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Pharmaceutical composition comprising histone deacetylase inhibitor and methotrexate

A technology of deacetylase and methotrexate, applied in the direction of drug combination, drug delivery, active ingredients of heterocyclic compounds, etc., can solve problems such as worry, infection carcinogenicity, thromboembolism, etc.

Pending Publication Date: 2021-05-18
CHONG KUN DONG CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Also, tofacitinib is problematic because it raises high concerns about thromboembolism, infection, and carcinogenicity, as well as being strongly immunosuppressive
[0006] Therefore, although many therapeutic agents for inflammatory rheumatic diseases have been reported so far, most of them have disadvantages of side effects and efficacy

Method used

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  • Pharmaceutical composition comprising histone deacetylase inhibitor and methotrexate
  • Pharmaceutical composition comprising histone deacetylase inhibitor and methotrexate
  • Pharmaceutical composition comprising histone deacetylase inhibitor and methotrexate

Examples

Experimental program
Comparison scheme
Effect test

preparation Embodiment 1

[0113] Preparation Example 1. Synthesis of N-(4-(hydroxycarbamoyl)benzyl)-N-(3-(trifluoromethyl)phenyl)morpholine-4-carboxamide {compound 374 (SM374)}

[0114] [Step 1] Synthesis of methyl 4-((3-(trifluoromethyl)anilino)methyl)benzoate

[0115]

[0116] 3-(Trifluoromethyl)aniline (0.30 g, 1.84 mmol) and potassium carbonate (0.76 g, 5.53 mmol) were dissolved in dimethylformamide (DMF, 5 mL), and 4-(bromomethyl base) methyl benzoate (0.42 g, 1.84 mmol). The resulting solution was reacted at room temperature for one day, and diluted with ethyl acetate. The reactant was washed with water and a saturated aqueous sodium chloride solution, then dried over anhydrous magnesium sulfate and filtered, then concentrated under reduced pressure. The residue was purified by column chromatography (silica; ethyl acetate / hexane=20%) to obtain the title compound (0.37 g, 65%).

[0117] 1 H NMR (400MHz, DMSO-d 6 )δ7.93(d, 2H, J=8.3Hz), 7.49(d, 2H, J=8.3Hz), 7.24(t, 1H, J=7.9Hz), 6.88-6.78(...

preparation Embodiment 2

[0130] Preparation Example 2. Synthesis of N-(2,4-difluorophenyl)-N-(4-(hydroxycarbamoyl)benzyl)morpholine-4-carboxamide {Compound 413 (SM413)}

[0131]

[0132] The title compound was obtained by substantially the same method as described in Example 69 of Korean Patent Publication No. 2014-0128886 (International Patent Publication WO2014 / 178606).

preparation Embodiment 3

[0133] Preparation Example 3. Synthesis of N-(4-(hydroxycarbamoyl)benzyl)-N-(3-(methoxyphenyl)morpholine-4-carboxamide {Compound 484 (SM484)}

[0134]

[0135] The title compound was obtained by substantially the same method as described in Example 108 of Korean Patent Publication No. 2014-0128886 (International Patent Publication WO2014 / 178606).

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Abstract

The present invention relates to a pharmaceutical composition for preventing or treating inflammatory rheumatic diseases, comprising a histone deacetylase inhibitor and methotrexate as an effective component; a treatment method using the composition; and a use of the composition in preparing a drug for treating inflammatory rheumatic diseases, wherein the pharmaceutical composition according to the present invention shows an excellent effect on preventing or treating inflammatory rheumatic diseases.

Description

technical field [0001] The present invention relates to a pharmaceutical composition for preventing or treating inflammatory rheumatic diseases, comprising a histone deacetylase inhibitor and methotrexate as active ingredients; a treatment method using the composition; and the composition Use in the preparation of medicines for preventing or treating inflammatory rheumatic diseases. Background technique [0002] Rheumatic diseases involve a variety of painful disorders that affect the locomotor system including soft tissues, especially the surrounding joints, muscles, hoof tissue, joints and bones, where inflammation or autoimmune the cause of the disease. These conditions, commonly referred to as inflammatory rheumatic diseases, include, without limitation, arthritis of various origins, osteoarthritis, and the like. [0003] Among rheumatic diseases, rheumatoid arthritis (RA) is a representative systemic chronic autoimmune disease that starts with inflammation of synovium...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/5377A61K31/519A61K9/00A61P29/00A61P19/02
CPCA61P29/00A61P19/02A61K31/5377A61K31/519A61K9/0053A61K45/06A61K31/496A61K31/495A61K31/454A61K31/506A61K31/4545A61K31/4439A61K31/444A61K31/551A61K31/44A61K31/4453A61K31/445A61K31/17A61K31/16A61K31/4525A61K31/4025A61K31/397A61K31/402A61K31/18A61K31/36A61K31/553A61K2300/00A61K31/357A61K31/40A61K31/4433
Inventor 崔泳一河妮娜裵大权徐东贤
Owner CHONG KUN DONG CORP
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