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Preparation method of tri(2-methyl-2-phenylpropyl)tin m-methyl benzoate complex and application thereof

A technology of toluic acid ester and m-toluic acid, applied in the field of tritin m-toluic acid ester complexes, can solve the problems of high and low anti-cancer activity, application limitation, no anti-cancer activity, etc. The effect of high anticancer activity, simple preparation method and low cost

Active Publication Date: 2020-04-24
HENGYANG NORMAL UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Existing studies have shown that the hydrocarbon group R in organotin carboxylates is the main factor determining the anticancer activity of the compound. For example, cyclohexyl, n-butyl and phenyltin compounds have stronger anticancer activities, followed by ethyl , the methyl group has almost no anticancer activity, and, because the known organotin compounds generally have strong toxicity, they are limited in application.

Method used

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  • Preparation method of tri(2-methyl-2-phenylpropyl)tin m-methyl benzoate complex and application thereof
  • Preparation method of tri(2-methyl-2-phenylpropyl)tin m-methyl benzoate complex and application thereof
  • Preparation method of tri(2-methyl-2-phenylpropyl)tin m-methyl benzoate complex and application thereof

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Experimental program
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Effect test

Embodiment 1

[0032] Preparation of three (2-methyl-2-phenylpropyl) tin m-methylbenzoate complexes:

[0033] Add 1.0532 g (1 mmol) of bis[tris(2-methyl-2-phenylpropyl)]tin oxide, 0.2726 g (2 mmol) of m-toluic acid, and anhydrous methanol into the microwave reaction tank in sequence. 10 mL, under the air atmosphere, the microwave reaction was carried out at a radiation power of 800 W and a temperature of 100 °C for 60 min. After the reaction, cool naturally, filter, and the solvent volatilize naturally at room temperature to obtain a yellow oily liquid, which is tris(2-methyl-2-phenylpropyl)tin m-methylbenzoate complex. Yield: 71%.

[0034] Elemental analysis (C 38 h 46 o 2 Sn): theoretical value: C, 69.84; H, 7.10. Found: C, 69.88; H, 7.15.

[0035] IR (KBr, v / cm -1): 3057.17 (w), 2960.73 (s), 2922.16 (m), 2862.36 (w), 1651.07 (s), 1602.85 (w), 1494.83 (m), 1442.75 (m), 1382.96 (w), 1363.67 (w ), 1323.17 (s), 1280.73 (w), 1213.23 (m), 1190.08 (w), 1111.00 (w), 1076.28 (m), 1029.99 (...

Embodiment 2

[0040] Preparation of three (2-methyl-2-phenylpropyl) tin m-methylbenzoate complexes:

[0041] Add bis[tris(2-methyl-2-phenylpropyl)]tin oxide 1.0534 g (1.0 mmol), m-toluic acid 0.2865 g (2.1 mmol), solvent anhydrous With 15 mL of methanol, the microwave reaction was carried out under an air atmosphere with a radiation power of 800 W and a temperature of 100 °C for 60 min. After the reaction, cool naturally, filter, and the solvent volatilize naturally at room temperature to obtain a yellow oily liquid, which is tris(2-methyl-2-phenylpropyl)tin m-methylbenzoate complex. Yield: 70%.

[0042] Elemental analysis (C 38 h 46 o 2 Sn): theoretical value: C, 69.84; H, 7.10. Found: C, 69.88; H, 7.15.

[0043] IR (KBr, v / cm -1 ): 3057.17 (w), 2960.73 (s), 2922.16 (m), 2862.36 (w), 1651.07 (s), 1602.85 (w), 1494.83 (m), 1442.75 (m), 1382.96 (w), 1363.67 (w ), 1323.17 (s), 1280.73 (w), 1213.23 (m), 1190.08 (w), 1111.00 (w), 1076.28 (m), 1029.99 (w), 1001.06 (w), 929.69 (w), 904.61...

Embodiment 3

[0048] Preparation of three (2-methyl-2-phenylpropyl) tin m-methylbenzoate complexes:

[0049] Add 1.0537 g (1 mmol) of bis[tris(2-methyl-2-phenylpropyl)]tin oxide, 0.2728 g (2 mmol) of m-toluic acid, and anhydrous methanol into the microwave reaction tank in sequence. 12 mL, under the air atmosphere, the microwave reaction was carried out at a radiation power of 800 W and a temperature of 100 °C for 120 min. After the reaction, cool naturally, filter, and the solvent volatilize naturally at room temperature to obtain a yellow oily liquid, which is tris(2-methyl-2-phenylpropyl)tin m-methylbenzoate complex. Yield: 69%.

[0050] Elemental analysis (C 38 h 46 o 2 Sn): theoretical value: C, 69.84; H, 7.10. Found: C, 69.88; H, 7.15.

[0051] IR (KBr, v / cm -1 ): 3057.17 (w), 2960.73 (s), 2922.16 (m), 2862.36 (w), 1651.07 (s), 1602.85 (w), 1494.83 (m), 1442.75 (m), 1382.96 (w), 1363.67 (w ), 1323.17 (s), 1280.73 (w), 1213.23 (m), 1190.08 (w), 1111.00 (w), 1076.28 (m), 1029.99...

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Abstract

The invention discloses a preparation method and application of a tri(2-methyl-2-phenylpropyl)tin m-methyl benzoate complex. The complex is shown as the following structural formula (I). The inventionfurther discloses a preparation method of the tri(2-methyl-2-phenylpropyl)tin m-methyl benzoate complex and an application of the tri(2-methyl-2-phenylpropyl) tin m-methyl benzoate complex in preparation of antitumor drugs.

Description

technical field [0001] The invention relates to a tris(2-methyl-2-phenylpropyl)tin m-methylbenzoate complex, a preparation method thereof, and an application of the complex in preparing antitumor drugs. Background technique [0002] Organotin carboxylates have high biological activity, and have broad application prospects in the fields of sterilization, insecticide, and anticancer drug preparation. Therefore, research on the synthesis, structure and biological activity of organotin carboxylate complexes has been sought by scientists. extensive attention. Existing studies have shown that the hydrocarbon group R in organotin carboxylates is the main factor determining the anticancer activity of the compound. For example, cyclohexyl, n-butyl and phenyltin compounds have stronger anticancer activities, followed by ethyl , the methyl group has almost no anticancer activity, and, because the known organotin compounds generally have strong toxicity, they are limited in application...

Claims

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Application Information

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IPC IPC(8): C07F7/22A61P35/00
CPCC07F7/2224A61P35/00
Inventor 朱小明蒋伍玖张复兴冯泳兰邝代治庾江喜谭宇星
Owner HENGYANG NORMAL UNIV
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