CA2521575A1 - Antibiotic composition - Google Patents
Antibiotic composition Download PDFInfo
- Publication number
- CA2521575A1 CA2521575A1 CA002521575A CA2521575A CA2521575A1 CA 2521575 A1 CA2521575 A1 CA 2521575A1 CA 002521575 A CA002521575 A CA 002521575A CA 2521575 A CA2521575 A CA 2521575A CA 2521575 A1 CA2521575 A1 CA 2521575A1
- Authority
- CA
- Canada
- Prior art keywords
- antibiotic
- product
- dosage form
- host
- day
- 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.)
- Abandoned
Links
- 230000003115 biocidal effect Effects 0.000 title claims abstract description 392
- 239000000203 mixture Substances 0.000 title description 159
- 239000002552 dosage form Substances 0.000 claims abstract description 281
- 239000003242 anti bacterial agent Substances 0.000 claims abstract description 89
- 229940088710 antibiotic agent Drugs 0.000 claims abstract description 75
- 238000001243 protein synthesis Methods 0.000 claims abstract description 73
- 230000014616 translation Effects 0.000 claims abstract description 73
- 230000002401 inhibitory effect Effects 0.000 claims abstract description 71
- LSQZJLSUYDQPKJ-NJBDSQKTSA-N amoxicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=C(O)C=C1 LSQZJLSUYDQPKJ-NJBDSQKTSA-N 0.000 claims description 87
- 229960002626 clarithromycin Drugs 0.000 claims description 84
- AGOYDEPGAOXOCK-KCBOHYOISA-N clarithromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@](C)([C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)OC)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 AGOYDEPGAOXOCK-KCBOHYOISA-N 0.000 claims description 84
- 229960003022 amoxicillin Drugs 0.000 claims description 81
- LSQZJLSUYDQPKJ-UHFFFAOYSA-N p-Hydroxyampicillin Natural products O=C1N2C(C(O)=O)C(C)(C)SC2C1NC(=O)C(N)C1=CC=C(O)C=C1 LSQZJLSUYDQPKJ-UHFFFAOYSA-N 0.000 claims description 81
- 238000000034 method Methods 0.000 claims description 79
- 210000002966 serum Anatomy 0.000 claims description 57
- 230000003111 delayed effect Effects 0.000 claims description 52
- 239000012729 immediate-release (IR) formulation Substances 0.000 claims description 42
- 208000035143 Bacterial infection Diseases 0.000 claims description 40
- 208000022362 bacterial infectious disease Diseases 0.000 claims description 40
- 239000003937 drug carrier Substances 0.000 claims description 10
- 238000013268 sustained release Methods 0.000 claims description 6
- 239000012730 sustained-release form Substances 0.000 claims description 6
- 239000006186 oral dosage form Substances 0.000 claims 3
- 239000006185 dispersion Substances 0.000 description 180
- 239000008188 pellet Substances 0.000 description 161
- 238000000576 coating method Methods 0.000 description 125
- 239000011248 coating agent Substances 0.000 description 113
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- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 description 65
- 239000001069 triethyl citrate Substances 0.000 description 65
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 65
- 235000013769 triethyl citrate Nutrition 0.000 description 65
- 238000003756 stirring Methods 0.000 description 56
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- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 26
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- GDCRSXZBSIRSFR-UHFFFAOYSA-N ethyl prop-2-enoate;2-methylprop-2-enoic acid Chemical compound CC(=C)C(O)=O.CCOC(=O)C=C GDCRSXZBSIRSFR-UHFFFAOYSA-N 0.000 description 21
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- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 16
- 229920002785 Croscarmellose sodium Polymers 0.000 description 15
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- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 15
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- 235000010947 crosslinked sodium carboxy methyl cellulose Nutrition 0.000 description 15
- 239000008187 granular material Substances 0.000 description 15
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 15
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 15
- 239000007787 solid Substances 0.000 description 15
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 14
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 14
- 238000000889 atomisation Methods 0.000 description 12
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 11
- 238000002156 mixing Methods 0.000 description 11
- 229920001223 polyethylene glycol Polymers 0.000 description 11
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 11
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- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 10
- 238000005469 granulation Methods 0.000 description 10
- 230000003179 granulation Effects 0.000 description 10
- 229960001375 lactose Drugs 0.000 description 10
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- 229920003143 Eudragit® FS 30 D Polymers 0.000 description 9
- 229930182566 Gentamicin Natural products 0.000 description 9
- CEAZRRDELHUEMR-URQXQFDESA-N Gentamicin Chemical compound O1[C@H](C(C)NC)CC[C@@H](N)[C@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](NC)[C@@](C)(O)CO2)O)[C@H](N)C[C@@H]1N CEAZRRDELHUEMR-URQXQFDESA-N 0.000 description 9
- 239000007864 aqueous solution Substances 0.000 description 9
- 229920002301 cellulose acetate Polymers 0.000 description 8
