CN106565858A - Purification method for sugammadex sodium - Google Patents
Purification method for sugammadex sodium Download PDFInfo
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- CN106565858A CN106565858A CN201610896608.6A CN201610896608A CN106565858A CN 106565858 A CN106565858 A CN 106565858A CN 201610896608 A CN201610896608 A CN 201610896608A CN 106565858 A CN106565858 A CN 106565858A
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- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0009—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Glucans, e.g. polydextrose, alternan, glycogen; (alpha-1,4)(alpha-1,6)-D-Glucans; (alpha-1,3)(alpha-1,4)-D-Glucans, e.g. isolichenan or nigeran; (alpha-1,4)-D-Glucans; (alpha-1,3)-D-Glucans, e.g. pseudonigeran; Derivatives thereof
- C08B37/0012—Cyclodextrin [CD], e.g. cycle with 6 units (alpha), with 7 units (beta) and with 8 units (gamma), large-ring cyclodextrin or cycloamylose with 9 units or more; Derivatives thereof
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Abstract
The invention discloses a purification method for sugammadex sodium. The purification method comprises the following steps: 1) putting a part of cation exchange resin into a suspension or solution of a metal hydroxide or metal salt for soaking and carrying out flushing so as to obtain transformed ion exchange resin A, and putting the other part of the cation exchange resin into an aqueous solution of sodium hydroxide for soaking and carrying out flushing so as to obtain transformed ion exchange resin B; and 2) treating a crude sugammadex sodium product with the transformed ion exchange resin A so as to accordingly convert the crude sugammadex sodium product into a sugammadex salt with water-solubility less than sugammadex sodium, then carrying hot slurrying and purification and carrying out conversion via the transformed ion exchange resin B so as to obtain sugammadex sodium, or carrying out conversion via sodium hydroxide after treatment with the cation exchange resin so as to obtain sugammadex sodium. The method provided by the invention can substantially improve the purity of sugammadex sodium, reduces purification difficulty of sugammadex sodium, exerts good removal effect on impurities in the crude sugammadex sodium product, has good economical efficiency and is better applicable to industrial production.
Description
Technical field
The present invention relates to purification art, and in particular to a kind of purification process of the more glucose sodium that relaxes.
Background technology
Relax the more entitled 6A of glucose the Sodium chemistry,-S- of 6B, 6C, 6D, 6E, 7F, 6G, 6H- eight (2- carboxyethyls) -6A, 6B, 6C,
The thio-y-cvclodextrin of 6D, 6E, 7F, 6G, 6H- eight, eight sodium salts, structural formula is：
The more glucose sodium that relaxes is by a kind of new muscle relaxant inversion agent of Dutch Organon companies research and development, clinically conduct
Rocuronium or the effect of vecuronium neuromuscular blockade are reversed, with good curative effect, and has fabulous safety.From 2008
Year July European Union ratify its listing since, list in states such as Japan, Korea, the U.S., and just declare production in China and list.
It is less with regard to the report of more glucose sodium preparation technology of relaxing both at home and abroad at present, and basic purge process is dependent on film dialysis
Or column chromatography carries out purification, high purity product difficulty is obtained greatly, be unfavorable for the carrying out of large-scale industrial production.
J.Med.Chem.2002,45,1806-1816PP propose that triphenyl phosphorus are urged in DMF system
Under change, bromine obtains 6- deoxidations -6- perbromo-s-gamma-cyclodextrin with gamma-cyclodextrin reaction.The product and 3- mercapto-propionates
Under the catalysis of Carbon Dioxide caesium, reaction obtains the easypro more glucose methyl ester of product, then Jing sodium hydroxide hydrolysis, obtains the more glucose that relaxes
Sodium.Yield 60%.According to this method obtains being the more glucose sodium crude product that relaxes that purity is relatively low, does not there is the report being further purified.
