CA2349342C - Manganese compositions and methods for mri - Google Patents
Manganese compositions and methods for mri Download PDFInfo
- Publication number
- CA2349342C CA2349342C CA2349342A CA2349342A CA2349342C CA 2349342 C CA2349342 C CA 2349342C CA 2349342 A CA2349342 A CA 2349342A CA 2349342 A CA2349342 A CA 2349342A CA 2349342 C CA2349342 C CA 2349342C
- Authority
- CA
- Canada
- Prior art keywords
- ion
- source
- tissue
- manganese
- calcium
- 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.)
- Expired - Fee Related
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 70
- 239000011572 manganese Substances 0.000 title claims description 159
- 229910052748 manganese Inorganic materials 0.000 title claims description 49
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 title claims description 38
- 238000000034 method Methods 0.000 title abstract description 17
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 claims abstract description 22
- 229910001424 calcium ion Inorganic materials 0.000 claims abstract description 12
- 230000002708 enhancing effect Effects 0.000 claims abstract description 9
- 238000007911 parenteral administration Methods 0.000 claims abstract description 6
- 229910001437 manganese ion Inorganic materials 0.000 claims abstract description 5
- 239000011575 calcium Substances 0.000 claims description 84
- -1 Mn++ ion Chemical class 0.000 claims description 59
- 210000001519 tissue Anatomy 0.000 claims description 48
- 230000037396 body weight Effects 0.000 claims description 40
- RGHNJXZEOKUKBD-SQOUGZDYSA-M D-gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O RGHNJXZEOKUKBD-SQOUGZDYSA-M 0.000 claims description 28
- 229940050410 gluconate Drugs 0.000 claims description 28
- WAEMQWOKJMHJLA-UHFFFAOYSA-N Manganese(2+) Chemical compound [Mn+2] WAEMQWOKJMHJLA-UHFFFAOYSA-N 0.000 claims description 25
- 150000002500 ions Chemical class 0.000 claims description 23
- 210000004185 liver Anatomy 0.000 claims description 23
- 210000000056 organ Anatomy 0.000 claims description 23
- 229910052791 calcium Inorganic materials 0.000 claims description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 13
- 206010028980 Neoplasm Diseases 0.000 claims description 13
- 229960005069 calcium Drugs 0.000 claims description 13
- 150000003839 salts Chemical class 0.000 claims description 13
- 239000004227 calcium gluconate Substances 0.000 claims description 12
- 235000013927 calcium gluconate Nutrition 0.000 claims description 12
- 229960004494 calcium gluconate Drugs 0.000 claims description 12
- NEEHYRZPVYRGPP-UHFFFAOYSA-L calcium;2,3,4,5,6-pentahydroxyhexanoate Chemical compound [Ca+2].OCC(O)C(O)C(O)C(O)C([O-])=O.OCC(O)C(O)C(O)C(O)C([O-])=O NEEHYRZPVYRGPP-UHFFFAOYSA-L 0.000 claims description 12
- 239000011683 manganese gluconate Substances 0.000 claims description 12
- 235000014012 manganese gluconate Nutrition 0.000 claims description 12
- 229940072543 manganese gluconate Drugs 0.000 claims description 12
- OXHQNTSSPHKCPB-IYEMJOQQSA-L manganese(2+);(2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanoate Chemical compound [Mn+2].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O OXHQNTSSPHKCPB-IYEMJOQQSA-L 0.000 claims description 12
- 241000124008 Mammalia Species 0.000 claims description 10
- 229960001731 gluceptate Drugs 0.000 claims description 10
- 239000007924 injection Substances 0.000 claims description 10
- 238000002347 injection Methods 0.000 claims description 10
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- 239000002552 dosage form Substances 0.000 claims description 9
- 239000003814 drug Substances 0.000 claims description 9
- 239000008215 water for injection Substances 0.000 claims description 9
- FATUQANACHZLRT-XBQZYUPDSA-L calcium;(2r,3r,4s,5r,6r)-2,3,4,5,6,7-hexahydroxyheptanoate Chemical compound [Ca+2].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O)C([O-])=O FATUQANACHZLRT-XBQZYUPDSA-L 0.000 claims description 8
- 230000017531 blood circulation Effects 0.000 claims description 7
- KWMLJOLKUYYJFJ-VFUOTHLCSA-N glucoheptonic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O)C(O)=O KWMLJOLKUYYJFJ-VFUOTHLCSA-N 0.000 claims description 7
