CN104644640B - A kind of preparation method of cefoperazone sodium and sulbactam sodium for injection powder pin - Google Patents
A kind of preparation method of cefoperazone sodium and sulbactam sodium for injection powder pin Download PDFInfo
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- CN104644640B CN104644640B CN201510040672.XA CN201510040672A CN104644640B CN 104644640 B CN104644640 B CN 104644640B CN 201510040672 A CN201510040672 A CN 201510040672A CN 104644640 B CN104644640 B CN 104644640B
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Abstract
The preparation method that the invention discloses a kind of cefoperazone sodium and sulbactam sodium for injection injectable powder, combined trapezoid spray tray technology is utilized to prepare the solvent being recovered to, directly apply among cefoperazone sodium and sulbactam sodium production, the cefoperazone sodium and sulbactam sodium for injection injectable powder product obtained, in color level, clarity, the quality index such as purity improves a lot, and quality stability is high, impurity is few; Preparation method production cost is low, and technique is simple.
Description
Technical field
This product relates to a kind of cefoperazone sodium and sulbactam sodium for injection powder injection formulation preparation method, belongs to pharmaceutical technology field.
Background technology
Cefoperazone sodium in injection/sulbactam sodium is by cefoperazone sodium (third-generation cephalosporin) and has the broad spectrum antibiotic that the beta-lactam enzyme inhibitor sulbactam sodium of part antibacterial activity forms, to Grain-positive) bacterium, negative bacterium and part anaerobe have antagonism, especially gram negative bacteria effect is obvious, Pseudomonas aeruginosa is also had stronger antagonism. Clinical practice is extensive, is mainly used in the diseases such as treatment respiratory tract infection caused by sensitive organism, urinary tract infection, septicemia and burn infection.
Cefoperazone sodium is third generation cephalosporin, and molecular weight is 667.66, and structural formula is as follows:
Its chemical name is (6R, 7R)-3-[[(1-methyl isophthalic acid H-tetrazolium-5-base) sulfur] methyl]-7-[(R)-2-(4-ethyl-2,3-dioxo-1-piperazine carbon acylamino)-2-p-hydroxybenzene-acetylamino]-8-oxo-5-thia-1-azabicyclo [4.2.0] oct-2-ene-2-formic acid sodium salt.
Cefoperazone sodium can interfere with the synthesis of bacteria cell wall, makes the cell wall of new life produce defect and bacteriolyze occurs. This effect is the penicillin-binding protein (PBP) by acting on cell wall and realizes.
First this achievement in research is developed compound preparation " sulperazone " by Pfizer, and takes the lead in listing in Japan in 1986. Subsequently, the multinational markets such as the U.S., Korea S, Turkey are entered back into.
Sulbactam sodium, individually gonococcus and meningococcal surrounding are infected effectively by application, many and cefoperazone or ampicillin drug combination. Yuan Yan company is Pfizer Inc., within 1985, lists in Britain first, within 1991, lists in France, at present in the state such as European Union member countries and Australia listings such as Germany, Greece, Denmark. Its structural formula is as follows:
Its chemical name is (2S, 5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo [3.2.0] heptane-2-carboxylic acid sodium-4,4-dioxide.
Cefoperazone sodium sulbactam sodium is a compound formulation, sulbactam is that wide spectrum enzyme inhibitor has more weak antibacterial activity simultaneously, the beta-lactamase that S. aureus L-forms and most negative bacillus are produced has a powerful irreversible inhibitory action, but the beta-lactam kinase inactive to some negative bacillus Chromosome-encoded.
