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Compound capable of activating AMPK and application of compound

A technology of compounds and uses, applied in the field of compounds, can solve problems such as lactic acidosis

Inactive Publication Date: 2018-10-26
ENERGENESIS BIOMEDICAL
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, such AMPK activators have side effects including lactic acidosis, especially in patients with renal insufficiency

Method used

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  • Compound capable of activating AMPK and application of compound
  • Compound capable of activating AMPK and application of compound
  • Compound capable of activating AMPK and application of compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] 2-Amino-6-(3-chlorobenzylamino)purine

[0048] After dissolving 4 mmol of 2-amino-6-chloropurine in 20 ml of butanol, 5 mmol of 3-chlorobenzylamine and 6 mmol of triethylamine were added. The mixture was reacted at 90°C for 4 hours. After cooling, the product was obtained by filtration, washed with water and butanol and crystallized from dimethylformamide or ethanol. HPLC: more than 98% purity. Yield 95%.

[0049] Table (1) compound manufactured by the method of embodiment 1

[0050]

[0051]

[0052]

Embodiment 2

[0054] 6-(3-Chlorobenzylamino)purine

[0055] After dissolving 4 mmol of 6-chloropurine in 20 ml of butanol, 5 mmol of 3-chlorobenzylamine and 6 mmol of triethylamine were added. The mixture was reacted at 90°C for 4 hours. After cooling, the product was obtained by filtration, washed with water and butanol and crystallized from dimethylformamide or ethanol. HPLC: greater than 97% purity. Yield 94%.

[0056] Table (2) compound manufactured by the method of embodiment 2

[0057]

[0058]

Embodiment 3

[0060] 2-Hydroxy-6-chloropurine

[0061] After dissolving 4 mmol of 2-amino-6-chloropurine in 35 ml of 50 wt% sulfuric acid, 5 mmol of sodium nitrate was added. The mixture was reacted at -10°C for 2 hours and then at 50°C for 1 hour. After cooling, the product was obtained by filtration, washed with water and butanol and crystallized from dimethylformamide or ethanol. HPLC: more than 98% purity. Yield 86%. MS(ESI)m / e 170.88(M+H + ); 1H NMR (DMSO-d6): 8.01 (s, 1H, =CH-N), 13.26 (s, 2H, OH and NH).

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PUM

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Abstract

The invention relates to a compound capable of activating AMPK and application of the compound in preparation of drugs capable of preventing and treating diseases or physiological conditions which canbe alleviated by AMPK activators, wherein the diseases or the physiological conditions include early-stage diabetes, insulin resistance, second-type diabetes, X-syndromes, metabolic syndromes and obesity. The provided compound can degrease the amount of glucose in plasma by 30 wt% or above, decrease the amount of triglyceride by 35 wt% or above and reduce the weight by 15% or above.

Description

[0001] This application is a divisional application of the application with the application number 201310430034.X, the application date is September 18, 2013, and the application name is "a compound for activating AMPK and its use". technical field [0002] The present invention relates to compounds, especially a compound that activates AMPK (AMP-activated protein kinase) and its preparation for the treatment of diseases or physiological conditions that can be improved by AMPK activators to prevent or treat diseases, including pre-diabetes, insulin resistance, Use in medicine for type 2 diabetes, X-syndrome, metabolic syndrome and obesity. Background technique [0003] AMPK is clearly a sensor of cellular energy and a responder to energy demands. AMPK is a heteroternary body composed of catalytic α subunits, regulatory β and γ subunits, and all subunits are highly reserved in eukaryotes. AMPK is activated through its upstream kinases such as LKB1, calcium ion / calcitonin-dep...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/52A61K31/513A61P3/00A61P3/04A61P3/10A61P3/06A61P5/00A61P5/50
CPCC07D473/16C07D473/18C07D473/34C07D473/40
Inventor 邱壬乙陈翰民郭正宜林俊材黄纯芳
Owner ENERGENESIS BIOMEDICAL
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