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Anti-inflammatory compound

A compound, selected technology, applied in anti-inflammatory agents, drug combinations, medical preparations containing active ingredients, etc.

Inactive Publication Date: 2017-01-04
GUANGZHOU NUOWEI BIOTECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It is also because NSAIDs inhibit the synthesis of prostaglandins, so in addition to analgesic and anti-inflammatory effects, there are corresponding side effects at the same time

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Embodiment 1: Preparation of series compound II

[0028] The synthetic route is shown in the following reaction formula:

[0029]

[0030] Under nitrogen atmosphere, compound 1 (10.5g, 0.05mol), compound 2 (11.6g, 0.05mol), HOBT (7.5g, 0.055mol) and N-methylmorpholine (16.5g, 0.016mol) were dissolved in two To methyl chloride (160ml), EDCI (10.6g, 0.055mol) was added in batches as a solid under ice-cooling conditions. After the dropwise addition, stir and react at 0°C for 30 minutes, remove the ice bath, and react at room temperature for 6 hours. TLC detects that the reaction is complete (DCM / MeOH=10 / 1), and the organic phase is sequentially washed with 1M dilute hydrochloric acid and saturated NaHCO 3 The aqueous solution, water and saturated saline were washed once respectively, dried over anhydrous sodium sulfate, and the solvent was evaporated to obtain 16.5 g of a white solid product (yield 85%).

[0031] Under nitrogen atmosphere, compound 3 (16.5g, 0.043mol)...

Embodiment 2

[0033] Embodiment 2: Preparation of series compound III

[0034] The synthetic route is shown in the following reaction formula:

[0035]

[0036]Under nitrogen atmosphere, compound 7 (11.2g, 0.05mol), compound 2 (11.6g, 0.05mol), HOBT (7.5g, 0.055mol) and N-methylmorpholine (16.5g, 0.016mol) were dissolved in di To methyl chloride (160ml), EDCI (10.6g, 0.055mol) was added in batches as a solid under ice-cooling conditions. After the dropwise addition, stir and react at 0°C for 30 minutes, remove the ice bath, and react at room temperature for 6 hours. TLC detects that the reaction is complete (DCM / MeOH=10 / 1), and the organic phase is sequentially washed with 1M dilute hydrochloric acid and saturated NaHCO 3 The aqueous solution, water and saturated brine were washed once, dried over anhydrous sodium sulfate, and the solvent was evaporated to obtain 18.0 g of the product (yield 90%).

[0037] Under a nitrogen atmosphere, compound 8 (17g, 0.043mol), compound 4 (9g, 0.043mo...

Embodiment 3

[0039] Embodiment 3: the preparation of series compound IV

[0040] The synthetic route is shown in the following reaction formula:

[0041]

[0042] Under nitrogen atmosphere, compound 11 (12.6g, 0.05mol), compound 2 (11.6g, 0.05mol), HOBT (7.5g, 0.055mol) and N-methylmorpholine (16.5g, 0.016mol) were dissolved in di To methyl chloride (160ml), EDCI (10.6g, 0.055mol) was added in batches as a solid under ice-cooling conditions. After the dropwise addition, stir and react at 0°C for 30 min, remove the ice bath, and react at room temperature for 6 h. TLC detects that the reaction is complete (DCM / MeOH=10 / 1), and the organic phase is washed with 1M dilute hydrochloric acid, saturated NaHCO3 aqueous solution, water and saturated Each was washed once with saline, dried over anhydrous sodium sulfate, and the solvent was evaporated to obtain 20 g of a white solid product (93% yield).

[0043] Under nitrogen atmosphere, compound 12 (18.4g, 0.043mol), compound 4 (9g, 0.043mol) an...

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Abstract

The invention discloses an anti-inflammatory compound, the structural formula is shown in the description, and the anti-inflammatory compound has better anti-inflammatory and analgesic effects than ibuprofen.

Description

technical field [0001] The present invention relates to a new compound with anti-inflammatory effect. Background technique [0002] Antipyretic and analgesic anti-inflammatory drugs are a class of drugs that have antipyretic and analgesic effects, and most of them also have anti-inflammatory and anti-rheumatic effects. Because its chemical structure and anti-inflammatory mechanism are different from glucocorticoid steroidal anti-inflammatory drugs (SAIDS), it is also called non-steroidal anti-inflammatory drugs (NSAIDS). Different types of NSAIDs have the same mechanism of action. They all inhibit the activity of cyclooxygenase, thereby inhibiting the final production of prostacyclin (PGI1), prostaglandins (PGE1, PGE2) and thromboxane A2 (TXA2) from arachidonic acid. Prostaglandins have many functions: increase vascular permeability; dilate various tissue arteries; regulate renal blood flow, increase renal filtration rate; promote sodium excretion, lower blood pressure; inh...

Claims

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Application Information

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IPC IPC(8): C07K5/062A61K38/05A61P29/00
CPCA61K38/00C07K5/06026
Inventor 刘国强王明霞其他发明人请求不公开姓名
Owner GUANGZHOU NUOWEI BIOTECH CO LTD
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