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Diamino polyethylene glycol modified paramagnetic metal complex magnetic resonance imaging contrast agent

A paramagnetic metal and magnetic resonance imaging technology, which is applied in X-ray contrast agent preparation, echo/ultrasound imaging agent, preparations for in vivo tests, etc., can solve the problem of low relaxation rate of contrast agent, large dosage and high toxicity etc. to achieve good water solubility, low immunogenicity and low toxicity

Active Publication Date: 2013-07-24
CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the present invention is to provide a paramagnetic metal complex magnetic resonance imaging contrast agent modified by diaminopolyethylene glycol in order to solve the problems of low relaxation rate, high toxicity and large dosage of the contrast agent in the prior art

Method used

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  • Diamino polyethylene glycol modified paramagnetic metal complex magnetic resonance imaging contrast agent
  • Diamino polyethylene glycol modified paramagnetic metal complex magnetic resonance imaging contrast agent
  • Diamino polyethylene glycol modified paramagnetic metal complex magnetic resonance imaging contrast agent

Examples

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Effect test

Embodiment 1

[0031] Preparation of 2000 molecular weight (2KDa) diaminopolyethylene glycol modified (Gd-DOTA) gadolinium paramagnetic metal complex magnetic resonance imaging contrast agent

[0032](1) Dissolve 3g DOTA in 25mL deionized water, add 2g 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 3g N-hydroxythio Succinimide, adjust pH=6.0 with NaOH, stir the mixture for 50min to obtain DOTA active ester solution;

[0033] (2) At 5°C, add 3g of 2000 molecular weight bisaminopolyethylene glycol into 20mL of deionized water to make a mass concentration of 50mg / mL, adjust the pH to 7.5 with 0.5mol / L NaOH, and slowly add to DOTA Among the active esters, the mass ratio of DOTA active ester to bisaminopolyethylene glycol is 8:1, stirred for 30 hours below 20°C, dialyzed in deionized water for four days, and freeze-dried to obtain bisaminopolyethylene glycol modified DOTA macrogol. Molecular ligand;

[0034] (3) At 20°C, 3 g of the bisaminopolyethylene glycol-modified DOTA macr...

Embodiment 2

[0036] Preparation of 2000 Molecular Weight (2KDa) Diaminopolyethylene Glycol Modified (Cu-DOTA) Copper Paramagnetic Metal Complex Magnetic Resonance Imaging Contrast Agent

[0037] (1) Step (1) in Example 1;

[0038] (2) At 5°C, add 3g of 2000 molecular weight bisaminopolyethylene glycol into 20mL of deionized water to make a mass concentration of 50mg / mL, adjust the pH to 8.0 with 0.5mol / L NaOH, and slowly add to DOTA Among the active esters, the mass ratio of DOTA active ester to bisaminopolyethylene glycol is 8:1, stirred for 30 hours below 20°C, dialyzed in deionized water for four days, and freeze-dried to obtain bisaminopolyethylene glycol modified DOTA macrogol. Molecular ligand;

[0039] (3) At 20°C, 3 g of the bisaminopolyethylene glycol-modified DOTA macromolecule ligand obtained in (2) was mixed with 0.4mol / L CuCl 2 The solution was dissolved in water respectively, and the amount of DOTA in the DOTA macromolecular ligand modified by diaminopolyethylene glycol was...

Embodiment 3

[0041] Preparation of 5000 Molecular Weight (5KDa) Diaminopolyethylene Glycol Modified (Mn-DOTA) Manganese Paramagnetic Metal Complex Contrast Agent for Magnetic Resonance Imaging

[0042] (1) Step (1) in Example 1;

[0043] (2) At 5°C, add 3g of 5000 molecular weight bisaminopolyethylene glycol into 20mL of deionized water to make a mass concentration of 50mg / mL, adjust the pH to 8.5 with 0.5mol / L NaOH, and slowly add to DOTA Among the active esters, the mass ratio of DOTA active ester to bisaminopolyethylene glycol was 8:1, stirred for 30 hours below 5°C, dialyzed in deionized water for four days, and freeze-dried to obtain bisaminopolyethylene glycol-modified DOTA macrogol. Molecular ligand;

[0044] (3) At 20°C, 3 g of the bisaminopolyethylene glycol-modified DOTA macromolecule ligand obtained in (2) was mixed with 0.4mol / L MnCl 2 The solution is dissolved in water respectively, and the amount of DOTA in the DOTA macromolecular ligand modified by diaminopolyethylene glyc...

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Abstract

The invention provides a diamino polyethylene glycol modified paramagnetic metal complex magnetic resonance imaging contrast agent, and aims at solving the problems of low relaxation rate, high toxicity and large dosage of a contrast agent in the prior art. The contrast agent is prepared by the following steps: reacting 1,4,7,10-tetrazacyclododecane-1,4,7,10-tetraacetic acid compound with diaminopolyethylene glycol with different molecular weights; preparing a macromolecular ligand through an amidation reaction; and forming a paramagnetic metal complex with paramagnetic metal elements Sc, Ti, V, Mn, Cu, Mo, Ru, Fe or positive trivalent or divalent ion of lanthanide rare-earth elements. The contrast agent has the advantages of high stability, water solubility, relaxation rate and small dosage.

Description

technical field [0001] The invention relates to a contrast agent for magnetic resonance imaging, more specifically, to a contrast agent for magnetic resonance imaging of a paramagnetic metal complex modified by diaminopolyethylene glycol. Background technique [0002] Magnetic resonance imaging (Magnetic Resonance Imaging, MRI) is a medical diagnostic technology with high safety factor and high resolution, which can perform tomographic scanning from all directions. Today, this technology has made great contributions in clinical medicine. In order to obtain accurate diagnosis of some more complex diseases, about 30-40% of MRI examinations require the use of contrast agents. Magnetic resonance contrast agents used in clinical medical examinations can improve imaging contrast, imaging clarity, soft tissue resolution, and tissue sensitivity. [0003] At present, the magnetic resonance contrast agents used in clinical medicine, such as dotalin and magenvist, have small molecula...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K49/12A61K49/22A61K49/04A61K51/06
Inventor 李晓晶张晓辉肖研薛蓉张盼盼湛游洋潘洪凯裴奉奎
Owner CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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