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Gamithromycin monocrystalline type substance and preparation method thereof

A technology of gamimycin and single crystal, which is applied in the field of gamimycin single crystal and its preparation, can solve problems such as unreported crystal structure, and achieve a method suitable for large-scale industrial production with obvious bioavailability simple effect

Active Publication Date: 2015-05-20
TIANJIN ZHONGSHENG TIAOZHAN BIOTECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although gamithromycin has been used, the crystal structure of this compound has not been reported

Method used

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  • Gamithromycin monocrystalline type substance and preparation method thereof
  • Gamithromycin monocrystalline type substance and preparation method thereof
  • Gamithromycin monocrystalline type substance and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] A kind of preparation method of gamithromycin single crystal form, concrete steps are as follows:

[0023] (1) 1 g of gamimycin white solid with a purity of 99% was placed in 15 ml of acetone, and the white solid was heated and dissolved at 40° C.;

[0024] (2) After the white solid was completely dissolved, it was cooled and placed still, crystals were precipitated, and 0.85 g of the product was obtained by filtration, with a yield of 85%.

[0025] The structural formula of Gamithromycin in this embodiment is as figure 1 As shown, the obtained product has a crystal structure as measured by X-ray diffraction figure 2 As shown, it is a monoclinic crystal system, C2 space group, with chirality, and the unit cell parameters are as follows in Table 1:

[0026] Table 1

[0027]

[0028] a R 1 =Σ||F o |–|F c || / |F o |. b wxya 2 =[Σw(F o 2 –F c 2 ) 2 / Σw(F o 2 ) 2 ] 1 / 2

Embodiment 2

[0030] A kind of preparation method of gamithromycin single crystal form, concrete steps are as follows:

[0031] (1) 1g of 99% pure gamithromycin white solid is placed in 20ml organic solvent, and the white solid is heated and dissolved at 70° C., and the organic solvent is a mixture of acetonitrile and water, wherein the volume ratio of acetonitrile and water is 5: 1;

[0032] (2) After the white solid was completely dissolved, it was cooled and placed still, crystals were precipitated, and 0.7 g of the product was obtained by filtration, with a yield of 70%.

Embodiment 3

[0034] A kind of preparation method of gamithromycin single crystal form, concrete steps are as follows:

[0035] (1) 1 g of gamimycin white solid with a purity of 98% was placed in 15 ml of methanol, and the white solid was heated and dissolved at 40° C.;

[0036] (2) After the white solid was completely dissolved, it was cooled and placed still, crystals were precipitated, and 0.7 g of the product was obtained by filtration, with a yield of 70%.

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Abstract

The invention relates to a gamithromycin monocrystalline type substance and a preparation method thereof. The gamithromycin monocrystalline type substance is a monoclinic system with a C2 space group, and has chirality. The preparation method comprises the following specific steps: (1) putting every 1g of a gamithromycin white solid with purity over 98% into 7-20ml of an organic solvent, heating and dissolving the white solid, wherein the organic solvent is mixed by methanol, alcohol, acetone, ethyl acetate, chloroform, acetonitrile, dichloromethane or tetrahydrofuran and water in any proportion; (2) cooling and standing for placing after the white solid is completely dissolved, separating out a crystal, and filtering to obtain the gamithromycin monocrystalline type substance. The gamithromycin monocrystalline type substance is a single-crystal type compound, is high in stability in the presence of single crystal, and is relatively obvious in bioavailability in comparison with a polycrystal effect. The preparation method of the gamithromycin monocrystalline breaks through the technical bottleneck that technical staff of the field at the existing stage cannot obtain the gamithromycin monocrystalline type substance, is simple and easy, and is suitable for the large-scale industrial production needs.

Description

technical field [0001] The invention relates to the field of compound production, in particular to a single crystal form of gamithromycin and a preparation method thereof. Background technique [0002] Gamithromycin chemical name (IUPAC): 13-[(2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribopyranosyl)oxy]-2-ethane Base-3,4,10-trideoxy 3,5,8,10,12,14-hexamethyl-7-propyl-11-[[3,4,6-trideoxy-3-(dimethylamino )-β-D-Xylopyranosyl]oxy]-(2R,3S,4R,5S,8R,10R,11R,12S,13S,14R)-1-oxa-7-azacycle-15- single ring. Molecular formula: C 40 h 76 N 2 o 12 , CAS No.: 145435-72-9, is a new type of second-generation macrolide veterinary antibiotics, currently produced by French Merial (MERIAL.CO) injection with gamimycin as the main active ingredient ZACTRAN, approved by the Veterinary Drug Administration of the European Drug Administration, has achieved market production and sales. The structure and efficacy of gamithromycin have been approved by the Veterinary Drug Administration of the Europe...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H17/00C07H1/06
Inventor 崔志刚董泽武王建廖可龙程雪娇王勇余贵菊焦晓军姜淋洁杨雪王猛
Owner TIANJIN ZHONGSHENG TIAOZHAN BIOTECH
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