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Compound containing imidazopyridine

A compound and composition technology, applied in the field of medicine, can solve the problems of large individual differences in pharmacokinetics, affecting drug efficacy and pharmacokinetic parameters, slow onset time, etc.

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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  • Compound containing imidazopyridine
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  • Compound containing imidazopyridine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0120] Example 1 Preparation of 2-mercapto-5-methoxy-imidazo[4,5-b]pyridine

[0121] 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

[0122] Example 2 Preparation of 1-(4-chloro-2-methyl-N-oxypyridin-3-yl)-4-methoxy-2-butanol

[0123] Add 300ml of chloroform and 68.9g (0.3mol) of 1-(4-chloro-2-methylpyridin-3-yl)-4-methoxy-2-butanol into the reaction flask, cool to 0°C and stir Add 96g (0.47mol) 85% m-chloroperoxybenzoic acid in batches, continue to stir for 1 hour, then neutralize with saturated sodium bicarbonate solution, extract with chloroform (150ml×3), and extract with anhydrous sulfuric acid Dry over sodium, filter, and distill off the solvent under reduced pressure to obtain 65.0 g of light yellow solid with a yield of 88.2%.

Embodiment 3

[0124] Example 3 Preparation of 2-(2-methoxyethyl)-4-methyl-2,3-dihydrofuro[3,2-c]pyridine oxide

[0125] Under the protection of nitrogen, add 24.6g (100mmol) of 1-(4-chloro-2-methyl-N-oxypyridin-3-yl)-4-methoxy-2-butane in a dry, sealed reaction flask Alcohol, 100ml of toluene, then add 4g of 60% NaH (mineral oil), slowly heat up to reflux, keep stirring and react for 2h, evaporate the solvent under reduced pressure, add 100ml of chloroform to the residue, and use 1NHCl solution and saturated sodium chloride solution respectively , 1N sodium hydroxide solution, and deionized water, dried over anhydrous sodium sulfate, and concentrated to obtain 14.1 g of the product, with a yield of 67.4%.

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Abstract

The invention belongs to the technical field of medicine, and in particular relates to compounds which are shown in a general formula (I) and contain imidazopyridine, pharmaceutically acceptable salts of the same and isomers of the same, wherein R, R, R, and X 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 technical field of medicine, in particular to compounds containing imidazopyridine, pharmaceutically acceptable salts and isomers thereof, methods for preparing these compounds, pharmaceutical compositions containing these compounds, and the use of these compounds in the preparation of therapeutic and / or the application of drugs for the prevention of 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 the total population. The ...

Claims

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Application Information

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IPC IPC(8): C07D519/00A61K31/437A61P1/04
Inventor 黄振华
Owner SHANDONG XUANZHU PHARMA TECH CO LTD
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