CN1338258A - Antibacterial clindamycin phosphate powder injection and its preparing process - Google Patents
Antibacterial clindamycin phosphate powder injection and its preparing process Download PDFInfo
- Publication number
- CN1338258A CN1338258A CN 01133218 CN01133218A CN1338258A CN 1338258 A CN1338258 A CN 1338258A CN 01133218 CN01133218 CN 01133218 CN 01133218 A CN01133218 A CN 01133218A CN 1338258 A CN1338258 A CN 1338258A
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- CN
- China
- Prior art keywords
- clindamycin phosphate
- sodium hydroxide
- powder
- phosphate powder
- tween
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- UFUVLHLTWXBHGZ-MGZQPHGTSA-N [(2r,3r,4s,5r,6r)-6-[(1s,2s)-2-chloro-1-[[(2s,4r)-1-methyl-4-propylpyrrolidine-2-carbonyl]amino]propyl]-4,5-dihydroxy-2-methylsulfanyloxan-3-yl] dihydrogen phosphate Chemical compound CN1C[C@H](CCC)C[C@H]1C(=O)N[C@H]([C@H](C)Cl)[C@@H]1[C@H](O)[C@H](O)[C@@H](OP(O)(O)=O)[C@@H](SC)O1 UFUVLHLTWXBHGZ-MGZQPHGTSA-N 0.000 title claims abstract description 48
- 229960002291 clindamycin phosphate Drugs 0.000 title claims abstract description 48
- 239000000843 powder Substances 0.000 title claims abstract description 30
- 238000002347 injection Methods 0.000 title abstract description 5
- 239000007924 injection Substances 0.000 title abstract description 5
- 230000000844 anti-bacterial effect Effects 0.000 title abstract 2
- 238000000034 method Methods 0.000 title description 13
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 75
- 239000000243 solution Substances 0.000 claims abstract description 20
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 claims abstract description 16
- 229920000053 polysorbate 80 Polymers 0.000 claims abstract description 16
- 239000004094 surface-active agent Substances 0.000 claims abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- 238000001914 filtration Methods 0.000 claims description 16
- 238000003756 stirring Methods 0.000 claims description 16
- 238000012546 transfer Methods 0.000 claims description 16
- 239000008215 water for injection Substances 0.000 claims description 16
- 230000003115 biocidal effect Effects 0.000 claims description 10
- 238000002360 preparation method Methods 0.000 claims description 9
- 238000004108 freeze drying Methods 0.000 claims description 8
- 239000003960 organic solvent Substances 0.000 claims description 8
- 238000001953 recrystallisation Methods 0.000 claims description 8
- 238000001694 spray drying Methods 0.000 claims description 8
- 229920001993 poloxamer 188 Polymers 0.000 claims description 6
- 229940044519 poloxamer 188 Drugs 0.000 claims description 6
- 238000007789 sealing Methods 0.000 claims description 4
- 239000000654 additive Substances 0.000 claims description 3
- 238000005984 hydrogenation reaction Methods 0.000 claims description 3
- 238000012856 packing Methods 0.000 claims description 2
- CTKXFMQHOOWWEB-UHFFFAOYSA-N Ethylene oxide/propylene oxide copolymer Chemical compound CCCOC(C)COCCO CTKXFMQHOOWWEB-UHFFFAOYSA-N 0.000 claims 3
- 239000003242 anti bacterial agent Substances 0.000 claims 2
- 241000192125 Firmicutes Species 0.000 abstract description 3
- 229910019142 PO4 Inorganic materials 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 230000001524 infective effect Effects 0.000 abstract 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract 1
- 239000010452 phosphate Substances 0.000 abstract 1
- 230000001105 regulatory effect Effects 0.000 abstract 1
- 241001148471 unidentified anaerobic bacterium Species 0.000 abstract 1
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 12
- 210000004907 gland Anatomy 0.000 description 12
- 229920001983 poloxamer Polymers 0.000 description 9
- 229960000502 poloxamer Drugs 0.000 description 9
- JGSARLDLIJGVTE-UHFFFAOYSA-N 3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid Chemical compound O=C1N2C(C(O)=O)C(C)(C)SC2C1NC(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-UHFFFAOYSA-N 0.000 description 6
- 238000002425 crystallisation Methods 0.000 description 5
- 230000008025 crystallization Effects 0.000 description 5
- 238000010790 dilution Methods 0.000 description 5
- 239000012895 dilution Substances 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 239000003978 infusion fluid Substances 0.000 description 3
- 208000035473 Communicable disease Diseases 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 208000015181 infectious disease Diseases 0.000 description 2
