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Single-core triphenyltin coordination compound, preparation method and application thereof

A technology of coordination compound and triphenyltin, which is applied in the field of mononuclear triphenyltin coordination compound and its preparation, can solve the problems of severe toxicity and side effects, achieve good fat solubility, high anticancer activity, and simple preparation method Effect

Inactive Publication Date: 2015-09-23
LIAOCHENG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Cisplatin compounds have good anticancer activity, but due to their large toxic side effects, this has prompted people to develop non-platinum metal antitumor drugs with similar activities

Method used

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  • Single-core triphenyltin coordination compound, preparation method and application thereof
  • Single-core triphenyltin coordination compound, preparation method and application thereof
  • Single-core triphenyltin coordination compound, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Example 1: Preparation of mononuclear triphenyltin coordination compound: add 1.0mmol of 2-phenyl-4-selenazole formic acid, 1.5mmol of sodium ethoxide, 1.0mmol of triphenyltin chloride into the flask, 30ml Methanol was stirred at room temperature for 9 hours, and rotatively evaporated to obtain a white solid; recrystallized with ether-petroleum ether to obtain white transparent crystals, which were organotin coordination compounds; wherein, the volume ratio of ether to petroleum ether was 3: 1. Yield 76%, melting point 152-154°C.

[0021] Through infrared spectrum analysis and NMR analysis, the results are as follows:

[0022] Infrared spectrum (KBr, cm -1 ): (KBr,cm -1 ):1637ν(OCO) asym ,1650ν(C=N),544ν(Sn-C),445ν(Sn-O).

[0023] 1 H NMR (CDCl 3 ,ppm): 1 H NMR (400MHz, CDCl 3 ,ppm): δ=8.95(s,1H,Se-CH); 7.96-7.40(m,20H,Ph-H). 13 C NMR (400MHz, CDCl 3 ,ppm): δ=174.88(COO), δ=167.25(C=N); δ=127.71~138.05(aromatic carbons). 119 Sn-NMR (CDCl 3 ,ppm): -100.47. ...

Embodiment 2

[0025] Example 2: Preparation of mononuclear triphenyltin coordination compound: add 1.0mmol of 2-phenyl-4-selenazole formic acid, 1.2mmol of sodium ethoxide, 1.5mmol of triphenyltin chloride to the flask, 25ml Methanol was stirred at room temperature for 9 hours, and rotatively evaporated to obtain a white solid; recrystallized with ether-petroleum ether to obtain a white transparent crystal, which was an organotin coordination compound; wherein, the volume ratio of ether to petroleum ether was 2: 1. Yield 72%, melting point 152-154°C.

Embodiment 3

[0026] Example 3: Preparation of mononuclear triphenyltin coordination compound: add 1.0mmol of 2-phenyl-4-selenazole formic acid, 1.0mmol of sodium ethoxide, 1.0mmol of triphenyltin chloride, 20ml of Methanol, stirred at room temperature for 8 hours, and rotary evaporated to obtain a white solid; recrystallized with ether-petroleum ether to obtain a white transparent crystal, which is an organotin coordination compound; wherein, the volume ratio of ether to petroleum ether is 1:1 . Yield 70%, melting point 152-154°C.

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Abstract

The invention discloses a single-core triphenyltin coordination compound, a preparation method and an application thereof. The preparation method comprises the following steps of adding 1mmol of 2-phenyl-4-selenazole formic acid, 1.0-1.5mmol of sodium ethoxide, 1.0-1.5mmol of triphenyltin chloride and 20-30ml of methyl alcohol into a flask, stirring and returning for 8-9 hours under the room temperature, carrying out rotary evaporation and obtaining white solid, recrystallizing by using diethyl ether-petroleum ether and obtaining white transparent crystal, i.e. organic-tin coordination compound, wherein the volume ratio of the diethyl ether to the petroleum ether is 1:1-3:1. Compared with the current commonly-used platinum-containing anticancer medicines, the organic-tin coordination compound disclosed by the invention has the characteristics of high anticancer activity, good lipid solubility, low cost and simple preparation method and the like and provides a new path for developing the anticancer medicines.

Description

technical field [0001] The invention relates to a mononuclear triphenyltin coordination compound, a preparation method thereof, and an application of the compound in preparing anticancer drugs. Background technique [0002] As early as 1929, the antitumor activity of tin compounds had been confirmed, but until 1980, when Crowe et al. discovered that some organotin compounds had good anticancer activity, the antitumor activity of organotin gradually gained people's attention. Cisplatin compounds have good anticancer activity, but due to their relatively high toxic and side effects, this prompts people to develop non-platinum metal antitumor drugs with similar activity. Organotin compounds and cisplatin have similar anticancer mechanisms, and both use DNA as the main target molecule. With the deepening of research on organotin compounds, some organotin compounds have been found to have higher antitumor effects than cisplatin. active. Therefore, the relationship between the s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/22A61P35/00
Inventor 常国梁洪敏
Owner LIAOCHENG UNIV