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A kind of three (o-chlorobenzyl) tin salicylate and its preparation method and application

A technology of ortho-chlorobenzyl and salicylate, applied in the fields of organic chemistry, tin organic compounds, organic chemistry, etc., can solve the problems of no anti-cancer activity and high anti-cancer activity.

Active Publication Date: 2020-12-11
HENGYANG NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Existing studies have shown that the hydrocarbon group R in organotin is the main factor determining the anticancer activity of the compound. For example, cyclohexyl, n-butyl and phenyltin compounds have strong anticancer activity, followed by ethyl, and methyl almost no anticancer activity

Method used

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  • A kind of three (o-chlorobenzyl) tin salicylate and its preparation method and application
  • A kind of three (o-chlorobenzyl) tin salicylate and its preparation method and application
  • A kind of three (o-chlorobenzyl) tin salicylate and its preparation method and application

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Experimental program
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Embodiment Construction

[0020] Three (o-chlorobenzyl) tin salicylate of the present invention is the compound of following structural formula:

[0021]

[0022] The preparation method of above-mentioned three (o-chlorobenzyl) tin salicylate is: in 100mL round bottom flask, add 1.062g (2mmol) tri-o-chlorobenzyl tin chloride, 0.277g (2mmol) salicylic acid, three Ethylamine 0.203g (2mmol), methanol 50mL, react under stirring and reflux for 10h; cool, filter; at 25-35°C, control solvent volatilization and crystallization to obtain 1.03g of colorless transparent crystals, yield 81%.

[0023] The melting point of the above-mentioned tris(o-chlorobenzyl)tin salicylate: 93-95°C.

[0024] The IR (KBr, cm -1 ): 3055.25, 2978.09, 2943.38, 2902.87, 2877.80 (νC-H), 1633.71 [ν as (COO)], 1390.68 [ν s (COO)], 673.16 (νSn-O), 430.13 (νSn-C).

[0025] Above-mentioned three (o-chlorobenzyl) tin salicylate elemental analysis (C 28 h 23 Cl 3 o 3 Sn), calculated (%): C, 53.17; H, 3.67. Found (%): C, 53.23; H,...

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Abstract

The invention discloses tri(o-chlorobenzyl)tin salicylate which is compound shown in a following structural formula. According to the tri(o-chlorobenzyl)tin salicylate disclosed by the invention, tri(o-chlorobenzyl) tin tetrachloride and ligand salicylic acid are chosen to react under the certain condition to synthesize and obtain the compound of the tri(o-chlorobenzyl)tin salicylate having stronger inhibition activity on human breast cancer cell (MCF7) cell lines, human lung cancer cell (A549) and human lung cancer cell (H460); thus, a novel way is provided for developing anti-cancer drugs. The tri(o-chlorobenzyl)tin salicylate compound disclosed by the invention has a certain thermal stability range and can stably exist under 205 DEG C.

Description

technical field [0001] The invention relates to the technical field of medicine preparation, in particular to a tri(o-chlorobenzyl)tin salicylate, a preparation method and application thereof. Background technique [0002] Organotin is a class of metal-organic compounds containing Sn-C bonds, which has high biological activity and has broad application prospects in the fields of sterilization, insecticide, and anticancer drug preparation. Existing studies have shown that the hydrocarbon group R in organotin is the main factor determining the anticancer activity of the compound. For example, the anticancer activity of cyclohexyl, n-butyl and phenyltin compounds is stronger, followed by ethyl, and methyl almost no anticancer activity. The structure of the ligand also plays an important role in the anticancer activity of the complex and the broad spectrum of killing cancer cells. Experiments have proved that the biological activity of organotin carboxylate complexes is often h...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F7/22A61P35/00
CPCA61P35/00C07B2200/13
Inventor 张复兴
Owner HENGYANG NORMAL UNIV