New crystal form of linezolid and preparation method and application thereof

A crystal form and crystallization technology, applied in the field of new drug crystal forms, can solve problems such as poor stability, and achieve the effects of reduced storage cost, improved stability and simple preparation process

Active Publication Date: 2011-09-07
四川美大康佳乐药业有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] At present, most studies are to prepare linezolid into type III crystals, which need to be heated above 90°C for 2-12 hours. Type III crystals are thermodynamically more stable than types I and II, and the crystal form is more compact. It is more convenient for use in formulations, but it is easily converted into type II crystals during storage, and its stability is not good

Method used

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  • New crystal form of linezolid and preparation method and application thereof
  • New crystal form of linezolid and preparation method and application thereof
  • New crystal form of linezolid and preparation method and application thereof

Examples

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Effect test

Embodiment 1

[0029] Example 1 Preparation of Linezolid Form V of the present invention

[0030] Take the pure product of linezolid, wherein the S enantiomer has a purity greater than 99.5%, dissolve it in ethyl acetate, add petroleum ether under stirring, and stir for 2-3 hours after the crystals are precipitated, and reduce Dry under pressure (20-30 mmHg) for about 7 hours to obtain off-white crystals, that is, linezolid type V crystals. Melting point: 175.2°C.

[0031] Powder X-ray diffraction measurement conditions: CuKα line, (monochromator), tube voltage 40KV, tube current 25mA. The powder X-ray diffraction measurement result of gained crystal is shown in figure 1 middle. With regard to the obtained crystal, in the diffraction pattern of powder X-ray diffraction, there are characteristic absorption peaks.

[0032] The raw material of linezolid used can be synthesized by a known method or purchased from a commercial product. For linezolid prepared by the method disclosed in US ...

Embodiment 2

[0034] Example 2 Stability investigation test of linezolid crystal form V of the present invention

[0035] To investigate the stability of this product to heat, the raw material sample is placed in a desiccator with a relative humidity of 75%, and then placed in a 40°C constant temperature drying oven. After 6 months, the sample is taken. The content determination by HPLC method: 99.69%. In the powder X-ray diffraction diagram of type V crystal, in the diffraction angle (2θ) 7.39° (relative intensity 6.99), 13.49° (relative intensity 35.34), 14.75° (relative intensity 12.55), 17.98° (relative intensity 29.79), 18.46 ° (relative intensity 19.63), 18.68° (relative intensity 12.98), 19.91° (relative intensity), 21.12° (relative intensity 62.93), 22.21° (relative intensity 100.00), 25.45° (relative intensity 28.02), 27.68° (relative Intensity 8.6), 28.35° (relative intensity 7.62), 29.72 (relative intensity 8.88) ± 0.2° have characteristic absorption peaks.

[0036] The powder X...

Embodiment 3

[0037] The powder of the new crystal form of linezolid was taken, and the injection preparation process was used to make it into a water injection injection, and the filling volume of each preparation package was 200 mg / ml.

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Abstract

The invention provides a new crystal form V of an oxazolidinone antibacterial, namely (S)-N-[[3-(3-fluoro-4-morpholinylphenyl)-2-oxo-5-oxazolidinyl]methyl]acetamide (linezolid). Characteristic absorption peaks appear on the crystal X-ray powder diffraction pattern of the crystal at the following reflection angle 2 theta: 7.40 degrees, 13.45 degrees, 14.64 degrees, 17.92 degrees, 19.80 degrees, 21.07 degrees, 22.10 degrees, 25.42 degrees, 27.65 degrees, 28.35 degrees and 29.65+ / -0.2 degrees. The invention also provides a preparation method and application of the material in the new crystal form and a pharmaceutical composite containing the material in the crystal form. The material in the crystal form has the advantages of better stability, simple preparation process and lower preparation cost, and the industrial production of the material in the crystal form can be realized.

Description

technical field [0001] The invention relates to a new crystal form of a drug, in particular to an oxazolidinone antibacterial drug (S)-N-[[3-(3-fluoro-4-morpholinylphenyl)-2-oxo-5- A new crystal form of oxazolidinyl]methyl]acetamide (linezolid), its preparation method and use. Background technique [0002] Linezolid (linezolid) is the first synthetic oxazolidinone antibacterial drug for clinical use in the treatment of infections caused by Gram-positive (G+) cocci, including suspected or confirmed hospital-acquired infections caused by MRSA. pneumonia (HAP), community-acquired pneumonia (CAP), complicated skin or skin and soft tissue infection (SSTI), and vancomycin-resistant enterococci (VRE). Its chemical name is (S)-N-[[3-(3-fluoro-4-morpholinylphenyl)-2-oxo-5-oxazolidinyl]methyl]acetamide, and its molecular formula is C 16 h 20 FN 3 o 4 , with the following structure: [0003] [0004] Chinese patents CN1044236C and CN1057087C relate to linezolid compounds and t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D263/20A61K31/5377A61P31/04
Inventor 刘忠荣严强蒋亮吴四灵刘小军
Owner 四川美大康佳乐药业有限公司
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