CN1634113A - Method for preparing azithromycin superfine powder by ultrasound homogenization dissolvent diffusion method - Google Patents
Method for preparing azithromycin superfine powder by ultrasound homogenization dissolvent diffusion method Download PDFInfo
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- CN1634113A CN1634113A CN 200410061020 CN200410061020A CN1634113A CN 1634113 A CN1634113 A CN 1634113A CN 200410061020 CN200410061020 CN 200410061020 CN 200410061020 A CN200410061020 A CN 200410061020A CN 1634113 A CN1634113 A CN 1634113A
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Abstract
The invention relates to a method for preparing azithromycin superfine powder by ultrasound homogenization dissolvent diffusion method which comprises the steps of, (1) loading water solution of 0.2-2% (w/v) of hydrophilic polyelectrolyte stabilizer into 0-25 deg. C water-bath, (2) under the ultrasonic condition, dropping ethanol solution of Azithromycin into water solution of hydrophilic polyelectrolyte stabilizer, (3) subjecting the opacity solution system to ageing 2-24 hours, high speed centrifugalizing until the complete separation of solid body, (4) centrifugally washing the obtained solid body with distilled water 2-8 times, drying in 40-60 deg. C vacuum drying oven.
Description
Technical field
The present invention relates to method, particularly under the condition of ultrasonic and hydrophilic stabilizer existence, adopt all azithromycin superfine powders of dispersion, controllable granularity of emulsion solvent diffusion method preparation by azithromycin feedstock production azithromycin superfine powder.
Background technology
Azithromycin is a kind of macrolide antibiotics, is mainly used in treatment sensitive microbial associated diseases.Medicine with other poor solubility is the same, and the typical problem that azithromycin exists is that biological utilisation is spent low and the absorption instability.This type of problem of determining often adopts the micronization processing method, and the increasing of azithromycin powder body dispersion, dissolubility are improved.Grain diameter is little behind the micronization, specific surface area is big, can improve medicine dissolution rate and dissolubility greatly, can also increase its adhesion, increases the medicine anelasticity when helping local application, thereby improves the bioavailability of oral drugs.
The method that reduces the drug particles granularity at present commonly used has mechanical crushing methods such as low-temperature airflow pulverizing, ball milling, high pressure homogenize, and solvent diffuse, solvent evaporation, solvent such as substitute at physico-chemical process.Mechanical crushing method is easily introduced impurity, and processing back powder granularity wider distribution; And solvent diffuse, solvent evaporation, solvent chemical method such as substitute and are mainly used in the preparation pharmaceutical carrier.
Summary of the invention
At above-mentioned deficiency, the purpose of this invention is to provide a kind of ultrasonic emulsification solvent diffusion method and prepare the method for particle diameter less than 10.0um azithromycin superfine powder, this method is easy and simple to handle.
To achieve these goals, technical scheme of the present invention is: the ultrasonic emulsification solvent diffusion method prepares the method for azithromycin superfine powder, it is characterized in that comprising the steps:
1). the hydrophilic polyelectrolyte stabilizing agent aqueous solution that will contain 0.2%-2% (w/v) places 0-25 ℃ of water-bath;
2). under ultransonic condition, dripping concentration lentamente in hydrophilic polyelectrolyte stabilizing agent aqueous solution liquid with the speed of 0.1mL/min-10mL/min is 0.02mol/L-0.5mol/L azithromycin alcoholic solution, azithromycin alcoholic solution and stabilizing agent aqueous solution volume proportion are 1: 0.5-5 becomes muddy until solution system;
3). muddy solution system ageing 2-24 hour, high speed centrifugation gets solid matter fully until separating;
4). with distilled water centrifuge washing 2-8 time of gained solid matter, drying obtains the azithromycin superfine powder in 40-60 ℃ vacuum drying oven then.
Described hydrophilic polyelectrolyte stabilizing agent is Polyethylene Glycol (PEG), polyvinyl alcohol (PVA) or polyvinylpyrrolidone (PVP).
