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Imidazopyridine compound containing aminoxy substituted pyridine

A compound and ethoxy technology, applied in the field of medicine, can solve the problems of affecting the efficacy and pharmacokinetic parameters, the efficacy is not strong enough, and the onset time is slow.

Active Publication Date: 2009-08-05
SHANDONG XUANZHU PHARMA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] However, this type of drug has a slow onset time and is not strong enough. It takes several doses (and a few days later) to achieve the maximum acid-suppressing effect, and it may not be able to stably suppress acid for 24 hours. The time of taking the drug and eating may affect the drug. Pharmacokinetic parameters, individual differences in pharmacokinetics, and significant interactions with other drugs

Method used

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  • Imidazopyridine compound containing aminoxy substituted pyridine
  • Imidazopyridine compound containing aminoxy substituted pyridine
  • Imidazopyridine compound containing aminoxy substituted pyridine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0106] Example 1 Preparation of 2-mercapto-5-methoxy-imidazo[4,5-b]pyridine

[0107] Put 8.3g (60mmol) of 2,3-diamino-6-methoxypyridine into the reaction flask, add 200ml of 95% ethanol solution, then add 12.8g (80mmol) of potassium ethoxysulfonate, Heat under reflux for 4 hours, after the reaction is complete, cool to room temperature, pour the reaction solution into 200ml of ice water, stir evenly, adjust the pH to 3-4 with 4N hydrochloric acid, precipitate a solid, filter, wash with water until neutral, and vacuum-dry the filter cake to obtain Product 8.5g, yield: 78.2%.

Embodiment 2

[0108] Example 2 Preparation of 2,3-dimethyl-O-(2-methoxyethylamine)oxy-N-pyridine oxide

[0109] Under nitrogen protection, add 15.4g (100mol) of 4-hydroxylamino-2,3-dimethyl-N-pyridine oxide, 100ml toluene, and then add 60% NaH (mineral oil) 4g in a dry, sealed reaction flask , slowly warming up to reflux, dropwise adding 100ml of 13.9g of 2-methoxyethyl bromide in chloroform, insulated and stirring for 2h, distilling off the solvent under reduced pressure, adding 100ml of chloroform to the residue, using 1N HCl solution, saturated chlorine respectively After washing with sodium chloride solution, 1N sodium hydroxide solution and deionized water, drying over anhydrous sodium sulfate, and concentrating to obtain 11.5 g of the product with a yield of 54.3%.

Embodiment 3

[0110] Example 3 Preparation of 2,3-dimethyl-O-(2-methoxyacetamide)oxy-N-pyridine oxide

[0111] The specific preparation method refers to Example 2, throwing 15.4g (100mol) of 4-hydroxylamino-2,3-dimethyl-N-pyridine oxide and 10.9g (100mmol) of 2-methoxyl-acetyl chloride to obtain 2,3- Dimethyl-O-(2-methoxyacetamide)oxy-N-pyridine oxide 11.8 g, yield: 52.2%.

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PUM

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Abstract

The invention belongs to the technical field of medicine, and in particular relates to compounds of imidazopyridine which are shown in a general formula (I) and contain aminooxy substituted pyridine, pharmaceutically acceptable salts of the same and isomers of the same, wherein R, R, R and R are defined in a specification. The invention also relates to a method for preparing the compounds, a pharmaceutical composition containing the compounds, and application of the compounds to preparation of medicines for preventing and / or treating peptic ulcer.

Description

1. Technical field [0001] The present invention belongs to the field of medical technology, and specifically relates to imidazopyridine compounds containing aminooxy-substituted pyridines, pharmaceutically acceptable salts and isomers thereof, methods for preparing these compounds, and pharmaceutical compositions containing these compounds. And the application of these compounds in the preparation of medicines for treating and / or preventing peptic ulcer. 2. Background technology [0002] Peptic ulcers are caused by ulceration of the gastrointestinal mucosa. These ulcers expose the bottom layer of the lining of the digestive tract to the acidic secretions of the stomach and pepsin. Cell autolysis occurs when there is an imbalance between the intestinal control). It is generally believed that peptic ulcer is caused by this autolysis. [0003] Peptic ulcer is one of the common frequently-occurring diseases, and the incidence of ulcer disease accounts for about 10% to 12% of ...

Claims

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Application Information

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IPC IPC(8): C07D487/04A61K31/437A61P1/04
Inventor 黄振华
Owner SHANDONG XUANZHU PHARMA TECH CO LTD
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