4-tert-butylcalix[6]arene derivative as well as preparation method and application thereof

A technology of aromatic hydrocarbon derivatives and tert-butylcalix, which is applied in the field of p-tert-butylcalix[6]arene derivatives and its preparation, can solve the problems of strong toxic and side effects, poor excretion-promoting effect, difficult administration and absorption, etc. achieve low toxicity

Active Publication Date: 2013-09-11
INST OF RADIATION MEDICINE ACAD OF MILITARY MEDICAL SCI OF THE PLA
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  • Abstract
  • Description
  • Claims
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AI Technical Summary

Problems solved by technology

The use of chelating agents is still the most effective way to remove uranium from the body. However, the currently developed uranium-specific excretion drugs still have the following disadvantages: 1. Poor excretion-promoting effect; 2. Strong toxic and side effects; 3. Due to the specificity of uranium Excretion-promoting drugs are insoluble calixarene compounds, which are difficult to administer and absorb, and are not conducive to promoting a large amount of uranium excretion
Therefore, the existing needs cannot be fully met

Method used

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  • 4-tert-butylcalix[6]arene derivative as well as preparation method and application thereof
  • 4-tert-butylcalix[6]arene derivative as well as preparation method and application thereof
  • 4-tert-butylcalix[6]arene derivative as well as preparation method and application thereof

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preparation example Construction

[0017] In the method for preparing p-tert-butylcalix[6]arene derivatives shown in formula I provided by the present invention, p-tert-butylcalix[6]arene compounds can be purchased from commercial sources or prepared according to the methods provided in the following documents have to:

[0018] 1. Gutsche, C.D., Dhawan, B., No, K.H., Muthukrishnan, R.J. Calixarenes. 4. The synthesis, characterization, and properties of the calixarenes from p-tert-butylphenol, Am. Chem. Soc. (Journal of the American Chemical Society ) 1981, 103, 3782.

[0019] 2. Gutsche, C.D., Pagoria, P.F., J.Org. Calixarenes. 16. Functionalized calixarenes: the direct substitution route, Chem. (Journal of Organic Chemistry) 1985, 50, 5795.

[0020] 3. Dhawan, B., Chen, S.I., Gutsche, C.D., Studies of the formation of calixarenes via condensation of p-alkylphenols and formaldehyde, Makromol. Chem. (macromolecular chemistry) 1987, 188, 921.

[0021] 4. Munch, J.H., Gutsche, C.D. Org. p-tert-BUTYLCALIX [6] ARE...

Embodiment 1

[0026] Weigh 1.75g ​​(2mmol) of p-tert-butylcalix[6]arene compound and put it into 80mL of concentrated sulfuric acid aqueous solution with a concentration of 98% by mass, stir and react at 80°C for 4 hours, the sulfonation reaction is in progress, and the solution gradually After cooling, the reaction mixture was carefully poured into 500 mL of ice-water mixture, stirred, and filtered to remove insoluble matter. Then add 100g NaCl solid in filtrate (make NaCl reach saturation in described filtrate) carry out salting-out, vigorously stir, generate white flocculent precipitate, solution is purple-red, suction filtration collects precipitate, after the precipitation is drained substantially, dissolve In the minimum amount of distilled water, add 4 times the amount of absolute ethanol to form a white precipitate, collect the precipitate by suction filtration, repeat this 3 times, and finally obtain the p-tert-butylcalix[6]arene derivative shown in formula I provided by the present...

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Abstract

The invention discloses a 4-tert-butylcalix[6]arene derivative as well as a preparation method and an application thereof. The 4-tert-butylcalix[6]arene derivative has a structural formula shown in a formula I. The preparation method of the 4-tert-butylcalix[6]arene derivative shown in the formula I comprises the following steps of: uniformly mixing 4-tert-butylcalix[6]arene with a concentrated sulfuric acid water solution for carrying out a sulfonation reaction, and salting out after the reaction is ended to obtain the 4-tert-butylcalix[6]arene derivative shown in the formula I. The 4-tert-butylcalix[6]arene derivative shown in the formula I can be efficiently complexed with a uranium-bearing material, has low toxicity, can be orally taken or injected, is capable of remarkably promoting the uranium-bearing material to be discharged out of a human body, and has important application value in coping with uranium related emergencies in the field of military and civilian use.

Description

technical field [0001] The invention relates to a p-tert-butylcalix[6]arene derivative and its preparation method and application. Background technique [0002] Depleted uranium (DU for short) is enriched from natural uranium for the production of uranium for nuclear weapons and nuclear reactors ( 235 U) the remaining by-products after enrichment, 40% of the radioactivity in natural uranium is removed, and the remaining uranium is depleted uranium. After the Gulf War, depleted uranium weapons proliferated rapidly, and uranium and its post-processing materials were widely used in the military. At the same time, the development and application of civil nuclear energy in my country developed rapidly, but nuclear terrorist attacks may still occur. The likelihood of public uranium exposure is greatly increased. [0003] The most likely way of exposure to uranium as weapons and nuclear energy materials is air dispersion, and inhalation is the main way for it to enter the human bo...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C309/42C07C303/32A61K31/185A61P39/04
Inventor 潘秀颉朱茂祥杨陟华刘坤璐
Owner INST OF RADIATION MEDICINE ACAD OF MILITARY MEDICAL SCI OF THE PLA
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