CN102716072B - Method for preparing ciprofloxacin lactate sodium chloride injection - Google Patents
Method for preparing ciprofloxacin lactate sodium chloride injection Download PDFInfo
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- CN102716072B CN102716072B CN201210193407.1A CN201210193407A CN102716072B CN 102716072 B CN102716072 B CN 102716072B CN 201210193407 A CN201210193407 A CN 201210193407A CN 102716072 B CN102716072 B CN 102716072B
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- injection
- ciprofloxacin
- sodium chloride
- solution
- lactic acid
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- NRBJWZSFNGZBFQ-UHFFFAOYSA-N 1-cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid;2-hydroxypropanoic acid Chemical compound CC(O)C(O)=O.C12=CC(N3CCNCC3)=C(F)C=C2C(=O)C(C(=O)O)=CN1C1CC1 NRBJWZSFNGZBFQ-UHFFFAOYSA-N 0.000 title claims abstract description 31
- 229960004055 ciprofloxacin lactate Drugs 0.000 title claims abstract description 31
- 239000008354 sodium chloride injection Substances 0.000 title claims abstract description 25
- 238000000034 method Methods 0.000 title abstract description 10
- MYSWGUAQZAJSOK-UHFFFAOYSA-N ciprofloxacin Chemical compound C12=CC(N3CCNCC3)=C(F)C=C2C(=O)C(C(=O)O)=CN1C1CC1 MYSWGUAQZAJSOK-UHFFFAOYSA-N 0.000 claims abstract description 36
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims abstract description 32
- 239000000243 solution Substances 0.000 claims abstract description 24
- 229960003405 ciprofloxacin Drugs 0.000 claims abstract description 17
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims abstract description 16
- 239000004310 lactic acid Substances 0.000 claims abstract description 16
- 235000014655 lactic acid Nutrition 0.000 claims abstract description 16
- 239000007924 injection Substances 0.000 claims abstract description 14
- 238000002347 injection Methods 0.000 claims abstract description 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 12
- 238000002360 preparation method Methods 0.000 claims abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000008215 water for injection Substances 0.000 claims abstract description 11
- 230000001954 sterilising effect Effects 0.000 claims abstract description 10
- 238000004659 sterilization and disinfection Methods 0.000 claims abstract description 10
- 238000002156 mixing Methods 0.000 claims abstract description 8
- 239000011780 sodium chloride Substances 0.000 claims abstract description 8
- 238000001914 filtration Methods 0.000 claims abstract description 7
- 238000007789 sealing Methods 0.000 claims abstract description 6
- ZGTMUACCHSMWAC-UHFFFAOYSA-L EDTA disodium salt (anhydrous) Chemical compound [Na+].[Na+].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O ZGTMUACCHSMWAC-UHFFFAOYSA-L 0.000 claims abstract description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 4
- 238000007689 inspection Methods 0.000 claims abstract description 4
- 238000011049 filling Methods 0.000 claims abstract 2
- 238000005070 sampling Methods 0.000 claims description 7
- 238000004090 dissolution Methods 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 6
- GNFTZDOKVXKIBK-UHFFFAOYSA-N 3-(2-methoxyethoxy)benzohydrazide Chemical compound COCCOC1=CC=CC(C(=O)NN)=C1 GNFTZDOKVXKIBK-UHFFFAOYSA-N 0.000 claims description 3
- FGUUSXIOTUKUDN-IBGZPJMESA-N C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 Chemical compound C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 FGUUSXIOTUKUDN-IBGZPJMESA-N 0.000 claims description 3
- 229910000831 Steel Inorganic materials 0.000 claims description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 3
- 229910052782 aluminium Inorganic materials 0.000 claims description 3
- 239000012528 membrane Substances 0.000 claims description 3
- 239000010959 steel Substances 0.000 claims description 3
- 238000003556 assay Methods 0.000 claims description 2
- 239000000706 filtrate Substances 0.000 claims description 2
- 238000003912 environmental pollution Methods 0.000 abstract description 3
- 239000002994 raw material Substances 0.000 abstract description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 229940124274 edetate disodium Drugs 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 238000012360 testing method Methods 0.000 description 14
- 239000003814 drug Substances 0.000 description 6
- 229940079593 drug Drugs 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 238000005286 illumination Methods 0.000 description 4
- 208000015181 infectious disease Diseases 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 3
- 210000004907 gland Anatomy 0.000 description 3