Described hydrophilic polyelectrolyte stabilizing agent is a Polyethylene Glycol.
The concentration of hydrophilic polyelectrolyte stabilizing agent is 1% (w/v) in the described hydrophilic polyelectrolyte stabilizing agent aqueous solution.
Bath temperature in the described step 1) is 0-5 ℃.
Described step 2) azithromycin alcoholic solution rate of addition is 1ml/min in.
Described step 2) concentration of azithromycin alcoholic solution is 0.02mol/L-0.03mol/L in.
Described digestion time is 2-12 hour.
The present invention adopts the ultrasonic emulsification solvent diffusion method to prepare the azithromycin superfine powder, promptly selects for use ethanol to prepare azithromycin emulsion as solvent under ultransonic condition, and organic solvent is spread to the foreign minister by inner phase, and azithromycin crystallization in water is separated out.In the preparation process, select hydrophilic polyelectrolyte stabilizing agent (as Polyethylene Glycol (PEG)) that superfine powder is carried out finishing, suppress crystal growth, prevent the wettability that granule is reunited and increased particle.Infrared spectrum, scanning electron microscope analysis result show: this method can be under the situation that does not change azithromycin composition and structure, and preparing mean diameter is 400-600nm, all dispersive azithromycin superfine powder, and this method is easy and simple to handle.
Description of drawings
Fig. 1 is the infrared spectrogram before and after the azithromycin micronization, among the figure: the A-raw material, behind the B-micronization.
Fig. 2 is an azithromycin raw material SEM photo, (SEM * 1300).
Fig. 3 is that the SEM of embodiment 1 products obtained therefrom detects photo, (SEM * 15000).
Fig. 4 is that the SEM of embodiment 3 products obtained therefroms detects photo, (SEM * 2000).
Fig. 5 is that the SEM of embodiment 4 products obtained therefroms detects photo, (SEM * 3000).
Fig. 6 is that the SEM of embodiment 6 products obtained therefroms detects photo, (SEM * 1000).
The specific embodiment
Embodiment 1: be preferred embodiment of the present invention.
The azithromycin raw material, mean diameter 20 μ m (Shanghai Xiandai Pudong Pharmaceutical Factory Co., Ltd.), the SEM photo is seen Fig. 2; Polyethylene Glycol, A.R level (Da Mao chemical apparatuses supply station, Tianjin); Dehydrated alcohol, A.R level (Tianjin benchmark chemical reagent company limited):
Other reagent are analytical pure, and experimental water is a distilled water.
Adding concentration in the 250ml conical flask is (1%, w/v) polyethylene glycol stabilized dose of aqueous solution 100ml, it is placed 5 ℃ of ice-water baths, under ultransonic condition (50K-Hz), slowly drip 25ml azithromycin alcoholic solution (concentration of azithromycin is 0.03mol/L) with the speed of 1ml/min and become muddy until solution system.After leaving standstill 2 hours, high speed centrifugation gets solid sample fully until separating.Then the gained solid sample is dissolved in distilled water, centrifuge washing 2 times is removed the supernatant, and products therefrom drying in 50 ℃ vacuum drying oven is obtained finished product.Detect by SEM, as shown in Figure 3, product pellet is even, and mean diameter is the rhombus granule of 500nm.Wherein has 90% granule at least between 0.2um-1.0um.
Embodiment 2:
Operating parameter is identical with embodiment 1, and only different is to spread crystallization temperature 25 ℃ of room temperatures, detects by SEM, and the sample caking that obtains is more serious with agglomeration.And because crystallization rate accelerates, the sample particle diameter has the trend of increase to have the particle diameter of 90% particle at least more than 1.0um.
Temperature is to the influence of particle size and pattern (embodiment 1 with embodiment 2 comparison):
The principal element that influences crystal size is crystalline nucleation rate and crystallization rate, and crystallization rate is subjected to Temperature Influence bigger.When temperature raise, because the crystallization rate of product is accelerated, the product caking was more serious with agglomeration.And in 0-5 ℃ of ice-water bath, the nucleation rate of product is much larger than crystallization rate, and the product cut size of gained is little and even.