Chem.Asian J.2011,6,2390-2399 first by gamma-cyclodextrin iodo obtain 6- deoxidation-6- periodo-γ-
Cyclodextrin crude product, the crude product, into ester, Jing silica gel column chromatography purification, then Feldalat NM hydrolysis, obtains purity higher with acetic anhydride
6- deoxidations -6- periodos-gamma-cyclodextrin highly finished product, most obtain target product into ether after 3- mercaptopropionic acids.In the middle of the reaction
Body purity is high, and impurity is few, and the post processing purification of product is relatively simple.But iodo cyclodextrin is prepared using column chromatography technique, is increased
Reactions steps, take longer.And when preparing easypro more glucose sodium as raw material using iodo cyclodextrin obtained in the method, not
Qualified product can be directly obtained, the purification difficult problem of the more glucose sodium product that relaxes can be still faced.
WO0140316PP iodine reacts under triphenyl phosphorus catalysis as halide reagent with gamma-cyclodextrin, generates 6- and takes off
Oxygen -6- periodos-gamma-cyclodextrin.The intermediate obtains target product Jing after film dialysis purification again with 3- mercaptopropionic acids into thioether
Thing.The method route is simple and reliable, and reactivity is higher, but the purification of product is only with film dialysis purification, obtains high-purity and relaxes
The difficulty of more glucose sodium is higher.
CN105348412 discloses a kind of purification process of the more glucose sodium crude product that relaxes, by easypro more glucose sodium crude product in acidity
Under the conditions of hydrolyze, obtain free acid solid, free acid solid water beating washing purification；Free acid and organic amine are reacted again, system
Standby easypro more glucammonium salts, the ammonium salt recrystallization purifying for obtaining；It is the free acid that dissociates to obtain under acid condition, free acid solid water is beaten
Plasm scouring purification, the free acid for obtaining reacts with sodium hydroxide, prepares the more glucose sodium pure product that relaxes.The method is not used column chromatography,
The methods such as dialysis, but complex steps, need the multiple conversions between free acid and salt, operation inconvenience.Further, since the more glucose that relaxes
The unstability of self structure, during its in acid condition free, self structure has the risk of dissociation, forms acid broken
Bad impurity, increases the difficulty of refined product.
The content of the invention
The invention provides a kind of purification process of the more glucose sodium crude product that relaxes, can significantly improve the purity of the more glucose sodium that relaxes,
The difficulty of purifying products is reduced, and there is removing effect well to the impurity in crude product.
In order to solve the above problems, the technical solution adopted in the present invention is a kind of such, purification of the more glucose sodium that relaxes
Method, comprises the steps：
1) a part of cation exchange resin is put into the suspension or solution soaking of metal hydroxidess or slaine, is rushed
Wash, obtain the ion exchange resin A that makes the transition；Simultaneously another part cation exchange resin is placed stand-by or be put into sodium hydroxide
Aqueous solution soaking, rinses, and obtains the ion exchange resin B that makes the transition, wherein, the metal in described metal hydroxidess or slaine
Ion and the salt slightly soluble or water insoluble more formed by glucose radical ion that relaxes；
2) more glucose sodium crude product is relaxed under the process of transition ion exchange resin A, correspondingly change into dissolubility in water little
In the easypro more glucose salt of the more glucose sodium that relaxes, Jing hot beating purification, then the more glucose sodium that relaxes is changed into by transition ion exchange resin B,
Or after being processed by cation exchange resin, then Jing sodium hydroxide changes into the more glucose sodium that relaxes.
Described cation exchange resin preferably is selected from 732 storng-acid cation exchange resins, D001 highly acidic cations and hands over
Resin, D113 weak-acid cation-exchange resins are changed, the one kind or 2 kinds of combination in D301 weak-acid cation-exchange resins.
Described metal hydroxidess are calcium hydroxide, magnesium hydroxide, aluminium hydroxide, barium hydroxide, zinc hydroxide or hydrogen
Yangization Cadmium, preferably calcium hydroxide, magnesium hydroxide or aluminium hydroxide；Described slaine is calcium, magnesium, aluminum, barium, Xin Huo Cadmium salt；
Beating purification is that in a solvent dissolubility is poor using material, but the impurity good characteristic purification of dissolubility in a solvent；
The detailed process of above-mentioned hot beating purification is easypro more glucose salt to be added in solvent, under inert gas shielding, is heated to 50-
100 DEG C, after stirring more than 2 hours, -20-30 DEG C is cooled to, sucking filtration.
In the detailed process of above-mentioned hot beating purification, described solvent is selected from water, methanol, ethanol, acetonitrile, acetone, N, N-
One kind or 2 kinds of combination in dimethylformamide, 1,4- dioxane；Noble gases are selected from nitrogen, argon, helium or dioxy
Change carbon.
