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Method for resolving propranolol by using menthol-lactic acid hydrophobic eutectic solvent

A low eutectic solvent, propranolol hydrochloride technology, applied in the field of pharmaceutical preparation, can solve problems such as general splitting effect, and achieve the effects of reducing harm to users and the environment, reducing difficulty, and achieving remarkable results

Active Publication Date: 2019-11-22
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, most extraction systems have mediocre resolution

Method used

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  • Method for resolving propranolol by using menthol-lactic acid hydrophobic eutectic solvent
  • Method for resolving propranolol by using menthol-lactic acid hydrophobic eutectic solvent
  • Method for resolving propranolol by using menthol-lactic acid hydrophobic eutectic solvent

Examples

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Effect test

Embodiment 1

[0049] A method for splitting propranolol using a menthol-lactic acid hydrophobic deep eutectic solvent, comprising the following steps:

[0050] (1) Put (-)-menthol and L(+)-lactic acid in a round-bottomed flask with a ratio of 1:1 and mix them evenly, and carry out the first heat treatment at a stirring state with a rotation speed of 800rpm, The temperature of the first heat treatment is 80°C, and the time of the first heat treatment is 1h, and a clear and transparent solution is obtained, then the stirring is stopped, and the heat preservation treatment is carried out at 80°C for 0.5h, and cooled to room temperature to obtain a hydrophobic low ethanol Solvent (-)-menthol-L(+)-lactic acid;

[0051] (2) 500mg of propranolol hydrochloride is added in 5mL alkaline solution (the NaOH solution that selects concentration to be 1.5mol / L here), in the stirring state that rotating speed is 800rpm, carry out heat treatment for the second time, heat for the second time The temperature...

Embodiment 2

[0061] A method for splitting propranolol using a menthol-lactic acid hydrophobic deep eutectic solvent, comprising the following steps:

[0062] (1) Put (-)-menthol and L(+)-lactic acid with the amount of 1:1 in a round-bottomed flask and mix evenly, and carry out the first heat treatment under the stirring state with a rotation speed of 600rpm. The temperature of the second heat treatment is 80°C, and the time of the first heat treatment is 1.5h to obtain a clear and transparent solution, then stop stirring, carry out heat preservation treatment at 80°C for 2h, and cool to room temperature to obtain a hydrophobic deep eutectic solvent (-)-menthol-L(+)-lactic acid;

[0063] (2) 500mg of propranolol hydrochloride is added in 5.5mL alkaline solution (selection concentration is the NaOH solution of 1.5mol / L here), in the stirring state that rotating speed is 600rpm, carry out heat treatment for the second time, the second time The heat treatment temperature is 45°C, the second ...

Embodiment 3

[0068] A method for splitting propranolol using a menthol-lactic acid hydrophobic deep eutectic solvent, comprising the following steps:

[0069] (1) Place (-)-menthol and L(+)-lactic acid in a round-bottomed flask with a ratio of 1:1.3 and mix them uniformly, and carry out the first heat treatment at a stirring state of 500 rpm. The temperature of the first heat treatment is 60°C, and the time of the first heat treatment is 1.5h to obtain a clear and transparent solution, then stop stirring, carry out heat preservation treatment at 60°C for 0.5h, and cool to room temperature to obtain a low hydrophobicity solution. Eutectic solvent (-)-menthol-L(+)-lactic acid;

[0070] (2) 500mg propranolol hydrochloride is added in 5mL alkaline solution (concentration is the KOH solution of 2mol / L for selection here), in the stirring state that rotating speed is 500rpm, carry out heat treatment for the second time, heat treatment for the second time The temperature is 35°C, the time of the...

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Abstract

The invention discloses a method for resolving propranolol by using a menthol-lactic acid hydrophobic eutectic solvent. The method comprises the following steps: uniformly mixing (-)-menthol and L (+)-lactic acid, heating in a stirring state, then stopping stirring, and carrying out heat preservation treatment to obtain a hydrophobic eutectic solvent; adding propranolol hydrochloride into alkali liquid, heating the liquid under stirring, extracting the propranolol, drying and filtering the liquid and evaporating the liquid to remove the solvent to obtain a propranolol free body, and recrystallizing the extract to obtain free propranolol; uniformly mixing water, free propranolol and a hydrophobic eutectic solvent to obtain a mixed solution, and adjusting the pH value to 5.0-9.0; stirring and standing the system to separate the phases to obtain an upper phase and a lower phase; collecting the lower phase and removing the solvent to obtain the R-(+)-propranolol, thereby completing the resolution of propranolol. The method provided by the invention adopts the hydrophobic eutectic solvent, and has the characteristics of environmental protection, simplicity, convenience and high separation degree.

Description

technical field [0001] The invention relates to the technical field of medicine preparation, in particular to a method for splitting propranolol by using a menthol-lactic acid hydrophobic deep eutectic solvent. Background technique [0002] Chiral compounds are widely used in the fields of pharmaceuticals, fine chemicals, and materials science because of their unique physiological activities. However, it is very difficult to obtain a single enantiomer, which has attracted the attention of researchers at home and abroad. Chiral drugs belong to one class of chiral compounds. Generally speaking, among the two enantiomers of chiral drugs, one has better efficacy, while the other may be ineffective or even toxic. Propranolol, also known as propranolol and propranolol, is a non-selective beta-receptor blocker. Clinically, it is mainly used to treat arrhythmia caused by various reasons, and it can also be used for angina pectoris and hypertensive pheochromocytoma (preparation bef...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C213/10C07C217/30C07B57/00
CPCC07B57/00C07B2200/07C07C213/10C07C217/30
Inventor 陈砺杨婵媛樊涛涛邱舜国严宗诚
Owner SOUTH CHINA UNIV OF TECH
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