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A kind of medicine for treating polycystic ovary syndrome and preparation method thereof

A technology of drugs and compounds, applied in the field of medicinal chemistry, can solve problems such as incurable diseases and side effects

Active Publication Date: 2021-09-07
HEILONGJIANG UNIV OF CHINESE MEDICINE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are still various problems in these drugs, such as being unable to cure the disease, and possibly causing various side effects, etc.

Method used

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  • A kind of medicine for treating polycystic ovary syndrome and preparation method thereof
  • A kind of medicine for treating polycystic ovary syndrome and preparation method thereof
  • A kind of medicine for treating polycystic ovary syndrome and preparation method thereof

Examples

Experimental program
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Effect test

preparation example Construction

[0045] The present invention provides a kind of preparation method of formula I compound, described method comprises the following steps:

[0046]

[0047] The compound of formula II is reacted with the compound of formula III to generate the compound of formula IV, and after being hydrolyzed to generate the acid of formula V, the compound of formula I is cyclized.

[0048] Wherein, X represents halogen, preferably chlorine or bromine; R represents C1-C6 alkyl, preferably methyl or ethyl; R 1 -R 3 , n are as defined in the present invention.

[0049]In a preferred embodiment, the reaction of the compound of formula II and the compound of formula III is carried out in the presence of a base, the base is selected from organic bases or inorganic bases, the organic base is selected from triethylamine, pyridine, and the inorganic base Selected from sodium carbonate, potassium carbonate, cesium carbonate, sodium hydroxide, potassium hydroxide; the molar ratio of the compound of...

specific Embodiment approach

[0066] Hereinafter, the present invention is described in more detail to facilitate understanding of the present invention.

[0067] Those skilled in the art will recognize that the chemical reactions described herein can be used to suitably prepare many other compounds of the invention and that other methods for preparing the compounds of the invention are considered to be within the scope of the invention Inside. For example, the synthesis of those non-exemplified compounds according to the present invention can be successfully accomplished by those skilled in the art through modification methods, such as appropriate protection of interfering groups, by using other known reagents in addition to those described in the present invention, or by incorporating Reaction conditions with some routine modifications. In addition, reactions disclosed herein or known reaction conditions are also recognized to be applicable to the preparation of other compounds of this invention.

Embodiment 1

[0068] Example 1: 5-(4-methoxyphenyl)-8-phenyl-2,3-dihydro-4H-thiopyran[2,3-b]pyridine-4,7(8H)-dione (Compound 1) Preparation

[0069]

[0070] Add ethyl 3-mercaptopropionate (20mmol), 6g of anhydrous potassium carbonate, and 80mL of N,N-dimethylformamide into a flask equipped with a magnetic stirrer and a reflux condenser, and stir at room temperature for 20 minutes under argon protection , with a constant pressure dropping funnel, 6-chloro-4-(4-methoxyphenyl)-1-phenylpyridin-2(1H)-one (20mmol) in 20mLN,N-dimethylformamide solution Slowly add it dropwise into the reaction system, slowly raise the reaction temperature to 85°C, and react for 12 hours. After the reaction is complete, cool to room temperature, pour the reaction solution into an appropriate amount of ice water, stir for 5 minutes, then extract with ethyl acetate as the extractant 3 times, 100 mL each time, combine the organic phases, wash 2 times with distilled water and brine respectively, each time 150mL, d...

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Abstract

The invention relates to a medicine for treating polycystic ovary syndrome and a preparation method thereof. The drug has a structure shown in formula I, which can effectively improve the serum sex hormone levels of patients with polycystic ovary syndrome, reduce serum testosterone, luteinizing hormone, increase follicle-stimulating hormone, and can significantly improve the shape of its ovary, so it can be used in the treatment of polycystic ovary syndrome.

Description

technical field [0001] The invention relates to the field of medicinal chemistry, in particular to a medicine for treating polycystic ovary syndrome and a preparation method thereof. Background technique [0002] Polycystic ovary syndrome (PCOS), also known as Stein-Leventhal syndrome, is a common disease caused by complex endocrine and metabolic abnormalities in women of childbearing age. It is characterized by anovulation and polycystic ovary (PCO), and its main clinical manifestations are irregular menstrual cycle, infertility, hirsutism and / or acne, and is a common female endocrine disease. [0003] The exact cause of polycystic ovary syndrome is unknown and may have both genetic and nongenetic causes. From a non-genetic point of view, it is currently believed that the ovary produces too much androgen, and the excessive production of androgen is the result of the synergistic effect of various endocrine system dysfunctions in the body. Polycystic ovary syndrome is the e...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D495/04A61K31/4365A61P15/00A61P15/08
CPCA61K31/4365A61P15/00A61P15/08C07D495/04
Inventor 张跃辉沈文娟韩延华
Owner HEILONGJIANG UNIV OF CHINESE MEDICINE
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