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CN104586812A - Composition containing linezolid as well as preparation method thereof - Google Patents

Composition containing linezolid as well as preparation method thereof Download PDF

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Publication number
CN104586812A
CN104586812A CN201410821559.0A CN201410821559A CN104586812A CN 104586812 A CN104586812 A CN 104586812A CN 201410821559 A CN201410821559 A CN 201410821559A CN 104586812 A CN104586812 A CN 104586812A
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CN
China
Prior art keywords
linezolid
citric acid
sodium bicarbonate
anhydrous citric
extra section
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Pending
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CN201410821559.0A
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Chinese (zh)
Inventor
卢良华
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HANGZHOU HUADONG MEDICINE GROUP NEW MEDICINE RESEARCH INSTITUTE Co Ltd
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HANGZHOU HUADONG MEDICINE GROUP NEW MEDICINE RESEARCH INSTITUTE Co Ltd
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Priority to CN201410821559.0A priority Critical patent/CN104586812A/en
Publication of CN104586812A publication Critical patent/CN104586812A/en
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Abstract

The invention relates to a composition containing linezolid. The compositoion consists of linezolid, sodium lauryl sulfate, copovidone, starch lactose, crospovidone, anhydrous citric acid, sodium bicarbonate, magnesium stearate and silicon dioxide. The invention further discloses a method for preparing the composition containing linezolid. The problems that linezolid is poor in solubility and the like are solved by adopting dry granulating, adding anhydrous citric acid and sodium bicarbonate as an effervescing agent, controlling the proportion of internal addition and external addition and the like. The composition containing linezolid is particularly stable in quality and good in solubility, so that the product quality is greatly improved. The preparation method disclosed by the invention is simple to operate, low in cost and quite suitable for industrial production.