- 210000002216 heart Anatomy 0.000 claims description 7
- 230000010412 perfusion Effects 0.000 claims description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 6
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 claims description 6
- 229960001436 calcium saccharate Drugs 0.000 claims description 6
- UGZVNIRNPPEDHM-SBBOJQDXSA-L calcium;(2s,3s,4s,5r)-2,3,4,5-tetrahydroxyhexanedioate Chemical group [Ca+2].[O-]C(=O)[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O UGZVNIRNPPEDHM-SBBOJQDXSA-L 0.000 claims description 6
- 229940001447 lactate Drugs 0.000 claims description 6
- 230000005291 magnetic effect Effects 0.000 claims description 6
- 150000002696 manganese Chemical class 0.000 claims description 6
- 230000002503 metabolic effect Effects 0.000 claims description 6
- 229940078512 calcium gluceptate Drugs 0.000 claims description 5
- 230000000747 cardiac effect Effects 0.000 claims description 5
- 210000003734 kidney Anatomy 0.000 claims description 5
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 4
- 210000004100 adrenal gland Anatomy 0.000 claims description 4
- 239000003963 antioxidant agent Substances 0.000 claims description 4
- 235000006708 antioxidants Nutrition 0.000 claims description 4
- 210000003445 biliary tract Anatomy 0.000 claims description 4
- 210000004556 brain Anatomy 0.000 claims description 4
- 159000000007 calcium salts Chemical class 0.000 claims description 4
- 230000002496 gastric effect Effects 0.000 claims description 4
- 238000001990 intravenous administration Methods 0.000 claims description 4
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- 210000000496 pancreas Anatomy 0.000 claims description 4
- 210000003079 salivary gland Anatomy 0.000 claims description 4
- 210000004291 uterus Anatomy 0.000 claims description 4
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Natural products OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 3
- VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical compound [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 claims description 3
- 239000001639 calcium acetate Substances 0.000 claims description 3
- 229960005147 calcium acetate Drugs 0.000 claims description 3
- 235000011092 calcium acetate Nutrition 0.000 claims description 3
- 239000003937 drug carrier Substances 0.000 claims description 3
- 229940071125 manganese acetate Drugs 0.000 claims description 3
- UOGMEBQRZBEZQT-UHFFFAOYSA-L manganese(2+);diacetate Chemical compound [Mn+2].CC([O-])=O.CC([O-])=O UOGMEBQRZBEZQT-UHFFFAOYSA-L 0.000 claims description 3
- 239000003381 stabilizer Substances 0.000 claims description 3
- 239000003981 vehicle Substances 0.000 claims description 3
- 229940072107 ascorbate Drugs 0.000 claims description 2
- 239000011668 ascorbic acid Substances 0.000 claims description 2
- 235000010323 ascorbic acid Nutrition 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 8
- 210000005166 vasculature Anatomy 0.000 claims 3
- 230000001919 adrenal effect Effects 0.000 claims 2
- 230000003078 antioxidant effect Effects 0.000 claims 2
- 230000002440 hepatic effect Effects 0.000 claims 2
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims 1
- 125000003289 ascorbyl group Chemical group [H]O[C@@]([H])(C([H])([H])O*)[C@@]1([H])OC(=O)C(O*)=C1O* 0.000 claims 1
- 239000002872 contrast media Substances 0.000 abstract description 11
- 239000008280 blood Substances 0.000 description 28
- 210000004369 blood Anatomy 0.000 description 28
- 239000003795 chemical substances by application Substances 0.000 description 21
- 238000003384 imaging method Methods 0.000 description 21
- 230000035488 systolic blood pressure Effects 0.000 description 14
- 241000283973 Oryctolagus cuniculus Species 0.000 description 12
- 229910021645 metal ion Inorganic materials 0.000 description 12
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 11
- 230000000694 effects Effects 0.000 description 11
- 239000011780 sodium chloride Substances 0.000 description 11
- 231100000419 toxicity Toxicity 0.000 description 11
- 230000001988 toxicity Effects 0.000 description 11
