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New phenyl ethyl amine compounds having beta 2-receptor excitation and its producing method

A technology of stimulant action and phenylethanolamine, applied in the field of pharmaceutical industry, can solve problems such as poor curative effect and side effects

Inactive Publication Date: 2003-04-09
SHENYANG PHARMA UNIVERSITY +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Asthma and bronchitis are common diseases, most of the current treatment methods use antibiotics, the curative effect is not good, and long-term use has certain side effects
while some betas used to treat asthma 2 - Receptor agonists are already known, and these known compounds have deficiencies in pharmacodynamics and physicochemical properties, etc.

Method used

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  • New phenyl ethyl amine compounds having beta 2-receptor excitation and its producing method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] 2-(4-Amino-3-chloro-5-trifluoromethylphenyl)-2-tert-butylaminoethanol hydrochloride

[0021] first step:

[0022] Dissolve 5.2g (0.0163moL) of (4-amino-3-chloro-5-trifluoromethylphenyl)oxirane in 26mL of absolute ethanol, add 5.1mL (0.049moL) of tert-butylamine, and heat to reflux for 13 hours , evaporated the solvent, extracted several times with 2N hydrochloric acid, combined the water layers, extracted with toluene, decolorized with activated carbon, adjusted to PH=10 with 20% sodium hydroxide under cooling, solidified, and filtered to obtain the product 2-(4-amino- 3-Chloro-5-trifluoromethylphenyl)-2-tert-butylaminoethanol, yield 20%-30%, m.p85-90°C.

[0023] Step two:

[0024] Dissolve 1.00g of 2-(4-amino-3-chloro-5-trifluoromethylphenyl)-2-tert-butylaminoethanol in 20mL of anhydrous ether, filter off the insoluble matter, add saturated hydrogen chloride iso Propanol solution to PH = 2, cooled, filtered with suction, washed with a small amount of anhydrous ether...

Embodiment 2

[0026] 2-(4-Amino-3-chloro-5-trifluoromethylphenyl)-2-isopropylaminoethanol

[0027] NMR (d 6 -DMSO) δ: 1.08 (6H, d), 2.85 (1H, m), 3.80 (2H, d), 4.38 (1H, m), 7.70 (1H, s), 7.80 (1H, s).

Embodiment 3

[0029] 2-(4-Amino-3-chloro-5-trifluoromethylphenyl)-2-cyclopentylaminoethanol hydrochloride

[0030] NMR (d 6 -DMSO) δ: 1.62 (4H, m), 1.68 (4H, m), 2.66 (1H, m), 3.79 (2H, d), 4.45 (1H, m), 7.62 (1H, s), 7.77 (1H , s).

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PUM

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Abstract

The present invention relates to phenyl ether amine compound with beta 2-receptor excitation and its preparation process. The compound may be used to treat asthma and bronchitis effectively. The compound is synthesized with two kinds of compounds in anhydrous alcohol or aromatic hydrocarbon solvent as reflux temperature via reaction of 10-15 hr. The present invention provides one new way for treating asthma and bronchitis.

Description

Technical field: [0001] The present invention relates to the technical field of pharmaceutical industry, specifically it is a kind of beta- 2 - Novel phenylethanolamine compound with receptor stimulating effect and its preparation method. Background technique: [0002] Asthma and bronchitis are common diseases. Most of the current treatments use antibiotics, which have poor curative effect and have certain side effects when used for a long time. while some betas used to treat asthma 2 - Receptor agonists are known, and these known compounds are deficient in pharmacodynamics and physicochemical properties. Invention content: [0003] The present invention is to provide a series of 2 - A new type of phenylethanolamine compound with receptor excitatory effect and its preparation method. We have carried out structural modification and synthesized a series of unreported compounds with β 2 - Novel compounds for receptor agonism. Its preparation method includes the chemical ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61P11/04A61K31/137A61K31/275A61P11/00A61P11/06A61P29/00A61P43/00C07C213/04C07C215/28C07C215/68C07C217/76C07C255/59
CPCC07C255/59C07C215/68C07C2101/14C07C2101/02C07C2101/04C07C2601/02C07C2601/04C07C2601/14A61P11/00A61P11/04A61P11/06A61P29/00A61P43/00
Inventor 潘莉程卯生冀蕾张莉沈建民宋桂兰李志清
Owner SHENYANG PHARMA UNIVERSITY
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