- 239000013589 supplement Substances 0.000 description 2
- 241000607528 Aeromonas hydrophila Species 0.000 description 1
- 206010069918 Bacterial prostatitis Diseases 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 241000588724 Escherichia coli Species 0.000 description 1
- 206010017964 Gastrointestinal infection Diseases 0.000 description 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 1
- 241000588652 Neisseria gonorrhoeae Species 0.000 description 1
- 206010057190 Respiratory tract infections Diseases 0.000 description 1
- 241000607142 Salmonella Species 0.000 description 1
- 206010040047 Sepsis Diseases 0.000 description 1
- 241000607768 Shigella Species 0.000 description 1
- 206010062255 Soft tissue infection Diseases 0.000 description 1
- 208000037386 Typhoid Diseases 0.000 description 1
- 208000006374 Uterine Cervicitis Diseases 0.000 description 1
- 241000607598 Vibrio Species 0.000 description 1
- 230000001154 acute effect Effects 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 244000052616 bacterial pathogen Species 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 206010006451 bronchitis Diseases 0.000 description 1
- 206010008323 cervicitis Diseases 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 208000019836 digestive system infectious disease Diseases 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000000688 enterotoxigenic effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000002685 pulmonary effect Effects 0.000 description 1
- 150000007660 quinolones Chemical class 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 208000013223 septicemia Diseases 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 201000008297 typhoid fever Diseases 0.000 description 1
- 208000000143 urethritis Diseases 0.000 description 1
- 208000019206 urinary tract infection Diseases 0.000 description 1
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention provides a method for preparing ciprofloxacin lactate sodium chloride injection, and belongs to the field of medicinal preparation. The method includes the steps: firstly, dissolving lactic acid and sodium hydroxide into water for injection to prepare lactic acid solution; secondly, sufficiently mixing ciprofloxacin serving as a raw material, edetate disodium, diluted hydrochloric acid and the water for injection to prepare ciprofloxacin solution; and finally, sufficiently mixing the prepared lactic acid solution and the prepared ciprofloxacin solution, adding sodium chloride for injection into the solution, mixing the sodium chloride with the solution, and adjusting the pH (potential of hydrogen) value, adjusting the volume, pre-filtering, degerming, filling and sealing and performing autoclaved sterilization, inspection and the like to prepare the ciprofloxacin lactate sodium chloride injection. The method has the advantages of simple and convenient process, no environmental pollution, low cost and the like, and the ciprofloxacin lactate sodium chloride injection prepared by the method is high in stability and quality.
Description
Technical field
The invention belongs to field of pharmaceutical preparations, relate to a kind of preparation method of medicaments injection, relate in particular to a kind of preparation method of Ciprofloxacin Lactate and Sodium Chloride Injection.
Background technology
Ciprofloxacin lactate (ciprofloxacin lactate) is a synthetic high-efficiency antimicrobial medicine, its chemical name is 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-croak throat base)-3-quinoline carboxylic acid lactate, as third generation quinolones broad spectrum antibiotic, its oral formulations is gone on the market in 1987 by Bayer Bitterfeld GmbH (Bayer) company, and commodity are called Ciproxin.Its sodium chloride injection went on the market in the U.S. in nineteen ninety, name is called CIPRO IN SODIUM CHLORIDE 0.9%IN PLASTIC CONTAINER, be used for the treatment of clinically by the microbial urogenital infections of sensitivity, comprise pure, complexity urinary tract infection, bacterial prostatitis, Diplococcus gonorrhoeae urethritis or cervicitis (comprise produce enzyme strain due to person).Also respiratory tract infection be can treat, bronchial infection acute attack and pulmonary infection due to responsive gram negative bacilli comprised.Treatment gastrointestinal infection, due to Shigella, Salmonella, enterotoxigenic escherichia coli, aeromonas hydrophila, vibrio parahaemolytious etc.Also can treat the systemic infection such as typhoid fever, bone and the infection of joint, skin soft-tissue infection septicemia, determined curative effect.
