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Double-strand quaternary ammonium type nuclear magnetic resonance imaging contrast agent and preparation method thereof

A nuclear magnetic resonance imaging and double-chain quaternary ammonium technology, which is applied in the preparation of carboxylic acid amides, chemical instruments and methods, and the preparation of organic compounds, can solve problems such as restricted applications and unsatisfactory water solubility.

Inactive Publication Date: 2013-02-06
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the complexes of this long-chain structure are not ideal in terms of water solubility, and other surfactants need to be added during use, which restricts its further application.

Method used

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  • Double-strand quaternary ammonium type nuclear magnetic resonance imaging contrast agent and preparation method thereof
  • Double-strand quaternary ammonium type nuclear magnetic resonance imaging contrast agent and preparation method thereof
  • Double-strand quaternary ammonium type nuclear magnetic resonance imaging contrast agent and preparation method thereof

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Embodiment 1

[0045] (1) Preparation of DTPA derivatives: Take 1.9g of diethylenetriaminepentaacetic acid, add 3g of acetic anhydride to acetonitrile and pyridine, and react at 50°C for 24 hours. The filter residue was washed with diethyl ether, and the resulting white powder was vacuum-dried for later use.

[0046] (2) Weigh 8g of N,N-dimethylethylenediamine, add 12g of redistilled diethyl carbonate, react at 60-90°C for 48 hours, distill under reduced pressure at 80°C to remove excess diethyl carbonate, A yellow-brown liquid was obtained.

[0047] (3) Weigh 10g of ethyl N,N-dimethyloxalamide, add 16g of hexadecane bromide, adjust the temperature to 60-100°C, and react for 72 hours.

[0048] (4) After the reaction is completed, the volume ratio of the preparation is HBr:H 2 Add 100ml of O=1:1 solution into the reaction flask, and reflux at 100°C for 24 hours. The water in the system is removed to obtain a long-chain quaternary ammonium salt with terminal amines.

[0049] (5) Diethylene...

Embodiment 2

[0051] Preparation of Gd-DTPA derivatives: Dissolve 600mg of DTPA derivatives in 5ml of water, adjust the pH to 5-8, add 1.2 equivalents of gadolinium chloride, react at 50-100°C for 24 hours, and then adjust the pH to 9 Left and right, filter with a microporous membrane to obtain an aqueous solution of Gd-DTPA derivatives (Formula 1).

Embodiment 3

[0053] Measure a certain volume of Gd-DTPA aqueous solution according to the measured concentration, add 0.1-0.4g of styrene, 0.01-0.02g of divinylbenzene, 10-20 mg of cetyl alcohol, 5-10 mg of AIBN, 50- React under nitrogen protection at 100°C for 6-8 hours, filter and dialyze for 3-5 days, the obtained emulsion is evenly dispersed, and prepare solutions with different concentrations (such as figure 2 shown), the relaxation rate was measured by magnetic resonance imaging, and the transverse relaxation time has a good linear relationship with the concentration of gadolinium ions (such as figure 1 shown), the final calculated transverse relaxation rate r 1 =11.5mM -1 S -1 .

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Abstract

The invention relates to a nuclear magnetic resonance imaging contrast agent, in particular to a double-strand quaternary ammonium type surface active agent prepared in organic combining mode. The active agent is attached to the surface of macromolecule nanometer particles and has the function of nuclear magnetic resonance function after being matched with specific metal in position. The structural formula of the double-strand quaternary ammonium type nuclear magnetic resonance imaging contrast agent is the formula 1. n in the formula 1 is 4-20, the diameter of the imaging contrast agent with macromolecule as a carrier and measured by the dynamic light scattering (DSL) is 20-30 nanometers, and has good evenness and stability. The nuclear resonance imaging experiments measure that the relaxation rate of the imaging contrast agent with macromolecule as the carrier in the Gd-DTPA series and is improved by over 1.5 times compared with the clinical application value (4.3mMS-1).

Description

technical field [0001] The invention relates to a nuclear magnetic resonance imaging contrast agent, in particular to a double-chain quaternary ammonium surfactant prepared by organic synthesis, which is attached to the surface of polymer nanoparticles and has the nuclear magnetic resonance imaging function after being coordinated with a specific metal. Background technique [0002] Surfactant is an important class of fine chemicals. It has the characteristics of hydrophilic and lipophilic. It is easy to adsorb and orientate on the surface of the substance. When it is added in a small amount, it can significantly reduce the solvent (usually water). Surface tension changes the interface state of the system, and can produce a series of effects such as wetting, emulsification, foaming, solubilization and dispersion. [0003] Alkyl quaternary ammonium salts are one of the important varieties of cationic surfactants, and have been widely used as fungicides, fiber softeners, emuls...

Claims

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Application Information

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IPC IPC(8): A61K49/12A61K49/18C08F212/08C08F212/36C08F2/28C07C237/10C07C231/02B01F17/28C09K23/28
Inventor 胡爱国陈莹莹
Owner EAST CHINA UNIV OF SCI & TECH
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