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Organotin hydroximic acid compound, preparation method thereof and application thereof

A tin hydroxime and compound technology is applied in the field of organotin tin hydroxamic acid compounds, can solve the problems of low yield of organotin compounds, many reaction steps, and high reagent prices, and achieves easy preparation, mild reaction conditions, and good resistance to effect of cancer

Inactive Publication Date: 2012-05-30
LIAOCHENG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In the preparation method of the above organotin complexes, many reaction steps are required, and the price of the required reagents is relatively high. The preparation of some compounds requires high temperature and high pressure. Few people study the anticancer activity of leukemia. The yield of the obtained organotin compounds lower

Method used

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  • Organotin hydroximic acid compound, preparation method thereof and application thereof
  • Organotin hydroximic acid compound, preparation method thereof and application thereof
  • Organotin hydroximic acid compound, preparation method thereof and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Preparation of a kind of organotin hydroxamic acid compound (i.e. dimethyl tin coordination compound): add 1.0 mmol of tantalum reagent, 1.0 mmol of potassium hydroxide, 1.0 mmol of dimethyl tin dichloride in the flask, 20ml Methanol, stirred at room temperature for 7 hours, rotary evaporation, to obtain a light yellow solid; recrystallization with ether-petroleum ether, to obtain a light yellow transparent crystal, which is an organotin coordination compound; wherein, the volume ratio of ether to petroleum ether is 1:1. Yield 75%, melting point 132-134°C.

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

[0022] Infrared spectrum (KBr, cm -1 ): v as (C=N) 1586, v s (C-O) 1494, v s (Sn-C)534, v(Sn-O)495.

[0023] 1 H NMR (CDCl 3 , ppm): δ7.25-7.35 (m, 5H, C 6 h 5 CN), 0.87(s, 6H, Sn-CH 3 ). 13 C NMR (CDCl 3 , ppm): δ132.43, 131.66, 130.38, 129.05, 128.27, 126.71 (C 6 h 5 CN); 29.9(-CH 3 ).

[0024] Elemental Anal...

Embodiment 2

[0026] Prepare a kind of organotin hydroxamic acid compound (being dimethyl tin coordination compound): add the tantalum reagent of 1.0mmol, the potassium hydroxide of 1.2mmol, the dimethyl tin dichloride of 1.5mmol in the flask, 30ml Methanol, stirred at room temperature for 7 hours, rotary evaporation, to obtain a light yellow solid; recrystallization with ether-petroleum ether, to obtain a light yellow transparent crystal, which is an organotin coordination compound; wherein, the volume ratio of ether to petroleum ether is 2:1. Yield 74%, melting point 132-134°C.

Embodiment 3

[0028] Preparation of a kind of organotin hydroxamic acid compound (i.e. dimethyltin coordination compound): add 1.0mmol of tantalum reagent, 1.5mmol of potassium hydroxide, 1.0mmol of dimethyltin dichloride in the flask, 30ml Methanol, stirred at room temperature for 6 hours, rotary evaporation, to obtain a light yellow solid; recrystallization with ether-petroleum ether, to obtain a light yellow transparent crystal, which is an organotin coordination compound; wherein, the volume ratio of ether to petroleum ether is 2:1. Yield 72%, melting point 132-134°C.

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Abstract

The invention discloses an organotin hydroximic acid compound, a preparation method thereof and application thereof. The compound has a structural formula below. The compound has the characteristics of high anti-tumor activity, high lipid solubility, low cost, simple preparation method and the like and provides a new way for the development of anti-tumor medicaments.

Description

technical field [0001] The invention relates to an organotin hydroxamic acid compound, a preparation method thereof, and an application of the compound in preparing anticancer drugs. Background technique [0002] The research on organotin compounds can be traced back to the 1840s, but the real prosperity of organotin chemistry began in the 1980s, when people discovered some dihydrocarbyl tin compounds during the research and screening of metal anticancer drugs. The compound has higher antitumor activity than cisplatin (Crowe, A.J.; Smith, P.J.; Atassi.G., Chem. Biol. Interact., 1980, 32, 171). Since then, with the deepening of research on organotin compounds, the research field and application range of organotin chemistry have also been continuously expanded. [0003] Nath.M. et al. synthesized a series of organotin Schiff base complexes, and also determined the antitumor activity of some complexes in vitro. Tests have shown that it is more active than anticancer drugs cis...

Claims

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Application Information

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IPC IPC(8): C07F7/22A61K31/32A61P35/00A61P35/02
Inventor 尹汉东董磊
Owner LIAOCHENG UNIV