Beneficial effect：The more glucose sodium crude product that relaxes first is changed into easypro more glucose of the dissolubility less than the more glucose sodium that relaxes by the present invention
Salt, is separated out in the form of precipitating, and removes the impurity in crude product, is then converted into the more glucose sodium that relaxes；Compared with prior art, the present invention
The method of offer can significantly improve the purity of the more glucose sodium that relaxes, and reduce the difficulty of purifying products, and have to the impurity in crude product
Effect is removed well, and the method has good economy, is more suitable for industrialized production.
Description of the drawings
Fig. 1 is the more glucose sodium crude product HPLC figures that relax；
The HPLC figures of the easypro more glucose sodium pure product that Fig. 2 is prepared for the inventive method；
Fig. 3 is the HPLC figures of the commercially available more glucose sodium injection that relaxes.
Specific embodiment
Hereafter the preferred embodiment of the inventive method is described in more detail.These preferred versions are used for the purpose of
Example the present invention and do not constitute limitation ot it.
Relax in more glucose sodium, according to the description of Yuan Yan producers, its medicinal active ingredient is 6- eight-(2- carboxy ethyls) sulfur
Generation-gamma-cyclodextrin sodium salt and 6- seven-(2- carboxy ethyls) thio-y-cvclodextrin sodium salt, therefore, described in following embodiments
Purity is 6- eight-(2- carboxy ethyls) thio-y-cvclodextrin sodium salt and 6- seven-(2- carboxy ethyls) thio-γ-ring in product
The amount sum of dextrin sodium salt accounts for the percentage ratio of product quality.
The method for determining purity using HPLC methods, method is as follows：
Test product to be measured is taken, in putting 25ml volumetric flasks, first adds a small amount of water shaking to make dissolving, then solubilizer be diluted to scale, shaken
It is even, as need testing solution；Precision measures solution 1ml and puts in 100ml volumetric flasks, and solubilizer is diluted to scale, shakes up, as
Contrast solution；(with octadecylsilane chemically bonded silica as filler, it is with phosphate buffer according to chromatographic condition under assay item
Mobile phase A, acetonitrile are Mobile phase B, carry out linear gradient elution, and Detection wavelength is 200nm), take the μ l of contrast solution 20 injection liquid
Chromatography, adjusts detector sensitivity, and the peak height for making main constituent chromatographic peak is the 10～25% of full scale, then precision measures confession
Test sample solution and each 20 μ l of contrast solution, are injected separately into chromatograph of liquid, record chromatogram to the 3 of main constituent peak retention time
Again, 6- eight-(2- carboxy ethyls) thio-y-cvclodextrin sodium salt and 6- seven-(2- carboxy ethyls) thio-y-cvclodextrin sodium salt peak
Area percentage sum is the purity of testing sample.
More glucose sodium crude product method with reference to disclosed in patent US6670340 of relaxing is produced.
Reference implementation example：The preparation of easypro more glucose sodium crude product
3- mercaptopropionic acids (12.2mL, 140mol) are put in reaction bulb, the DMF of 450mL is added, at room temperature, nitrogen is protected
(60%) 12.3g, 308mol, are stirred at room temperature 30 minutes, Deca γ-iodo after adding to add sodium hydride under shield in three batches
Cyclodextrin (31.2g, 14mmol, in being dissolved in the DMF of 450mL), completion of dropping is warming up to 70 degree, reacts 12h.Reaction is finished, cold
To room temperature, add 100mL water, stirring, vacuum distillation to solvent residue 400mL to add 2L ethanol, filter, collect solid, vacuum
Dry faint yellow solid 45g, purity is 91.9%, and the testing result of the more glucose sodium crude product that relaxes is shown in Fig. 1, analysis result such as table 1
It is shown.
Table 1
Embodiment 1：The transition of ion exchange resin
1) D001 storng-acid cation exchange resin 1L are taken, it is molten with the NaOH of 0.5mol/L in being fitted into core plate layer chromatography post
Liquid rinses 4 column volumes of resin, and flow velocity is 5ml/min, then again with HCl solution flushing 4 column volumes of resin of 0.5mol/L,
Flow velocity is 5ml/min, and punching is finished, and is rinsed to neutrality with purified water.
