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Hydroxypyridinone type depleted-uranium discharge promoting agent and its preparation method and application

A technology of hydroxypyridone and excretion-promoting agent is applied in the directions of antidote, pharmaceutical formulation, medical preparation containing active ingredients, etc., and can solve problems such as toxic and side effects

Inactive Publication Date: 2017-04-26
INST OF NUCLEAR PHYSICS & CHEM CHINA ACADEMY OF
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are still some shortcomings in the current research on HOPO that need to be resolved urgently, such as the toxic and side effects of this type of chemical on the organism, the balance between water solubility and fat solubility, etc.

Method used

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  • Hydroxypyridinone type depleted-uranium discharge promoting agent and its preparation method and application
  • Hydroxypyridinone type depleted-uranium discharge promoting agent and its preparation method and application
  • Hydroxypyridinone type depleted-uranium discharge promoting agent and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] 1) Preparation of HOPO-2-1

[0045] Mix 0.4 parts of dihydroxypyridine and 3 parts of ethyl bromoacetate into a reaction flask, under nitrogen protection, stir at 120°C for 24 hours, react to room temperature, precipitate solid, filter with suction, wash the filter cake with acetone, and then weigh it with ethanol Crystallization gave the product with a yield of 52.28%.

[0046] 2) Preparation of HOPO-2-2

[0047] Add 1 part of intermediate product HOPO-2-1 and 3 parts of benzyl bromide to 40% of acetonitrile, then add 2 parts of potassium carbonate, react at 60°C for 4 hours, cool down to room temperature, collect the filtrate by suction filtration, add 10 parts of A mixture of methanol and water, methanol: water = 9: 1 (v:v), stirred until clarified, then added 0.5 parts of sodium hydroxide, reacted at room temperature for 0.5 h, adjusted with hydrochloric acid to make the pH < 1, and a large amount of solids were precipitated. Suction filtration, washing the filter...

Embodiment 2

[0057] 1) Preparation of HOPO-2-1

[0058] Mix 4 parts of dihydroxypyridine and 40 parts of ethyl bromoacetate into the reaction flask, under nitrogen protection, stir at 150°C for 12 hours, react to room temperature, precipitate solid, filter with suction, wash the filter cake with acetone, and then weigh it with ethanol Crystallization gave the product with a yield of 50.05%.

[0059] 2) Preparation of HOPO-2-2

[0060] Add 12 parts of the intermediate product HOPO-2-1 and 24 parts of benzyl bromide to 100 mL of acetonitrile, then add 20 parts of potassium carbonate, react at 80°C for 4 hours, cool down to room temperature, collect the filtrate by suction filtration, and add 50 parts of A mixture of methanol and water, methanol: water = 9:: 1 (v:v), stirred until clarified, then added 5 parts of sodium hydroxide, reacted at room temperature for 1 hour, adjusted the pH to <1 with hydrochloric acid, and precipitated a large amount of solids. After suction filtration, the fil...

Embodiment 3

[0070] 1) Preparation of HOPO-2-1

[0071] Mix 40 parts of dihydroxypyridine and 350 parts of ethyl bromoacetate into a reaction flask, protect it under nitrogen, stir at 180°C for 36 hours, react to room temperature, precipitate solid, filter with suction, wash the filter cake with acetone, and then weigh it with ethanol Crystallization gave the product in 48.1% yield.

[0072] 2) Preparation of HOPO-2-2

[0073] Add 130 parts of the intermediate product HOPO-2-1 and 230 parts of benzyl bromide to 400 mL of acetonitrile, then add 200 parts of potassium carbonate, react at 90°C for 8 hours, cool down to room temperature, collect the filtrate by suction filtration, and add 100 parts of A mixture of methanol and water, methanol: water = 9: 1 (v:v), stirred until clarified, then added 50 parts of sodium hydroxide, reacted at room temperature for 2 hours, adjusted with hydrochloric acid to make the pH<1, a large amount of solids were precipitated, pumped Filter, wash the filter ...

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Abstract

The invention discloses a hydroxypyridinone type depleted-uranium discharge promoting agent and its preparation method and application. The hydroxypyridinone type depleted-uranium discharge promoting agent is characterized in that ethyl bromoacetate and 2,3-dihydroxypyridine serve as raw materials for a bromo-substitution reaction to obtain a hydroxypyridinone compound, a hydroxy group is protected by a benzyl group, ethyl ester is hydrolyzed by a saponification reaction to obtain 1-carboxylic acid, after a carboxyl group is activated by thioketone, lysine is used for an amidation reaction with activated 3,2-hydroxypyridinone derivatives to obtain a benzyl-protected target product precursor, and finally the benzyl group is removed under the hydrogen condition through Pd / C to obtain the targeted hydroxypyridinone type depleted-uranium discharge promoting agent. The discharge promoting agent has a structural feature that di-hydroxyl pyridone has a unique dentation structure and a lysine group is introduced to form a stable complex with metal ions; therefore, the hydroxypyridinone type depleted-uranium discharge promoting agent can be used as a potential discharge promoting agent applied in biological body depleted-uranium discharge promoting and other fields, and has the advantages of being good in water solubility, strong in discharge promoting capacity, high in selectivity and low in toxicity.

Description

technical field [0001] The invention belongs to the technical field of compound synthesis, and in particular relates to a hydroxypyridone-based depleted uranium expulsion enhancer and its preparation method and application. The hydroxypyridone-based depleted uranium depletion accelerator can be used in the fields of depleted uranium depletion promotion in organisms, biological and environmental decontamination, and nuclear fuel reprocessing. Background technique [0002] With the increasing application of nuclear technology, radioactive metals (such as uranium, plutonium and other actinide nuclides) have brought many potential harms to people while benefiting mankind. Radioactive metals have strong chemical toxicity and can enter the human body through the respiratory tract, digestive tract, and skin contact, causing heavy metal poisoning. In addition, radioactive metals also have nuclear radiation hazards, which are not only manifested in direct exposure to the outside and...

Claims

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Application Information

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IPC IPC(8): C07D213/69A61K31/444A61P39/04G21F9/00
CPCA61K31/444C07D213/69G21F9/00
Inventor 马宗平谢翔卓连刚黄曾何遥刘飞张锐陈琪萍牟婉君李兴亮魏洪源蹇源张佳强王定林党宇峰王博刘超
Owner INST OF NUCLEAR PHYSICS & CHEM CHINA ACADEMY OF
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