Owing to cefoperazone sodium and sulbactam sodium are lactam analog compound, cefoperazone sodium is weak acid strong alkali salt, and in chemical constitution, parent nucleus contains the beta-lactam nucleus of instability, and effect drops in facile hydrolysis; In depositing process, also because to thermally labile, and it occur frequently that degraded and polyreaction, thus causing that active constituents of medicine content reduces, impurity raises. But as Tri-Biocin, clinical in intravenous drip administration, its quality criteria requirements is higher, and wherein relevant substance-measuring is a main project. For cefoperazone sodium and sulbactam sodium for injection, being the compound preparation become according to certain proportions with sulbactam sodium by cefoperazone sodium, impurity is mainly introduced by cefoperazone sodium and sulbactam sodium raw material or degraded produces. Therefore, start with from crude drug cefoperazone sodium and sulbactam sodium itself, improve the stability of himself, reduction degraded and polyreaction generation etc. and the quality of raising cefoperazone sodium and sulbactam sodium for injection, reduction impurity content etc. are played critically important effect.
, there is mass-transfer efficiency low in the packed tower that the existing solvent recovery technology of pharmaceutical industries adopts, operational stability is poor, and the solvent content of recovery is on the low side, and impurity is high, and then cannot directly apply to product reproduction, or the product purity of production is low after directly applying, impurity is high. The solvent generally reclaimed needs to process further, thus increasing production cost, improves technology difficulty.
Summary of the invention
For solving the drawbacks described above of prior art, it is an object of the present invention to provide a kind of direct cefoperazone sodium and sulbactam sodium for injection injectable powder preparation method using the solvent reclaimed to produce, in color level, clarity, the quality index such as purity improve a lot, and quality stability is high, impurity is few; Preparation method production cost is low, and technique is simple.
For achieving the above object, this invention takes techniques below scheme: the preparation method of a kind of cefoperazone sodium and sulbactam sodium for injection injectable powder, comprise the following steps:
(1) in dissolving tank, cefoperazone acid, purified water, solvent and salt forming agent are added, stir molten clear rear filtration to crystallizer, temperature control 15��20 DEG C, add solvent and carry out crystallization, 0��5 DEG C of growing the grain, filters, the wet-milling filtered is transferred in exsiccator, the voltage-controlled system of vacuum meter, at��-0.098MPa, cold is taken out 1.5 hours, is warming up to 45��50 DEG C of vacuum dryings and obtains cefoperazone sodium finished product;
(2) in dissolving tank, sulbactam, salt forming agent, solvent are added, the molten clear rear filtration of temperature control 40 DEG C stirring is to crystallizer, temperature control 40 DEG C, add solvent and carry out crystallization, 0��5 DEG C of growing the grain, filters, the wet-milling filtered is transferred in exsiccator, the voltage-controlled system of vacuum meter, at��-0.098MPa, cold is taken out 1 hour, is warming up to 45��50 DEG C of vacuum dryings and obtains sulbactam sodium finished product;
(3) sulbactam sodium of the cefoperazone sodium of step (1) and step (2) is sent between the subpackage of B level, screw filling machine is adopted to be divided in sterile vial by former medicine according to different size under A level laminar flow, control loop environmental temperature and humidity is 20��24 DEG C, and humidity is less than 40%.
Preferably, described solvent obtains for preparing recovery by three-dimensional column plate technology.
Preferably, described solvent is acetone, ethanol, isopropanol, one or more mixing in methanol.
Preferably, solvent described in step (1) is acetone, and described cefoperazone acid and described acetone weight ratio are 1:10��20; When tower top temperature is stablized at 54.0-56.0 DEG C, content of acetone in sampling detection overhead reflux condensed fluid, when acetone purity >=99.0%, moisture��0.5%, opens extraction valve, slowly adjustment extraction flow, until reflux ratio R=3-4, with receiving tank extraction.
Preferably, solvent described in step (2) is ethanol, and described sulbactam and described ethanol weight ratio are 1:10��20; As solid mass-transferring column overhead temperatures < 85 DEG C, surveying solvent content from the sampling of return duct sample tap, when content >=92.0%, then open extraction valve, controlling reflux ratio is 1.5��2, with receiving tank extraction.
