CN108619087A - A kind of pharmaceutical composition containing brufen - Google Patents
A kind of pharmaceutical composition containing brufen Download PDFInfo
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- CN108619087A CN108619087A CN201710167416.6A CN201710167416A CN108619087A CN 108619087 A CN108619087 A CN 108619087A CN 201710167416 A CN201710167416 A CN 201710167416A CN 108619087 A CN108619087 A CN 108619087A
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/08—Solutions
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/192—Carboxylic acids, e.g. valproic acid having aromatic groups, e.g. sulindac, 2-aryl-propionic acids, ethacrynic acid
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/16—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
- A61K47/18—Amines; Amides; Ureas; Quaternary ammonium compounds; Amino acids; Oligopeptides having up to five amino acids
- A61K47/183—Amino acids, e.g. glycine, EDTA or aspartame
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
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Abstract
The invention belongs to pharmaceutical technology fields, and the present invention provides a kind of pharmaceutical compositions containing brufen.The present invention provides a kind of preparation method of the new pharmaceutical composition and its preparation containing ibuprofen injection;Pharmaceutical composition of the present invention is suitable for producing greatly;The stability of pharmaceutical composition of the present invention is good, occurs without opalescence or turbid phenomenon with after physiological saline or the dilution of 5% glucose injection.
Description
Technical field
The invention belongs to pharmaceutical technology fields, and in particular to the pharmaceutical composition containing brufen and its preparation;Contain cloth
The preparation of ibuprofen is used for children
Background technology
Non-steroidal anti-inflammatory drugs (NSAIDs) has preferable anti inflammation and heat resolution analgesic activity, is widely used in treatment of arthritis
Pain caused by (especially RA, OA) and various inflammation.Brufen came out from 1969 in Britain, ratified by FDA within 1974 on
Behind city, become adult's non-prescribed medicine within 1984.FDA approval brufens are brought down a fever for children within 1989, and in last century 90
Mid-nineties 90 becomes over the counter children's antipyretic.It has been increasingly becoming one of global most widely used drug in analgesia field.Cloth
Ibuprofen (Ibuprofen) is in numerous non-steroid anti-inflammatory drugs (NSAIDs), anti-inflammatory with its, antipyretic and exact analgesic effect, no
The advantages that good reaction is small is widely used, and becomes one of best-selling non-prescription drugs in the whole world, in the early 1990s, the world
The sales volume of market Motrin has broken through 1,000,000,000 dollars of high pointes, is the earliest analgesic-antipyretic product for breaking through 1,000,000,000 dollars.
And it is put into China in the 1980s《National essential drugs list》, record in《Chinese Pharmacopoeia》1985 editions.Ache for China
Pain and fever patient solve the pain that disease is brought.
On 06 11st, 2009, U.S. Food and Drug Administration (FDA) ratified non-steroid anti-inflammatory drug (NSAIDs)
The first injection Caldolor of brufen, for the alleviation of pain and the treatment of fever.For certain inpatients, because of gas
Can not be swallowed caused by cannula, vomiting, a variety of causes, malabsorption and can not after oral drugs or oral drugs curative effect it is very poor
When.The brufen of exploitation non-oral routes has its actual clinical meaning, can benefit more various types of patients.
The molar ratio of the arginine and brufen announced in the specification of Caldolor is 0.92 ︰ 1, and sodium hydroxide adjusts molten
Liquid pH is about 7.4.It investigates and finds by previous experiments, when the molar ratio of arginine and brufen is down to 11 or less ︰, brufen
Injection sterilizes and has brufen crystallization to be precipitated in subsequent placement process.Only be added sodium hydroxide adjust pH value to 7.4 with
On, solubility could solve;But the stability problem for bringing ibuprofen injection simultaneously, the brufen injection after sterilizing
Liquid is not met《United States Pharmacopeia》The quality requirements such as content, related substance about brufen.Moreover, according to U.S.'s product description
The ibuprofen injection of preparation, with infusion by after Clinical practice concentration compatibility, compatibility liquid has slight white opalescence, occurs insoluble
Property particle.And when molar ratio increases to 1 ︰ 1, compatibility liquid clear colorless.Common two kinds of 0.9% sodium chloride injections of infusion and
5% glucose injection, after measured, pH value is respectively 5.50 and 4.40, equal slant acidity, ibuprofen injection and infusion
Afterwards, arginine has certain buffer capacity, can ensure the dissolving of brufen within the scope of certain pH.But its buffer capacity has
Limit, pH value of solution be more than a certain range after brufen will be caused to be precipitated.