- 230000000813 microbial effect Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 206010067484 Adverse reaction Diseases 0.000 description 1
- 206010002198 Anaphylactic reaction Diseases 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241001597008 Nomeidae Species 0.000 description 1
- 206010057190 Respiratory tract infections Diseases 0.000 description 1
- 230000006838 adverse reaction Effects 0.000 description 1
- 230000036783 anaphylactic response Effects 0.000 description 1
- 208000003455 anaphylaxis Diseases 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 210000004204 blood vessel Anatomy 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229960002227 clindamycin Drugs 0.000 description 1
- KDLRVYVGXIQJDK-AWPVFWJPSA-N clindamycin Chemical compound CN1C[C@H](CCC)C[C@H]1C(=O)N[C@H]([C@H](C)Cl)[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@@H](SC)O1 KDLRVYVGXIQJDK-AWPVFWJPSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000001647 drug administration Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
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- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
An antibacterial clidamycin phosphate powder injection for treating infective diseases caused by gram-positive bacteria or anaerobic bacteria contains clindamycin phosphate (77-97.3%), the surfactant (Poloxamet 188 or Tween 80) for speeding up dissolving of clindamycin phosphate, and optional sodium hydroxide (25-8%) for regulating pH value. Its advantages are high safety and stability, high dissolving speed and high clearness of its solution.
Description
Technical field
The present invention relates to clindamycin phosphate powder of a kind of antibiotic usefulness and preparation method thereof.It can be widely used in treatment gram positive bacteria, the microbial various infectious disease of anaerobism.
Background technology
Clindamycin phosphate is the derivant of clindamycin, is used for the treatment of gram positive bacteria, the microbial various infectious disease of anaerobism clinically.Aqueous injection, infusion solution, aseptic subpackaged injectable powder, lyophilized injectable powder etc. are arranged in the market.Clindamycin phosphate less stable, and infusion solution and aqueous injection need heat sterilization in preparation process, cause medicine to decompose to destroy, and long term store also can hydrolysis, produces some catabolites, influences drug safety.And because the clindamycin phosphate water solublity is also poor, when preparation aqueous injection and infusion solution, still needing adds various additives, and untoward reaction is more, and often becomes turbid or crystallization.Make injectable powder and can solve the stability of formulation problem, but the finished product solubility property is poor, become turbid often or crystallization with normal saline or glucose dilution, clinical safety in utilization is poor.Though domestic existing a plurality of producers have obtained the authentication code of National Drug Administration, fail to be applied to clinical always, exist and produce certification and the strange phenomenon of product-free supply.
Summary of the invention
The technical problem to be solved in the present invention is: a kind of safe, stable, instant, clarifying clindamycin phosphate powder of dilution back solution and preparation method thereof is provided for the shortcoming that solves above stability of formulation and solubility property difference.
The technical solution adopted in the present invention is: the clindamycin phosphate powder of antibiotic usefulness, contain clindamycin phosphate 77-97.3% in the component, and be characterized in that it also contains the surfactant that can make the rapidly-soluble effective dose of clindamycin phosphate.
Surfactant of the present invention is: poloxamer 188 (Poloxamet) 0.2-15%.
Above-mentioned surfactant also can be: Tween 80 0.2-10%.
Also can contain in the said ratio and regulate the additives sodium hydroxide 2.5-8% that pH value is used.
The preparation method of the clindamycin phosphate powder of antibiotic usefulness is: after said ratio, at first poloxamer 188 or Tween 80 are dissolved in the water for injection, add clindamycin phosphate and stirring then, the repeated hydrogenation sodium hydroxide solution transfers to pH5.0-7.0, and aseptic filtration, packing, vacuum lyophilization, sealing are promptly.