Preferably, described salt forming agent is one or more mixing in sodium bicarbonate, sodium carbonate, sodium acetate, Sodium isooctanoate..
Preferably, salt forming agent described in step (1) is sodium bicarbonate, and described cefoperazone acid and described sodium bicarbonate weight ratio are 4��6:1.
Preferably, salt forming agent described in step (2) is sodium acetate, and described cefoperazone acid and described sodium bicarbonate weight ratio are 1��2:1.
Preferably, cefoperazone sodium described in step (3) and mixing after described sulbactam sodium aseptic mistake 40��80 eye mesh screen.
Preferably, cefoperazone sodium described in step (3) and described sulbactam sodium mass ratio are 1��2:1.
The solvent being recovered to is prepared with combined trapezoid spray tray new technique, it is relatively low to there is color level in quality, purity is high relatively, directly apply among cefoperazone sodium sulbactam sodium production, the cefoperazone sodium and sulbactam sodium for injection powder pin product obtained, quality is in color level, clarity, the quality index such as purity improve a lot, and are wherein also greatly improved in cefoperazone sodium and sulbactam sodium for injection quality stability.
Embodiment 1 (adopting conventional art to reclaim solvent)
(1) preparation of cefoperazone sodium: add 200kg cefoperazone acid in dissolving tank, 200L purified water, the conventional art of 400L reclaims acetone, adds sodium bicarbonate 30kg, temperature control 15 DEG C, stir molten clear after, filter to crystallizer, temperature control 18 DEG C, continuously add conventional art recovery acetone 3600L and carry out crystallization, 0��5 DEG C of growing the grain, filters, and 45 DEG C of vacuum dryings obtain cefoperazone sodium finished product.
(2) preparation of sulbactam sodium: add conventional art in dissolving tank and reclaim ethanol 800L, 200kg sulbactam, 200kg sodium acetate, 500L conventional art reclaims ethanol, after temperature control 40 DEG C stirs molten clear filtration, under 40 DEG C of conditions of temperature control, add conventional art recovery ethanol 1500L and carry out crystallization, 0��5 DEG C of growing the grain, filtration washing, 45 DEG C dry obtains sulbactam sodium.
(3) prepared by the mixed powder of aseptic cefoperazone sodium sulbactam sodium: is followed by being transferred in mixed powder machine through aseptic mistake 40��80 eye mesh screen by cefoperazone sodium and sulbactam sodium 200kg (weight ratio is 1:1) and mixes, incorporation time is 35 minutes, temperature between aseptic mixed powder controls at 22 DEG C, and the humid control between mixed powder is 46%. Mix after terminating under hundred grades of laminar flows protections, in subpackage and sterilizing Aluminum Bottle, roll aluminium lid and obtain the mixed powder of cefoperazone sodium sulbactam sodium.
(4) preparation of the mixed powder of cefoperazone sodium and sulbactam sodium for injection: cillin bottle is cleaned and through 330 DEG C of tunnel sterilization case, sterilization time 10min, send into after sterilizing between subpackage, send between the subpackage of B level after the de-bag of cefoperazone sodium sulbactam sodium aseptic powder 5kg cleaning, screw filling machine is adopted to be divided in sterile vial by former medicine according to 1.0g/ bottle under A level laminar flow, control loop environmental temperature and humidity is 20��24 DEG C, and humidity is less than 40%.
(5) cefoperazone sodium and sulbactam sodium for injection detects. Wherein, Key Quality Indicator: clarity 0.25, color level��3#, cefoperazone impurity A 0.52%, other maximum list assorted 0.73%, always assorted 1.7%.
Embodiment 2 (adopting conventional art to reclaim solvent)
(1) preparation of cefoperazone sodium: add 400kg cefoperazone acid in dissolving tank, 400L purified water, the conventional art of 600L reclaims acetone, add sodium bicarbonate 70kg, stir molten clear after, filter to crystallizer, continuously add conventional art recovery acetone 5000L and carry out crystallization, growing the grain, filters, and 40��50 DEG C dry to obtain cefoperazone sodium finished product.
