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Structure, preparation method and application of quinoxalinone derivative

A kind of technology of quinoxalinone and derivatives, applied in the fields of structure, preparation and use of quinoxalinone derivatives, can solve problems such as insufficient active strength

Inactive Publication Date: 2019-05-24
BEIJING INSTITUTE OF TECHNOLOGYGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

As natural antioxidants, flavonoids have been found to have aldose reductase inhibitory activity, but their activity intensity is not enough to obtain further development

Method used

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  • Structure, preparation method and application of quinoxalinone derivative
  • Structure, preparation method and application of quinoxalinone derivative
  • Structure, preparation method and application of quinoxalinone derivative

Examples

Experimental program
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Effect test

Embodiment 1

[0047] Example 1: Preparation of 2-(3-(3,4-dihydroxystyryl)-2oxaquinoxaline-1(2H)-alkyl)acetic acid synthesis (compound 1)

[0048]

[0049] Add 4.475g o-phenylenediamine and 6.752g oxalic acid into a 250mL flask and mix, add 50mL water to dissolve, then add 5mL concentrated hydrochloric acid to acidify, heat to 100℃, stir for 6h, use thin layer chromatography (TLC monitoring) After judging that the raw material o-phenylenediamine disappeared completely, the reaction was stopped. After the reaction solution is cooled to room temperature, vacuum pump is used to filter, and the filtrate is washed with water until the pH is neutral. 4 After drying, it was filtered again to obtain the compound quinoxaline-2,3(1H,4H)-dione (white crystals, yield 7.476g, yield 92%) 1 H NMR(400MHz,[D 6 ]DMSO): δ7.065 (d, 2H, J=6.4 Hz), 7.115 (d, 2H, J=6.4 Hz), 11.894 (s, 2H).

[0050] Weigh 4.054g quinoxaline-2,3(1H,4H)-dione, measure 3.63ml SOCl 2 Mix the two and add them to a 250mL flask, and then measu...

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Abstract

The invention provides a structure and preparation of a quinoxalinone derivative (a compound as shown in formula I) and application of the pharmaceutically acceptable salt of the quinoxalinone derivative in the preparation of drugs for preventing and / or treating diabetic complication. The quinoxalinone derivative serving as a aldose reductase inhibitor and antioxidant can prevent and / or treat thediabetic complication by inhibiting the activity of aldose reductase and effectively scavenging free radicals and lipid peroxide and inhibiting active oxygen at the same time.

Description

Technical field [0001] The present invention relates to the fields of organic chemistry, medicinal chemistry and pharmacology, in particular to the structure and preparation method of a novel quinoxalinone derivative as an aldose reductase inhibitor, and to aldose reductase (ALR2) Its inhibitory effect and scavenging effect on DPPH free radicals, its application in the prevention and / or treatment of diabetic complications, as well as the reduction of glucose content, lipid peroxide malondialdehyde (MDA) and 8-isotropy Application of prostaglandin (8-ISO) content. Background technique [0002] Diabetes (Diabetes Mellitus, DM) is currently one of the most important chronic diseases threatening global human health, and it is becoming more and more serious. The main harm lies in its complications. Diabetes complications include nephropathy, retinopathy, neurological diseases and cardiovascular and cerebrovascular diseases and other metabolic syndromes. Due to the high disability ra...

Claims

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Application Information

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IPC IPC(8): A61K31/498A61P3/10C07D241/44
Inventor 朱长进马兵李杨韩辉范振亚
Owner BEIJING INSTITUTE OF TECHNOLOGYGY
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