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Isoquinolinopyridazinone compound as well as synthesis method and application thereof

A synthesis method and compound technology are applied in the field of isoquinoline pyridazinone compounds and their synthesis, and achieve the effects of easy preparation, easy process optimization, and optimization of drug structure-activity relationship

Inactive Publication Date: 2020-06-23
WEST CHINA HOSPITAL SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] In summary, a synthetic method of simple and easy-to-pr

Method used

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  • Isoquinolinopyridazinone compound as well as synthesis method and application thereof
  • Isoquinolinopyridazinone compound as well as synthesis method and application thereof
  • Isoquinolinopyridazinone compound as well as synthesis method and application thereof

Examples

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Example Embodiment

[0042] Example 1

[0043] A method for synthesizing isoquinolinopyridazinone compounds, including the following steps:

[0044]

[0045] Compound 1N-Boc-4-piperidone (10g, 50mmol) was dissolved in 80ml of dry toluene, added p-toluenesulfonic acid monohydrate (0.3g, 1.5mmol) and tetrahydropyrrole (4.3g, 60mmol), heated Reflux the reaction, separate the water produced by the reaction with an oil-water separator, cool to room temperature after 3h, add p-toluenesulfonic acid monohydrate (0.3g, 1.5mmol) and ethyl glyoxylate (50% in toluene) (11ml , 55mmol), heated to reflux for 2h, cooled to room temperature, the reaction solution was concentrated for about 20ml, 4M hydrochloric acid (54ml) was slowly added dropwise under vigorous stirring, and stirring was continued at room temperature overnight. The organic phase was separated, the aqueous layer was extracted three times with ethyl acetate, the organic layers were combined, washed with saturated brine once, dried over anhydrous sodiu...

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Abstract

The invention discloses an isoquinolinopyridazinone compound as well as a synthesis method and an application thereof, which belong to the field of chemical synthesis, and relates to a novel organic small molecule targeting a myocardial mitochondrial membrane, which is prepared by improving and optimizing a synthetic method of the novel organic small molecule through a medicinal chemistry principle on the basis of not changing the structure of an active group acting on a key drug. The synthesis method disclosed by the invention is simple and easy to prepare, does not involve the use of a largenumber of toxic reagents or organometallic reagents, is easy for large-scale production and process optimization, and has good economic benefits.

Description

technical field [0001] The invention belongs to the field of chemical synthesis, and in particular relates to an isoquinolinopyridazinone compound and its synthesis method and application. Background technique [0002] Cardiovascular diseases (CVDs) are the leading cause of death in the world today, according to the World Health Organization, American Heart Association, and National Center for Cardiovascular Diseases. Nuclear cardiology SPECT and PET stress myocardial perfusion imaging have been fully affirmed by the relevant guidelines of the American College of Cardiology / American Heart Association / American Society of Nuclear Cardiology (ACC / AHA / ASNC), and risk stratification of CAD patients can It can predict the probability of sudden cardiac death or non-fatal myocardial infarction, reduce the occurrence of malignant cardiac events, and select appropriate patients for revascularization or drug treatment. The radionuclide myocardial imaging currently used clinically is m...

Claims

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Application Information

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IPC IPC(8): C07D455/03C07D471/14A61K51/04A61K101/02
CPCA61K51/0459C07D455/03C07D471/14
Inventor 吴小艾范成中潘立立
Owner WEST CHINA HOSPITAL SICHUAN UNIV
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