At present domestic Ciprofloxacin Lactate and Sodium Chloride Injection is for directly adopting ciprofloxacin lactate crude drug to be prepared acquisition.For example Chinese patent application CN 102274169 A disclose a kind of preparation method of Ciprofloxacin Lactate and Sodium Chloride Injection, mention because ciprofloxacin lactate crude drug is to photaesthesia in background technology part, easily decompose, and water solublity is not fine, thereby directly to adopt stability, the dissolubility of Ciprofloxacin Lactate and Sodium Chloride Injection prepared by ciprofloxacin lactate crude drug be not all fine.And domestic ciprofloxacin lactate all needs ciprofloxacin to obtain through certain synthesis technique, and this not only will increase expending of a large amount of organic solvents, bring harmful effect to product quality and environmental pollution; Also increase production cost, be unfavorable for the benign development of pharmaceutical manufacturer.
Summary of the invention
For above-mentioned the deficiencies in the prior art, the object of this invention is to provide a kind of preparation method of the Ciprofloxacin Lactate and Sodium Chloride Injection of directly making taking ciprofloxacin and lactic acid as raw material, the method simple process, non-environmental-pollution, cost are low, and the Ciprofloxacin Lactate and Sodium Chloride Injection making through this preparation method has good stability and dissolubility.
The preparation method of a kind of Ciprofloxacin Lactate and Sodium Chloride Injection of the present invention, it comprises the steps:
Step a makes the pre-solution of lactic acid by lactic acid and dissolution of sodium hydroxide in water for injection, after sealing, is prepared into required lactic acid solution again through sterilization treatment;
Step b, successively by disodium edetate, ciprofloxacin, diluted hydrochloric acid dissolution in water for injection, fully stirring and evenly mixing, is prepared into ciprofloxacin solution;
Step c, after the ciprofloxacin solution of the lactic acid solution of step a gained and step b gained is fully mixed, adds sodium chloride for injection stirring and evenly mixing, then regulates pH value to 3.3-4.4;
Steps d, supplements water for injection;
Step e, sampling detects pH value, sodium chloride content and ciprofloxacin content;
Step f, after the assay was approved, first passes through filter on-line filtration by solution, then carries out aseptic filtration by cartridge filter and microporous filter membrane, collects filtrate to rustless steel container;
Step g, fill, to vial, then adds plug and envelope aluminum lid;
Step h, by the bottle that embedding is good autoclaving 30 minutes under the condition of 121 DEG C, inspection, obtains Ciprofloxacin Lactate and Sodium Chloride Injection.
The present invention has also carried out preferably above-mentioned steps, and preferably, the temperature of described step a sterilization treatment is 115-125 DEG C, and sterilization time is 20-40 minute; Further preferably, the temperature of described step a sterilization treatment is 121 DEG C, and sterilization time is 30 minutes.
Preferably, the present invention is prepared in the method for Ciprofloxacin Lactate and Sodium Chloride Injection, and described pH value is adjusted to 3.7-4.2.More preferably, described pH value is adjusted to 4.0.
The preparation method of a kind of Ciprofloxacin Lactate and Sodium Chloride Injection provided by the invention, stability and the solubility problem of Ciprofloxacin Lactate and Sodium Chloride Injection can be effectively solved, and the undesirable element that affects injection bringing because of ciprofloxacin lactate crude drug can be avoided.
Detailed description of the invention
Below in conjunction with concrete preferred implementation further description made for the present invention, can not assert that specific embodiment of the invention is confined to these explanations.For general technical staff of the technical field of the invention, without departing from the inventive concept of the premise, can also make some simple deduction or replace, all should be considered as belonging to protection scope of the present invention.
