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Deoxycholic acid compound, pharmaceutical composition and application thereof

A compound and pharmaceutical technology, applied in the field of deoxycholic acid compounds, can solve problems such as the limitation of clinical application of obeticholic acid

Pending Publication Date: 2021-02-09
杜心赟
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The clinical application of obeticholic acid is limited

Method used

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  • Deoxycholic acid compound, pharmaceutical composition and application thereof
  • Deoxycholic acid compound, pharmaceutical composition and application thereof
  • Deoxycholic acid compound, pharmaceutical composition and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0129] The preparation of embodiment 1 compound

[0130] 1. Preparation of compound 4:

[0131]

[0132] A, raw material 1 (0.8g, 1.90mmol, 1.0eq), glycine methyl ester hydrochloride (2, 356mg, 2.85mmol), EDCI (546mg, 2.85mmol), DMAP (696mg, 5.70mmol) were dissolved in DCM ( 10mL), protected by nitrogen, reacted overnight at room temperature, TLC detected the completion of the reaction, removed DCM by rotary evaporation, added EtOAC to dissolve, washed with 1N HCl 5mL×2 to remove excess DMAP, washed the organic phase with saturated saline, and dried over anhydrous sodium sulfate , filtered and concentrated to give compound 3 (900 mg, 96%). 1 H NMR (400MHz, CDCl 3 )δ5.94(s,1H),4.0(d,J=5.1Hz,2H),3.76(s,3H),3.70(s,1H),3.44-3.36(m,1H),2.34-2.27(m ,1H), 2.18-2.10(m,1H), 1.97-0.89(m,36H), 0.65(s,3H).

[0133]

[0134] B. Compound 3 (900mg, 1.83mmol), NaOH (111mg, 2.78mmol) was added to CH 3 OH-H 2 In O (4mL, V:V=1:1), reflux reaction for 3h, TLC detected the completion o...

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Abstract

The invention discloses a deoxycholic acid compound, a pharmaceutical composition thereof and application of the deoxycholic acid compound and the pharmaceutical composition in preparation of drugs for treating liver diseases. The structure of the deoxycholic acid compound is shown as a formula I, or a pharmaceutically acceptable salt thereof. The compound has a remarkable liver targeting characteristic, and the drug concentration in a circulatory system is reduced while the drug effect is improved, so that the toxic and side effects are reduced.

Description

technical field [0001] The invention relates to a deoxycholic acid compound, a pharmaceutical composition and its application. Background technique [0002] Non-alcoholic fatty liver disease (Non-Alcohol Fatty Liver Diseases, NAFLD) refers to the clinicopathological syndrome characterized by excessive fat deposition in liver cells caused by alcohol and other definite liver damage factors. Susceptibility closely related to acquired metabolic stress-induced liver injury. Including simple fatty liver (SFL), nonalcoholic steatohepatitis (NASH) and related cirrhosis. With the global prevalence of obesity and related metabolic syndrome, non-alcoholic fatty liver disease has become an important cause of chronic liver disease in developed countries such as Europe and the United States and in wealthy areas of my country. The prevalence of NAFLD in ordinary adults ranges from 10% to 30%. Among them, 10% to 20% are NASH, and the incidence of liver cirrhosis in the latter is as high as...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J41/00A61P1/16A61P1/12A61P9/12A61K31/57
CPCC07J41/0061C07J41/0088A61P1/16A61P1/12A61P9/12A61K47/542
Inventor 杜心赟
Owner 杜心赟
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