CN102008461 discloses a kind of ibuprofen drug composite for injection, by the way that potassium dihydrogen phosphate and hydrogen-oxygen is added
Change sodium to solve the above problems, CN102335114 discloses a kind of ibuprofen arginine injection of stabilization and preparation method thereof, leads to
Cross addition meglumine to solve the above problems, and the present inventor is had found under study for action in the ranges of pH7.8~8.5, in brufen and
Lysine is added in arginine mixed solution, injection is made, 0.9% sodium chloride injection of the injection and 5% glucose note
Be not in white opalescence or turbid phenomenon when penetrating liquid dilution.
Invention content
The present invention provides a kind of composition containing brufen, the composition includes brufen, arginine and lysine.
The present invention provides have injection made of the above-mentioned composition containing brufen.
The present invention also provides the methods for preparing preparation made of the above-mentioned composition containing brufen.
What the present invention was achieved through the following technical solutions.
A kind of pharmaceutical composition containing brufen, it is characterised in that include brufen, arginine and lysine.
The molar ratio of the arginine and brufen is 0.1-1.6:1.
The preferred 0.9-1 of molar ratio of the arginine and brufen:1.
The molar ratio of the lysine and brufen is 0.01-0.1:1.
The preferred 0.03-0.07 of molar ratio of the lysine and brufen:1.
The composition also includes antioxidant.
The antioxidant is in sodium thiosulfate, ascorbic acid and its derivative, sodium sulfite, sodium pyrosulfite
It is one or more of.
The pH of the aqueous solution of the composition is 7.8~8.5.
A kind of pharmaceutical composition containing brufen is prepared into injection.
A method of the pharmaceutical preparation preparing the pharmaceutical composition containing brufen includes the following steps:
1) arginine is weighed, appropriate water for injection is added, makes it completely dissolved, obtains arginine aqueous solution;
2) brufen is dissolved in the arginine aqueous solution obtained by step 1), is made it completely dissolved;
3) lysine is added in the solution obtained by step 2), is made it completely dissolved;
4) pH to 7.8~8.5 is adjusted, water for injection is added to configuration amount;
5) proper amount of active carbon is added, stirring removes pyrogen removal, filters decarburization, obtains filtrate;
6) by step 5) acquired solution aseptic filtration, filtrate is obtained, it is filling, obtain ibuprofen injection.
A method of the pharmaceutical preparation preparing the pharmaceutical composition containing brufen includes the following steps:
1) arginine is weighed, appropriate water for injection is added, makes it completely dissolved, obtains arginine aqueous solution;
2) brufen is dissolved in the arginine aqueous solution obtained by step 1), is made it completely dissolved;
3) lysine, antioxidant are added in the solution obtained by step 2), are made it completely dissolved;
4) pH to 7.8~8.5 is adjusted, water for injection is added to configuration amount;
5) proper amount of active carbon is added, stirring removes pyrogen removal, filters decarburization, obtains filtrate;
6) by step 5) acquired solution aseptic filtration, filtrate is obtained, it is filling, obtain ibuprofen injection.
Pharmaceutical composition containing brufen is preparing the application in treating children's anti inflammation and heat resolution analgesic.
The pharmaceutical composition of the present invention can also contain pharmaceutically common various additives, as long as the additive does not hinder
The function of brufen.Representative additive includes, but are not limited to:Chelating agent, pH adjusting agent etc..
Compared with the prior art, the present invention has the following advantages and good effect:
1, the present invention provides a kind of new composition containing brufen;
2, pharmaceutical composition of the present invention is suitable for producing greatly;
3, the stability of pharmaceutical composition of the present invention is good, after physiological saline or the dilution of 5% glucose injection
No opalescence or turbid phenomenon occur.