Embodiment 3:
Operating parameter is identical with embodiment 1, only different is that azithromycin alcoholic solution concentration is 0.1mol/L, detects by SEM, as shown in Figure 4, the sample that obtains makes particle become big and agglomeration is arranged because the chance that the rising particle diameter of concentration collides each other increases.The particle diameter that has 80% particle at least is more than 1.0um.
Azithromycin concentration is to the influence of particle size and pattern (embodiment 1 with embodiment 3 comparison):
Azithromycin concentration has very big influence to microgranule formation and pattern in the solution system.
Adopt scanning electron microscope to characterize, the results are shown in Figure 3, Fig. 4, as can be seen from the figure, under lower concentration (≤0.03mol/L), the granule of gained is mainly sphere, the size uniformity, the chance of colliding each other along with the rising particle diameter of concentration increases, and makes particle become big and agglomeration is arranged.
Embodiment 4:
Operating parameter is identical with embodiment 1, and only different is that digestion time is 24 hours.Detect by SEM, as shown in Figure 5, it is similar to embodiment 1 to obtain the product pattern, but the mean diameter of sample is about 3um, has 90% particle at least at 2.0-50um.
Digestion time is to the influence of particle size and pattern (embodiment 1 with embodiment 4 comparison):
Seek out ball-type microgranule complete, good dispersion, early stage nucleation must be got well, and in different digestion time samplings, carries out electronic microscope photos, result such as Fig. 3, Fig. 5.As can be known from Fig. 5, the obtained sample of emulsifying diffusion back centrifugal sedimentation at once, dispersibility and uniformity are all not so good, and a large amount of particle aggregations are together.And along with the prolongation of digestion time, the spheroidal particle of generation diminishes, and dispersibility improves, and it is many that single complete sphere becomes.But aged overlong time, a large amount of particles bumps and condenses together, and individual particle is increased.
Embodiment 5:
Operating parameter is identical with embodiment 1, and only different is that stabilizing agent changes polyvinylpyrrolidone into, detects by SEM, and it is similar to embodiment 1 to obtain the product pattern, but about the mean diameter 1.5um of particle, has 80% particle diameter at least more than 1.0um.
Stabilizer type and concentration are to the influence of particle size and pattern (embodiment 1 with embodiment 5 comparison):
Polyvinylpyrrolidone (PVP) is as stabilizing agent, can not the crystalline growth of good restraining azithromycin and reunite serious.And the azithromycin granule that makes with the Polyethylene Glycol used as stabilizers is little and evenly and well redispersion in water.
The consumption of stabilizing agent also is one of important parameter that influences granular size and pattern, and along with the increase of stabilizing agent dosage, the size of azithromycin particle is also along with minimizing.But be increased to certain value, change of size is little, and unnecessary stabilizing agent is difficult for removing.
Embodiment 6:
Operating parameter is identical with embodiment 1, and only different is that azithromycin alcoholic solution and stabilizing agent aqueous solution volume proportion are 2:1.Detect by SEM, it is similar to embodiment 1 to obtain the product pattern as Fig. 6, but about the mean diameter 3.0um of particle, has 80% particle diameter at least at 1.0-4.0um.
Embodiment 7:
The ultrasonic emulsification solvent diffusion method prepares the method for azithromycin superfine powder, comprises the steps:
1). the hydrophilic stabilizer Polyethylene Glycol aqueous solution that will contain 0.2% (w/v) places 0 ℃ of water-bath;
2). under ultransonic condition (50K-Hz), dripping concentration lentamente in Polyethylene Glycol aqueous solution liquid with the speed of 0.1mL/min is 0.02mol/L azithromycin alcoholic solution, azithromycin alcoholic solution and stabilizing agent aqueous solution volume proportion are 1: 0.5, become muddy until solution system;
3). muddy solution system ageing 2 hours, high speed centrifugation gets solid matter fully until separating;
4). with distilled water centrifuge washing 2 times of gained solid matter, drying obtains the azithromycin superfine powder in 40 ℃ vacuum drying oven then, and product pellet is even, and mean diameter is 400nm.