2) the D001 storng-acid cation exchange resins that 0.5L Jing steps 1 were processed are taken, the suspension of calcium hydroxide is added
(80g is scattered in 1L water), stirs 2 hours, and resin is rinsed to clear with purified water, places stand-by, is labeled as the ion exchange resin that makes the transition
A；The D001 storng-acid cation exchange resins that remaining 0.5L Jing steps 1 were processed are taken, the aqueous solution of sodium hydroxide is added
(60g is dissolved in 1L water), stirs 2 hours, and resin is rinsed to neutrality with purified water, places stand-by, is labeled as the ion exchange resin that makes the transition
B。
Embodiment 2：The purification of easypro more glucose sodium
The more glucose sodium crude product 40g that relaxes is taken, with 3L water dissolutioies to clear, adds transition ion exchange resin A about 0.5L, room temperature to stir under stirring
Mix 2 hours, there are a large amount of white solids to separate out, sucking filtration, purification water wash filter cake obtains 89 grams of white solid (relax more sugar lime), will
The more sugar lime that relaxes is added into 500mL there-necked flasks, adds 300g purified water, under nitrogen protection, is heated to 80 DEG C and is stirred 2 hours,
Room temperature is cooled to, sucking filtration obtains white solid (the easypro more sugar lime of purification) 32g.
The easypro more sugar lime of 32g purification is inserted in 3L there-necked flasks, 1L purified water and 1L ethanol are added in there-necked flask
Mixed solvent, adds the transition ion exchange resin B of about 0.3L, stirs 2 hours, sucking filtration, and the transition ion tree of 0.2L is added in filtrate
Fat B, stirs 2 hours, sucking filtration, and filtrate adjusts PH to 7.5-8.5, concentrating under reduced pressure filtrate to obtain to dry with the NaOH solution of 0.1mol/L
White solid relaxes more glucose sodium 25g, HPLC detection purity 99.5%, sees Fig. 2, and analysis result is as shown in table 2.
Table 2
Embodiment 3：The transition of ion exchange resin
1) 732 storng-acid cation exchange resin 1L are taken, in being fitted into core plate layer chromatography post, with the NaOH solution of 0.5mol/L
4 column volumes of resin are rinsed, flow velocity is 5ml/min, then 4 column volumes of resin are rinsed with the HCl solution of 0.5mol/L, flow velocity is
5ml/min, punching is finished, and is rinsed to neutrality with purified water.
2) 0.5L Jing steps 1 are taken) 732 storng-acid cation exchange resins that processed, add the suspension of magnesium hydroxide
(80g is scattered in 1L water), stirs 2 hours, and resin is rinsed to clear with purified water, places stand-by, is labeled as the ion exchange resin that makes the transition
A；Taking remaining 0.5L Jing steps 1) 732 storng-acid cation exchange resins that processed place stand-by.
Embodiment 4：The purification of easypro more glucose sodium
The more glucose sodium crude product 40g that relaxes is taken, with 3L water dissolutioies to clear, Resin A about 0.5L is added under stirring, be stirred at room temperature 2 hours,
There are a large amount of white solids to separate out, sucking filtration, purification water wash filter cake obtains 34 grams of white solid (relax more glucose magnesium), by easypro more glucose
Magnesium is added into 500mL there-necked flasks, adds 300g purified water, under nitrogen protection, is heated to 80 DEG C and is stirred 2 hours, is cooled to room
Temperature, sucking filtration obtains white solid (the easypro more glucose magnesium of purification) 32g.
The easypro more glucose magnesium of 32g purification is inserted in 3L there-necked flasks, 1L purified water and 1L ethanol are added in there-necked flask
Mixed solvent, 1 the step of add about 0.3L Jing embodiment 3) 732 storng-acid cation exchange resins that processed, stirring 2 is little
When, sucking filtration, 1 the step of 0.2L Jing embodiment 3 are added in filtrate) 732 storng-acid cation exchange resins that processed, stirring 2
Hour, sucking filtration, filtrate adjusts PH to 7.5-8.5, concentrating under reduced pressure filtrate to obtain white solid and relax to dry with the NaOH solution of 0.1mol/L
More glucose sodium 24g, HPLC detect purity 99.4%.