Specific implementation mode
The following describes the present invention further through the description of specific embodiments, but this is not the limit to the present invention
System, those skilled in the art's basic thought according to the present invention can make various modifications or improvements, but without departing from this
The basic thought of invention, is all within the scope of the present invention.
Prepare embodiment
Embodiment 1
1) arginase 12 7.0g (155.2mmol) is weighed, appropriate 160ml waters for injection are added, make it completely dissolved, obtain smart
Propylhomoserin aqueous solution;
2) brufen 20g (97mmol) is dissolved in the arginine aqueous solution obtained by step 1), is made it completely dissolved;
3) lysine 0.14g (0.97mmol) is added in the solution obtained by step 2), is made it completely dissolved;
4) pH to 7.8 is adjusted with sodium hydroxide, water for injection 40ml is added to configuration amount;
5) proper amount of active carbon is added, stirring removes pyrogen removal, filters decarburization, obtains filtrate;
6) by step 5) acquired solution aseptic filtration, filtrate is obtained, it is filling, obtain ibuprofen injection.
Embodiment 2
1) arginase 12 5.4g (145.5mmol) is weighed, appropriate 160ml waters for injection are added, make it completely dissolved, obtain smart
Propylhomoserin aqueous solution;
2) brufen 20g (97mmol) is dissolved in the arginine aqueous solution obtained by step 1), is made it completely dissolved;
3) lysine 0.28g (1.94mmol), sodium thiosulfate 0.8g are added in the solution obtained by step 2), keep its complete
Fully dissolved;
4) pH to 8.5 is adjusted with sodium hydroxide, water for injection 40ml is added to configuration amount;
5) proper amount of active carbon is added, stirring removes pyrogen removal, filters decarburization, obtains filtrate;
6) by step 5) acquired solution aseptic filtration, filtrate is obtained, it is filling, obtain ibuprofen injection;
Embodiment 3
1) arginase 12 3.7g (135.8mmol) is weighed, appropriate 160ml waters for injection are added, make it completely dissolved, obtain smart
Propylhomoserin aqueous solution;
2) brufen 20g (97mmol) is dissolved in the arginine aqueous solution obtained by step 1), is made it completely dissolved;
3) lysine 0.42g (2.91mmol), ascorbic acid 0.6g are added in the solution obtained by step 2), make it completely
Dissolving;
4) pH to 7.93 is adjusted, water for injection 40ml is added to configuration amount;
5) proper amount of active carbon is added, stirring removes pyrogen removal, filters decarburization, obtains filtrate;
6) by step 5) acquired solution aseptic filtration, filtrate is obtained, it is filling, obtain ibuprofen injection.
Embodiment 4
1) arginine 16.9g (97mmol) is weighed, appropriate 160ml waters for injection are added, makes it completely dissolved, obtains arginine
Aqueous solution;
2) brufen 20g (97mmol) is dissolved in the arginine aqueous solution obtained by step 1), is made it completely dissolved;
3) lysine 0.57g (3.88mmol), sodium sulfite 1.0g are added in the solution obtained by step 2), make it completely
Dissolving;
4) pH to 8.4 is adjusted, water for injection 40ml is added to configuration amount;
5) proper amount of active carbon is added, stirring removes pyrogen removal, filters decarburization, obtains filtrate;
6) by step 5) acquired solution aseptic filtration, filtrate is obtained, it is filling, obtain ibuprofen injection.
Embodiment 5
1) arginine 15.2g (87.3mmol) is weighed, appropriate 160ml waters for injection are added, make it completely dissolved, obtain smart ammonia
Aqueous acid;
2) brufen 20g (97mmol) is dissolved in the arginine aqueous solution obtained by step 1), is made it completely dissolved;
3) lysine 0.07g (0.49mmol), sodium pyrosulfite 0.5g are added in the solution obtained by step 2), keep its complete
Fully dissolved;
4) pH to 8.4 is adjusted, water for injection 40ml is added to configuration amount;
5) proper amount of active carbon is added, stirring removes pyrogen removal, filters decarburization, obtains filtrate;
6) by step 5) acquired solution aseptic filtration, filtrate is obtained, it is filling, obtain ibuprofen injection.