Description

A kind of composition and method of making the same containing Linezolid
Technical field
The present invention relates to technical field of medicine, be specifically related to a kind of Linezolid (linezolid) sheet and preparation method thereof.
Background technology
Linezolid, the (oxazolidinon-5-yl-methyl)-2-thiophene-carboxamides antibiotic of synthetic, within 2000, obtain U.S. FDA approval, be used for the treatment of Grain-positive (G+) coccigenic infection, comprise by cause doubtful of MRSA or make a definite diagnosis nosocomial pneumonia (HAP), community acquired pneumonia (CAP), complexity skin or skin soft-tissue infection (SSTI) and vancomycin-resistant enterococcus (VRE) infects.
Linezolid is bacterioprotein synthetic inhibitor, acts on antibacterial 50S ribosomal subunit, and closest to site of action.Different from other medicines, Linezolid does not affect peptidyl transferase activity, just acts on the initial period of translation system, suppresses mRNA to be connected with ribosome, stops the formation of 70S initiation complex, thus inhibit the synthesis of bacterioprotein.The site of action of Linezolid and mode are unique, therefore in the positive bacteria with internal or acquired drug-resistance feature, and the antimicrobial drug generation crossing drug resistant all not easily synthesized with other Profilin, the in vitro generation of also not easily Induction of bacterial drug resistance.Research shows, usually causes positive bacteria to produce the gene pairs Linezolid of drug resistance all without impact to the antibacterials acting on 50S ribosomal subunit, comprises and there is modification enzyme, active efflux mechanisms and the modification of antibacterial target position and protective effect.
Linezolid all shows good antibacterial action to methicillin-sensitivity or resistant Staphylococcus species, vancomycin sensitive or drug resistance enterococcus, penicillin-susceptible or Antimicrobial Streptococcus Pneumoniae, also has an antibacterial activity to anaerobe.About the analysis of Linezolid sensitivity shows, Linezolid is to the methicillin-sensitivity in the 3382 strain antibacterials be separated to from skin, blood and lung or drug-resistant S. aureus, staphylococcus epidermidis, streptococcus pyogenes (Streptococcuspyogenes, a kind of A group is grown sturdily Hemolytic streptococcus), streptococcus pneumoniae, streptococcus agalactiae and Enterococcus etc. all have excellent activity, MIC50 scope is 0.5-4 mg/litre; Have moderate activity to its Moraxella of card and hemophilus influenza, MIC50 is 4-16 mg/litre.
Linezolid is a kind of multi-crystalline compounds, comprises crystalline form I, crystal form II, crystalline form III and crystalline form IV.Use II crystal formation in imported product, stable crystal form, but have patent protection.Domestic manufacturer, in order to avoid patent, all use IV crystal formation without patent protection, but the dissolubility of IV crystal formation in water is less, in water, be only slightly soluble, runs into organic solvent simultaneously and easily turns brilliant one-tenth II crystal formation.
The problem easily run in preparation is containing the Linezolid sheet process of crystalline form IV has:
1, linezolid form IV easily changes linezolid form II into, this especially more easily occurs when touching ethanol, isopropyl alcohol or water equal solvent and changes, and therefore causes tablet unstable thus produces impurity.The different crystal forms form of medicine also can affect the bioavailability, safety etc. of medicine.
2, linezolid form IV dissolubility reduces greatly, only has about 20% of II crystal formation material dissolution degree, and obtained Dissolution of Tablet only has the 20-30% of import sheet.
3, character is cotton shape, mobility extreme difference, and supplementary material is difficult to mixing.
4, specification large (600mg), dissolution is poor, if adopt hydrophilic adjuvant Macrodilution, then total tablet heavily can be very large, and take inconvenience, patient compliance is poor.
Due to the existence of above problem, obtain the Linezolid sheet relative difficult that the fast and tablet friability of stable crystal form, stripping meets pharmacopoeial requirements.
After patent CN200680026281.1 adopts direct powder compression or raw material to add polyvidone with isopropyl alcohol wet granulation again the method such as tabletting prepare Linezolid sheet.But though direct powder compression can prevent Linezolid from touching crystal conversion after solvent, in production process, dust easily flies upward, and causes the problem such as wastage of material, environmental pollution; More seriously material poor compressibility, causes the problem such as sliver, fragment serious, is difficult to the tablet obtaining meeting pharmacopoeial requirements.Simultaneously, raw material adds the method with isopropyl alcohol wet granulation tabletting again after polyvidone, preparation process is complicated, simultaneously, in production process, material inevitably contacts with isopropyl alcohol, causing linezolid form IV to change crystal form II into some extent, still there is the problem of linezolid form instability in the tablet obtained.
