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Creatine phosphate sodium compound and method for synthesizing the same

A technology of sodium phosphate creatine and synthesis method, applied in chemical instruments and methods, organic compounds/hydrides/coordination complex catalysts, compounds of Group 5/15 elements of the periodic table, etc., can solve the difficulty of purification, equipment High requirements, low yield and other problems, to achieve the effect of easy control of reaction conditions, less environmental pollution, and high yield

Inactive Publication Date: 2009-07-22
郑仙锋
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Because a large amount of phosphorus oxychloride pollutes the environment, and the required equipment is relatively high, it is not conducive to large-scale production
US3036087A uses dibenzyl phosphite and methyl isothiourea as raw materials to synthesize creatine phosphate through a multi-step reaction, but the shortcoming of this method is that the synthetic route is too long, and toxic reagents such as mercury oxide are used in the reaction, so in actual production Medium and high security protection requirements
In addition, "Journal of Harbin University of Science and Technology" 2004, Volume 9, No. 4 discloses the synthesis of phosphocreatine with creatine as a raw material, but the yield of this method is low, and barium salt is used in the synthesis, which is difficult to separate during the process. Bring some difficulty to the purification of the product

Method used

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  • Creatine phosphate sodium compound and method for synthesizing the same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Prepare creatine phosphate sodium product by following synthetic method:

[0025] (1) Mix 50 g of creatine and 300 ml of dried acetonitrile, and at the same time pass through nitrogen protection, stir to make the solution clear, cool to 10°C, and then add 223 ml of N,N-diisopropylethylamine.

[0026] (2) Cool the mixture obtained in step (1) to 0° C., add 66 g of phosphorus oxychloride, and complete the addition within 30 seconds. Stir and naturally warm to room temperature, and then stir for 60 hours.

[0027] (3) Distill off 90% of the solvent from the mixture obtained in step (2) no higher than 50° C. under reduced pressure, then cool to room temperature, add 860 ml of 1 mol / L sodium hydroxide aqueous solution, and stir for 1 hour.

[0028] (4) Add 300ml of 90% ethanol to the mixture obtained in step (3), keep it for 6 hours, white crystals are precipitated, leave it for 20 hours, filter, wash with 60ml of 90% ethanol, and dry in vacuum at 50°C to obtain white Sodiu...

Embodiment 2

[0030] Prepare creatine phosphate sodium product by following synthetic method:

[0031] (1) Mix 50 g of creatine and 400 ml of dried acetonitrile, and at the same time pass through nitrogen protection, stir to make the solution clear, cool to 10°C, and then add 250 ml of N,N-diisopropylethylamine.

[0032] (2) Cool the mixture obtained in step (1) to 0° C., add 87.6 g of phosphorus oxychloride, and complete the addition within 30 seconds. Stir and naturally raise the temperature to room temperature, and then stir for 60 hours.

[0033] (3) Distill off 50% of the solvent from the mixture obtained in step (2) no higher than 50° C. under reduced pressure, then cool to room temperature, add 215 ml of 4 mol / L sodium hydroxide aqueous solution, and stir for 1 hour.

[0034] (4) Add 500ml of 90% ethanol to the mixture obtained in step (3), keep it for 6 hours, white crystals are precipitated, leave it for 10 hours, filter, wash with 60ml of 90% ethanol, and dry in vacuo at 50°C to o...

Embodiment 3

[0036] Prepare creatine phosphate sodium product by following synthetic method:

[0037] (1) Mix 50 g of creatine and 200 ml of dried acetonitrile, and at the same time pass through nitrogen protection, stir to make the solution clear, cool to 10°C, and then add 180 ml of N,N-diisopropylethylamine.

[0038] (2) Cool the mixture obtained in step (1) to 0° C., add 58.4 g of phosphorus oxychloride, and complete the addition within 30 seconds. Stir and naturally warm to room temperature, and then stir for 60 hours.

[0039] (3) Distill off 90% of the solvent from the mixture obtained in step (2) no higher than 50° C. under reduced pressure, then cool to room temperature, add 380 ml of 2 mol / L sodium hydroxide aqueous solution, and stir for 1 hour.

[0040] (4) Add 400ml of 90% ethanol to the mixture obtained in step (3), keep it for 6 hours, white crystals precipitate out, leave it for 15 hours, filter, wash with 40ml of 90% ethanol, and dry in vacuo at 50°C to obtain white Sodiu...

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Abstract

The invention relates to a synthetic method of a creatine phosphoric acid sodium salt compound, which comprises the following steps: (1) creatine and acetonitrile are mixed and stirred until the solution is cleaned; after the solution is cooled down, N, N- diisopropylethylamine is added; (2) a mixture obtained in step (1) is cooled down again and then phosphorus oxychloride is added to the mixture and stirred for 60 hours at room temperature; (3) under the condition that pressure is reduced and temperature is not higher than 50 DEG C, most solvent of the mixture obtained in step (2) is distilled; and then the solvent is cooled down to room temperature and a water solution of sodium hydroxide is added to the solvent and stirred for 1 hour; and (4) ethanol of 90 percent is added to the mixture obtained in step (3) and maintained for 6 hours; and then white crystals is separated out and the mixture stands for 10 hours to 20 hours; the mixture is filtered and rough products are obtained; the products are washed with ethanol of 90 percent and dried under vacuum; and then white creatine phosphoric acid sodium salt compounds are obtained. The method has the advantages of low cost, strong operability, high yields, easily controlled conditions during production process and little environmental pollution.

Description

technical field [0001] The invention relates to a synthesis method of creatine phosphate sodium compound, which belongs to the technical field of medicine. Background technique [0002] Creatine phosphate (CP) is a biologically active substance in the human body. It mainly exists in myocardium, skeletal muscle, brain and other organs or tissues. It is an important energy supply source for the human body and one of the important substances involved in cellular energy metabolism. One, to replenish energy for ATP, which is the most important energy source in any cellular metabolic process. [0003] In recent years, studies have found that creatine phosphate has important pharmacological effects. It is an important cardioprotective agent. Its sodium salt compound creatine phosphate sodium has been widely used in clinical practice. Creatine phosphate sodium is used in the treatment of myocardial ischemia, cardiac Protecting myocardium during surgery and other diseases with abnor...

Claims

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Application Information

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IPC IPC(8): C07F9/22B01J31/02
Inventor 郑仙锋
Owner 郑仙锋
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