(2) preparation of sulbactam sodium: add conventional art in dissolving tank and reclaim ethanol 800L, 200kg sulbactam, 200kg sodium acetate, 500L conventional art reclaims ethanol, after stirring molten clear filtration, adding conventional art to reclaim ethanol 1500L and carry out crystallization, filtration washing, 40��50 DEG C dry obtains sulbactam sodium.
(3) prepared by the mixed powder of cefoperazone sodium and sulbactam sodium for injection: after uniform for mixed to cefoperazone sodium and sulbactam sodium (2:1) according to a certain percentage powder, carry out the subpackage of different size (2.0g) at formulating plant production line, obtain cefoperazone sodium and sulbactam sodium for injection.
(4) cefoperazone sodium and sulbactam sodium for injection detects. Wherein, Key Quality Indicator: clarity 0.25, color level��4#, cefoperazone impurity A 0.58%, other maximum list assorted 0.70%, always assorted 1.8%.
Comparative example 1 (adopting the solvent that this inventive technique reclaims)
(1) preparation of cefoperazone sodium: add 200kg cefoperazone acid in dissolving tank, 160L purified water, this inventive technique of 300L reclaims acetone, add sodium bicarbonate 26kg, stir molten clear after, filter to crystallizer, continuously add this inventive technique recovery acetone 3500L and carry out crystallization, growing the grain, filters, and dries to obtain cefoperazone sodium finished product.
(2) preparation of sulbactam sodium: add this inventive technique in dissolving tank and reclaim ethanol 800L, 200kg sulbactam, 200kg sodium acetate, this inventive technique of 450L reclaims ethanol, after stirring molten clear filtration, this is invented and carries out crystallization, filtration washing into new technique recovery ethanol 1500L, dry, obtain sulbactam sodium.
(3) preparation of cefoperazone sodium and sulbactam sodium for injection: after uniform for mixed to cefoperazone sodium and sulbactam sodium (1:1) according to a certain percentage powder, carry out the subpackage of different size (1.0g) at formulating plant production line, obtain cefoperazone sodium and sulbactam sodium for injection.
(4) cefoperazone sodium and sulbactam sodium for injection detects. Wherein, Key Quality Indicator: clarity < 0.25, color level��2#, cefoperazone impurity A 0.20%, other maximum list assorted 0.50%, always assorted 1.4%.
Comparative example 2 (adopting this inventive technique to reclaim solvent)
(1) preparation of cefoperazone sodium: add 400kg cefoperazone acid in dissolving tank, 400L purified water, this inventive technique of 600L reclaims acetone, add sodium bicarbonate 70kg, stir molten clear after, filter to crystallizer, continuously add this inventive technique recovery acetone 5000L and carry out crystallization, growing the grain, filters, and 40��50 DEG C dry to obtain cefoperazone sodium finished product.
(2) preparation of sulbactam sodium: add this inventive technique in dissolving tank and reclaim ethanol 800L, 200kg sulbactam, 200kg sodium acetate, this inventive technique of 500L reclaims ethanol, after stirring molten clear filtration, adding this inventive technique to reclaim ethanol 1500L and carry out crystallization, filtration washing, 40��50 DEG C dry obtains sulbactam sodium.
(3) prepared by the mixed powder of cefoperazone sodium and sulbactam sodium for injection: after uniform for mixed to cefoperazone sodium and sulbactam sodium (2:1) according to a certain percentage powder, carry out the subpackage of different size (2.0g) at formulating plant production line, obtain cefoperazone sodium and sulbactam sodium for injection.
(4) cefoperazone sodium and sulbactam sodium for injection detects. Wherein, Key Quality Indicator: clarity < 0.25, color level��2#, cefoperazone impurity A 0.22%, other maximum list assorted 0.43%, always assorted 1.3%.