Patent CN 201110207573.8 have employed and uses the method that low melt wax material dissolves afterwards and Linezolid mixes.But in general use the method, melting supplementary product consumption is that about 2 times of principal agent are comparatively suitable, therefore, the less prescription of principal agent consumption is relatively applicable to.And the specification of Linezolid is very large, reaches 600mg, therefore, be not suitable for this method.
Therefore, the Linezolid sheet providing a kind of stable crystal form, dissolution high is very necessary.
Summary of the invention
The object of the invention is to overcome the technological deficiency that Linezolid in existing technical process easily changes the problem such as crystal formation, difficult miscible, poor solubility, there is provided a kind of stable, good, simple to operate, with low cost, efficient preparation technology of dissolution, with applicable industrialized great production.
For above-mentioned deficiency of the prior art, the object of the present invention is to provide a kind of IV crystal linezolid compositions that is stable, large, the external Fast Stripping of drug loading, be particularly for tablet and preparation method thereof.
Easily change linezolid form II into for linezolid form IV, the difficult problem that this changes especially more easily occurs when touching ethanol, isopropyl alcohol or water equal solvent, granulating process adopts dry granulation, avoids the contact with water, solvent.
For the difficult problem that linezolid form IV is difficult miscible in the process preparing tablet, have employed and Linezolid is pulverized, to improve its mobility and the Blending Efficiency of Blending with adjuvant, solve difficult miscible problem.
For this product specification large (600mg), require the difficult problem solving Fast Stripping with small amount adjuvant, add anhydrous citric acid and sodium bicarbonate as effervescent, thus from slice, thin piece inside " blast " its disintegrate of raising of essence ground and result of extraction.Unexpected discovery simultaneously, add in sodium bicarbonate, anhydrous citric acid are divided into part and Extra Section be significantly better than simple in add or additional merely, and in add part also extremely important with the ratio of Extra Section, add in sodium bicarbonate, anhydrous citric acid/additional be greater than 4 or be less than 0.5 time, within 15 minutes, dissolution is defective.Present invention defines in anhydrous citric acid and sodium bicarbonate and add and additional ratio, achieve beyond thought effect.
The invention provides a kind of pharmaceutical composition of Linezolid, be made up of Linezolid, sodium lauryl sulphate, copolyvidone, starch lactose, crospovidone, anhydrous citric acid, sodium bicarbonate, magnesium stearate, silicon dioxide;
In mass, wherein Linezolid is 100 parts, sodium lauryl sulphate is 1.3-8.3 part, and copolyvidone is 1.7-26.7 part, and starch lactose is 1.7-33.3 part, crospovidone is, 4.2-23.3 part, anhydrous citric acid is 1.7-26.7 part, and sodium bicarbonate is 1.7-26.7 part, magnesium stearate is 0.3-2.5 part, and silicon dioxide is 0.3-16.7 part;
Wherein adding part/Extra Section in crospovidone is 0.2-5.0;
Wherein adding part/Extra Section in anhydrous citric acid is 0.5-4.0, preferred 1.5-3.0;
Wherein adding part/Extra Section in sodium bicarbonate is 0.5-4.0, preferred 1.5-3.0;
Wherein Linezolid mean diameter≤107 μm, below d90≤243 μm, d50≤56 μm;
Wherein said compositions is tablet.
Wherein Linezolid is IV crystal formation.
Tablet containing Linezolid provided by the invention, its coatings has 2 layers, and ground floor is water barrier, and the second layer is ordinary coating layer.
Wherein Linezolid single dose is 100mg, 200mg, 300mg, 400mg or 600mg.The difference of these specifications is by formulation ingredients and amount is than constant mutually, and scaled heavily can realize.
Present invention also offers a kind of preparation method of Linezolid IV crystal formation sheet.The method comprises:
(1) Linezolid is pulverized, mean diameter≤107 μm, below d90≤243 μm, d50≤56 μm;
(2) add in Linezolid, sodium lauryl sulphate, crospovidone in part, Plasdone S-630, anhydrous citric acid and add part, add part mix homogeneously in sodium bicarbonate, put dry granulating machine and granulate;
(3) starch lactose, crospovidone Extra Section, anhydrous citric acid Extra Section, sodium bicarbonate Extra Section, magnesium stearate, silicon dioxide is added, mixing;
(4) conventional method tabletting;
(5) 2 layers of clothing are wrapped.
Wherein, coating carries out at twice, and 80% Plasdone S-630 and 20% ethyl cellulose ethanol are prepared to concentration 10% by first time, coating weight gain 0.8-1.2%; Opadry 80% alcoholic solution is prepared to concentration 8% by second time, coating weight gain 1%-2%.
Technique effect of the present invention is mainly reflected in:
1, do not use any organic solvent or water, avoid Linezolid and meet water or solvent and turn the problem that crystalline substance causes related substance to increase, product is placed 6 months experimental results and is shown, and related substance does not obviously increase;
2, anhydrous citric acid and sodium bicarbonate is added as effervescent, define in anhydrous citric acid and sodium bicarbonate and add and additional ratio, the dissolution of tablet is brought up to more than 90% in all four kinds of dissolution mediums, although the II type raw material that IV type material dissolution is obviously used not as import sheet, but after preparation, our tablet fullys meet the level of Imported Tablet, for the bioequivalence both ensureing provides guarantee, achieves beyond thought effect;