Embodiment 8:
The ultrasonic emulsification solvent diffusion method prepares the method for azithromycin superfine powder, comprises the steps:
1). the hydrophilic stabilizer Polyethylene Glycol aqueous solution that will contain 1% (w/v) places 5 ℃ of water-baths;
2). under ultransonic condition, dripping concentration lentamente in Polyethylene Glycol aqueous solution liquid with the speed of 1mL/min is 0.03mol/L azithromycin alcoholic solution, azithromycin alcoholic solution and stabilizing agent aqueous solution volume proportion are 1: 2, become muddy until solution system;
3). muddy solution system ageing 3 hours, high speed centrifugation gets solid matter fully until separating;
4). with distilled water centrifuge washing 3 times of gained solid matter, drying obtains the azithromycin superfine powder in 50 ℃ vacuum drying oven then, and product pellet is even, and mean diameter is 500nm.
Embodiment 9:
The ultrasonic emulsification solvent diffusion method prepares the method for azithromycin superfine powder, comprises the steps:
1). the hydrophilic stabilizer Polyethylene Glycol aqueous solution that will contain 2% (w/v) places 10 ℃ of water-baths;
2). under ultransonic condition, dripping concentration lentamente in Polyethylene Glycol aqueous solution liquid with the speed of 4mL/min is 0.09mol/L azithromycin alcoholic solution, azithromycin alcoholic solution and stabilizing agent aqueous solution volume proportion are 1: 5, become muddy until solution system;
3). muddy solution system ageing 12 hours, high speed centrifugation gets solid matter fully until separating;
4). with distilled water centrifuge washing 8 times of gained solid matter, drying obtains the azithromycin superfine powder in 60 ℃ vacuum drying oven then, and product pellet is even, and mean diameter is 600nm.
Embodiment 10:
The ultrasonic emulsification solvent diffusion method prepares the method for azithromycin superfine powder, comprises the steps:
1). will contain 0.9% hydrophilic stabilizer Polyethylene Glycol aqueous solution and place 3 ℃ of water-baths;
2). under ultransonic condition, dripping concentration lentamente in Polyethylene Glycol aqueous solution liquid with the speed of 0.8mL/min is 0.03mol/L azithromycin alcoholic solution, azithromycin alcoholic solution and stabilizing agent aqueous solution volume proportion are 1: 3, become muddy until solution system;
3). muddy solution system ageing 12 hours, high speed centrifugation gets solid matter fully until separating;
4). with distilled water centrifuge washing 5 times of gained solid matter, drying obtains the azithromycin superfine powder in 50 ℃ vacuum drying oven then, and product pellet is even, and mean diameter is 500nm.
Embodiment 11:
The ultrasonic emulsification solvent diffusion method prepares the method for azithromycin superfine powder, comprises the steps:
1). will contain 0.2% hydrophilic polyelectrolyte stabilizing agent polyvinyl alcohol (PVA) aqueous solution and place 0 ℃ of water-bath;
2). under ultransonic condition, dripping concentration lentamente in polyvinyl alcohol water solution liquid with the speed of 0.1mL/min is 0.02mol/L azithromycin alcoholic solution, azithromycin alcoholic solution and stabilizing agent aqueous solution volume proportion are 1: 0.5, become muddy until solution system;
3). muddy solution system ageing 2 hours, high speed centrifugation gets solid matter fully until separating;
4). with distilled water centrifuge washing 2 times of gained solid matter, drying obtains the azithromycin superfine powder in 40 ℃ vacuum drying oven then, and product pellet is even, and mean diameter is 600nm.
