물
JPH03173856A (ja)	1991-07-29	臓器特異性ｎｍｒ―診断剤及び新規のガドリニウム―及びジスプロシウム―錯化合物
SK282197B6 (sk)	2001-12-03	Komplex gadolínia a zmesi na použitie v diagnostickom zobrazení
EP1045838B1 (de)	2007-02-28	1,4,7,10-tetraazacyclododecan-1,4-diessigsäure
MXPA98010499A (en)	2000-06-05	Metalic chelates of macrocyclic derivatives polyaminocarboxilicos and its application in the formation of images for diagnost