3, because moisture has larger impact to turning brilliant, and meet water in prescription containing the composition such as citric acid, sodium bicarbonate more easy to foaming, therefore, adopt the method for twice coating first increasing bag one deck water barrier, beyond thought effect is served to the stability of Linezolid sheet, through acceleration, long-term stable experiment, every testing result all conforms with the regulations;
4, simple in production process operation, with low cost, be very applicable to suitability for industrialized production.
Specific embodiment
By specific embodiment given below, clearly can understand the present invention further, but they not limitation of the invention.
Example 1-7: preparation prescription inventory
Technique:
(1) Linezolid is pulverized, mean diameter≤107 μm, below d90≤243 μm, d50≤56 μm;
(2) add in Linezolid, sodium lauryl sulphate, crospovidone in part, Plasdone S-630, anhydrous citric acid and add part, add part mix homogeneously in sodium bicarbonate, put dry granulating machine and granulate;
(3) starch lactose, crospovidone Extra Section, anhydrous citric acid Extra Section, sodium bicarbonate Extra Section, magnesium stearate, silicon dioxide is added, mixing;
(4) conventional method tabletting;
(5) wrap 2 layers of clothing, 80% Plasdone S-630 and 20% ethyl cellulose ethanol are prepared to concentration 10% by first time, coating weight gain 0.8-1.2%; Opadry (295F680001WHITE) 80% alcoholic solution is prepared to concentration 8% by second time, coating weight gain 1%-2%.
For above embodiment 1-7, do not changing each former auxiliary material, and their mutual amount is than in situation, the scaled tablet that can obtain 100mg, 200mg, 300mg, 400mg specification.Such as, its half got respectively by each material, makes 1000, can obtain 300mg/ sheet, by that analogy.
According to Chinese Pharmacopoeia version in 2010 two annex V D high effective liquid chromatography for measuring embodiment 1-7 content, related substance and dissolutions.Wherein dissolution is detect 15 minutes dissolutions in 0.1NHCl, pH4.5 acetate buffer, purified water, phosphate buffer.
Can see from above-mentioned testing result, in mass, wherein Linezolid is 100 parts, and sodium lauryl sulphate is 1.3-8.3 part, copolyvidone is 1.7-26.7 part, starch lactose is 1.7-33.3 part, and crospovidone is, 4.2-23.3 part, anhydrous citric acid is 1.7-26.7 part, sodium bicarbonate is 1.7-26.7 part, and magnesium stearate is 0.3-2.5 part, and silicon dioxide is the prescription related substance of 0.3-16.7 part, content, 15 minutes dissolutions all conform with the regulations.
Embodiment 8-12: anhydrous citric acid, sodium bicarbonate add the contrast test of total amount and feed postition
Embodiment 8 Embodiment 9 Embodiment 10 Embodiment 11 Embodiment 12
Linezolid 600 600 600 600 600
Sodium lauryl sulphate 10 10 10 10 10
Copolyvidone 40 40 40 40 40
Starch lactose 80 80 80 80 80
Add in crospovidone 40 40 40 40 40
Crospovidone is additional 10 10 10 10 10
Add in anhydrous citric acid 30 0 7 5 4
Anhydrous citric acid is additional 0 30 3.5 2.5 2
Add in sodium bicarbonate 30 0 7 5 4
Sodium bicarbonate is additional 0 30 3.5 2.5 2
Magnesium stearate 5 5 5 5 5
Silicon dioxide 25 25 25 25 25
Make 1000 1000 1000 1000 1000
Technique: with embodiment 1.
In 0.1NHCl, pH4.5 acetate buffer, purified water, phosphate buffer, 15 minutes dissolutions (%) of embodiment 8-12 are detected according to Chinese Pharmacopoeia version in 2010 two annex V D high performance liquid chromatography.
Result illustrates, anhydrous citric acid and sodium bicarbonate are divided into Nei Jia with additional, effect than add in independent or independent additional effect much better, when in mass, Linezolid is 100 parts, and when anhydrous citric acid is less than 1.7, sodium bicarbonate is less than 1.7, within 15 minutes, dissolution is by defective.
Embodiment 13-18 the: add/determination of additional ratio in sodium bicarbonate, anhydrous citric acid
Prescription:
Technique: with embodiment 1.
In 0.1NHCl, pH4.5 acetate buffer, purified water, phosphate buffer, 15 minutes dissolutions (%) of prescription 13-18 are detected according to Chinese Pharmacopoeia version in 2010 two annex V D high performance liquid chromatography.
Result illustrate, add in sodium bicarbonate, anhydrous citric acid/additional be greater than 4 or be less than 0.5 time, within 15 minutes, dissolution is defective.
Embodiment 19:
Embodiment 2 product 6 months storage conditions: temperature 25 DEG C, humidity 60%.
Under phosphate buffer four kinds of media of the acetate buffer of 0.1N HCl, pH4.5, purified water and pH 6.8, according to the dissolution determination method in this product quality standard, to embodiment 1 sample and import sheet (Si Wo, 0.6g specification, lot number: c110252, date of manufacture: in August, 2010, valid until in July, 2013) carry out detailed dissolution and compare; According to Chinese Pharmacopoeia version in 2010 two annex V D high effective liquid chromatography for measuring dissolutions.
Embodiment 2 sample and import sheet 15 minutes stripping comparing results:
Can see from experimental result above: placing 6 months constant product quality, related substances does not obviously increase.

