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Salt of triazole-pyridazine derivative

A technology of triazolo and pyridazine, applied in the field of medicinal chemistry, can solve the problems of adverse reactions, drug resistance, unsatisfactory therapeutic effect, etc., and achieve the effect of practical therapeutic activity

Inactive Publication Date: 2013-08-14
SHANGHAI YIZHI MEDICAL TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] For now, although there are many kinds of drugs for the treatment of cancer, these existing drugs are likely to cause multiple and severe adverse reactions, and some produce drug resistance, and the therapeutic effect of the existing drugs is still not ideal.

Method used

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  • Salt of triazole-pyridazine derivative
  • Salt of triazole-pyridazine derivative
  • Salt of triazole-pyridazine derivative

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] 6-{difluoro-[6-(1-methyl-1H-pyrazol-4-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]formazine base}-quinoline fumarate

[0048] Compound 6-{difluoro-[6-(1-methyl-1H-pyrazol-4-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl ]Methyl}-quinoline 3.8 grams (0.01mol) and fumaric acid 1.17 grams (0.01mol) were dissolved in 100 milliliters of boiling ethanol. The hot solution was filtered through diatomaceous earth, then slowly cooled under gentle stirring, and stood at a temperature of 0-5°C for several hours to precipitate 6-{difluoro-[6-(1-methyl-1H-pyridine Azol-4-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}-quinoline fumarate crystals, 6-{difluoro -[6-(1-Methyl-1H-pyrazol-4-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}-quinoline The fumarate salt crystals were washed with ethanol and dried under vacuum at 50°C to yield 4.95 g of product.

Embodiment 2

[0050] 6-{difluoro-[6-(1-methyl-1H-pyrazol-4-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]formazine base}-quinoline fumarate

[0051] Compound 6-{difluoro-[6-(1-methyl-1H-pyrazol-4-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl ]Methyl}-quinoline fumarate 3.8 grams and fumaric acid 1.17 grams were stirred in refluxed ethanol 100 milliliters until all solids were dissolved. Add activated carbon, filter the hot solution through diatomaceous earth, and cool down to room temperature while stirring. Standing for several hours at a temperature of 0-5°C, 6-{difluoro-[6-(1-methyl-1H-pyrazol-4-yl)-[1,2,4]triazolo [4,3-b]pyridazin-3-yl]methyl}-quinoline fumarate crystals, 6-{difluoro-[6-(1-methyl-1H-pyrazole-4- base)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}-quinoline fumarate crystals, washed with ethanol and dried under vacuum at 50°C , 4.9 g of product were obtained.

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Abstract

The invention relates to 6-{difluoro-[6-(1-methyl-1H-pyrazole-4-yl)-[1,2,4] triazole [4,3-b] pyridazine-3-yl] methyl}-quinoline and a derivative fumarate or a pharmaceutically acceptable solvate thereof, and an application thereof in preparation of medicines for treating cancers.

Description

field of invention [0001] The present invention relates to the field of medicinal chemistry, in particular, the present invention relates to 6-{difluoro-[6-(1-methyl-1H-pyrazol-4-yl)-[1,2,4]triazolo[ 4,3-b]pyridazin-3-yl]methyl}-quinoline organic acid salt and its pharmaceutical application. Background technique [0002] For now, although there are many kinds of drugs for treating cancer, these existing drugs are likely to cause multiple and severe adverse reactions, and some produce drug resistance, and the therapeutic effect of the existing drugs is still not ideal. Chinese invention patent application publication number CN 101374843 A describes some active compounds for treating cancer. Contents of the invention [0003] The present invention discloses some new compounds, preparation methods of these compounds, pharmaceutical compositions containing these compounds and pharmaceutical applications of these compounds and compositions. [0004] These compounds exhibit go...

Claims

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Application Information

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IPC IPC(8): C07D487/04A61K31/5025A61P35/00
Inventor 不公告发明人
Owner SHANGHAI YIZHI MEDICAL TECH
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