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2, 3-pyrazine diacid bis [tris (2-methyl-2-phenyl) propyl tin] complex as well as preparation method and application of 2, 3-pyrazine diacid bis [tris (2-methyl-2-phenyl) propyl tin] complex

A technology of pyrazine diacid and phenylpropyl, which is applied in the directions of tin organic compounds, active ingredients of heavy metal compounds, drug combinations, etc., can solve the problems of large molecular weight, few research reports, large steric hindrance, etc., and achieves the preparation cost. Low and high anticancer activity, simple and fast preparation method

Pending Publication Date: 2022-04-01
HENGYANG NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Based on bis[tri(2-methyl-2-phenylpropyl)]tin oxide is a substance with good biological activity proved by experiments, and 2-methyl-2-phenylpropyl has a large steric hindrance and larger molecular weight, etc., but there are not many public research reports on it

Method used

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  • 2, 3-pyrazine diacid bis [tris (2-methyl-2-phenyl) propyl tin] complex as well as preparation method and application of 2, 3-pyrazine diacid bis [tris (2-methyl-2-phenyl) propyl tin] complex
  • 2, 3-pyrazine diacid bis [tris (2-methyl-2-phenyl) propyl tin] complex as well as preparation method and application of 2, 3-pyrazine diacid bis [tris (2-methyl-2-phenyl) propyl tin] complex
  • 2, 3-pyrazine diacid bis [tris (2-methyl-2-phenyl) propyl tin] complex as well as preparation method and application of 2, 3-pyrazine diacid bis [tris (2-methyl-2-phenyl) propyl tin] complex

Examples

Experimental program
Comparison scheme
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preparation example Construction

[0035] Further, the preparation method of the 2,3-pyrazinedioic acid bis[tri(2-methyl-2-phenyl)propyltin] complex comprises the following steps:

[0036]Add methanol, bis[tris(2-methyl-2-phenylpropyl)tin] oxide and 2,3-pyrazinedioic acid sequentially into the polytetrafluoroethylene microwave reaction tank, seal the tank cover, and place In a microwave reactor, carry out microwave radiation reaction at 115-125°C for 1.5-2.5h, remove part of the solvent by rotary evaporation, let it stand until a white solid precipitates, and recrystallize the white solid with benzene to obtain colorless crystal 2,3- Two [three (2-methyl-2-phenyl) propyl tin] complexes of pyrazine dioic acid; said two [three (2-methyl-2-phenyl propyl) tin] oxides and said The molar ratio of 2,3-pyrazinedioic acid is 1:1; add 35-45mL of methanol per mmol of 2,3-pyrazinedioic acid.

[0037] Further, the 2,3-pyrazinedioic acid bis[tris(2-methyl-2-phenyl)propyltin] complex is applied to the preparation of anticanc...

Embodiment 1

[0040] A preparation method of 2,3-pyrazinedioic acid bis[tri(2-methyl-2-phenyl)propyl tin] complex, comprising the steps of:

[0041] Add 35 mL of methanol, 1.052 g (1 mmol) of bis[tris(2-methyl-2-phenylpropyl)tin] oxide and 0.168 g (1 mmol) of 2,3-pyridine to a polytetrafluoroethylene microwave reaction tank For azinedioic acid, seal the lid of the tank well, place it in a microwave reactor, and carry out microwave radiation reaction at 120 ° C for 2 hours, remove part of the solvent by rotary evaporation, and let it stand until a white solid precipitates. The white solid is recrystallized from benzene to obtain Color crystal 2,3-pyrazinedioic acid bis[tris(2-methyl-2-phenyl)propyltin] complex 0.908g, yield 75.45%.

Embodiment 2

[0043] A preparation method of 2,3-pyrazinedioic acid bis[tri(2-methyl-2-phenyl)propyl tin] complex, comprising the steps of:

[0044] Add 40 mL methanol, 1.1572 g (1.1 mmol) bis[tris(2-methyl-2-phenylpropyl)tin] oxide and 0.1848 g (1.1 mmol) 2,3 - Pyrazine dioic acid, seal the lid of the tank well, place it in a microwave reactor, carry out microwave radiation reaction at 120°C for 2.0h, remove part of the solvent by rotary evaporation, let it stand until a white solid precipitates, and recrystallize the white solid with benzene , 0.940 g of colorless crystal 2,3-pyrazinedioic acid bis[tris(2-methyl-2-phenyl)propyltin] complex was obtained, with a yield of 78.10%.

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Abstract

The invention discloses a 2, 3-pyrazine diacid bis [tris (2-methyl-2-phenyl) propyl tin] complex, and the structure of the 2, 3-pyrazine diacid bis [tris (2-methyl-2-phenyl) propyl tin] complex is as shown in a formula I in the specification. The invention further provides a preparation method of the 2, 3-pyrazine diacid bis [tri (2-methyl-2-phenyl) propyl tin] complex and application of the 2, 3-pyrazine diacid bis [tri (2-methyl-2-phenyl) propyl tin] complex in preparation of anti-cancer drugs. The 2, 3-pyrazine diacid bis [tri (2-methyl-2-phenyl) propyl tin] complex disclosed by the invention shows good anti-cancer activity on human cervical cancer cells, human liver cancer cells, human lung cancer cells, human lung adenocarcinoma cells, human breast cancer cells and the like. Compared with platinum anti-cancer drugs commonly used at present, the 2, 3-pyrazine diacid bis [tri (2-methyl-2-phenyl) propyl tin] complex has high anti-cancer activity, the preparation method is simple and rapid, the preparation cost is low, and the 2, 3-pyrazine diacid bis [tri (2-methyl-2-phenyl) propyl tin] complex can be suitable for industrial mass production and provides a new way for developing anti-cancer drugs.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis, and in particular relates to a 2,3-pyrazinedioic acid bis[tris(2-methyl-2-phenyl)propyltin] complex, a preparation method and application thereof. Background technique [0002] Organotin carboxylates have attracted extensive attention from researchers due to their biological activities. However, since the known organotin compounds generally have strong toxicity, their applications are limited. Therefore, adjusting the balance between toxicity and biological activity by designing and optimizing the structure of organotin complexes is an important research direction. Generally speaking, the toxicity of organotin compounds is related to its relative molecular weight, the smaller the relative molecular weight, the greater the toxicity, while the relative molecular weight of bulky hindered hydrocarbon tin is larger. Therefore, it is of great significance to synthesize new bulky hydrocarby...

Claims

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Application Information

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IPC IPC(8): C07F7/22A61K31/32A61P35/00
Inventor 张复兴朱小明盛良兵蒋伍玖谭宇星
Owner HENGYANG NORMAL UNIV
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