(R)-4-hydroxy-2-oxo-1-pyrrolidineacetamide crystal form, and preparation method and application thereof

A technology of pyrrolidineacetamide, -4-, applied in the direction of organic chemical methods, pharmaceutical formulations, medical preparations containing active ingredients, etc., can solve the problem of less research on preparation methods and crystal forms, disclosure, and 4-hydroxy- 2-oxo-1-pyrrolidineacetamide crystal form and other issues

Inactive Publication Date: 2018-05-01
CHONGQING RUNZE PHARM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Currently (R)-4-hydroxy-2-oxo-1-pyrrolidine acetamide preparation method and crystal form research is less, there is no (R)-4-hydroxy-2-oxo-1-pyrrolidine acetamide Amide crystal form disclosure

Method used

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  • (R)-4-hydroxy-2-oxo-1-pyrrolidineacetamide crystal form, and preparation method and application thereof
  • (R)-4-hydroxy-2-oxo-1-pyrrolidineacetamide crystal form, and preparation method and application thereof
  • (R)-4-hydroxy-2-oxo-1-pyrrolidineacetamide crystal form, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Dissolve 30 mg of (R)-4-hydroxy-2-oxo-1-pyrrolidineacetamide (Chongqing Runze Pharmaceutical Co., Ltd.) in 2 mL of isoamyl alcohol, heat at 50 ° C, and filter to obtain a supersaturated solution. The solution was sealed and placed at -19°C for cooling and crystallization for 24 hours, separated by filtration, and dried at a temperature of 70°C and a relative humidity of 20% for about 5 hours to obtain crystals.

Embodiment 2

[0039] The (R)-4-hydroxy-2-oxo-1-pyrrolidineacetamide crystal obtained in Example 1 was subjected to crystallographic determination.

[0040] Powder Diffraction Determination (XRPD):

[0041] Test instrument conditions: use Bruker D2PHASER powder diffractometer to test at room temperature, the test conditions are: Cu Ka It is the light source, the voltage is 30kV, the current is 10mA, the test step is 0.014°, the scanning speed is 0.1s / step, and the scanning range is 5-40° (2θ). After testing, the crystals of (R)-4-hydroxy-2-oxo-1-pyrrolidineacetamide prepared in Example 1 have diffraction angles 2θ of 12.6±0.2°, 14.04±0.2°, 15.1±0.2°, 16.66 ±0.2°, 17.54±0.2°, 19.42±0.2°, 20.68±0.2°, 21±0.2°, 22.16±0.2°, 23.46±0.2°, 25.36±0.2°, 26.08±0.2°, 26.5±0.2°, 30.26 There are diffraction peaks at ±0.2°, 30.46±0.2°, 30.96±0.2°, 31.28±0.2°. For convenience, this crystal is called "(R)-4-hydroxyl-2-oxo-1-pyrrolidine Acetamide crystal form I", its powder diffraction pattern is shown in ...

Embodiment 3

[0055] Dissolve 30 mg of (R)-4-hydroxy-2-oxo-1-pyrrolidineacetamide in 4 mL of acetonitrile, heat at 50°C, and filter to obtain a supersaturated solution, which is sealed and placed at -17°C Cool and crystallize for 3 hours, filter and separate, and dry for about 4 hours at 65°C and a relative humidity of 30%, to obtain colorless sand-like crystals, which are identified as (R)-4-hydroxyl-2- Oxo-1-pyrrolidineacetamide Form I.

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Abstract

The present invention provides a (R)-4-hydroxy-2-oxo-1-pyrrolidineacetamide crystal form having diffraction peaks at diffraction angles 2theta of 16.66+/-0.2 DEG, 17.54+/-0.2 DEG, 21+/-0.2 DEG, 22.16+/-0.2 DEG, and 30.96+/-0.2 DEG. The crystal form dissolves fast in water, the solubility of the crystal form in water is larger than or equal to 90 mg/mL, and the crystal form has high bioavailabilityand high temperature stability, is suitable for preparing a plurality of pharmaceutical compositions, and can be made into a plurality of preparations such as tablets, capsules, dropping pills, sustained and controlled release preparations, freeze-dried powder injections and the like. The preparation method of the invention has the advantages of mild conditions, simple operation, little introduction of impurities, good reproducibility, easy control of the production process, high safety, and suitability for industrial production.

Description

technical field [0001] The present invention relates to (R)-4-hydroxyl-2-oxo-1-pyrrolidineacetamide, in particular to the crystal form and preparation method of (R)-4-hydroxyl-2-oxo-1-pyrrolidineacetamide and uses. Background technique [0002] 4-Hydroxy-2-oxo-1-pyrrolidineacetamide, CAS No. 62613-82-5, was first synthesized in 1974 by the Italian Skeleton Bichem Company, a new generation of brain metabolism-improving drug launched in 1987, It can promote the synthesis of phosphorylcholine and o-acethanolamine, promote brain metabolism, stimulate specific central nervous pathways through the blood-brain barrier, and improve intelligence and memory. Studies have shown that its L-body has better curative effect on promoting the development of brain intelligence. In recent years, it has been reported that its dextrorotatory (R)-4-hydroxy-2-oxo-1-pyrrolidineacetamide has special biological activity in the fields of sedation and antiepileptic, and its toxicity is low, and the d...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D207/273A61K31/4015A61P25/08
CPCC07D207/273C07B2200/07C07B2200/13A61P25/08A61K31/4015
Inventor 叶雷
Owner CHONGQING RUNZE PHARM CO LTD
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