- 230000002792 vascular Effects 0.000 description 11
- 230000008901 benefit Effects 0.000 description 9
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- 239000013522 chelant Substances 0.000 description 9
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- 231100000111 LD50 Toxicity 0.000 description 8
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- 230000009920 chelation Effects 0.000 description 7
- 238000009472 formulation Methods 0.000 description 7
- 238000002595 magnetic resonance imaging Methods 0.000 description 7
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 description 6
- 230000036772 blood pressure Effects 0.000 description 6
- 239000002738 chelating agent Substances 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- 230000005298 paramagnetic effect Effects 0.000 description 6
- 230000002526 effect on cardiovascular system Effects 0.000 description 5
- 230000006870 function Effects 0.000 description 5
- 210000001035 gastrointestinal tract Anatomy 0.000 description 5
- 230000001965 increasing effect Effects 0.000 description 5
- 229910052688 Gadolinium Inorganic materials 0.000 description 4
- 229910021380 Manganese Chloride Inorganic materials 0.000 description 4
- GLFNIEUTAYBVOC-UHFFFAOYSA-L Manganese chloride Chemical compound Cl[Mn]Cl GLFNIEUTAYBVOC-UHFFFAOYSA-L 0.000 description 4
- 238000012512 characterization method Methods 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 4
- UIWYJDYFSGRHKR-UHFFFAOYSA-N gadolinium atom Chemical compound [Gd] UIWYJDYFSGRHKR-UHFFFAOYSA-N 0.000 description 4
- 239000011565 manganese chloride Substances 0.000 description 4
- 235000002867 manganese chloride Nutrition 0.000 description 4
- 229940099607 manganese chloride Drugs 0.000 description 4
- 238000002560 therapeutic procedure Methods 0.000 description 4
- 102000004506 Blood Proteins Human genes 0.000 description 3
- 108010017384 Blood Proteins Proteins 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000013459 approach Methods 0.000 description 3
- 239000000306 component Substances 0.000 description 3
- 230000029142 excretion Effects 0.000 description 3
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- 230000002829 reductive effect Effects 0.000 description 3
- 230000000250 revascularization Effects 0.000 description 3
- 230000009919 sequestration Effects 0.000 description 3
- 231100001274 therapeutic index Toxicity 0.000 description 3
- 231100000216 vascular lesion Toxicity 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 206010061216 Infarction Diseases 0.000 description 2
- 241000700159 Rattus Species 0.000 description 2
- 231100001259 acute cardiotoxicity Toxicity 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
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- 238000002474 experimental method Methods 0.000 description 2
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- 230000002068 genetic effect Effects 0.000 description 2
- 238000001727 in vivo Methods 0.000 description 2
- 230000007574 infarction Effects 0.000 description 2
- 238000001802 infusion Methods 0.000 description 2
- 229910052747 lanthanoid Inorganic materials 0.000 description 2
- 208000031225 myocardial ischemia Diseases 0.000 description 2
- 210000004165 myocardium Anatomy 0.000 description 2
- 239000002547 new drug Substances 0.000 description 2
- 210000004789 organ system Anatomy 0.000 description 2
- 230000010410 reperfusion Effects 0.000 description 2
- 230000004044 response Effects 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 210000000952 spleen Anatomy 0.000 description 2
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- 230000007704 transition Effects 0.000 description 2
- 210000003462 vein Anatomy 0.000 description 2
- 238000012800 visualization Methods 0.000 description 2
- KKJUPNGICOCCDW-UHFFFAOYSA-N 7-N,N-Dimethylamino-1,2,3,4,5-pentathiocyclooctane Chemical compound CN(C)C1CSSSSSC1 KKJUPNGICOCCDW-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 241000282461 Canis lupus Species 0.000 description 1
- 241000282472 Canis lupus familiaris Species 0.000 description 1
- 206010048610 Cardiotoxicity Diseases 0.000 description 1
