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Substituted[1,3,5] triazine compound, its preparing process and its application

A technology of triazines and compounds, applied in the field of medicinal chemistry and pharmacotherapeutics, can solve problems such as development

Inactive Publication Date: 2007-05-30
SHANGHAI INST OF MATERIA MEDICA CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Therefore, simply inhibiting one of the metabolic pathways will cause a large amount of AA to enter the other metabolic pathway, resulting in further development of inflammation

Method used

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  • Substituted[1,3,5] triazine compound, its preparing process and its application
  • Substituted[1,3,5] triazine compound, its preparing process and its application
  • Substituted[1,3,5] triazine compound, its preparing process and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Example 1 Synthesis of aniline monosubstituted tripolychlorazine (4,6-dichloro-N-phenyl-[1,3,5]-triazine-2-amine)

[0048] In a 50ml eggplant-shaped bottle, dissolve 4.726g tripolychlorazine in 20ml 1,4-dioxane, slowly drop into the aqueous solution of 2.337ml aniline and 1.03g NaOH under stirring, stir and react for 6 hours; add ice water and pump Filter and wash with water to obtain 3.259 g of the title compound, with a yield of 53%. Mp 136-138°C.

Embodiment 2

[0049] Example 2 Synthesis of aniline disubstituted tripolychlorazine (6-chloro-N, N'-diphenyl-[1,3,5]-triazine-2,4-diamine)

[0050] In a 50ml eggplant-shaped bottle, dissolve 0.421g tripolychlorazine in 5ml 1,4-dioxane, add 0.42ml aniline and 0.2g NaOH aqueous solution under stirring at room temperature; stir and react overnight at 20-100°C. Suction filtration and washing with water gave an off-white solid (crude product). After drying, 0.515 g of the title compound was obtained with a yield of 76% (crude). Mp 197°C.

Embodiment 3

[0051] Example 3 N, N'-diphenyl-6-(piperazine-1-substituted)-[1,3,5]-triazine-2,4-diamine (compound B) synthesis

[0052] In a 100ml eggplant-shaped bottle, dissolve 2.915g of piperazine hexahydrate in butanone, add 1.117g of aniline disubstituted tripolychlorazine, and stir for 5 hours at -40-40°C under alkaline conditions (or heat to reflux for 2- 3 hours). The reaction was stopped, and a white precipitate was precipitated after adding cold water, which was filtered by suction. The dried white crystals were separated by column chromatography to obtain 0.702 g of the title compound, with a yield of 54%. Mp 189~192oC. 1 HNMR (400Mz, CDCl 3, TMS) δ (ppm): 2.40 (br-s, 1H); 2.91 (t, J = 4.92Hz, 4H); 3.83 (t, J = 4.92Hz, 4H); 7.04 (t, J = 7.3 8Hz, 2H); 7.10(br-s, 2H); 7.30(t, J=7.91Hz, 4H); 7.55(t, J=7.70Hz, 4H).LREI(m / z): 347(M+), 291( 50), 279(100), 220, 144, 119, 92, 77, 56.

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Abstract

The invention discloses a chemical acceptable salt and solvent complex or hydrate and composition and application with substituted [1,3,5] triazine compound, which is characterized by the following: displaying obvious EGFR enzyme inhibiting activity and tumour-proof activity in a series of sieving experiment.

Description

technical field [0001] The present invention relates to the fields of medicinal chemistry and pharmacotherapeutics, in particular to a substituted [1,3,5] triazine compound, a preparation method and application thereof, and a drug combination comprising the substituted [1,3,5] triazine compound thing. Background technique [0002] The pathogenesis of many diseases involves the participation of inflammatory mediators, some inflammatory diseases (such as rheumatoid arthritis, rheumatic fever, osteoarthritis), asthma, chronic obstructive pulmonary disease, trauma, burns, endotoxic shock, Alzheimer's Inflammatory mediators are involved in Haimer's disease and even heart failure. Given the complexity and diversity of mediators, a single mediator is not the entire cause of the pathophysiology of inflammatory disorders. Therefore, compounds that interfere with multiple mediators or enzymatic activities simultaneously may have a greater effect on inflammation than compounds with a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D401/04C07D403/04C07D413/04C07D417/04A61K31/53A61P29/00A61P31/00A61P35/00
Inventor 柳红蒋华良沈旭丁健朱兴族林莉萍郑鸣芳郑明月周宇季新泉罗海彬罗小民沈建华陈凯先
Owner SHANGHAI INST OF MATERIA MEDICA CHINESE ACAD OF SCI
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