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Preparation method and application of tris (2-methyl-2-phenylpropyl)tin methyl p-toluate complex

A technology of toluic acid ester and p-toluic acid, applied in the field of tritin p-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

Pending Publication Date: 2020-06-02
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.

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  • Preparation method and application of tris (2-methyl-2-phenylpropyl)tin methyl p-toluate complex
  • Preparation method and application of tris (2-methyl-2-phenylpropyl)tin methyl p-toluate complex
  • Preparation method and application of tris (2-methyl-2-phenylpropyl)tin methyl p-toluate complex

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Preparation of three (2-methyl-2-phenylpropyl) tin p-toluate complexes:

[0035] Add bis[tris(2-methyl-2-phenylpropyl)]tin oxide 1.0537 g (1.0 mmol), p-toluic acid 0.2734 g (2.0 mmol) and solvent anhydrous With 10 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 volatilizes naturally at room temperature to crystallize to obtain white crystals, which are tris(2-methyl-2-phenylpropyl)tin p-toluate complexes. Yield: 65%, melting point: 89-92 °C.

[0036] Elemental analysis (C 38 h 46 o 2 Sn): theoretical value: C, 69.84; H, 7.10. Found: C, 69.82; H, 7.15.

[0037] IR(KBr, v / cm -1 ): 3055.24 (m), 3026.31 (w), 2960.73 (s), 2922.16 (m), 1645.28 (s), 1604.77 (m), 1573.91 (w), 1494.83 (m), 1442.75 (m), 1382.96 (w ), 1361.74 (w), 1325.10 (s), 1284.59 (m), 1172.72 (m), 1126.43 (m), 1074.35 (m), 1029.99 (w), 846.75 ...

Embodiment 2

[0043] Preparation of three (2-methyl-2-phenylpropyl) tin p-toluate complexes:

[0044] Add bis[tris(2-methyl-2-phenylpropyl)]tin oxide 1.0541 g (1.0 mmol), p-toluic acid 0.3005 g (2.1 mmol) and 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 volatilizes naturally at room temperature to crystallize to obtain white crystals, which are tris(2-methyl-2-phenylpropyl)tin p-toluate complexes. Yield: 66%, melting point: 89-92 °C.

[0045] Elemental analysis (C 38 h 46 o 2 Sn): theoretical value: C, 69.84; H, 7.10. Found: C, 69.82; H, 7.15.

[0046] IR(KBr, v / cm -1 ): 3055.24 (m), 3026.31 (w), 2960.73 (s), 2922.16 (m), 1645.28 (s), 1604.77 (m), 1573.91 (w), 1494.83 (m), 1442.75 (m), 1382.96 (w ), 1361.74 (w), 1325.10 (s), 1284.59 (m), 1172.72 (m), 1126.43 (m), 1074.35 (m), 1029.99 (w), 846.7...

Embodiment 3

[0052] Preparation of three (2-methyl-2-phenylpropyl) tin p-toluate complexes:

[0053] Add bis[tris(2-methyl-2-phenylpropyl)]tin oxide 1.0534 g (1.0 mmol), p-toluic acid 0.2724 g (2.0 mmol), solvent anhydrous With 12 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 120 min. After the reaction, cool naturally, filter, and the solvent volatilizes naturally at room temperature to crystallize to obtain white crystals, which are tris(2-methyl-2-phenylpropyl)tin p-toluate complexes. Yield: 65%, melting point: 89-92 °C.

[0054] Elemental analysis (C 38 h 46 o 2 Sn): theoretical value: C, 69.84; H, 7.10. Found: C, 69.82; H, 7.15.

[0055] IR(KBr, v / cm -1 ): 3055.24 (m), 3026.31 (w), 2960.73 (s), 2922.16 (m), 1645.28 (s), 1604.77 (m), 1573.91 (w), 1494.83 (m), 1442.75 (m), 1382.96 (w ), 1361.74 (w), 1325.10 (s), 1284.59 (m), 1172.72 (m), 1126.43 (m), 1074.35 (m), 1029.99 (w), 846.75 ...

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Abstract

The invention discloses a preparation method and application of a tris(2-methyl-2-phenylpropyl)tin methyl p-toluate complex. The tris(2-methyl-2-phenylpropyl) tin methyl p-toluate complex is a complexwith the following structural formula (I) shown in the specification. The invention further discloses a preparation method of the tris (2-methyl-2-phenylpropyl) tin methyl p-toluate complex and an application of the tris(2-methyl-2-phenylpropyl) tin methyl p-toluate complex in preparation of antitumor drugs.

Description

technical field [0001] The invention relates to a tris(2-methyl-2-phenylpropyl)tin p-toluate 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. Regu...

Claims

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Application Information

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IPC IPC(8): C07F7/22A61P35/00
CPCC07F7/2224A61P35/00
Inventor 冯泳兰邝代治张复兴庾江喜蒋伍玖朱小明
Owner HENGYANG NORMAL UNIV
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