Compared with conventional art, the present invention: the cefoperazone sodium provided and the pharmaceutical composition of sulbactam sodium, in color level, clarity, have on related substance and are significantly improved, product stability is better, and impurity content substantially reduces.
Combined trapezoid spray tray New technical use in cefoperazone and series of products thereof, reclaim solvent after quality versus's situation (content includes purity, color level, and clarity contrasts):
The quality versus of acetone after table 1 recovery:
The quality versus of ethanol after table 2 recovery:
Conclusion: as can be seen from the above table, after combined trapezoid spray tray New technical use reclaims solvent in cefoperazone sodium sulbactam sodium product, reclaim acetone and ethanol at moisture, color level, the quality index such as purity is significantly improved.
Above-described embodiment and comparative example are simulated listing packaging, places 6 months at temperature 40 DEG C, relative humidity 75% condition, respectively at the 1st, 2,3, sampling in June, investigate appearance character, color level, clarity, visible foreign matters, particulate matter, have the projects such as related substance, and with 0 day results contrast.
Result of the test is shown in Table 3:
From above-mentioned accelerated test result it can be seen that adopt the accelerated test of cefoperazone sodium and sulbactam sodium for injection aseptic powder injection that the present invention prepares to investigate for 6 months, there is not significant change in indices, traditional handicraft then there occurs significant change. The stability of cefoperazone sodium sulbactam sodium aseptic powder injection is higher than prior art.
Cefoperazone sodium and sulbactam sodium for injection aseptic powder injection prepared by other preparation specifications of the present invention has been also carried out identical experiment, and the result obtained is similar with the result of the test of comparative example 1 and comparative example 2, but length is limit, and the present invention will not enumerate.
The preferred embodiment of the present invention described in detail above. Should be appreciated that those of ordinary skill in the art just can make many modifications and variations according to the design of the present invention without creative work. Therefore, all technical staff in the art, all should in the protection domain being defined in the patent claims under this invention's idea on the basis of existing technology by the available technical scheme of logical analysis, reasoning, or a limited experiment.
Claims (8)
1. the preparation method of a cefoperazone sodium and sulbactam sodium for injection injectable powder, it is characterised in that comprise the following steps:
(1) in dissolving tank, cefoperazone acid, purified water, solvent and salt forming agent are added, stir molten clear rear filtration to crystallizer, temperature control 15��20 DEG C, add solvent and carry out crystallization, 0��5 DEG C of growing the grain, filters, the wet-milling filtered is transferred in exsiccator, the voltage-controlled system of vacuum meter, at��-0.098MPa, cold is taken out 1.5 hours, is warming up to 45��50 DEG C of vacuum dryings and obtains cefoperazone sodium finished product;
(2) in dissolving tank, sulbactam, salt forming agent, solvent are added, the molten clear rear filtration of temperature control 40 DEG C stirring is to crystallizer, temperature control 40 DEG C, add solvent and carry out crystallization, 0��5 DEG C of growing the grain, filters, the wet-milling filtered is transferred in exsiccator, the voltage-controlled system of vacuum meter, at��-0.098MPa, cold is taken out 1 hour, is warming up to 45��50 DEG C of vacuum dryings and obtains sulbactam sodium finished product;
(3) will mix after sulbactam sodium aseptic mistake 40��80 eye mesh screen of the cefoperazone sodium of step (1) and step (2), send between the subpackage of B level, screw filling machine is adopted to be divided in sterile vial by former medicine according to different size under A level laminar flow, control loop environmental temperature and humidity is 20��24 DEG C, and humidity is less than 40%;
Described solvent obtains for preparing recovery by three-dimensional column plate technology.
2. the preparation method of cefoperazone sodium and sulbactam sodium for injection injectable powder according to claim 1, it is characterised in that described solvent is acetone, ethanol, isopropanol, one or more mixing in methanol.