Embodiment 6
1) arginine 14.4g (82.5mmol) is weighed, appropriate 160ml waters for injection are added, make it completely dissolved, obtain smart ammonia
Aqueous acid;
2) brufen 20g (97mmol) is dissolved in the arginine aqueous solution obtained by step 1), is made it completely dissolved;
3) lysine 0.85g (5.82mmol), sodium sulfite 0.3g, sodium pyrosulfite 0.2g are added obtained by step 2)
In solution, make it completely dissolved;
4) pH to 8.3 is adjusted, water for injection 40ml is added to configuration amount;
5) proper amount of active carbon is added, stirring removes pyrogen removal, filters decarburization, obtains filtrate;
6) by step 5) acquired solution aseptic filtration, filtrate is obtained, it is filling, obtain ibuprofen injection.
Embodiment 7
1) arginine 8.5g (48.5mmol) is weighed, appropriate 160ml waters for injection are added, make it completely dissolved, obtain smart ammonia
Aqueous acid;
2) brufen 20g (97mmol) is dissolved in the arginine aqueous solution obtained by step 1), is made it completely dissolved;
3) lysine 0.99g (6.8mmol), sodium thiosulfate 1.3g are added in the solution obtained by step 2), keep its complete
Fully dissolved;
4) pH to 8.2 is adjusted, water for injection 40ml is added to configuration amount;
5) proper amount of active carbon is added, stirring removes pyrogen removal, filters decarburization, obtains filtrate;
6) by step 5) acquired solution aseptic filtration, filtrate is obtained, it is filling, obtain ibuprofen injection.
Embodiment 8
1) arginine 5.1g (29.1mmol) is weighed, appropriate 160ml waters for injection are added, make it completely dissolved, obtain smart ammonia
Aqueous acid;
2) brufen 20g (97mmol) is dissolved in the arginine aqueous solution obtained by step 1), is made it completely dissolved;
3) lysine 1.13g (7.8mmol), sodium sulfite 0.8g are added in the solution obtained by step 2), make it completely
Dissolving;
4) pH to 8.1 is adjusted, water for injection 40ml is added to configuration amount;
5) proper amount of active carbon is added, stirring removes pyrogen removal, filters decarburization, obtains filtrate;
6) by step 5) acquired solution aseptic filtration, filtrate is obtained, it is filling, obtain ibuprofen injection.
Embodiment 9
1) arginine 3.4g (19.4mmol) is weighed, appropriate 160ml waters for injection are added, make it completely dissolved, obtain smart ammonia
Aqueous acid;
2) brufen 20g (97mmol) is dissolved in the arginine aqueous solution obtained by step 1), is made it completely dissolved;
3) lysine 1.27g (8.7mmol), ascorbic acid 0.9g are added in the solution obtained by step 2), make it completely
Dissolving;
4) pH to 7.8 is adjusted, water for injection 40ml is added to configuration amount;
5) proper amount of active carbon is added, stirring removes pyrogen removal, filters decarburization, obtains filtrate;
6) by step 5) acquired solution aseptic filtration, filtrate is obtained, it is filling, obtain ibuprofen injection.
Embodiment 10
1) arginine 1.7g (9.7mmol) is weighed, appropriate 160ml waters for injection are added, makes it completely dissolved, obtains arginine
Aqueous solution;;
2) brufen 20g (97mmol) is dissolved in the arginine aqueous solution obtained by step 1), is made it completely dissolved;
3) lysine 1.42g (9.7mmol), sodium isoascorbate 0.7g are added in the solution obtained by step 2), make it
It is completely dissolved;
4) pH to 7.9 is adjusted, water for injection 40ml is added to configuration amount;
5) proper amount of active carbon is added, stirring removes pyrogen removal, filters decarburization, obtains filtrate;
6) by step 5) acquired solution aseptic filtration, filtrate is obtained, it is filling, obtain ibuprofen injection.