The another kind of preparation method of above-mentioned injectable powder is: after said ratio, at first poloxamer 188 or Tween 80 are dissolved in the water for injection, add clindamycin phosphate and stirring then, the sodium hydroxide solution that adds again transfers to pH5.0-7.0, aseptic filtration, spray drying; Or in organic solvent recrystallization, pulverize, sieve; Make sterilized powder, through aseptic subpackaged, the sealing promptly
The invention has the beneficial effects as follows: 1) the resulting clindamycin phosphate powder of the present invention proves good stability through study on the stability, and its effect duration can reach 2 years (result of the test sees Table 1,2,3).
2) the resulting clindamycin phosphate powder solubility property of the present invention is good, and dissolution velocity is fast, and (seeing Table 4) appears in the saline with 0.9% and 5%, the 10% G/W dilution no muddiness in back or crystallization.
| Solubility property | Compatibility changes | |
| Original product | Jolting still can not be dissolved in 2 minutes fully after adding solvent | With 0.9% saline and 5%, the dilution of 10% G/W, become turbid or crystallization |
| The present invention | Jolting is promptly dissolved for 10 seconds after adding solvent | Saline with 0.9% and 5%, the dilution of 10% G/W, solution is clear and bright, does not become turbid or crystallization |
3) the resulting clindamycin phosphate powder of the present invention proves anaphylaxis is not appearred in the blood vessel nonirritant yet through animal experiment.
4) the resulting clindamycin phosphate powder of the present invention proves its good effect through clinical trial, no obvious adverse reaction (seeing Table 5)
The agent of table 5 clindamycin phosphate freeze-dried powder needle is to the clinical efficacy of respiratory tract infection
| Case load | Cure | Produce effects | Take a turn for the better | Invalid | Total effective rate |
| ??100 | ??50(50％ | 36(36％) | 10(10％) | 4(4％) | 96(96％) |
The specific embodiment
Embodiment (one) prescription: clindamycin phosphate 97.3%
Poloxamer 0.2%
Sodium hydroxide 2.5%
Method for making 1: at first 0.2% poloxamer is dissolved in the proper amount of water for injection, adding 97.3% clindamycin phosphate then stirs, add 2.5% sodium hydroxide solution again and transfer to pH value 5.0-7.0, filter, aseptic filtration, spray drying, or through the organic solvent recrystallization, pulverize, sieve, make sterilized powder, aseptic subpackaged, gland seal gets product.
Method for making 2: at first 0.2% poloxamer is dissolved in the proper amount of water for injection, adding 97.3% clindamycin phosphate then stirs, add 2.5% sodium hydroxide solution again and transfer to pH value 5.0-7.0, filter, aseptic filtration, be sub-packed in the aseptic cillin bottle, vacuum lyophilization, gland seal gets product.
Embodiment (two) prescription: clindamycin phosphate 77%
Poloxamer 15%
Sodium hydroxide 8%
Method for making 1: at first 15% poloxamer is dissolved in the proper amount of water for injection, adding 77% clindamycin phosphate then stirs, add 8% sodium hydroxide solution again and transfer to pH value 5.0-7.0, filter, aseptic filtration, spray drying, or through the organic solvent recrystallization, pulverize, sieve, make sterilized powder, aseptic subpackaged, gland seal gets product.
Method for making 2: at first 15% poloxamer is dissolved in the proper amount of water for injection, adding 77% clindamycin phosphate then stirs, add 8% sodium hydroxide solution again and transfer to pH value 5.0-7.0, filter, aseptic filtration, be sub-packed in the aseptic cillin bottle, vacuum lyophilization, gland seal gets product.
Embodiment (three) prescription: clindamycin phosphate 92.8%
Poloxamer 2.4%
Sodium hydroxide 4.8%
Method for making 1: at first 2.4% poloxamer is dissolved in the proper amount of water for injection, the clindamycin phosphate that adds .92.8% then stirs, add 4.8% sodium hydroxide solution again and transfer to pH value 5.0-7.0, filter, aseptic filtration, spray drying, or through the organic solvent recrystallization, pulverize, sieve, make sterilized powder, aseptic subpackaged, gland seal gets product.