Claims (7)

1. the compositions containing Linezolid, is made up of Linezolid, sodium lauryl sulphate, copolyvidone, starch lactose, crospovidone, anhydrous citric acid, sodium bicarbonate, magnesium stearate, silicon dioxide;
In mass, wherein Linezolid is 100 parts, sodium lauryl sulphate is 1.3-8.3 part, and copolyvidone is 1.7-26.7 part, and starch lactose is 1.7-33.3 part, crospovidone is, 4.2-23.3 part, anhydrous citric acid is 1.7-26.7 part, and sodium bicarbonate is 1.7-26.7 part, magnesium stearate is 0.3-2.5 part, and silicon dioxide is 0.3-16.7 part;
Wherein adding part/Extra Section in crospovidone is 0.2-5.0,
Wherein adding part/Extra Section in anhydrous citric acid is 0.5-4.0,
Wherein adding part/Extra Section in sodium bicarbonate is 0.5-4.0;
Wherein said compositions is tablet.
2. compositions as claimed in claim 1, is characterized in that described Linezolid is IV crystal formation.
3. compositions as claimed in claim 1, it is characterized in that adding part/Extra Section in described anhydrous citric acid is 1.5-3.0, adding part/Extra Section in sodium bicarbonate is 1.5-3.0.
4. compositions as claimed in claim 1, it is characterized in that bag 2 layers of clothing, ground floor is water barrier, and the second layer is ordinary coating layer.
5. compositions as claimed in claim 1, is characterized in that described Linezolid single dose is 100mg, 200mg, 300mg, 400mg or 600mg.
6. prepare a method for compositions described in claim 1, it is characterized in that,
(1) Linezolid is pulverized, mean diameter≤107 μm, below d90≤243 μm, d50≤56 μm;
(2) add in Linezolid, sodium lauryl sulphate, crospovidone in part, Plasdone S-630, anhydrous citric acid and add part, add part mix homogeneously in sodium bicarbonate, put dry granulating machine and granulate;
(3) starch lactose, crospovidone Extra Section, anhydrous citric acid Extra Section, sodium bicarbonate Extra Section, magnesium stearate, silicon dioxide is added, mixing;
(4) conventional method tabletting;
(5) 2 layers of clothing are wrapped.
7. preparation method as claimed in claim 6, is characterized in that described coating is coating twice, first time by 80% Plasdone S-630 and 20% ethyl cellulose with ethanol preparation to concentration 10%, coating weight gain 0.8-1.2%; Opadry 80% alcoholic solution is prepared to concentration 8% by second time, coating weight gain 1%-2%.
CN201410821559.0A 2014-12-25 2014-12-25 Composition containing linezolid as well as preparation method thereof Pending CN104586812A (en)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113995726A (en) * 2021-11-26 2022-02-01 深圳万乐药业有限公司 Linezolid II crystal form tablet and preparation method thereof
CN118059106A (en) * 2024-04-17 2024-05-24 山东新时代药业有限公司 Linezolid antibacterial preparation and preparation method thereof

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CN104173303A (en) * 2014-08-14 2014-12-03 杭州华东医药集团新药研究院有限公司 Linezolid-containing composition and preparation method thereof

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CN104173303A (en) * 2014-08-14 2014-12-03 杭州华东医药集团新药研究院有限公司 Linezolid-containing composition and preparation method thereof

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113995726A (en) * 2021-11-26 2022-02-01 深圳万乐药业有限公司 Linezolid II crystal form tablet and preparation method thereof
CN118059106A (en) * 2024-04-17 2024-05-24 山东新时代药业有限公司 Linezolid antibacterial preparation and preparation method thereof

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Application publication date: 20150506