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Poly (HPMA)-DOTA-Gd nuclear magnetic resonance contrast agent and preparation method thereof

One-DOTA, nuclear magnetic resonance technology, applied in the direction of nuclear magnetic resonance/magnetic resonance imaging contrast agents, pharmaceutical formulations, preparations for in vivo tests, etc., can solve problems such as large dosage, short imaging window time, and low relaxation efficiency , to achieve the effect of increasing imaging effect, increasing passive targeting ability and prolonging cycle time

Inactive Publication Date: 2018-09-04
GANSU AGRI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these small-molecule MRI contrast agents have disadvantages such as low relaxation efficiency, short imaging window time, and large dosage.

Method used

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  • Poly (HPMA)-DOTA-Gd nuclear magnetic resonance contrast agent and preparation method thereof
  • Poly (HPMA)-DOTA-Gd nuclear magnetic resonance contrast agent and preparation method thereof
  • Poly (HPMA)-DOTA-Gd nuclear magnetic resonance contrast agent and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Example 1 Poly(HPMA)-DOTA-Gd nuclear magnetic resonance contrast agent, the structural formula of the contrast agent is as follows:

[0040] ;

[0041] Where: x = 90 mol%, y = 10 mol%.

[0042] The average molecular weight of the contrast agent is 20-40 kDa.

[0043] The preparation method of this poly(HPMA)-DOTA-Gd nuclear magnetic resonance contrast agent comprises the following steps:

[0044] (1) Preparation of poly(HPMA) polymer:

[0045] Will N-(2-Hydroxypropyl)methacrylamide (0.14g, 1.00 mmol) was first dissolved in 0.5 mL of DMSO at 25°C, then 0.5 mL of acetone was added, stirred until dissolved, and 0.065 g ( 5%, wt) initiator azobisisobutyronitrile (AIBN), vacuumize and inflate with nitrogen for 3 to 5 times, seal and react at 50°C for 24 h under nitrogen protection, precipitate and filter with a mixture of acetone and ether, Precipitate A was obtained, which was dissolved in 1 mL of anhydrous methanol, centrifuged in an ultrafiltration centrifuge tube ...

Embodiment 2

[0060] Example 2 Poly(HPMA)-DOTA-Gd nuclear magnetic resonance contrast agent, the structural formula of the contrast agent is as follows:

[0061] ;

[0062] Where: x = 80 mol%, y = 20 mol%.

[0063] The average molecular weight of the contrast agent is 20-40kDa.

[0064] The preparation method of this poly(HPMA)-DOTA-Gd nuclear magnetic resonance contrast agent comprises the following steps:

[0065] (1) Preparation of poly(HPMA) polymer:

[0066] Will N -(2-Hydroxypropyl)methacrylamide (0.2 g, 1.4 mmol) was first dissolved in 1.0 mL of DMSO at 25°C, then 3.0 mL of acetone was added, stirred until dissolved, and 0.016 g ( 8%, wt) initiator azobisisobutyronitrile (AIBN), vacuumize and inflate with nitrogen for 3 to 5 times, seal and react at 55°C for 22 h under nitrogen protection, precipitate and filter through a mixture of acetone and ether, The precipitate A was obtained. After the precipitate A was dissolved in 1.0 mL of anhydrous methanol, it was centrifuged in an...

Embodiment 3

[0075] Example 3 Poly(HPMA)-DOTA-Gd nuclear magnetic resonance contrast agent, the structural formula of the contrast agent is as follows:

[0076] ;

[0077] Where: x = 10 mol%, y = 90 mol%.

[0078] The average molecular weight of the contrast agent is 20-40kDa.

[0079] The preparation method of this poly(HPMA)-DOTA-Gd nuclear magnetic resonance contrast agent comprises the following steps:

[0080] (1) Preparation of poly(HPMA) polymer:

[0081] Will N -(2-Hydroxypropyl)methacrylamide (0.4 g, 2.8 mmol) was first dissolved in 1.0 mL of DMSO at 25 °C, then 3 mL of acetone was added, stirred until dissolved, and 0.040 g ( 10 %, wt) initiator azobisisobutyronitrile (AIBN), vacuumize and inflate nitrogen for 3 to 5 times, seal and react at 60°C for 20 h under nitrogen protection, precipitate and filter through a mixture of acetone and ether, The precipitate A was obtained. After the precipitate A was dissolved in 1.0 mL of anhydrous methanol, it was centrifuged through an ...

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Abstract

The invention relates to a Poly (HPMA)-DOTA-Gd nuclear magnetic resonance contrast agent. The formula of the contrast agent is as follows (please see the specification for the formula). In the formula, x equals to 10-90 mol%, and y equals to 10-90 mol%. At the same time, the invention further discloses a preparation method of the contrast agent. The molecular weight of the contrast agent is less than a renal threshold, the molecular weight distribution is narrow, and the contrast agent can be eliminated through metabolism.

Description

technical field [0001] The invention relates to the technical field of polymer nuclear magnetic resonance contrast agents, in particular to a poly(HPMA)-DOTA-Gd nuclear magnetic resonance contrast agent and a preparation method thereof. Background technique [0002] In recent years, magnetic resonance imaging (MRI) has been widely used in clinical diagnosis. In order to improve the contrast between lesions and normal tissue signals, about 40% of diagnoses require the use of MRI contrast agents. The MRI contrast agents currently used clinically are mainly small molecule metal complexes, such as Magnevist, Dotarem, Omniscan, Gadovist, etc. However, these small-molecule MRI contrast agents have disadvantages such as low relaxation efficiency, short imaging window time, and large dosage. Macromolecules of small-molecule contrast agents can effectively overcome the above shortcomings and improve the performance of contrast agents. Therefore, the study of macromolecular contrast...

Claims

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Application Information

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IPC IPC(8): A61K49/10A61K49/08A61K47/58C08F120/58C08F8/42
CPCA61K49/108A61K47/58A61K49/085C08F8/42C08F120/58
Inventor 许卫兵龙海涛蒲陆梅
Owner GANSU AGRI UNIV
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