Method for making 2: at first 2.4% poloxamer is dissolved in the proper amount of water for injection, adding 92.8% clindamycin phosphate then stirs, add 4.8% sodium hydroxide solution again and transfer to pH value 5.0-7.0, filter, aseptic filtration, be sub-packed in the aseptic cillin bottle, vacuum lyophilization, gland seal gets product.
Embodiment (four) prescription: clindamycin phosphate 97.3%
Tween 80 0.2%
Sodium hydroxide 2.5%
Method for making 1: at first 0.2% Tween 80 is dissolved in the proper amount of water for injection, adding 97.3% clindamycin phosphate then stirs, add 2.5% sodium hydroxide solution again and transfer to pH value 5.0-7.0, filter, aseptic filtration, spray drying, or through the organic solvent recrystallization, pulverize, sieve, make sterilized powder, aseptic subpackaged, gland seal gets product.
Method for making 2: at first 0.2% Tween 80 is dissolved in the proper amount of water for injection, adding 97.3% clindamycin phosphate then stirs, add 2.5% sodium hydroxide solution again and transfer to pH value 5.0-7.0, filter, aseptic filtration, be sub-packed in the aseptic cillin bottle, vacuum lyophilization, gland seal gets product.
Embodiment (five) prescription: clindamycin phosphate 82%
Tween 80 10%
Sodium hydroxide 8%
Method for making 1: at first 10% Tween 80 is dissolved in the proper amount of water for injection, adding 82% clindamycin phosphate then stirs, add 8% sodium hydroxide solution again and transfer to pH value 5.0-7.0, filter, aseptic filtration, spray drying, or through the organic solvent recrystallization, pulverize, sieve, make sterilized powder, aseptic subpackaged, gland seal gets product.
Method for making 2: at first 10% Tween 80 is dissolved in the proper amount of water for injection, adding 82% clindamycin phosphate then stirs, add 8% sodium hydroxide solution again and transfer to pH value 5.0-7.0, filter, aseptic filtration, be sub-packed in the aseptic cillin bottle, vacuum lyophilization, gland seal gets product.
Embodiment (six) prescription: clindamycin phosphate 92.8%
Tween 80 2.4%
Sodium hydroxide 4.8%
Method for making 1: at first 2.4% Tween 80 is dissolved in the proper amount of water for injection, adding 92.8% clindamycin phosphate then stirs, add 4.8% sodium hydroxide solution again and transfer to pH value 5.0-7.0, filter, aseptic filtration, spray drying, or through the organic solvent recrystallization, pulverize, sieve, make sterilized powder, aseptic subpackaged, gland seal gets product.
Method for making 2: at first 2.4% Tween 80 is dissolved in the proper amount of water for injection, adding 92.8% clindamycin phosphate then stirs, add 4.8% sodium hydroxide solution again and transfer to pH value 5.0-7.0, filter, aseptic filtration, be sub-packed in the aseptic cillin bottle, vacuum lyophilization, gland seal gets product.
Claims (6)
1, a kind of clindamycin phosphate powder of antibiotic usefulness contains clindamycin phosphate 77-97.3%, it is characterized in that it also contains the surfactant that can make the rapidly-soluble effective dose of clindamycin phosphate.
2. the clindamycin phosphate powder of antibiotic usefulness according to claim 1 is characterized in that described surfactant is: poloxamer 188 (Poloxamet) 0.2-15%.
3. the clindamycin phosphate powder of antibiotic usefulness according to claim 1 is characterized in that described surfactant is: Tween 80 0.2-10%.
4. according to the clindamycin phosphate powder of claim 1 or 2 or 3 or 4 described antibiotic usefulness, it is characterized in that also can containing in this product the additives sodium hydroxide 2.5-8% that the adjusting pH value is used.
5. the preparation method of the clindamycin phosphate powder of an antibiotic usefulness, it is characterized in that: after said ratio, at first poloxamer 188 or Tween 80 are dissolved in the water for injection, add clindamycin phosphate and stirring then, the repeated hydrogenation sodium hydroxide solution transfers to pH5.0-7.0, and aseptic filtration, packing, vacuum lyophilization, sealing are promptly.
