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Preparation method of miriplatin hydrate

A technology of miplatin and oxaliplatin, which is applied in the field of medicinal chemistry, can solve the problems of chloroform residue, silver ion residue, and low total yield, and achieve the effects of low production cost, environmentally friendly synthesis route, and easy operation

Active Publication Date: 2012-06-27
NANJING YOKO PHARMA GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The rice platinum prepared by this method also has a small amount of silver ion residues, and also has chloroform residues harmful to the human body, and the total yield is low

Method used

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  • Preparation method of miriplatin hydrate
  • Preparation method of miriplatin hydrate
  • Preparation method of miriplatin hydrate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] In a 250ml flask, add 150ml of water, 3.97g of oxaliplatin and 5g of sodium myristate, heat to 50°C, stir and react for 72h, then heat to 70°C, react for 1h, and filter to obtain an off-white filter cake. ℃ vacuum drying to obtain 7.66g meter platinum, the yield is 97.95%. Chemical purity: 99.92%. Optical purity: 99.86%.

Embodiment 2

[0027] In a 250ml flask, add 150ml of water, 3.97g of oxaliplatin and 5g of sodium myristate, heat to 40°C, stir and react for 72h, then heat to 70°C, react for 1h, and filter to obtain an off-white filter cake. ℃ vacuum drying to obtain 7.56g meter platinum, the yield is 96.68%. Chemical purity: 99.82%. Optical purity: 99.9%.

Embodiment 3

[0029] In a 500ml flask, add 240ml tert-butanol, 3.97g oxaliplatin and 5g sodium myristate, heat to 50°C, stir for 24h, then add 200ml tert-butanol and 10ml water, stir at 50°C for 0.5h, cool to room temperature, filtered, and washed with water to obtain 7.65 g of off-white rice platinum, with a yield of 97.83%. Chemical purity: 99.93%. Optical purity: 99.81%.

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Abstract

The invention discloses a preparation method of miriplatin hydrate, which comprises the following steps: controlling the temperature to 40-90 DEG C, adding Oxaliplatin and C13H27COOM in a dissolved reaction solvent, and reacting for 1-6d to prepare the miriplatin hydrate, wherein the molar ratio of the Oxaliplatin to the C13H27COOM is 1:0.5-5, and M is sodium, potassium, ammonia, calcium or nitrogenous organic alkali. Compared with the existing preparation method of miriplatin hydrate, the preparation method disclosed by the invention has the outstanding advantages of environment-friendly synthesis lines, no silver ion residues, no toxic solvents, short lines and convenience in operation, the obtained product has good quality (chemical purity of 99.5% and optical purity more than 99.9%), high yield (more than 92%) which is 10% higher than that of other lines and low cost, is public-benefit and environment-friendly, is easy for industrial production, has good practicability and can produce better economic and social benefits. In addition, the miriplatin hydrate used for injection prepared according to the preparation method of the miriplatin hydrate disclosed by the invention has low production cost and high quality, and can reduce adverse reactions and treatment cost for patients to a great extent.

Description

technical field [0001] The invention belongs to the technical field of medicinal chemistry, and in particular relates to a preparation method of miplatin. Background technique [0002] Miplatin is a new type of platinum anti-tumor drug developed and marketed by Sumitomo Pharmaceutical Co., Ltd. of Japan, and it is clinically used for the treatment of liver cancer. Its English name is Miriplatin (code name: SM-11355), and its chemical name is: cis-[(1R,2R)-1,2-cyclohexanediamine-N,N']ditetradecanoyloxyplatinum- Hydrate. [0003] Patent CN200810195189.9 discloses a preparation method of rice platinum, which is to use cis-dinitrate [(1R,2R)-1,2-cyclohexanediamine] combined with platinum and myristate, wherein myristate They are sodium myristate, potassium myristate and ammonium myristate respectively, with water as the solvent, but in the preparation of cis-dinitrate [(1R,2R)-1,2-cyclohexanediamine] platinum must be cis-dihalogenated [(1R, 2R)-1,2-cyclohexanediamine] prepare...

Claims

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Application Information

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IPC IPC(8): C07F15/00
Inventor 周春红陈倩张峰高建兴曹燕锋姜东成陆修涛刘宇
Owner NANJING YOKO PHARMA GRP CO LTD
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