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Tricyclohexyltin 5-bromo-2-furoate complex, and preparation method and application thereof

A technology of tricyclohexyl and complexes, applied in tin organic compounds, pharmaceutical formulations, organic chemical methods, etc., can solve the problems of application limitations, strong toxicity, etc., and achieve the effect of simple preparation method, low cost, and good anticancer activity

Inactive Publication Date: 2020-09-11
HENGYANG NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

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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  • Tricyclohexyltin 5-bromo-2-furoate complex, and preparation method and application thereof
  • Tricyclohexyltin 5-bromo-2-furoate complex, and preparation method and application thereof
  • Tricyclohexyltin 5-bromo-2-furoate complex, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Preparation of tricyclohexyltin 5-bromo-2-furoate complex:

[0033] In a 250 mL round bottom flask, add 0.385 g (1 mmol) of tricyclohexyltin hydroxide, 0.1913 g (1 mmol) of 5-bromo-2-furoic acid, and 25 mL of solvent toluene in sequence, and install a Dean-Stark water separator Device, 112-120 ℃ heating reflux reaction for 6h. After the reaction, filter while it is hot, and remove the solvent from the filtrate with a rotary evaporator to obtain a white solid, which is recrystallized from ethanol, which is tricyclohexyltin 5-bromo-2-furoate complex. Yield: 75%, melting point: 149-151°C.

[0034] Elemental analysis (C 23 h 35 BrO 3 Sn): Theoretical: C, 49.49; H, 6.32. Found: C, 49.46; H, 6.35.

[0035] IR(KBr, v / cm-1 ):3730.33(m), 2920.23(s), 2845.00(s), 2360.87(s), 2335.80(s), 1654.92(s), 1568.13(w), 1467.83(m), 1442.75(m), 1359.82(m ),1313.52(m), 1201.65(m), 1161.65(m), 1120.64(m), 1080.64(w), 1010.70(m),989.48(m), 916.19(m), 877.61(w), 802.39(m ), 773.76(m), 66...

Embodiment 2

[0041] Preparation of tricyclohexyltin 5-bromo-2-furoate complex:

[0042] In a 250 mL round-bottomed flask, add 0.3856 g (1.0 mmol) of tricyclohexyltin hydroxide, 0.2103 g (1.1 mmol) of 5-bromo-2-furoic acid, and 25 mL of solvent toluene in sequence, and install a Dean-Stark Water trap, reflux at 112-120 ℃ for 8 h. After the reaction, filter while it is hot, and remove the solvent from the filtrate with a rotary evaporator to obtain a white solid, which is recrystallized from ethanol, which is tricyclohexyltin 5-bromo-2-furoate complex. Yield: 75%, melting point: 149-151°C.

[0043] Elemental analysis (C 23 h 35 BrO 3 Sn): Theoretical: C, 49.49; H, 6.32. Found: C, 49.46; H, 6.35.

[0044] IR(KBr, v / cm -1 ):3730.33(m), 2920.23(s), 2845.00(s), 2360.87(s), 2335.80(s), 1654.92(s), 1568.13(w), 1467.83(m), 1442.75(m), 1359.82(m ),1313.52(m), 1201.65(m), 1161.65(m), 1120.64(m), 1080.64(w), 1010.70(m),989.48(m), 916.19(m), 877.61(w), 802.39(m ), 773.76(m), 667.37(m), 597.93(...

Embodiment 3

[0050] Preparation of tricyclohexyltin 5-bromo-2-furoate complex:

[0051] In a 250 mL round-bottomed flask, add 0.3853 g (1.0 mmol) of tricyclohexyltin hydroxide, 0.2105 g (1.1 mmol) of 5-bromo-2-furoic acid, and 35 mL of solvent toluene in sequence, and install a Dean-Stark Water trap, reflux at 112-120 ℃ for 8 h. After the reaction, filter while it is hot, and remove the solvent from the filtrate with a rotary evaporator to obtain a white solid, which is recrystallized from ethanol, which is tricyclohexyltin 5-bromo-2-furoate complex. Yield: 75%, melting point: 149-151°C.

[0052] Elemental analysis (C 23 h 35 BrO 3 Sn): Theoretical: C, 49.49; H, 6.32. Found: C, 49.46; H, 6.35.

[0053] IR(KBr, v / cm -1 ):3730.33(m), 2920.23(s), 2845.00(s), 2360.87(s), 2335.80(s), 1654.92(s), 1568.13(w), 1467.83(m), 1442.75(m), 1359.82(m ),1313.52(m), 1201.65(m), 1161.65(m), 1120.64(m), 1080.64(w), 1010.70(m),989.48(m), 916.19(m), 877.61(w), 802.39(m ), 773.76(m), 667.37(m), 597.93(...

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Abstract

The invention discloses a tricyclohexyltin 5-bromo-2-furoate complex, and a preparation method and application thereof. The tricyclohexyltin 5-bromo-2-furoate complex is a complex represented by structural formula (I) shown in the description. The invention further discloses the preparation method of the tricyclohexyltin 5-bromo-2-furoate complex and the application of the tricyclohexyltin 5-bromo-2-furoate complex in preparation of antitumor drugs.

Description

technical field [0001] The invention relates to a tricyclohexyltin 5-bromo-2-furoate 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 and biological act...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/22A61P35/00A61K31/555
CPCC07F7/2224A61P35/00C07B2200/13
Inventor 冯泳兰朱小明蒋伍玖张复兴庾江喜邝代治
Owner HENGYANG NORMAL UNIV
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