- 206010009192 Circulatory collapse Diseases 0.000 description 1
- 206010011953 Decreased activity Diseases 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 206010016654 Fibrosis Diseases 0.000 description 1
- 241000282412 Homo Species 0.000 description 1
- 102000008100 Human Serum Albumin Human genes 0.000 description 1
- 108091006905 Human Serum Albumin Proteins 0.000 description 1
- 206010027439 Metal poisoning Diseases 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241000700157 Rattus norvegicus Species 0.000 description 1
- 102000004338 Transferrin Human genes 0.000 description 1
- 108090000901 Transferrin Proteins 0.000 description 1
- 240000000851 Vaccinium corymbosum Species 0.000 description 1
- 235000003095 Vaccinium corymbosum Nutrition 0.000 description 1
- 235000017537 Vaccinium myrtillus Nutrition 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 230000001154 acute effect Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000033115 angiogenesis Effects 0.000 description 1
- 238000010171 animal model Methods 0.000 description 1
- 210000001367 artery Anatomy 0.000 description 1
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- 230000000975 bioactive effect Effects 0.000 description 1
- 230000008827 biological function Effects 0.000 description 1
- 239000012620 biological material Substances 0.000 description 1
- 239000012503 blood component Substances 0.000 description 1
- 230000036770 blood supply Effects 0.000 description 1
- 235000021014 blueberries Nutrition 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 229940070006 calcium gluconate injection Drugs 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000013626 chemical specie Substances 0.000 description 1
- 238000002512 chemotherapy Methods 0.000 description 1
- 230000007882 cirrhosis Effects 0.000 description 1
- 208000019425 cirrhosis of liver Diseases 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229940039231 contrast media Drugs 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 231100000517 death Toxicity 0.000 description 1
- 230000034994 death Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000000994 depressogenic effect Effects 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000006274 endogenous ligand Substances 0.000 description 1
- 238000011067 equilibration Methods 0.000 description 1
- 210000003722 extracellular fluid Anatomy 0.000 description 1
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 1
- HZHFFEYYPYZMNU-UHFFFAOYSA-K gadodiamide Chemical compound [Gd+3].CNC(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CCN(CC([O-])=O)CC(=O)NC HZHFFEYYPYZMNU-UHFFFAOYSA-K 0.000 description 1
- MEANOSLIBWSCIT-UHFFFAOYSA-K gadolinium trichloride Chemical compound Cl[Gd](Cl)Cl MEANOSLIBWSCIT-UHFFFAOYSA-K 0.000 description 1
- GFSTXYOTEVLASN-UHFFFAOYSA-K gadoteric acid Chemical compound [Gd+3].OC(=O)CN1CCN(CC([O-])=O)CCN(CC([O-])=O)CCN(CC([O-])=O)CC1 GFSTXYOTEVLASN-UHFFFAOYSA-K 0.000 description 1
- DPNNNPAKRZOSMO-UHFFFAOYSA-K gadoteridol Chemical compound [Gd+3].CC(O)CN1CCN(CC([O-])=O)CCN(CC([O-])=O)CCN(CC([O-])=O)CC1 DPNNNPAKRZOSMO-UHFFFAOYSA-K 0.000 description 1
- 210000005095 gastrointestinal system Anatomy 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 208000010501 heavy metal poisoning Diseases 0.000 description 1
- 201000011066 hemangioma Diseases 0.000 description 1
- 230000000004 hemodynamic effect Effects 0.000 description 1
- 229910052588 hydroxylapatite Inorganic materials 0.000 description 1
- 238000013152 interventional procedure Methods 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- 208000028867 ischemia Diseases 0.000 description 1
- 150000002602 lanthanoids Chemical class 0.000 description 1
- 230000003902 lesion Effects 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 239000002502 liposome Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000005817 liver abnormality Effects 0.000 description 1
