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Amino acid phenoxy ethers

A phenoxy and amino technology, applied in the field of new amino acid phenyl ether, can solve the problem of less and full stress, and achieve the effect of increasing leptin level without liver toxicity

Inactive Publication Date: 2006-04-12
BEXEL PHARMA INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Several current treatments for type 2 diabetes are associated with episodes of hypoglycemia, and few of the existing treatments adequately address underlying drawbacks, such as obesity and a phenomenon known as insulin resistance

Method used

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  • Amino acid phenoxy ethers
  • Amino acid phenoxy ethers
  • Amino acid phenoxy ethers

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0248] Preparation of 5-[4-(4-(2-amino-2-methoxycarbonylethyl)phenoxy)benzyl]-thiazolidine-2,4-dione hydrochloride

[0249]

[0250] step (i)

[0251] Preparation of methyl 2-[(tert-butoxycarbonyl)amino]-3[-(4-formylphenoxy)phenyl]propanoate

[0252] To a freshly prepared suspension of sodium hydride (0.813 g, 33.9 mmol) in anhydrous DMF (20 ml) was slowly added 2-[(tert-butoxycarbonyl)amino]-3-(4-hydroxyphenyl under nitrogen atmosphere ) methyl propionate (10 g, 33.9 mmol) in DMF (20 ml). The mixture was stirred for 15 minutes. 4-Fluorobenzaldehyde (4.20 g, 33.9 mmol) was added and the mixture was heated to 80°C. After the reaction was complete, the solvent was removed by high vacuum and the mixture was quenched by adding saturated aqueous ammonium chloride. The mixture was extracted with ethyl acetate (3 x 50ml). After washing with brine and drying over anhydrous sodium sulfate, the solvent was evaporated and the product was purified by flash column with hexane / eth...

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PUM

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Abstract

Novel amino acid phenyl ethers are provided which exhibit activity for the treatment of immunological diseases, inflammation, obesity, hyperlipidemia, hypertension, neurological diseases and diabetes.

Description

[0001] This application claims the benefit of US Provisional Application No. 60 / 440,772, filed January 17, 2003, which is incorporated herein by reference. field of invention [0002] The present invention relates to novel amino acid phenyl ethers for treating immune diseases, inflammation, obesity, hyperlipidemia, hypertension, neurological diseases and diabetes. Background of the invention [0003] The main elements of the immune system are macrophages or antigen presenting cells, T cells and B cells. The role of other immune cells such as NK cells, basophils, mast cells and dendritic cells is known, but their role in primary immune diseases remains uncertain. Macrophages are important mediators of inflammation as well as providing the "helper" needed to stimulate and proliferate T cells. Most importantly, macrophages produce IL 1, IL 12, and TNF-α, all of which are potent pro-inflammatory molecules that also provide help to T cel...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/425A61K31/42C07D277/04C07D263/04
Inventor B·纳格A·纳格D·戴S·K·阿加瓦尔
Owner BEXEL PHARMA INC
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