Preparation method and application of tri(2-methyl-2-phenylpropyl)tin indole-6-carboxylate complex

A technology of phenylpropyl and complexes, which is applied in the directions of tin organic compounds, chemical instruments and methods, compounds of elements of Group 4/14 of the periodic table, etc., can solve problems such as application limitation and strong toxicity, and achieve a simple preparation method. , low cost, good anticancer activity

Pending Publication Date: 2020-05-08
HENGYANG NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, because the known organotin compounds generally have strong toxicity, they are limited in application.

Method used

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  • Preparation method and application of tri(2-methyl-2-phenylpropyl)tin indole-6-carboxylate complex
  • Preparation method and application of tri(2-methyl-2-phenylpropyl)tin indole-6-carboxylate complex
  • Preparation method and application of tri(2-methyl-2-phenylpropyl)tin indole-6-carboxylate complex

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Preparation of three (2-methyl-2-phenylpropyl) tin indole-6-carboxylate complexes:

[0034] Add bis[tris(2-methyl-2-phenylpropyl)]tin oxide 1.0537 g (1.0 mmol), indole-6-carboxylic acid 0.3234 g (2.0 mmol), solvent-free With 10 mL of water and 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, namely tris(2-methyl-2-phenylpropyl)tinindole-6-carboxylate complex. Yield: 63%, melting point: 141-143°C.

[0035] Elemental analysis (C 39 h 45 NO 2 Sn): theoretical values: C, 69.04; H, 6.69; N, 2.06. Found: C, 69.07; H, 6.62; N, 2.01.

[0036] IR(KBr, v / cm -1 ): 3261.63 (s), 2958.80 (s), 2922.16 (m), 1606.70 (s), 1570.06 (w), 1502.55 (m), 1448.54 (m), 1332.81 (s), 1278.81 (w), 1234.44 (w ), 1190.08 (w), 1122.57 (w), 1072.42 (w), 1033.85...

Embodiment 2

[0042] Preparation of three (2-methyl-2-phenylpropyl) tin indole-6-carboxylate complexes:

[0043] Add bis[tris(2-methyl-2-phenylpropyl)]tin oxide 1.0541 g (1.0 mmol), indole-6-carboxylic acid 0.3557 g (2.1 mmol), solvent-free With 15 mL of water and 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, namely tris(2-methyl-2-phenylpropyl)tinindole-6-carboxylate complex. Yield: 64%, melting point: 141-143°C.

[0044] Elemental analysis (C 39 h 45 NO 2 Sn): theoretical values: C, 69.04; H, 6.69; N, 2.06. Found: C, 69.07; H, 6.62; N, 2.01.

[0045] IR(KBr, v / cm -1 ): 3261.63 (s), 2958.80 (s), 2922.16 (m), 1606.70 (s), 1570.06 (w), 1502.55 (m), 1448.54 (m), 1332.81 (s), 1278.81 (w), 1234.44 (w ), 1190.08 (w), 1122.57 (w), 1072.42 (w), 1033.85...

Embodiment 3

[0051] Preparation of three (2-methyl-2-phenylpropyl) tin indole-6-carboxylate complexes:

[0052]Add bis[tris(2-methyl-2-phenylpropyl)]tin oxide 1.0534 g (1.0 mmol), indole-6-carboxylic acid 0.3230 g (2.0 mmol), solvent-free With 12 mL of water and methanol, the microwave reaction was carried out at a radiation power of 800 W and a temperature of 100 °C in an air atmosphere for 120 min. After the reaction, cool naturally, filter, and the solvent volatilizes naturally at room temperature to crystallize to obtain white crystals, namely tris(2-methyl-2-phenylpropyl) tin indole-6-carboxylate complex. Yield: 65%, melting point: 141-143°C.

[0053] Elemental analysis (C 39 h 45 NO 2 Sn): theoretical values: C, 69.04; H, 6.69; N, 2.06. Found: C, 69.07; H, 6.62; N, 2.01.

[0054] IR(KBr, v / cm -1 ): 3261.63 (s), 2958.80 (s), 2922.16 (m), 1606.70 (s), 1570.06 (w), 1502.55 (m), 1448.54 (m), 1332.81 (s), 1278.81 (w), 1234.44 (w ), 1190.08 (w), 1122.57 (w), 1072.42 (w), 1033.85 (w...

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Abstract

The invention discloses a preparation method and an application of a tri(2-methyl-2-phenylpropyl)tin indole-6-carboxylate complex. The tri(2-methyl-2-phenylpropyl)tin indole-6-carboxylate complex is acomplex represented by structural formula (I) shown in the description. The invention further discloses a preparation method of the tri(2-methyl-2-phenylpropyl)tin indole-6-carboxylate complex and the application of the tri(2-methyl-2-phenylpropyl)tin indole-6-carboxylate complex in the preparation of antitumor drugs.

Description

technical field [0001] The invention relates to a tris(2-methyl-2-phenylpropyl)tinindole-6-carboxylate complex, a preparation method thereof, and an application of the complex in preparing antitumor drugs. Background technique [0002] Since Brown first discovered organotin carboxylates (CH 3 CO 2 SnPh 3 ) has been shown to inhibit the biological activity of mouse tumors, the synthesis, structure and biological activity of organotin carboxylate complexes have attracted widespread attention from scientists. However, since the known organotin compounds generally have strong toxicity, their applications are limited. Studies have shown that the structure, reactivity and biological activity of organotin compounds are not only related to the structure of the hydrocarbon group directly connected to the tin atom, but also related to the properties of the ligand. Optimizing the structure of organotin complexes through molecular design to adjust the balance between their toxicity ...

Claims

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Application Information

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IPC IPC(8): C07F7/22A61P35/00
CPCC07F7/2224A61P35/00
Inventor 朱小明邝代治蒋伍玖欧亚平庾江喜张复兴
Owner HENGYANG NORMAL UNIV
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