- 208000019423 liver disease Diseases 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- RGVLTEMOWXGQOS-UHFFFAOYSA-L manganese(2+);oxalate Chemical compound [Mn+2].[O-]C(=O)C([O-])=O RGVLTEMOWXGQOS-UHFFFAOYSA-L 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 210000003470 mitochondria Anatomy 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 238000011587 new zealand white rabbit Methods 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- 239000006201 parenteral dosage form Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- XYJRXVWERLGGKC-UHFFFAOYSA-D pentacalcium;hydroxide;triphosphate Chemical compound [OH-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XYJRXVWERLGGKC-UHFFFAOYSA-D 0.000 description 1
- 230000003285 pharmacodynamic effect Effects 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 150000004032 porphyrins Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000000700 radioactive tracer Substances 0.000 description 1
- 238000001959 radiotherapy Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000010244 region-of-interest analysis Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000008137 solubility enhancer Substances 0.000 description 1
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- 239000012581 transferrin Substances 0.000 description 1
- 238000002054 transplantation Methods 0.000 description 1
- 231100000691 up-and-down procedure Toxicity 0.000 description 1
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Classifications
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Radiology & Medical Imaging (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Inorganic Compounds Of Heavy Metals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Magnetic Resonance Imaging Apparatus (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/184,835 | 1998-11-02 | ||
| US09/184,835 US5980863A (en) | 1998-11-02 | 1998-11-02 | Manganese compositions and methods for MRI |
| PCT/US1999/024993 WO2000025671A1 (en) | 1998-11-02 | 1999-10-26 | Manganese compositions and methods for mri |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2349342A1 CA2349342A1 (en) | 2000-05-11 |
| CA2349342C true CA2349342C (en) | 2011-07-12 |
Family
ID=22678556
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2349342A Expired - Fee Related CA2349342C (en) | 1998-11-02 | 1999-10-26 | Manganese compositions and methods for mri |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US5980863A (enExample) |
| EP (1) | EP1126785B1 (enExample) |
| JP (1) | JP4763132B2 (enExample) |
| KR (1) | KR100692720B1 (enExample) |
| CN (1) | CN1325286A (enExample) |
| AT (1) | ATE434406T1 (enExample) |
| AU (1) | AU754294B2 (enExample) |
| CA (1) | CA2349342C (enExample) |
| DE (1) | DE69941029D1 (enExample) |
| NO (1) | NO327611B1 (enExample) |
| NZ (1) | NZ511592A (enExample) |
| WO (1) | WO2000025671A1 (enExample) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE60316410T2 (de) * | 2002-02-05 | 2008-06-19 | Bristol-Myers Squibb Co. | N-substituierte 3-hydroxy-4-pyridinone und diese enthaltende pharmazeutika |
| US6869591B2 (en) * | 2002-03-26 | 2005-03-22 | Barnes-Jewish Hospital | Paramagnetic particles that provide improved relaxivity |
| JP4614281B2 (ja) * | 2002-12-16 | 2011-01-19 | ジーイー・ヘルスケア・アクスイェ・セルスカプ | 磁気共鳴撮像方法並びに該方法に用いられる化合物 |
| US20050106100A1 (en) * | 2003-09-03 | 2005-05-19 | Harris Thomas D. | Compounds containing matrix metalloproteinase substrates and methods of their use |
| US20050197614A1 (en) * | 2004-03-04 | 2005-09-08 | Wilson Pritchard | Occlusive biomedical devices, punctum plugs, and methods of use thereof |
| JP2006282604A (ja) * | 2005-04-01 | 2006-10-19 | Fuji Photo Film Co Ltd | 金属キレート構造を有するグリセリンエステル誘導体 |
| JP2009500410A (ja) * | 2005-06-30 | 2009-01-08 | ブリストル−マイヤーズ・スクイブ・ファーマ・カンパニー | イメージング剤としてのヒドラジドコンジュゲート |
| US20080081021A1 (en) * | 2006-09-29 | 2008-04-03 | Mehmet Bilgen | Manganese-enhanced magnetic resonance imaging of neurons using electrical stimulation |
| US8414866B2 (en) * | 2007-12-17 | 2013-04-09 | Ge Healthcare As | Method of magnetic resonance imaging of the heart with paramagnetic MN2+ |
| WO2011003818A2 (en) | 2009-07-06 | 2011-01-13 | Cmc Contrast Ab | Diagnostic method |
| CN103656690B (zh) * | 2012-09-11 | 2016-04-27 | 南京逐陆医药科技有限公司 | 一种氯化锰口服溶液的制备方法 |
| KR101683635B1 (ko) | 2014-12-29 | 2016-12-09 | 가천대학교 산학협력단 | 락테이트 금속염을 포함하는 암 치료용 약학 조성물 |
