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Anti-cancer drug compounds and method for synthesizing same

An anti-cancer drug and compound technology, applied in drug combinations, anti-tumor drugs, pharmaceutical formulations, etc., can solve problems such as no substantial breakthroughs, inhibit the activity of Raf and VEGFR protein kinases, induce tumor cell apoptosis, Inhibitory effect of human liver cancer

Inactive Publication Date: 2008-07-30
张南
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Therefore, it can be said that in the past 20 years, the treatment of advanced liver cancer has remained stagnant without any substantial breakthroughs, just like the longing for the dawn of dawn in the long night

Method used

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  • Anti-cancer drug compounds and method for synthesizing same
  • Anti-cancer drug compounds and method for synthesizing same
  • Anti-cancer drug compounds and method for synthesizing same

Examples

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Comparison scheme
Effect test

Embodiment 1

[0023] An anticancer drug compound, compound N-[4-chloro-3-(trifluoromethyl)phenyl]-{[4-(N-methyl-carbamoyl)(4-pyridylthio)phenyl ]amino}-carboxamide, its chemical structural formula is:

[0024]

[0025] Proton nuclear magnetic resonance spectrum (H NMR) analysis result (300MHz, DMSO-d 6 ): δ2.77 (d, J=4.8, 3H, -NHCH 3 ); 7.16 (m, 3H, aromatic cluster ring); 7.37 (d, J = 2.5Hz, 1H, aromatic cluster ring); 7.62 (m, 4H, aromatic cluster ring); 8.11 (d, J = 2.5Hz, 1H , aromatic cluster ring); 8.49 (d, J=5.5Hz, 1H, aromatic cluster ring); 8.77 (brd, 1H, -NHCH 3 ); 8.89(s, 1H, -NHCO-); 9.12(s, 1H, -NHCO-); chemical ionization mass spectrometry and high resolution mass spectrometry confirmation (C 21h 16 N 4 CIF 3 SO 2 ) has a molecular weight of 434.5.

[0026] A synthetic method of an anticancer drug compound, the synthetic steps are as follows:

[0027] The first step: the preparation of 4-chloropyridine-2-carbonyl chloride

[0028] At a temperature of 50°C and fill...

Embodiment 2

[0036] A synthetic method of an anticancer drug compound, the synthetic steps are as follows:

[0037] The first step: the preparation of 4-chloropyridine-2-carbonyl chloride

[0038] At a temperature of 50°C and filled with argon, slowly add 8 ml of N,N,-dimethylformamide to 200 ml of thionyl chloride, stir for 20 minutes, and then slowly add 480 grams of it within 40 minutes. 2-Pyridinecarboxylic acid, green at first, then orange and finally purple, the reaction solution was heated to 85°C and a large amount of sulfur dioxide was produced, and a yellow solid precipitated after 18 hours of reaction, the mixture was cooled to room temperature at 25°C, and then Dilute with 600 ml of toluene and concentrate to 250 ml. This process is repeated 3 times. Finally, the product is concentrated to 95% dry state. At this time, the mixture is transferred to a filter for filtration, washed with 60 ml of toluene, and finally vacuumed for 5 hours. Obtain 100 grams of 4-chloropyridine-2-car...

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Abstract

The invention belongs to the technical field of chemical medicines, in particular to an anti-cancer drug medicine compound and the synthetic method. The invention relates to an anti-cancer medicine obtained by synthesizing a plurality of chemical raw materials in four steps. The chemical name is N-[4-chlorin-3-(trifluoromethyl) phenyl]-{[4-(N-methyl- carbamyl) (4-pyrimidine sulfur) phenyl] amido}-carboxamide, which is shown in the chemical structural formula. The product can effectively restrain the activity of Raf and VEGFR protein kinase, extensively control the growth of varied tumor cells, and further induce the apoptosis of tumor cells. In the study of tumor heterogeneity transplant model, the product has the huge potential of being developed into a new anti-liver cancer medicine.

Description

Technical field: [0001] The invention belongs to the technical field of chemical medicines, and in particular relates to an anticancer drug compound and a synthesis method thereof. Background technique: [0002] Primary liver cancer is a common malignant tumor in clinical practice, with a high incidence in my country, Southeast Asia, southeastern Africa and the Mediterranean coast. The incidence rate of liver cancer in my country ranks first in the world, and ranks second among tumors in China, especially in the southeast coast, and Jiangsu Province is as high as the first. Liver cancer is a dangerous disease with rapid progression, high mortality and poor treatment effect. Mainland China, Southeast Asia and Africa are the three regions with high incidence of liver cancer in the world. The World Health Organization's annual health report shows that the incidence of liver cancer is 23.7 / 100,000. Every year, 620,000 people die of liver cancer in the world (45% in China). T...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/81A61K31/435A61P35/00
Inventor 张南
Owner 张南
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