Embodiment 12:
The ultrasonic emulsification solvent diffusion method prepares the method for azithromycin superfine powder, comprises the steps:
1). the hydrophilic polyelectrolyte stabilizing agent polyvinyl alcohol water solution that will contain 0.2%-2% (w/v) places 25 ℃ of water-baths;
2). under ultransonic condition, dripping concentration lentamente in polyvinyl alcohol water solution liquid with the speed of 10mL/min is 0.5mol/L azithromycin alcoholic solution, azithromycin alcoholic solution and stabilizing agent aqueous solution volume proportion are 1: 5, become muddy until solution system;
3). muddy solution system ageing 24 hours, high speed centrifugation gets solid matter fully until separating;
4). with distilled water centrifuge washing 8 times of gained solid matter, drying obtains the azithromycin superfine powder in 60 ℃ vacuum drying oven then.
Embodiment 13:
The ultrasonic emulsification solvent diffusion method prepares the method for azithromycin superfine powder, it is characterized in that comprising the steps:
1). the hydrophilic polyelectrolyte stabilizing agent aqueous solution that will contain 0.2%-2% (w/v) places 0-25 ℃ of water-bath;
2). under ultransonic condition, dripping concentration lentamente in hydrophilic polyelectrolyte stabilizing agent aqueous solution liquid with the speed of 0.1mL/min-10mL/min is 0.02mol/L-0.5mol/L azithromycin alcoholic solution, azithromycin alcoholic solution and stabilizing agent aqueous solution volume proportion are 1: 0.5-5 becomes muddy until solution system;
3). muddy solution system ageing 2-24 hour, high speed centrifugation gets solid matter fully until separating;
4). with distilled water centrifuge washing 2-8 time of gained solid matter, drying obtains the azithromycin superfine powder in 40-60 ℃ vacuum drying oven then, and azithromycin superfine powder mean diameter is 9um.
Embodiment 14: be preferable range example of the present invention, can prepare mean diameter is the azithromycin superfine powder of 400-600nm.
The ultrasonic emulsification solvent diffusion method prepares the method for azithromycin superfine powder, comprises the steps:
1). hydrophilic polyelectrolyte stabilizing agent Polyethylene Glycol (PEG) aqueous solution that will contain 0.2%-2% (w/v) places 0-5 ℃ of water-bath;
2). under ultransonic condition, dripping concentration lentamente in Polyethylene Glycol aqueous solution liquid with the speed of 0.1mL/min-4mL/min is 0.02mol/L-0.03mol/L azithromycin alcoholic solution, azithromycin alcoholic solution and stabilizing agent aqueous solution volume proportion are 1: 1-5 becomes muddy until solution system;
3). muddy solution system ageing 2-12 hour, high speed centrifugation gets solid matter fully until separating;
4). with distilled water centrifuge washing 2-5 time of gained solid matter, drying obtains the azithromycin superfine powder in 40-60 ℃ vacuum drying oven then, and product pellet is even, and mean diameter is 400-600nm.
Claims (8)
1. the ultrasonic emulsification solvent diffusion method prepares the method for azithromycin superfine powder, it is characterized in that comprising the steps:
1). the hydrophilic polyelectrolyte stabilizing agent aqueous solution that will contain 0.2%-2% (w/v) places 0-25 ℃ of water-bath;
2). under ultransonic condition, dripping concentration lentamente in hydrophilic polyelectrolyte stabilizing agent aqueous solution liquid with the speed of 0.1mL/min-10mL/min is 0.02mol/L-0.5mol/L azithromycin alcoholic solution, azithromycin alcoholic solution and stabilizing agent aqueous solution volume proportion are 1: 0.5-5 becomes muddy until solution system;
3). muddy solution system ageing 2-24 hour, high speed centrifugation gets solid matter fully until separating;
4). with distilled water centrifuge washing 2-8 time of gained solid matter, drying obtains the azithromycin superfine powder in 40-60 ℃ vacuum drying oven then.
2. ultrasonic emulsification solvent diffusion method according to claim 1 prepares the method for azithromycin superfine powder, it is characterized in that: described hydrophilic polyelectrolyte stabilizing agent is Polyethylene Glycol, polyvinyl alcohol or polyvinylpyrrolidone.
