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Coordination compound containing tetravalent iron or manganese coordination ions and preparation method and application of coordination compound

A complex and complex ion technology, applied in iron organic compounds, preparations for in vivo tests, iron group organic compounds without C-metal bonds, etc., can solve difficult imaging parts, insoluble in water, and instrument sensitivity not high enough problem

Inactive Publication Date: 2019-11-05
SHANGHAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although magnetic resonance imaging can also study the anatomy of organisms without contrast agents, contrast agents are still required to obtain molecular information due to the insufficient sensitivity of the instrument
[0003] At present, most of the contrast agents used in the world are Fe, Mn and Gd compounds in conventional valence states, and these compounds are insoluble in water, have a certain particle size, and sometimes it is difficult to reach the designated imaging site

Method used

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  • Coordination compound containing tetravalent iron or manganese coordination ions and preparation method and application of coordination compound
  • Coordination compound containing tetravalent iron or manganese coordination ions and preparation method and application of coordination compound
  • Coordination compound containing tetravalent iron or manganese coordination ions and preparation method and application of coordination compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Example 1: H 2 [Fe(L-6H)]·4H 2 Synthesis of O

[0030] Dissolve 0.36 g of oxalodihydrazine (3 mmol) in 100 ml of deionized water, stir and heat in an oil bath to a constant temperature of 50° C., and add soluble iron metal salt (1 mmol) into the solution. After the solution turned dark brown, 0.2 g of flake NaOH (5 mmol) and 0.68 ml of 37% formaldehyde solution (9 mmol) were added. After overnight and suction filtration, a dark green filtrate was obtained, 1.5ml of 37% hydrochloric acid solution (18mmol) was added, and allowed to stand overnight to obtain black blocky crystals. The obtained crystal was washed with absolute ethanol and dried, the yield was 54%, and the structure was as attached figure 1 shown. Elemental analysis by C 12 h 22 o 10 N 12 Calcd (%) for Fe (550.266): C, 26.20; H, 4.030; N, 30.55. Test value (%): C, 25.60; H, 4.346; N, 30.22. IR(KBr,cm -1 ):3405s, 3006w, 2943w, 1640s, 1432w, 1378w, 1205w, 1172w, 1059w, 998w, 946w, 910w, 842w, 792w, ...

Embodiment 2

[0031] Example 2: H 2 [Mn(L-6H)]·5H 2 Synthesis of O

[0032] Dissolve 0.36 g of oxalodihydrazine (3 mmol) in 100 ml of deionized water and heat with stirring in an oil bath, and add soluble manganese metal salt (1 mmol) into the solution at 50° C. After the solution turned dark brown, 0.2 g of flake NaOH (5 mmol) and 0.68 ml of 37% formaldehyde solution (9 mmol) were added. After overnight and suction filtration, a dark green filtrate was obtained, 1.5ml of 37% hydrochloric acid solution (18mmol) was added, and allowed to stand overnight to obtain black blocky crystals. The obtained crystals were washed with absolute ethanol and dried, the yield was 31%, and the structure was as attached figure 2 shown. Elemental analysis by C 12 h 24 o 11 N 12 Calculated for Mn (567.372) (%): C, 25.40; H, 4.264; N, 29.63. Test value (%): C, 25.93; H, 4.378; N, 29.64. IR(KBr,cm -1 ):3401s, 2951w, 1630s, 1440w, 1360w, 1201w, 1184w, 1041w, 1002w, 951w, 912w, 845w, 792w, 738w, 632w. ...

Embodiment 3

[0033] Embodiment 3: the synthesis of dinuclear compound specifically comprises the following steps:

[0034] a. the positive ferrivalent iron compound in Example 1 is dissolved in deionized water to obtain a ligand solution;

[0035] b. dissolving the soluble Mn(II) metal salt in deionized water to obtain a salt solution;

[0036] c. Cool the ligand solution and salt solution to 5°C;

[0037] d. According to the molar ratio of complex ion to metal salt is 1:10~100, mix the cooled complex ion solution and salt solution; keep at constant temperature at 3 ~ 5°C for 64 ~ 96 hours, filter, and wash with a small amount of deionized water , to obtain black blocky crystals, which is the target compound.

[0038] The compound Mn(H 2 O) 4 [Fe(L-6H)]·11H 2 O belongs to the monoclinic crystal system, P-1 space group, and has a binuclear structure; unit cell parameters: α=83.618°, β= 72.720°, γ=82.124°, F=1022.

[0039]If the positive tetravalent manganese compound in Example 2 ...

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Abstract

The invention relates to a coordination compound containing tetravalent iron or manganese coordination ions and a preparation method and application of the coordination compound. The structural general formula of the coordination compound is as follows (please see the specification for the formula), wherein, Re is Fe4<+> ion or Mn4<+> ion; R is hydrogen and aliphatic radical of C1 to C4; M is oneor two of Fe2<+> / 3<+>, Mn2<+> and Gd3<+>; and n is equal to 3 to 8. The coordination compound is used as a medical magnetic resonance imaging contrast agent, compared with an existing contrast agent,water solubility of the coordination compound is achieved, and the water-soluble problem of the existing contrast agent can be solved.

Description

technical field [0001] The invention relates to a kind of complexes containing positive tetravalent iron or manganese complex ions with stable cage-like building block, its preparation method and its application. Background technique [0002] Magnetic resonance imaging (MRI) is a non-invasive, non-ionizing form of imaging that provides anatomical, physiological, and molecular signals to living organisms. Magnetic resonance imaging has sufficient penetration depth to image the whole human body. Its spatial resolution depends on the strength of the magnetic field, which can be as low as 10 μm. Although magnetic resonance imaging can also study the anatomy of organisms without contrast agents, contrast agents are still required to obtain molecular information due to the insufficient sensitivity of the instrument. [0003] At present, most of the contrast agents used in the world are Fe, Mn and Gd compounds in conventional valence states, and these compounds are insoluble in wa...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F19/00A61K49/08A61K49/10
CPCA61K49/085A61K49/106C07B2200/13C07F15/025
Inventor 王兆喜李明星徐烨
Owner SHANGHAI UNIV
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