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Iodine Ioxilan purification method

A purification method and technology of ioxilan, which are applied in the separation/purification of carboxylic acid amides, organic chemistry, preparation of X-ray contrast agents, etc., can solve the problems such as difficulty in purifying ioxilan, and achieve the effect of simple operation.

Inactive Publication Date: 2008-09-17
CHIA TAI TIANQING PHARMA GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Because the chemical structure of these non-ionic impurities is also based on the triiodobenzene ring as the mother nucleus, with multiple hydroxyl groups, which are similar to the molecular structure of ioxiline, so it brings certain difficulties to the purification of ioxiline

Method used

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  • Iodine Ioxilan purification method
  • Iodine Ioxilan purification method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0012] Add activated carbon-treated crude ioxilan (100 g) and deionized water (500 mL) into a previously weighed 1 L single-necked flask, dissolve at a temperature not higher than 40 ° C, and distill under reduced pressure on a rotary evaporator until the solution weighs 150 g , add a stirrer and stir on a magnetic stirrer at 60 ° C, add refined ioxilan (2 g) as a seed crystal, install a reflux condenser, stir for 24 hours, filter the white suspension while it is hot, and use hot deionized water on the filter (60° C.) (3×20 mL) washed the crystals and dried in vacuo to obtain 71.5 g of ioxiram. HPLC analysis of samples before and after recrystallization from deionized water (water / acetonitrile, NH 2 column). The results are shown in Table 1.

[0013] Table 1 HPLC analysis results (peak area%)

[0014] the peak

Embodiment 2

[0016] Another 100 g of the crude product of ioxilan was recrystallized under the same conditions as in Example 1 to obtain 73.1 g of ioxilan. HPLC analysis of samples before and after recrystallization from deionized water (water / acetonitrile, NH 2 column). The results are shown in Table 2.

[0017] Table 2 HPLC analysis results (peak area%)

[0018] the peak

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Abstract

The invention relates to a method for purifying iodine yucca in the field of purifying method of Pharmaceuticals compound. The chemical name of the iodine yucca is 5-[acetyl (2, 3-dihydroxyl propyl)amido ]-N-(2, 3-dihydroxyl propyl)-N-(2-hydroxyl ethyl )-2, 4, 6-triiodide-1, 3-benzene diformamide, which is a non-ionic X-ray contrast agent. The method adopts deionized water as reagent to do recrystallization to the iodine yucca course product; the recrystallizated iodine yucca content is above 99.0%.

Description

technical field [0001] The invention discloses a purification method of ioxilan, which belongs to the purification method of western medicine compounds, and in particular relates to a purification method of non-ionic X-ray contrast agent ioxilan. Background technique [0002] Ioxilan (Ioxilan, trade name is Oxilan) is a non-ionic X-ray contrast agent developed by Cooking Contrast Agent Company of the United States and Chugai Pharmaceutical Co., Ltd., with a chemical name of 5-[acetyl (2,3-dihydroxypropyl) Amino]-N-(2,3-dihydroxypropyl)-N'-(2-hydroxyethyl)-2,4,6-triiodo-1,3-benzenedicarboxamide, chemical structural formula (I ): [0003] [0004] Ioxilan has low osmotic pressure and viscosity due to its asymmetric structure in the molecule and the hydrophobic region formed between molecules, so it has better systemic tolerance and good contrast performance. Ioxilan has relatively stable chemical properties and can withstand high temperature sterilization. It can be made ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C237/46C07C231/24A61K49/04
Inventor 刘娅灵邹霈罗世能谢敏浩何拥军吴军王洪勇
Owner CHIA TAI TIANQING PHARMA GRP CO LTD
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