A kind of indium compound with 2,6-diacetylpyridine thiosemicarbazone as ligand and its synthesis method and application

A technology of diacetylpyridine thiosemicarbazide and diacetylpyridine is applied in the synthesis and application field of indium compounds, and can solve the problems of unclear target, large side effects, inability to realize diagnosis and treatment and the like

Inactive Publication Date: 2020-12-22
GUANGXI NORMAL UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, whether it is platinum complexes or other metal complexes, there are limitations, such as large side effects, unclear targets, etc., and it is impossible to realize the integration of diagnosis and treatment.
[0003] Indium is widely used in various research fields as a rare metal, but it is rarely used in anti-tumor research

Method used

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  • A kind of indium compound with 2,6-diacetylpyridine thiosemicarbazone as ligand and its synthesis method and application
  • A kind of indium compound with 2,6-diacetylpyridine thiosemicarbazone as ligand and its synthesis method and application
  • A kind of indium compound with 2,6-diacetylpyridine thiosemicarbazone as ligand and its synthesis method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] The synthesis of indium compound C1 comprises the following steps:

[0032] (1) Dissolve 2,6-diacetylpyridine (0.815g, 5mmol) in 20mL of ethanol and stir at 60°C for 15min to obtain a solution;

[0033] (2) Add thiosemicarbazide (0.911g, 10mmol) to the prepared solution, reflux and stir the reaction at 60°C for 12h, cool to room temperature after the reaction, pour it into a beaker for volatilization, filter the obtained pale yellow precipitate, and use Washed with water and ethanol for 3 times to obtain ligand L1;

[0034] (3) Take InCl 3 (0.221g, 1mmol) was dissolved in 20mL of methanol solution, and then added dropwise to 10mL ethanol solution containing 1mmol of 2,6-diacetylpyridine thiosemicarbazone ligand, and stirred at 60°C for 6h under reflux. The solution was filtered into a 50mL beaker, sealed with plastic wrap, needled into 6 holes, and volatilized at room temperature for several days to obtain pale yellow crystal C1 with a single crystal structure as fig...

Embodiment 2

[0037] The synthesis of indium compound C2 comprises the following steps:

[0038] (1) Dissolve 2,6-diacetylpyridine (0.815g, 5mmol) in 20mL of ethanol and stir at 60°C for 15min to obtain a solution;

[0039] (2) Add 4-methylthiosemicarbazide (1.05g, 10mmol) to the prepared solution, reflux at 60°C and stir for 12h. After the reaction, cool to room temperature and pour it into a beaker for volatilization. Filter the obtained pale yellow precipitate , washed 3 times with absolute ethanol to obtain ligand L2;

[0040] (3) Take InCl 3 (0.221g, 1mmol) was dissolved in 20mL of methanol solution, and then added dropwise to 10mL of ethanol solution containing 1mmol of 2,6-diacetylpyridine 4-methylthiosemicarbazide ligand, and stirred at 60°C for 6h under reflux, and After the reaction, the solution was filtered into a 50mL beaker, sealed with plastic wrap, needled into 6 holes, and volatilized at room temperature for several days to obtain light yellow crystal C2. The single cryst...

Embodiment 3

[0043] The synthesis of indium compound C3 comprises the following steps:

[0044] (1) Dissolve 2,6-diacetylpyridine (0.815g, 5mmol) in 20mL of ethanol and stir at 60°C for 15min to obtain a solution;

[0045](2) Add 4-phenylthiosemicarbazide (1.67g, 10mmol) to the prepared solution, reflux and stir at 60°C for 12h, after the reaction, cool to room temperature and pour it into a beaker for volatilization, and filter the obtained pale yellow precipitate , washed 3 times with absolute ethanol to obtain ligand L3;

[0046] (3) Take InCl 3 (0.221g, 1mmol) was dissolved in 20mL of methanol solution, and then added dropwise to 10mL of ethanol solution containing 1mmol of 2,6-diacetylpyridine 4-phenylthiosemicarbazide ligand, and stirred at reflux at 60°C for 6h. After the reaction, the solution was filtered into a 50mL beaker, sealed with plastic wrap, needled into 6 holes, and volatilized at room temperature for several days to obtain yellow crystal C3 with a single crystal struc...

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Abstract

The invention discloses an indium compound with 2,6-diacetylpyridine thiosemicarbazone as a ligand and a synthesis method and application of the indium compound. The synthesis method includes the following steps that 2,6-diacetylpyridine is dissolved in ethanol and stirred evenly at 55-65 DEG C to prepare a solution; thiosemicarbazone is added into the prepared solution and is subjected to a reflux stirring reaction at 55-65 DEG C, the mixture is cooled to room temperature after the reaction and poured into a beaker for volatilization, and obtained precipitate is filtered and washed with absolute ethyl alcohol to obtain the ligand; InCl3 is dissolved in a methanol solution and dropwise added into the ethanol solution containing the 2,6-diacetylpyridine thiosemicarbazone ligand, the mixtureis subjected to a reflux stirring reaction at 55-65 DEG C, the reacted solution is filtered into the beaker and sealed by using a preservative film, a plurality of holes are pricked through a needleso that the solution can volatilize at normal temperature for several days, and indium compound crystals are obtained. The synthesized indium compound is applied to in-vivo tumor visual therapy, the tumor change can be monitored in real time, integration of phototherapy and chemotherapy is realized, and diagnosis and treatment are visual.

Description

technical field [0001] The invention relates to the synthesis and application of indium compounds, in particular to an indium compound with 2,6-diacetylpyridine thiosemicarbazone as a ligand, a synthesis method and application thereof. Background technique [0002] In 1978, platinum complexes were approved by the FDA as the first metal anticancer drug. The success of metal platinum complexes in tumor treatment has opened up a research boom in the field of metal complexes in the field of antitumor. For more than half a century, people have successively synthesized complexes of gold, platinum, tin, rhodium, ruthenium and other elements. However, whether it is platinum complexes or other metal complexes, there are limitations, such as large side effects, unclear targets, etc., and it is impossible to realize the integration of diagnosis and treatment. [0003] As a rare metal, indium is widely used in various research fields, but it is rarely used in anti-tumor research. Indi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F5/00A61P35/00A61K31/555C09K11/06A61K49/00
CPCA61K49/0021A61P35/00C07B2200/13C07F5/003C09K11/06C09K2211/188
Inventor 杨峰蔡美玲李文娟梁宏
Owner GUANGXI NORMAL UNIV
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