| US10233205B2 (en) | 2015-08-07 | 2019-03-19 | Auburn University | Magnetic resonance imaging contrast agent capable of detecting hydrogen peroxide and reducing reactive oxygen species |
| KR102868782B1 (ko) | 2018-01-12 | 2025-10-13 | (주)메티메디제약 | 만성 염증성 질환의 치료 방법 |
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| US1965535A (en) * | 1933-03-01 | 1934-07-03 | Pfizer Charles & Co | Stable calcium gluconate solution and process of making same |
| FR2126134A1 (en) * | 1971-02-26 | 1972-10-06 | Ates Ibrahim | Cyclophosphamide/magnesium compsns - with enhanced cytostatic activity |
| US4647447A (en) * | 1981-07-24 | 1987-03-03 | Schering Aktiengesellschaft | Diagnostic media |
| DE3316703A1 (de) * | 1983-05-04 | 1984-11-08 | Schering AG, 1000 Berlin und 4709 Bergkamen | Orales kontrastmittel fuer die kernspintomographie und dessen herstellung |
| SE465907B (sv) * | 1984-11-01 | 1991-11-18 | Nyegaard & Co As | Diagnosticeringsmedel innehaallande en paramagnetisk metall |
| US5082649A (en) * | 1987-06-30 | 1992-01-21 | Mallinckrodt Medical, Inc. | Method for enhancing the safety of metal-ligand chelates as magnetic resonance imaging agents by addition of calcium ions |
| US4915933A (en) * | 1986-06-26 | 1990-04-10 | The University Of New Mexico | Mixed complexes as shift and contrast reagents in NMR imaging and spectroscopy |
| AU608759B2 (en) * | 1986-08-04 | 1991-04-18 | Amersham Health Salutar Inc | NMR imaging with paramagnetic polyvalents metal salts of poly-(acid-alkylene-amido)-alkanes |
| NO884225L (no) * | 1987-09-25 | 1989-03-28 | Salutar Inc | Nmr-bildedannelse mn(ii)- koordinasjonsforbindelser. |
| 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 |
| 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 |
| US5330742A (en) * | 1991-08-05 | 1994-07-19 | Mallinckrodt Medical, Inc. | Methods and compositions for magnetic resonance imaging |
| US5250284A (en) * | 1991-10-15 | 1993-10-05 | Arnon Krongrad | Method for increasing nuclear magnetic resonance signals in living biological tissue using zinc |
| US5344640A (en) * | 1991-10-22 | 1994-09-06 | Mallinckrodt Medical, Inc. | Preparation of apatite particles for medical diagnostic imaging |
| JP2911674B2 (ja) * | 1992-02-20 | 1999-06-23 | 明治乳業株式会社 | 消化管造影用組成物 |
| US5401492A (en) * | 1992-12-17 | 1995-03-28 | Sterling Winthrop, Inc. | Water insoluble non-magnetic manganese particles as magnetic resonance contract enhancement agents |
| GB9416768D0 (en) * | 1994-08-18 | 1994-10-12 | Nycomed Innovation Ab | Compositions |
| AU688565B2 (en) * | 1994-08-18 | 1998-03-12 | Nycomed Imaging As | Compositions |
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1998
- 1998-11-02 US US09/184,835 patent/US5980863A/en not_active Expired - Lifetime
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1999
- 1999-10-26 JP JP2000579122A patent/JP4763132B2/ja not_active Expired - Fee Related
- 1999-10-26 DE DE69941029T patent/DE69941029D1/de not_active Expired - Lifetime
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- 1999-10-26 EP EP99961531A patent/EP1126785B1/en not_active Expired - Lifetime
- 1999-10-26 CN CN99813002A patent/CN1325286A/zh active Pending
- 1999-10-26 NZ NZ511592A patent/NZ511592A/xx unknown
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- 1999-10-26 AU AU18086/00A patent/AU754294B2/en not_active Ceased
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| AU1808600A (en) | 2000-05-22 |
| WO2000025671A9 (en) | 2000-10-26 |
| NO327611B1 (no) | 2009-08-31 |
| JP4763132B2 (ja) | 2011-08-31 |
| CA2349342A1 (en) | 2000-05-11 |
| AU754294B2 (en) | 2002-11-14 |
| EP1126785A4 (en) | 2006-05-17 |
| JP2002528473A (ja) | 2002-09-03 |
| ATE434406T1 (de) | 2009-07-15 |
| EP1126785A1 (en) | 2001-08-29 |
| CN1325286A (zh) | 2001-12-05 |
| DE69941029D1 (de) | 2009-08-06 |
| NO20011946L (no) | 2001-04-19 |
| EP1126785B1 (en) | 2009-06-24 |
| KR100692720B1 (ko) | 2007-03-09 |
| NO20011946D0 (no) | 2001-04-19 |
| US5980863A (en) | 1999-11-09 |
| WO2000025671A1 (en) | 2000-05-11 |
| KR20010103622A (ko) | 2001-11-23 |
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