Embodiment 10
1) arginine 1.7g (9.7mmol) is weighed, appropriate 160ml waters for injection are added, makes it completely dissolved, obtains arginine
Aqueous solution;;
2) brufen 20g (97mmol) is dissolved in the arginine aqueous solution obtained by step 1), is made it completely dissolved;
3) lysine 1.42g (9.7mmol), sodium isoascorbate 0.7g are added in the solution obtained by step 2), make it
It is completely dissolved;
4) pH to 7.9 is adjusted, water for injection 40ml is added to configuration amount;
5) proper amount of active carbon is added, stirring removes pyrogen removal, filters decarburization, obtains filtrate;
6) by step 5) acquired solution aseptic filtration, filtrate is obtained, it is filling, obtain ibuprofen injection.
The above-mentioned pharmaceutical composition containing brufen is preparing the application in treating children's anti inflammation and heat resolution analgesic.
Comparative example 1
Ibuprofen arginine injection is prepared according to prescription 4 in CN102335114 embodiments 1.
1 stability test of test example
Related substance takes this product appropriate, and the solution in every 1ml containing about 2mg is made with flowing phase dilution, molten as test sample
Liquid;Precision measures appropriate, is quantitatively diluted and is made in every 1ml containing about the solution of 2 μ g with mobile phase, as a contrast solution.According to efficient
Liquid chromatography (general rule 0512) is tested, and is filler with octadecylsilane chemically bonded silica;With phosphoric acid-acetonitrile-water (0.5:
340:600) it is mobile phase A, to be diluted with water to 1000ml, and acetonitrile is Mobile phase B;Detection wavelength is 214nm;Flow velocity is per minute
2ml;According to the form below carries out gradient elution, and appropriate adjust makes brufen appearance time be about 21min.Take brufen reference substance, 2- (4-
Butyl phenyl) propionic acid reference substance and 4- isobutyl acetophenone reference substances it is each appropriate, add flowing phased soln and dilute and be made in every 1ml
Respectively containing about the mixed solution of 2mg, 5 μ g and 5 μ g, as system suitability solution, precision measures 20 μ l and injects liquid chromatogram
Instrument records chromatogram.
2- (4- butyl phenyls) propionic acid
4- isobutyl acetophenones
【Assay】It is measured according to high performance liquid chromatography (two annex V D of Chinese Pharmacopoeia version in 2010).
Chromatographic condition is filler with octadecylsilane chemically bonded silica with system suitability;With phosphoric acid-water-methanol
(3:247:750) (being diluted with water to 1000ml) is mobile phase;Detection wavelength is 264nm;Flow velocity 1.5ml/min.Number of theoretical plate
It is calculated by brufen peak and is not less than 2000.
It is appropriate that measuring method precision measures this product, sets in 50ml measuring bottles, is made in every 1ml with flowing phase dilution and contains brufen
The solution of 2mg, precision measure 20 μ l, inject liquid chromatograph, record chromatogram;Brufen reference substance separately is taken, is measured in the same method.It presses
External standard method with calculated by peak area to get.
Embodiment 3, embodiment 5 carry out acceleration examination under low borosilicate glass ampoule/carton preservation condition respectively with comparative example 1
It tests.
1 embodiment of table, 3 accelerated test tables of data
Investigation condition:40 DEG C of temperature, relative humidity 75%
2 embodiment of table, 5 accelerated test tables of data
Investigation condition:40 DEG C of temperature, relative humidity 75%
3 comparative example accelerated test tables of data of table
Investigation condition:40 DEG C of temperature, relative humidity 75%
From the foregoing, it will be observed that accelerated experiment product stability of the present invention is better than 1 products obtained therefrom of comparative example.
Clarity test after the dilution of 2 sample of test example
Example 3, embodiment 5, comparative example 1, commercially available CaldolorTMEach 4ml of sample, respectively use 100ml physiology salts
After water, the dilution of 100ml5% glucose injections, clarity of solution is observed after placing 8 hours, the results are shown in Table 4.
