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Pharmaceutical application of sodium-glucose cotransporter 1 inhibitors

A technology of medicinal salts and compounds, applied in the field of sodium-glucose cotransporter 1 inhibitors, which can solve the problems of lack of curative effect

Inactive Publication Date: 2019-08-13
CHENGDU INST OF BIOLOGY CHINESE ACAD OF S
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Current SGLT2-selective inhibitors lack efficacy in patients with moderate to severe renal impairment, which account for approximately 30-40% of all diabetic patients

Method used

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  • Pharmaceutical application of sodium-glucose cotransporter 1 inhibitors
  • Pharmaceutical application of sodium-glucose cotransporter 1 inhibitors
  • Pharmaceutical application of sodium-glucose cotransporter 1 inhibitors

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0028]

[0029] (2S,3S,4R,5S,6R)-2-(3-(4-((E)-4methoxy-4-oxobutyl-1-enyl)benzyl)-4-methyl Preparation of phenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyltriacetate (2):

[0030] (2S,3S,4R,5S,6R)-2-(3-(4-Chlorobenzyl)-4-methylphenyl)-6-(methylsulfanyl)tetrahydro-2H-pyran -3,4,5-triyltriacetate (10g, 19mmol) was loaded into a microwave vial, and 3-butenoic acid methyl ester (5.7g, 57mmol) and tris(dibenzylideneacetone)dipalladium were added successively (Pd 2 dba 3 , 1.74 g, 1.9 mmol), tris(tert-butyl)phosphonium tetrafluoroborate (2.2 g, 7.6 mmol), dicyclohexylmethylamine (11.1 g, 57 mmol) and N-methylpyrrolidone (100 mL). The reaction vial was placed in a microwave under nitrogen protection, and heated and stirred at 160° C. for 40 minutes. After the reaction was completed, it was cooled to room temperature, and the reaction solution was filtered on diatomaceous earth and washed with ethyl acetate. The organic layer was washed successively with water, saturated so...

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Abstract

The invention relates to sodium-glucose cotransporter (SGLT1) inhibitors, a pharmaceutical synthesis method of compounds comprising the inhibitors and application of the inhibitors in treating metabolic diseases, particularly type-2 diabetes.

Description

technical field [0001] The invention relates to a sodium-glucose co-transporter 1 (SGLT1) inhibitor, a drug synthesis method comprising their composition and their use in treating metabolic diseases, especially type 2 diabetes. Background technique [0002] In 2012, the World Health Organization reported that the incidence of diabetes among adults over the age of 18 was greater than 9%. As the population increases, ages and people live longer, the incidence of diabetes will increase. Among obese people, the incidence of diabetes is higher. According to forecasts, by 2030, diabetes will become the seventh leading cause of death. [0003] SGLTs are a new class of drug targets. In the past few decades, new target drugs have been developed for the treatment of diabetes. The SGLT family consists of several isoforms that function to transport carbohydrates across the cell membrane, a process that binds to the sodium ion transporter. SGLT1 is mainly expressed in the gastrointes...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H15/14A61K31/7028A61K31/7056A61K31/706A61P3/10A61P27/02A61P13/12A61P25/00A61P9/12A61P3/06A61P3/04
CPCA61P3/04A61P3/06A61P3/10A61P9/12A61P13/12A61P25/00A61P27/02C07H15/14
Inventor 姬建新
Owner CHENGDU INST OF BIOLOGY CHINESE ACAD OF S