Comparative example
It is 97.77% that commercially available original grinds more glucose sodium injection testing result purity of relaxing, and sees Fig. 3, the analysis result such as institute of table 3
Show.
Table 3
Presently preferred embodiments of the present invention is the foregoing is only, not to limit the present invention, all essences in the present invention
Within god and principle, any modification, equivalent substitution and improvements made etc. should be included within the scope of the present invention.
Claims (6)
1. it is a kind of relax more glucose sodium purification process, it is characterised in that comprise the steps：
1）A part of cation exchange resin is put into into the suspension or solution soaking of metal hydroxidess or slaine, is rinsed,
Obtain the ion exchange resin A that makes the transition;Simultaneously another part cation exchange resin is placed into water that is stand-by or being put into sodium hydroxide
Solution soaking, rinses, and obtains the ion exchange resin B that makes the transition, wherein, the metal in described metal hydroxidess or slaine from
Son and the salt slightly soluble or water insoluble more formed by glucose radical ion that relaxes；
2）More glucose sodium crude product relax under the process of transition ion exchange resin A, correspondingly changes into dissolubility in water and is less than and relax
The easypro more glucose salt of more glucose sodium, Jing hot beating purification, then by transition ion exchange resin B change into relax more glucose sodium, or by
After cation exchange resin process, then Jing sodium hydroxide changes into the more glucose sodium that relaxes.
2. it is according to claim 1 it is a kind of relax more glucose sodium purification process, it is characterised in that described cation exchange
Resin is exchanged selected from 732 storng-acid cation exchange resins, D001 storng-acid cation exchange resins, D113 Subacidity cations
Resin, the combination of one kind or two or more arbitrary proportion in D301 weak-acid cation-exchange resins.
3. it is according to claim 1 it is a kind of relax more glucose sodium purification process, it is characterised in that described metal hydroxide
Thing is calcium hydroxide, magnesium hydroxide, aluminium hydroxide, barium hydroxide, zinc hydroxide or Qing Yangization Cadmium；Described slaine be calcium,
Magnesium, aluminum, barium, Xin Huo Cadmium salt.
4. it is according to claim 4 it is a kind of relax more glucose sodium purification process, it is characterised in that described metal hydroxide
Thing is selected from calcium hydroxide, magnesium hydroxide or aluminium hydroxide.
5. purification process according to claim 1, it is characterised in that the detailed process of described hot beating purification is to relax
More glucose salt is added in solvent, under inert gas shielding, is heated to 50-100 DEG C, after stirring more than 2 hours, is cooled to -20-
30 DEG C, sucking filtration.
6. purification process according to claim 5, it is characterised in that described solvent selected from water, methanol, ethanol, acetonitrile,
One kind or 2 kinds of combination in acetone, N,N-dimethylformamide, 1,4- dioxane.
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Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107675003A (en) * | 2017-10-10 | 2018-02-09 | 江西理工大学 | A kind of method of the Enrichment purification rare earth from southern ion type rareearth ore leachate |
| CN108456264A (en) * | 2017-02-22 | 2018-08-28 | 江苏恒瑞医药股份有限公司 | A kind of purification process for the more glucose sodium that relaxes |
| CN108929390A (en) * | 2017-05-23 | 2018-12-04 | 合肥博思科创医药科技有限公司 | A kind of method that microwave reaction synthesizes the more glucose sodium that relaxes |
| CN109517094A (en) * | 2019-01-18 | 2019-03-26 | 苏州纳微科技股份有限公司 | A kind of isolation and purification method for the more glucose that relaxes |