3. ultrasonic emulsification solvent diffusion method according to claim 1 and 2 prepares the method for azithromycin superfine powder, it is characterized in that: described hydrophilic polyelectrolyte stabilizing agent is a Polyethylene Glycol.
4. ultrasonic emulsification solvent diffusion method according to claim 1 prepares the method for azithromycin superfine powder, it is characterized in that: the concentration of hydrophilic polyelectrolyte stabilizing agent is 1% (w/v) in the described hydrophilic polyelectrolyte stabilizing agent aqueous solution.
5. ultrasonic emulsification solvent diffusion method according to claim 1 prepares the method for azithromycin superfine powder, it is characterized in that: the bath temperature in the described step 1) is 0-5 ℃.
6. ultrasonic emulsification solvent diffusion method according to claim 1 prepares the method for azithromycin superfine powder, it is characterized in that: azithromycin alcoholic solution rate of addition is 1ml/min described step 2).
7. ultrasonic emulsification solvent diffusion method according to claim 1 prepares the method for azithromycin superfine powder, it is characterized in that: the concentration of azithromycin alcoholic solution is 0.02mol/L-0.03mol/L described step 2).
8. ultrasonic emulsification solvent diffusion method according to claim 1 prepares the method for azithromycin superfine powder, it is characterized in that: described digestion time is 2-12 hour.
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN100441196C (en) * | 2006-12-15 | 2008-12-10 | 北京化工大学 | Process for preparing micro Azithromycin powder |
| CN100448447C (en) * | 2007-03-08 | 2009-01-07 | 北京化工大学 | Preparation of superfine prednisolone powder |
| CN102106812A (en) * | 2011-02-22 | 2011-06-29 | 沈阳药科大学 | Azithromycin ultrafine powder in-situ gel eye drops and preparation method thereof |
| CN105012240A (en) * | 2015-06-17 | 2015-11-04 | 河北师范大学 | Method for preparing blonanserin micron drug through solvent method |
| CN105294791A (en) * | 2014-06-10 | 2016-02-03 | 无锡康福特药物科技有限公司 | Ultrafine powder of macrolide drug and preparation method for ultrafine powder |
| CN107049974A (en) * | 2017-04-25 | 2017-08-18 | 华益药业科技(安徽)有限公司 | A kind of tablet containing Indomethacin powder |
| CN107080735A (en) * | 2017-04-25 | 2017-08-22 | 华益药业科技(安徽)有限公司 | A kind of Indomethacin powder |
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2004
- 2004-10-29 CN CN 200410061020 patent/CN1259055C/en not_active Expired - Fee Related
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100441196C (en) * | 2006-12-15 | 2008-12-10 | 北京化工大学 | Process for preparing micro Azithromycin powder |
| CN100448447C (en) * | 2007-03-08 | 2009-01-07 | 北京化工大学 | Preparation of superfine prednisolone powder |
| CN102106812A (en) * | 2011-02-22 | 2011-06-29 | 沈阳药科大学 | Azithromycin ultrafine powder in-situ gel eye drops and preparation method thereof |
| CN102106812B (en) * | 2011-02-22 | 2012-11-07 | 沈阳药科大学 | Azithromycin ultrafine powder in-situ gel eye drops and preparation method thereof |
| CN105294791A (en) * | 2014-06-10 | 2016-02-03 | 无锡康福特药物科技有限公司 | Ultrafine powder of macrolide drug and preparation method for ultrafine powder |
| CN105012240A (en) * | 2015-06-17 | 2015-11-04 | 河北师范大学 | Method for preparing blonanserin micron drug through solvent method |
| CN105012240B (en) * | 2015-06-17 | 2018-03-20 | 河北师范大学 | A kind of method that solvent method prepares blonanserin micron medicine |
| CN107049974A (en) * | 2017-04-25 | 2017-08-18 | 华益药业科技(安徽)有限公司 | A kind of tablet containing Indomethacin powder |
| CN107080735A (en) * | 2017-04-25 | 2017-08-22 | 华益药业科技(安徽)有限公司 | A kind of Indomethacin powder |
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