Embodiment 1 Ciprofloxacin Lactate and Sodium Chloride Injection and preparation method thereof
Prescription:
Preparation technology:
Step a makes the pre-solution of lactic acid by lactic acid and dissolution of sodium hydroxide in water for injection, after sealing, is prepared into required lactic acid solution again through sterilization treatment; The temperature of sterilization treatment is 121 DEG C, and sterilization time is 30 minutes.
Step b, successively by disodium edetate, ciprofloxacin, diluted hydrochloric acid dissolution in water for injection, fully stirring and evenly mixing, is prepared into ciprofloxacin solution;
Step c, after the ciprofloxacin solution of the lactic acid solution of step a gained and step b gained is fully mixed, adds sodium chloride for injection stirring and evenly mixing; Then regulate pH value to 4.0;
Steps d, supplements water for injection;
Step e, sampling detects pH value, sodium chloride content and ciprofloxacin content;
Step f, by the first solution filter on-line filtration through 5 μ m, then carries out aseptic filtration by 0.2/0.22 μ m cartridge filter and 0.2/0.22 μ m microporous filter membrane, is filtered in rustless steel container.
Step g, fill is (content is at 100ml-105ml) to vial, then adds plug and envelope aluminum lid;
Step h, by the bottle that embedding is good autoclaving 30 minutes under the condition of 121 DEG C, inspection, obtains Ciprofloxacin Lactate and Sodium Chloride Injection.
Test example: stability study
1, hot test:
By the injection fill of embodiment 1, in colourless transparent glass bottle, gland seal, seals to be placed at 60 DEG C and tests, and respectively at the 5th day and sampling in the 10th day, detects the related item of injection.Result is as following table:
Table 1, hot test result
Result shows, Ciprofloxacin Lactate and Sodium Chloride Injection of the present invention steady quality in hot test.
2, high humility test:
By the injection fill of embodiment 1 in colourless transparent glass bottle, gland seal, sealing is placed under 25 DEG C, relative humidity 90% ± 5% condition and tests, respectively at the 5th day and sampling in the 10th day, the related item of detection injection.Result is as following table:
Table 2, high humility result of the test
Result shows, Ciprofloxacin Lactate and Sodium Chloride Injection of the present invention steady quality in hot test.
3, strong illumination test:
By the injection fill of embodiment 1, in colourless transparent glass bottle, gland seal, places under the condition that is 4500 ± 500Lx 10 days in intensity of illumination, respectively at the 5th day and sampling in the 10th day, detects the related item of injection.Result is as following table:
Table 3, Illumination test result
Result shows, Ciprofloxacin Lactate and Sodium Chloride Injection of the present invention is steady quality in strong illumination test.
4, accelerated test:
By the injection fill of embodiment 1, in colourless transparent glass bottle, sealing is placed in 40 ± 2 DEG C; Under the condition of relative humidity 75% ± 5%, carry out accelerated test, respectively at the 1st, 2,3,6 samplings at the end of month, detect the related item of injection.Result is as following table:
Table 4, long-term stable experiment result
Result shows, Ciprofloxacin Lactate and Sodium Chloride Injection of the present invention steady quality in accelerated stability test.