Clarity after being stood 4 hours after the dilution of 4 sample of table
Conclusion:After inventive samples 100ml physiological saline, the dilution of 5% glucose injections of 100ml, solution clarification,
It places 4 hours, solution is still clarified;Solution is clear after the 100ml physiological saline of comparative example 1, the dilution of 5% glucose injections of 100ml
Clearly, it places 4 hours, solution occurs muddy;CaldolorTMIt is diluted with 100ml physiological saline, 5% glucose injections of 100ml
Afterwards, solution is muddy, tests prove that it could be clarified after at least needing 250ml normal saline dilutions, and 5% glucose of 250ml
Solution cannot still be clarified after being diluted after injection dilution.Due to Clinical practice need control transfusion speed, therefore the present invention relative to
Comparative example 1 and CaldolorTMWith apparent advantage, more safe ready.
Claims (11)
1. a kind of pharmaceutical composition containing brufen, it is characterised in that include brufen, arginine and lysine.
2. a kind of pharmaceutical composition containing brufen according to claim 1, it is characterised in that the arginine with
The molar ratio of brufen is 0.1-1.6:1.
3. a kind of pharmaceutical composition containing brufen according to claim 2, it is characterised in that the arginine with
The molar ratio of brufen is 0.9-1:1.
4. a kind of pharmaceutical composition containing brufen according to claim 1, it is characterised in that the lysine with
The molar ratio of brufen is 0.01-0.1:1.
5. a kind of pharmaceutical composition containing brufen according to claim 3, it is characterised in that the lysine with
The molar ratio of brufen is 0.03-0.07:1.
6. a kind of pharmaceutical composition containing brufen according to claim 1, it is characterised in that the composition also wraps
Containing antioxidant;The antioxidant is selected from sodium thiosulfate, ascorbic acid and its derivative, sodium sulfite, sodium pyrosulfite
One or more of.
7. a kind of pharmaceutical composition containing brufen according to claim 1, it is characterised in that the water of the composition
The pH of solution is 7.8~8.5.
8. a kind of pharmaceutical composition containing brufen according to claim 1, is prepared into injection.
9. a kind of method for the pharmaceutical composition preparing claim 1, includes the following steps:
1) arginine is weighed, appropriate water for injection is added, makes it completely dissolved, obtains arginine aqueous solution;
2) brufen is dissolved in the arginine aqueous solution obtained by step 1), is made it completely dissolved;
3) lysine is added in the solution obtained by step 2), is made it completely dissolved;
4) pH to 7.8~8.5 is adjusted, water for injection is added to configuration amount;
5) proper amount of active carbon is added, stirring removes pyrogen removal, filters decarburization, obtains filtrate;
6) by step 5) acquired solution aseptic filtration, filtrate is obtained, it is filling, obtain ibuprofen injection.
10. preparation method according to claim 9 further includes that antioxidant is added in step 3).
11. being disappeared in preparation treatment children according to a kind of pharmaceutical composition containing brufen of claim 1-10 any one of them
Application in scorching ntipyretic analgesic medicine.
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Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101889997A (en) * | 2010-07-26 | 2010-11-24 | 石家庄中硕药业集团有限公司 | Ibuprofen-containing medicinal composition for injection |
CN101966147A (en) * | 2010-09-27 | 2011-02-09 | 四川阳光润禾药业有限公司 | Ibuprofen injection composite and preparation method thereof |
CN102266285A (en) * | 2010-06-03 | 2011-12-07 | 沈阳双鼎科技有限公司 | Low excitant ibuprofen injection |
CN102755290A (en) * | 2012-08-06 | 2012-10-31 | 长春海悦药业有限公司 | Medicine composition containing ibuprofen |
-
2017
- 2017-03-21 CN CN201710167416.6A patent/CN108619087A/en active Pending
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102266285A (en) * | 2010-06-03 | 2011-12-07 | 沈阳双鼎科技有限公司 | Low excitant ibuprofen injection |
CN101889997A (en) * | 2010-07-26 | 2010-11-24 | 石家庄中硕药业集团有限公司 | Ibuprofen-containing medicinal composition for injection |
CN101966147A (en) * | 2010-09-27 | 2011-02-09 | 四川阳光润禾药业有限公司 | Ibuprofen injection composite and preparation method thereof |
CN102755290A (en) * | 2012-08-06 | 2012-10-31 | 长春海悦药业有限公司 | Medicine composition containing ibuprofen |
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Application publication date: 20181009 |