3. the preparation method of cefoperazone sodium and sulbactam sodium for injection injectable powder according to claim 1, it is characterised in that solvent described in step (1) is acetone, described cefoperazone acid and described acetone weight ratio are 1:10��20.
4. the preparation method of cefoperazone sodium and sulbactam sodium for injection injectable powder according to claim 1, it is characterised in that solvent described in step (2) is ethanol, described sulbactam and described ethanol weight ratio are 1:10��20.
5. the preparation method of cefoperazone sodium and sulbactam sodium for injection injectable powder according to claim 1, it is characterised in that described salt forming agent is one or more mixing in sodium bicarbonate, sodium carbonate, sodium acetate, Sodium isooctanoate..
6. the preparation method of cefoperazone sodium and sulbactam sodium for injection injectable powder according to claim 1, it is characterised in that salt forming agent described in step (1) is sodium bicarbonate, described cefoperazone acid and described sodium bicarbonate weight ratio are 4��6:1.
7. the preparation method of cefoperazone sodium and sulbactam sodium for injection injectable powder according to claim 1, it is characterised in that salt forming agent described in step (2) is sodium acetate, described cefoperazone acid and described sodium bicarbonate weight ratio are 1��2:1.
8. the preparation method of cefoperazone sodium and sulbactam sodium for injection injectable powder according to claim 1, it is characterised in that cefoperazone sodium described in described step (3) and described sulbactam sodium mass ratio are 1��2:1.
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| CN104876946A (en) * | 2015-04-30 | 2015-09-02 | 王雪雁 | Sulbactam compound for treating infectious diseases, and preparation method therefor |
| CN105440057B (en) * | 2015-11-25 | 2017-10-17 | 华北制药河北华民药业有限责任公司 | A kind of method for preparing cefoperazone sodium |
| CN106309448A (en) * | 2016-08-24 | 2017-01-11 | 南昌立健药业有限公司 | Novel cefoperazone sodium and sulbactam sodium pharmaceutical composition for injection |
| CN106432273A (en) * | 2016-09-07 | 2017-02-22 | 陕西顿斯制药有限公司 | Cefoperazone sodium compound prepared by using fluid mechanics principle and preparation comprising cefoperazone sodium compound |
| CN106432277A (en) * | 2016-09-21 | 2017-02-22 | 陕西顿斯制药有限公司 | Cefoperazone sodium compound and sulbactam sodium compound prepared with strong-field coupling crystallization technology as well as prepared composition |
| CN106565749B (en) * | 2016-09-30 | 2018-10-09 | 华北制药河北华民药业有限责任公司 | The method for promoting Cefamandole Nafate quality using three-dimensional column plate purification solvent |
| CN106389358A (en) * | 2016-11-09 | 2017-02-15 | 重庆福安药业集团庆余堂制药有限公司 | Injection cefoperazone sodium and sulbactam sodium pharmaceutical composition for reducing allergic reaction |
| CN107080750A (en) * | 2017-04-26 | 2017-08-22 | 四川制药制剂有限公司 | Cefoperazone sodium and sulbactam sodium for injection preparation technology |
| CN108690050B (en) * | 2018-06-14 | 2019-11-08 | 华北制药河北华民药业有限责任公司 | A kind of purification process of sulbactam |
| CN109293680B (en) * | 2018-09-26 | 2020-06-16 | 华北制药河北华民药业有限责任公司 | Preparation method of cefoperazone acid |
| CN110893232A (en) * | 2019-09-25 | 2020-03-20 | 上海欣峰制药有限公司 | Cefoperazone sodium and sulbactam sodium powder injection for injection and preparation method thereof |
| CN112279868B (en) * | 2020-09-24 | 2021-10-15 | 华北制药河北华民药业有限责任公司 | Method for purifying cefoperazone sodium |
| CN112279867B (en) * | 2020-09-24 | 2021-10-12 | 华北制药河北华民药业有限责任公司 | Preparation method of cefoperazone sodium |
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