| CN109553702A (en) * | 2018-12-29 | 2019-04-02 | 博瑞生物医药（苏州）股份有限公司 | A kind of purification process for the more glucose sodium that relaxes |
| CN110144019A (en) * | 2018-02-10 | 2019-08-20 | 合肥博思科创医药科技有限公司 | Refining and purifying method of sugammadex sodium crude product |
| CN110156917A (en) * | 2018-02-10 | 2019-08-23 | 合肥博思科创医药科技有限公司 | Method for preparing sugammadex sodium by applying polymer-loaded trivalent phosphine compound |
| CN111040050A (en) * | 2019-12-26 | 2020-04-21 | 徐州工业职业技术学院 | Method for purifying sugammadex sodium |
| CN111574642A (en) * | 2020-06-23 | 2020-08-25 | 湖南如虹制药有限公司 | Purification method of sugammadex sodium |
| WO2020233522A1 (en) | 2019-05-22 | 2020-11-26 | 合肥博思科创医药科技有限公司 | Method for preparing high-purity sugammadex sodium |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2956486A1 (en) * | 2013-02-14 | 2015-12-23 | Neuland Laboratories Ltd | An improved process for preparation of sugammadex sodium |
| CN105273095A (en) * | 2014-05-28 | 2016-01-27 | 四川海思科制药有限公司 | Preparation method for sugammadex and intermediates thereof |
| CN105348412A (en) * | 2014-08-22 | 2016-02-24 | 江苏恩华药业股份有限公司 | Method for purifying sugammadex sodium |
-
2016
- 2016-10-13 CN CN201610896608.6A patent/CN106565858B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2956486A1 (en) * | 2013-02-14 | 2015-12-23 | Neuland Laboratories Ltd | An improved process for preparation of sugammadex sodium |
| CN105273095A (en) * | 2014-05-28 | 2016-01-27 | 四川海思科制药有限公司 | Preparation method for sugammadex and intermediates thereof |
| CN105348412A (en) * | 2014-08-22 | 2016-02-24 | 江苏恩华药业股份有限公司 | Method for purifying sugammadex sodium |
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| CN108456264A (en) * | 2017-02-22 | 2018-08-28 | 江苏恒瑞医药股份有限公司 | A kind of purification process for the more glucose sodium that relaxes |
| CN108456264B (en) * | 2017-02-22 | 2021-10-08 | 江苏恒瑞医药股份有限公司 | Method for purifying sugammadex sodium |
| CN108929390A (en) * | 2017-05-23 | 2018-12-04 | 合肥博思科创医药科技有限公司 | A kind of method that microwave reaction synthesizes the more glucose sodium that relaxes |
| CN107675003A (en) * | 2017-10-10 | 2018-02-09 | 江西理工大学 | A kind of method of the Enrichment purification rare earth from southern ion type rareearth ore leachate |
| CN107675003B (en) * | 2017-10-10 | 2019-10-08 | 江西理工大学 | A method of the Enrichment purification rare earth from southern ion type rareearth ore leachate |
| CN110156917B (en) * | 2018-02-10 | 2021-07-16 | 合肥博思科创医药科技有限公司 | Method for preparing sugammadex sodium by applying polymer-loaded trivalent phosphine compound |
| CN110144019A (en) * | 2018-02-10 | 2019-08-20 | 合肥博思科创医药科技有限公司 | Refining and purifying method of sugammadex sodium crude product |
| CN110156917A (en) * | 2018-02-10 | 2019-08-23 | 合肥博思科创医药科技有限公司 | Method for preparing sugammadex sodium by applying polymer-loaded trivalent phosphine compound |
| CN109553702A (en) * | 2018-12-29 | 2019-04-02 | 博瑞生物医药（苏州）股份有限公司 | A kind of purification process for the more glucose sodium that relaxes |
| CN109517094A (en) * | 2019-01-18 | 2019-03-26 | 苏州纳微科技股份有限公司 | A kind of isolation and purification method for the more glucose that relaxes |
| WO2020233522A1 (en) | 2019-05-22 | 2020-11-26 | 合肥博思科创医药科技有限公司 | Method for preparing high-purity sugammadex sodium |
| US11306158B1 (en) | 2019-05-22 | 2022-04-19 | Hefei Bosikc Pharmtech Co., Ltd. | Method for preparing high-purity sugammadex sodium |
| CN111040050A (en) * | 2019-12-26 | 2020-04-21 | 徐州工业职业技术学院 | Method for purifying sugammadex sodium |
| CN111574642B (en) * | 2020-06-23 | 2021-03-19 | 湖南如虹制药有限公司 | Purification method of sugammadex sodium |
| CN111574642A (en) * | 2020-06-23 | 2020-08-25 | 湖南如虹制药有限公司 | Purification method of sugammadex sodium |
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