6. the preparation method of the clindamycin phosphate powder of an antibiotic usefulness, it is characterized in that: after said ratio, at first poloxamer 188 or Tween 80 are dissolved in the water for injection, add clindamycin phosphate and stirring then, the repeated hydrogenation sodium hydroxide solution transfers to pH5.0-7.0, aseptic filtration, spray drying; Or in organic solvent recrystallization, pulverize, sieve; Make sterilized powder, through aseptic subpackaged, the sealing promptly.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 01133218 CN1111411C (en) | 2001-09-06 | 2001-09-06 | Antibacterial clindamycin phosphate powder injection and its preparing process |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 01133218 CN1111411C (en) | 2001-09-06 | 2001-09-06 | Antibacterial clindamycin phosphate powder injection and its preparing process |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1338258A true CN1338258A (en) | 2002-03-06 |
| CN1111411C CN1111411C (en) | 2003-06-18 |
Family
ID=4671632
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 01133218 Expired - Lifetime CN1111411C (en) | 2001-09-06 | 2001-09-06 | Antibacterial clindamycin phosphate powder injection and its preparing process |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1111411C (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101569589A (en) * | 2009-06-05 | 2009-11-04 | 山东鲁抗辰欣药业有限公司 | Clindamycin phosphate for injection and preparation method thereof |
| CN101439022B (en) * | 2008-12-17 | 2010-07-14 | 华北制药集团海翔医药有限责任公司 | Method for preparing clindamycin phosphate powder injection raw medicine |
| CN102258488A (en) * | 2011-07-19 | 2011-11-30 | 江苏奥赛康药业有限公司 | Clindamycin phosphate composition for injection and preparation method thereof |
| CN105125497A (en) * | 2015-09-20 | 2015-12-09 | 成都育芽科技有限公司 | Preparation method of N(2)-L-alanyl-L-glutamine injection |
| CN112006985A (en) * | 2020-07-30 | 2020-12-01 | 瑞普（天津）生物药业有限公司 | Powder injection diluent and preparation method and application thereof |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1813785B (en) * | 2005-12-12 | 2012-09-05 | 王冕 | Method for preparing clindamycin hydrochloride powder for injection |
-
2001
- 2001-09-06 CN CN 01133218 patent/CN1111411C/en not_active Expired - Lifetime
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101439022B (en) * | 2008-12-17 | 2010-07-14 | 华北制药集团海翔医药有限责任公司 | Method for preparing clindamycin phosphate powder injection raw medicine |
| CN101569589A (en) * | 2009-06-05 | 2009-11-04 | 山东鲁抗辰欣药业有限公司 | Clindamycin phosphate for injection and preparation method thereof |
| CN101569589B (en) * | 2009-06-05 | 2013-06-12 | 辰欣药业股份有限公司 | Clindamycin phosphate for injection and preparation method thereof |
| CN102258488A (en) * | 2011-07-19 | 2011-11-30 | 江苏奥赛康药业有限公司 | Clindamycin phosphate composition for injection and preparation method thereof |
| CN102258488B (en) * | 2011-07-19 | 2012-10-31 | 江苏奥赛康药业股份有限公司 | Clindamycin phosphate composition for injection and preparation method thereof |
| CN105125497A (en) * | 2015-09-20 | 2015-12-09 | 成都育芽科技有限公司 | Preparation method of N(2)-L-alanyl-L-glutamine injection |
| CN105125497B (en) * | 2015-09-20 | 2018-11-20 | 南京恩泰医药科技有限公司 | A kind of preparation method of N (2)-Ala-Gln injection |
| CN112006985A (en) * | 2020-07-30 | 2020-12-01 | 瑞普（天津）生物药业有限公司 | Powder injection diluent and preparation method and application thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1111411C (en) | 2003-06-18 |
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Free format text: CORRECT: ADDRESS; FROM: 321016 JINHUA, ZHEJIANG PROVINCE TO: 221200 XUZHOU, JIANGSU PROVINCE |
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Effective date of registration: 20130704 Address after: 221200 No. 66, forward West Road, Xuzhou, Jiangsu, Suining Patentee after: Jiangsu Jiuxu Pharmaceutical Co., Ltd. Address before: 321016 Zhejiang city of Jinhua province Xian No. 398 North Street Patentee before: Zhejiang Jiuxu Pharmaceutical Co., Ltd. |
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Granted publication date: 20030618 |
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