Salt of methoxy-canthin-6-tone derivative

Abstract

The invention relates to 4,5-dimethoxy-canthin-6-one, 4,5-dimethoxy-canthin-6-one derivative and particularly relates to 4,5-dimethoxy-canthin-6-one fumarate or a pharmaceutically acceptable solvate of the 4,5-dimethoxy-canthin-6-tone derivative and application of the 4,5-dimethoxy-canthin-6-one fumarate and the pharmaceutically acceptable solvate in preparation of a TNF (Tumor Necrosis Factor)-alpha inhibitor drug.

Description

field of invention

[0001] The invention relates to the field of medicinal chemistry, in particular, the invention relates to 4,5-dimethoxyferramidone organic acid salt and its pharmaceutical application. Background technique

[0002] For now, although there are many kinds of drugs used as TNF-α inhibitors, these drugs are likely to cause multiple and severe adverse reactions, and the therapeutic effects of the existing drugs are still not ideal. Some active compounds with TNF-α inhibition are described in the patent specification of China Invention Patent Granted Publication No. CN 101036646B. 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 good water solubility stability and solid form stability. Some of these compounds exhibit exceptiona...

Examples

Embodiment 1

[0047] 4,5-Dimethoxyferramidone fumarate

[0048] Dissolve 2.80 g (0.01 mol) of the compound 4,5-dimethoxyferramidone and 1.17 g (0.01 mol) of fumaric acid in 80 ml of boiling ethanol. The hot solution is filtered through diatomaceous earth, then slowly cooled under gentle stirring, and left to stand for several hours in a temperature environment of 0-5°C, and 4,5-dimethoxyferricone fumarate crystals are precipitated. The crystals of 4,5-dimethoxyferramidone fumarate were filtered out, washed with ethanol and dried under vacuum at 50°C to obtain 3.95 g of the product.

Embodiment 2

[0050] 4,5-Dimethoxyferramidone fumarate

[0051] Stir 2.80 g of the compound 4,5-dimethoxyferramidone fumarate and 1.17 g of fumaric acid in 80 ml of refluxing ethanol until all the solids are dissolved. Add activated carbon, filter the hot solution through diatomaceous earth, and cool down to room temperature while stirring. Standing for several hours in a temperature environment of 0-5°C, 4,5-dimethoxyferricone fumarate crystals are precipitated, and 4,5-dimethoxyferricone fumaric acid is filtered out Salt crystals, washed with ethanol and dried under vacuum at 50°C, yielded 3.94 g of product.

field of invention

[0001] The invention relates to the field of medicinal chemistry, in particular, the invention relates to 4,5-dimethoxyferramidone organic acid salt and its pharmaceutical application. Background technique

[0002] For now, although there are many kinds of drugs used as TNF-α inhibitors, these drugs are likely to cause multiple and severe adverse reactions, and the therapeutic effects of the existing drugs are still not ideal. Some active compounds with TNF-α inhibition are described in the patent specification of China Invention Patent Granted Publication No. CN 101036646B. 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 good water solubility stability and solid form stability. Some of these compounds exhibit exceptiona...

Examples

Embodiment 1

[0047] 4,5-Dimethoxyferramidone fumarate

[0048] Dissolve 2.80 g (0.01 mol) of the compound 4,5-dimethoxyferramidone and 1.17 g (0.01 mol) of fumaric acid in 80 ml of boiling ethanol. The hot solution is filtered through diatomaceous earth, then slowly cooled under gentle stirring, and left to stand for several hours in a temperature environment of 0-5°C, and 4,5-dimethoxyferricone fumarate crystals are precipitated. The crystals of 4,5-dimethoxyferramidone fumarate were filtered out, washed with ethanol and dried under vacuum at 50°C to obtain 3.95 g of the product.

Embodiment 2

[0050] 4,5-Dimethoxyferramidone fumarate

[0051] Stir 2.80 g of the compound 4,5-dimethoxyferramidone fumarate and 1.17 g of fumaric acid in 80 ml of refluxing ethanol until all the solids are dissolved. Add activated carbon, filter the hot solution through diatomaceous earth, and cool down to room temperature while stirring. Standing for several hours in a temperature environment of 0-5°C, 4,5-dimethoxyferricone fumarate crystals are precipitated, and 4,5-dimethoxyferricone fumaric acid is filtered out Salt crystals, washed with ethanol and dried under vacuum at 50°C, yielded 3.94 g of product.

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