Salbutamol sulfate impurity and preparation method thereof

A salbutamol sulfate and impurity technology, applied in the field of drug synthesis, can solve the problems of preventing widespread use and high cost, and achieve the effects of simple operation, good reaction repeatability, and mild and controllable reaction conditions

Pending Publication Date: 2020-04-10
ANHUI HEALSTAR PHARM CO LTD
View PDF3 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the high cost of levobutanol compared to albuterol has prevented widespread use of this enantiomerically pure form of the drug

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Salbutamol sulfate impurity and preparation method thereof
  • Salbutamol sulfate impurity and preparation method thereof
  • Salbutamol sulfate impurity and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] The preparation method of formula I compound (4-[(tert-butylamino) methyl]-2-(hydroxymethyl)phenol), comprises the steps:

[0024] 1. Dissolve 30.43g (0.2mol) of the compound of formula II in 120mL of ethanol, add an appropriate amount of 4A molecular sieve at a temperature below 10°C, stir evenly, add 21.94g (0.3mol) of tert-butylamine dropwise, and then heat up to 45°C, After reacting for 3 hours, the raw material (4-hydroxy-3-hydroxymethylbenzaldehyde) was monitored by TLC until the reaction was complete. Finally, the solvent in the reaction solution was concentrated to dryness without further purification to obtain 40.37 g (0.19 mol) of the compound of formula III.

[0025]

[0026] 2. Dissolve 20.72g (0.1mol) of the compound of formula III in 50mL of ethanol, add 9.08g (0.24mol) of sodium borohydride in batches at a controlled temperature of 0-20°C, slowly raise the temperature to 50°C for 4 hours, and then use 10 % dilute sulfuric acid to adjust the pH to 2-3, ...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention discloses a salbutamol sulfate impurity and a preparation method thereof, the chemical name of the salbutamol sulfate impurity is (4-[(tert-butylamino) methyl]-2-(hydroxymethyl) phenol),and the salbutamol sulfate impurity is prepared by carrying out Schiff base reaction on a compound shown as a formula II and tert-butylamine under the action of a dehydrating agent to obtain a compound shown as a formula III, and carrying out reduction reaction on the compound shown in a formula III under the action of a reduction catalyst to prepare the compound shown in a formula I, namely (4-[(tert-butylamino) methyl]-2-(hydroxymethyl) phenol). The preparation method of the salbutamol sulfate impurity disclosed by the invention is simple and convenient to operate, mild and controllable inreaction condition, good in reaction repeatability, high in product yield and high in purity; an impurity reference substance meeting the requirements is provided for quality control of salbutamol sulfate, and the impurity reference substance can be used for quality research of salbutamol sulfate bulk drugs and drugs thereof, so that the salbutamol sulfate bulk drugs and the drugs thereof meet related substance standards.

Description

technical field [0001] The invention relates to the technical field of drug synthesis, in particular to a salbutamol sulfate impurity and a preparation method thereof. Background technique [0002] Salbutamol sulfate, chemical name 1-(4-hydroxy-3-hydroxymethylphenyl)-2-(tert-butylamino)ethanol sulfate, CAS: 51022-70-9, molecular formula C26H44N2O10S, molecular weight 576.7. Salbutamol sulfate is a powerful and fast-acting selective β-receptor agonist developed by Glaxo (GSK) in the United Kingdom. The trade name is Ventolin, which is a short-acting selective β2 adrenergic receptor agonist. Salbutamol sulfate is 29 times more selective for β2 receptors than β1 receptors, which makes it more specific for lung β receptors than β1 adrenergic receptors located in the heart. Albuterol is usually formulated as a racemic mixture of the R and S isomers. The R-isomer has 150-fold greater affinity for the β2 receptor than the S-isomer, and the S-isomer has been associated with toxici...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
Patent Type & Authority Applications(China)
IPC IPC(8): C07C215/58C07C213/02
CPCC07C215/58
Inventor 陶俊钰詹书胜宋杰赵宏
Owner ANHUI HEALSTAR PHARM CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap