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A New Contrast Agent for CT

A contrast agent, CH2 technology, applied in the preparation of X-ray contrast agents, preparations for in vivo tests, preparation of organic compounds, etc., can solve problems such as increased viscosity of the system, adverse health of patients, and enhanced osmotic pressure, and achieve resolution The effect of high efficiency, clear and visible images, and broad application prospects

Active Publication Date: 2019-03-08
MUDANJIANG MEDICAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But also there is the shortcoming that iodine content is not high, needs to use with higher concentration, causes system viscosity to increase, and osmotic pressure strengthens, and this is unfavorable to patient's health, therefore still has the necessity of improvement

Method used

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  • A New Contrast Agent for CT
  • A New Contrast Agent for CT
  • A New Contrast Agent for CT

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Example 1: Decaiodool-101

[0044]

[0045] Add 10ml of thionyl chloride into the reaction flask, lower the temperature to 10°C, then add 3.2g of (tetraiodo-1,4-phenylene)dimethanol, heat up to 50°C and stir for 2 hours after the addition, and distill off after the reaction Add 100ml of ethanol to dissolve thionyl chloride for later use.

[0046] 5-amino-N 1 -(2,3-Dihydroxypropyl)-N 3 -Hydroxymethyl-2,4,6-triiodo-N 1 Dissolve 7.41g of -methyl-isophthalamide in 200ml of ethanol, add 10ml of saturated sodium hydroxide solution, add the solution obtained in the previous step dropwise under stirring, raise the temperature to reflux after the dropwise addition, continue stirring for 2h, and filter while hot. The filtrate was rotary evaporated to remove the solvent, adjusted to pH 3-4 with 4N hydrochloric acid solution, stirred for 0.5 h, left to stand for crystallization for 3 h, then recrystallized from ethanol, filtered, and the filter cake was dried under vacuum to ...

Embodiment 2

[0049] Example 2: Decaiodool-102

[0050]

[0051] According to the method of Example 1, replace (tetraiodo-1,4-phenylene) dimethanol with bis(4-hydroxybutyl) 2,3,5,6-tetraiodoterephthalate, and use 5 -Amino-N 1 -(2,3-Dihydroxypropyl)-N 3 -Hydroxymethyl-2,4,6-triiodo-isophthalamide instead of 5-amino-N 1 -(2,3-Dihydroxypropyl)-N 3 -Hydroxymethyl-2,4,6-triiodo-N 1 -Methyl-isophthalamide, the target product was obtained with a yield of 67.2%.

[0052] ESI-MS: 2100.32[M+H] +

[0053] Elemental analysis: theoretical value / measured value, C (22.88 / 22.91), H (2.02 / 2.11), I (60.44 / 60.38), N (4.00 / 4.05), O (10.67 / 10.55).

Embodiment 3

[0054] Example 3: Decaiodool-103

[0055]

[0056] Add 10ml of thionyl chloride into the reaction flask, lower the temperature to 0°C, then add 3.3g of 2,3,5,6-tetraiodoterephthalic acid, after the addition, raise the temperature to 50°C and stir for 2 hours. After the reaction, evaporate Thionyl chloride was dissolved in 100ml ethyl acetate for later use.

[0057] 5-amino-N 1 -(2,3-Dihydroxypropyl)-N 3 Dissolve 7.7g of -(2,3-dihydroxypropyl)-2,4,6-triiodo-isophthalamide in 200ml of ethyl acetate, add 2ml of triethylamine, and add the solution obtained in the previous step dropwise under stirring Solution, after the dropwise addition, warm up to reflux and continue to stir for 2h, filter while it is hot, remove the solvent by rotary evaporation of the filtrate, adjust the pH to 2-3 with 4N hydrochloric acid solution, stir for 10min, stand for crystallization for 3h, then recrystallize with ethanol, and filter , and the filter cake was dried under vacuum to obtain 7.6 g o...

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Abstract

The invention relates to an iodine contrast agent. The iodine contrast agent has high iodine content; a contrast agent obtained by using a small amount of a substance under a same iodine / mL concentration can obtain proper osmotic pressure close to human blood osmotic pressure (300 mOsm / kg) and relatively-low viscosity; compared with iotrolan and iodixanol, the iodine contrast agent has more excellent comprehensive physical and chemical properties; in addition, an image obtained by using the iodine contrast agent provided by the invention is clearly-visible, has high distinguishability which iseven superior to the distinguishability of iodixanol, and has broad application prospect.

Description

technical field [0001] The invention belongs to the field of contrast agents, in particular to a class of iodine contrast agents that can be used in CT, and also relates to a preparation method of the contrast agents. Background technique [0002] Medical diagnostic imaging has evolved into an important non-invasive tool for medical diagnosis. Computed tomography ("CT") and magnetic resonance imaging ("MRI") are two of the most widely used imaging methods. X-ray CT imaging technology is widely used in clinical diagnostic applications to provide high-definition pictures of high-electron-density materials through the principle of tissue X-ray attenuation. CT has the advantages of strong usability, low cost and high imaging efficiency, and can be combined with other imaging systems to provide high-resolution 3D histological details. [0003] Although diagnostic imaging can be performed without the administration of contrast agents, the ability to improve visualization of inte...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C237/46C07C231/12A61K49/04
CPCA61K49/0438C07C237/46
Inventor 仪孝臣张卓孙宗泽于成龙李卫星朱旭瑶王静海
Owner MUDANJIANG MEDICAL UNIV
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