Claims (1)
1. a preparation method for Ciprofloxacin Lactate and Sodium Chloride Injection, is characterized in that: it comprises the following steps:
Step a makes the pre-solution of lactic acid by 0.64KG lactic acid and 0.44KG dissolution of sodium hydroxide in water for injection, after sealing, within 30 minutes, is prepared into required lactic acid solution again through 121 DEG C of sterilization treatment;
Step b, successively by 0.10KG disodium edetate, 2.00KG ciprofloxacin, 1.00L diluted hydrochloric acid dissolution in water for injection, fully stirring and evenly mixing, makes ciprofloxacin solution;
Step c, after the ciprofloxacin solution of the lactic acid solution of step a gained and step b gained is fully mixed, adds sodium chloride for injection 8.30KG to stir; Then regulate pH value to 4.0;
Steps d, adds water for injection to 1000L;
Step e, sampling detects pH value, sodium chloride content and ciprofloxacin content;
Step f, after the assay was approved, by the first solution filter on-line filtration through 5 μ m, then carries out aseptic filtration by 0.2/0.22 μ m cartridge filter and 0.2/0.22 μ m microporous filter membrane, collects filtrate to rustless steel container;
Step g, fill is to vial, and filling control, at 100ml～105ml, then adds plug and envelope aluminum lid;
Step h, by the bottle that embedding is good autoclaving 30 minutes under 121 DEG C of conditions, inspection, obtains Ciprofloxacin Lactate and Sodium Chloride Injection.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201210193407.1A CN102716072B (en) | 2012-06-13 | 2012-06-13 | Method for preparing ciprofloxacin lactate sodium chloride injection |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201210193407.1A CN102716072B (en) | 2012-06-13 | 2012-06-13 | Method for preparing ciprofloxacin lactate sodium chloride injection |
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| Publication Number | Publication Date |
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| CN102716072A CN102716072A (en) | 2012-10-10 |
| CN102716072B true CN102716072B (en) | 2014-06-18 |
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| CN201210193407.1A Expired - Fee Related CN102716072B (en) | 2012-06-13 | 2012-06-13 | Method for preparing ciprofloxacin lactate sodium chloride injection |
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Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN106632036B (en) * | 2016-12-27 | 2019-04-26 | 河南康达制药有限公司 | A kind of preparation method of Ciprofloxacin Lactate |
| CN108938636A (en) * | 2018-09-10 | 2018-12-07 | 贵州天地药业有限责任公司 | A kind of preparation method of Ciprofloxacin Lactate and Sodium Chloride Injection |
| CN114767627B (en) * | 2022-05-17 | 2024-05-31 | 广州南鑫药业有限公司 | Preparation method of ciprofloxacin lactate sodium chloride injection |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN87100728A (en) * | 1985-10-24 | 1988-08-31 | 拜尔公司 | 1-cyclopropyl-6-fluoro-1, the infusion solution of 4-dihydro-4-oxo-7-(1-piperazinyl)-quinoline-3-carboxylic acid |
| US5023257A (en) * | 1988-04-15 | 1991-06-11 | Bayer Aktiengesellschaft | Intramuscular injection forms of gyrase inhibitors |
| CN1115641A (en) * | 1995-07-06 | 1996-01-31 | 东北制药总厂 | Prepn of cyclopropyloxacini injecta |
| WO2005075430A1 (en) * | 2004-02-02 | 2005-08-18 | Krka, Tovarna Zdravil, D.D., Novo Mesto | Process for preparing purified ciprofloxacin |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101032487A (en) * | 2006-03-07 | 2007-09-12 | 苑立超 | Levofloxacin mesylate transfusion and the preparing method |
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2012
- 2012-06-13 CN CN201210193407.1A patent/CN102716072B/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN87100728A (en) * | 1985-10-24 | 1988-08-31 | 拜尔公司 | 1-cyclopropyl-6-fluoro-1, the infusion solution of 4-dihydro-4-oxo-7-(1-piperazinyl)-quinoline-3-carboxylic acid |
| US5023257A (en) * | 1988-04-15 | 1991-06-11 | Bayer Aktiengesellschaft | Intramuscular injection forms of gyrase inhibitors |
| CN1115641A (en) * | 1995-07-06 | 1996-01-31 | 东北制药总厂 | Prepn of cyclopropyloxacini injecta |
| WO2005075430A1 (en) * | 2004-02-02 | 2005-08-18 | Krka, Tovarna Zdravil, D.D., Novo Mesto | Process for preparing purified ciprofloxacin |
Non-Patent Citations (1)
| Title |
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| 李华声，等.乳酸环丙沙星注射液的制备工艺及探讨.《北方牧业》.2007,(第12期),第27页. * |
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