11, 12-dimethyl benzimidazole-1, 8-naphthalimide-platinum complex and preparation method and application thereof

A technology of dimethylformamide and compounds, which is applied in the field of medicine, can solve problems that have not been seen before, and achieve the effects of stable quality, high yield, and short preparation cycle

Active Publication Date: 2018-12-18
德州市洛泰商贸有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there is no report on the preparation method of 11,12-dimethylb

Method used

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  • 11, 12-dimethyl benzimidazole-1, 8-naphthalimide-platinum complex and preparation method and application thereof
  • 11, 12-dimethyl benzimidazole-1, 8-naphthalimide-platinum complex and preparation method and application thereof
  • 11, 12-dimethyl benzimidazole-1, 8-naphthalimide-platinum complex and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Measure 11,12-dimethylbenzimidazole-1,8-naphthalimide (100mg, 0.3354mmol), dichlorobis(dimethylsulfoxide) platinum(II) (Pt(DMSO) 2 Cl 2 ) (141.20mg, 0.3354mmol), 5ml of methanol and 5ml of chloroform were placed in a round-bottomed flask, and the temperature was 60°C, and the reaction was stirred for 48h. A yellow solid precipitated out and was collected and dried to obtain 130 mg of a yellow powder product with a yield of 60.46%.

[0030] Characterizations such as mass spectrometry, elemental analysis and X-single crystal diffraction are carried out to the product obtained in this implementation, as follows:

[0031] (1) MS m / z:685.0704[M-Cl+DMSO] + .

[0032] (2) Anal. Calc. (for C 22 h 20 Cl 2 N 2 o 2 PtS) C 41.13; H 3.14; N 4.36%, Found. C 41.33; H 3.17; N 4.35%.

[0033] (3) Take 12 mg of the product obtained in this practice and 5 ml of methanol / chloroform mixed solution (the volume ratio of methanol and chloroform is 1:1) and place it in a sealed tube, r...

Embodiment 2

[0042] Take 11,12-dimethylbenzimidazole-1,8-naphthalimide (298.3mg, 1mmol), Pt(DMSO) 2 Cl 2 (422.9mg, 1mmol) and 9ml of methanol were placed in a thick-walled pressure-resistant bottle. After dissolving, they were stirred and reacted for 36h at a temperature of 70°C, and naturally cooled to room temperature. A yellow solid precipitated, separated, and dried to obtain a yellow powder 434.45 mg, yield 60.30%.

[0043] Mass spectrometry, elemental analysis and further X-ray single crystal diffraction analysis were performed on the product obtained in this example, and it was determined that the product obtained in this example was the target compound.

Embodiment 3

[0045] Take 11,12-dimethylbenzimidazole-1,8-naphthalimide (220.8mg, 0.7404mmol), Pt(DMSO) 2 Cl 2 (311.64mg, 0.7404mmol) and 5ml DMSO were placed in a round-bottomed flask, dissolved and stirred at 80°C for 24 hours, cooled to room temperature naturally, a yellow solid precipitated, separated and dried to obtain 294.22mg of a yellow powder , yield 55.26%.

[0046] Mass spectrometry, elemental analysis and further X-ray single crystal diffraction analysis were performed on the product obtained in this example, and it was determined that the product obtained in this example was the target compound.

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PUM

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Abstract

The invention discloses a 11, 12-dimethyl benzimidazole-1, 8-naphthalimide-platinum complex and a preparation method and application thereof. The preparation method of the complex mainly comprises: putting compounds shown in the formulas (II) and (III) into an organic solvent, and performing a coordination reaction process under heating or no heating to obtain a desired product. Compared with thecommon antitumor drug cisplatin, the complex has higher inhibitory activity to some cancer cells and lower toxicity to human liver normal cells HL-7702. The structure of the complex is shown in the formula (I). The raw materials for preparation of the complex are shown in the formulas (II) and (III).

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to a 11,12-dimethylbenzimidazole-1,8-naphthoimide-platinum complex and a preparation method and application thereof. Background technique [0002] Since the discovery of platinum-based metal-based anti-tumor complexes such as cisplatin and carboplatin, the research and development of new efficient and low-toxic platinum-based metal-based anti-tumor complexes has become a current research hotspot. [0003] Naphthalimides are a class of classic small-molecule DNA intercalators, and their representative compounds, amonafide and mitonafide, have high anticancer activity against many cancer cell lines. However, there is no report on the preparation method of 11,12-dimethylbenzimidazole-1,8-naphthalimide-platinum complex and its toxicity to cells. Contents of the invention [0004] The technical problem to be solved by the present invention is to provide a 11,12-dimethylbenzimidazole-...

Claims

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Application Information

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IPC IPC(8): C07F15/00A61P35/00A61K31/4745
CPCA61P35/00C07F15/0086
Inventor 张业马献力余砚成韦建华
Owner 德州市洛泰商贸有限公司
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