- 229940075614 colloidal silicon dioxide Drugs 0.000 description 8
- 229960002518 gentamicin Drugs 0.000 description 8
- 235000019359 magnesium stearate Nutrition 0.000 description 8
- 229920001983 poloxamer Polymers 0.000 description 8
- 239000011734 sodium Substances 0.000 description 8
- 229910052708 sodium Inorganic materials 0.000 description 8
- WSVLPVUVIUVCRA-KPKNDVKVSA-N Alpha-lactose monohydrate Chemical compound O.O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O WSVLPVUVIUVCRA-KPKNDVKVSA-N 0.000 description 7
- 229920002125 Sokalan® Polymers 0.000 description 7
- 229960001021 lactose monohydrate Drugs 0.000 description 7
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 6
- 239000002202 Polyethylene glycol Substances 0.000 description 6
- 229920002685 Polyoxyl 35CastorOil Polymers 0.000 description 6
- 239000000908 ammonium hydroxide Substances 0.000 description 6
- 229960004920 amoxicillin trihydrate Drugs 0.000 description 6
- 239000002775 capsule Substances 0.000 description 6
- 239000008367 deionised water Substances 0.000 description 6
- 229910021641 deionized water Inorganic materials 0.000 description 6
- 230000000977 initiatory effect Effects 0.000 description 6
- 239000004816 latex Substances 0.000 description 6
- 229920000126 latex Polymers 0.000 description 6
- 229940057838 polyethylene glycol 4000 Drugs 0.000 description 6
- 239000000725 suspension Substances 0.000 description 6
- -1 beta-lactam penicillins Chemical class 0.000 description 5
- 230000001419 dependent effect Effects 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
- IUEMQUIQAPPJDL-UHFFFAOYSA-M sodium;2,3-dihydroxypropanoate Chemical compound [Na+].OCC(O)C([O-])=O IUEMQUIQAPPJDL-UHFFFAOYSA-M 0.000 description 5
- 101100422090 Arabidopsis thaliana SPH20 gene Proteins 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 229920003148 Eudragit® E polymer Polymers 0.000 description 4
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 4
- 229960004821 amikacin Drugs 0.000 description 4
- LKCWBDHBTVXHDL-RMDFUYIESA-N amikacin Chemical compound O([C@@H]1[C@@H](N)C[C@H]([C@@H]([C@H]1O)O[C@@H]1[C@@H]([C@@H](N)[C@H](O)[C@@H](CO)O1)O)NC(=O)[C@@H](O)CCN)[C@H]1O[C@H](CN)[C@@H](O)[C@H](O)[C@H]1O LKCWBDHBTVXHDL-RMDFUYIESA-N 0.000 description 4
- NEDGUIRITORSKL-UHFFFAOYSA-N butyl 2-methylprop-2-enoate;2-(dimethylamino)ethyl 2-methylprop-2-enoate;methyl 2-methylprop-2-enoate Chemical compound COC(=O)C(C)=C.CCCCOC(=O)C(C)=C.CN(C)CCOC(=O)C(C)=C NEDGUIRITORSKL-UHFFFAOYSA-N 0.000 description 4
- UNJFKXSSGBWRBZ-BJCIPQKHSA-N ceftibuten Chemical compound S1C(N)=NC(C(=C\CC(O)=O)\C(=O)N[C@@H]2C(N3C(=CCS[C@@H]32)C(O)=O)=O)=C1 UNJFKXSSGBWRBZ-BJCIPQKHSA-N 0.000 description 4
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- 102220289725 rs778831047 Human genes 0.000 description 4
- 238000011200 topical administration Methods 0.000 description 4
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 description 4
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 3
- 229920001661 Chitosan Polymers 0.000 description 3
- 229930182555 Penicillin Natural products 0.000 description 3
- 239000004353 Polyethylene glycol 8000 Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 230000001580 bacterial effect Effects 0.000 description 3
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- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
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- ULGZDMOVFRHVEP-RWJQBGPGSA-N Erythromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 ULGZDMOVFRHVEP-RWJQBGPGSA-N 0.000 description 2
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Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
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- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/440,675 | 2003-05-19 | ||
| US10/440,675 US6991807B2 (en) | 2000-02-24 | 2003-05-19 | Antibiotic composition |
| PCT/US2004/015777 WO2004103311A2 (en) | 2003-05-19 | 2004-05-19 | Antibiotic composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2521575A1 true CA2521575A1 (en) | 2004-12-02 |
Family
ID=33476597
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002521575A Abandoned CA2521575A1 (en) | 2003-05-19 | 2004-05-19 | Antibiotic composition |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US6991807B2 (https=) |
| EP (1) | EP1628638A2 (https=) |
| JP (1) | JP2006528699A (https=) |
| AU (1) | AU2004240658A1 (https=) |
| CA (1) | CA2521575A1 (https=) |
| WO (1) | WO2004103311A2 (https=) |
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| US6565882B2 (en) * | 2000-02-24 | 2003-05-20 | Advancis Pharmaceutical Corp | Antibiotic composition with inhibitor |
| US20020068078A1 (en) * | 2000-10-13 | 2002-06-06 | Rudnic Edward M. | Antifungal product, use and formulation thereof |
| US6541014B2 (en) * | 2000-10-13 | 2003-04-01 | Advancis Pharmaceutical Corp. | Antiviral product, use and formulation thereof |
| US20020197314A1 (en) * | 2001-02-23 | 2002-12-26 | Rudnic Edward M. | Anti-fungal composition |
| AU2004258953B2 (en) * | 2003-07-21 | 2011-02-10 | Shionogi, Inc. | Antibiotic product, use and formulation thereof |
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| JP2006528185A (ja) * | 2003-07-21 | 2006-12-14 | アドバンシス ファーマスーティカル コーポレイション | 抗生物質製剤、その使用法及び作成方法 |
| CA2535177A1 (en) * | 2003-08-11 | 2005-02-24 | Advancis Pharmaceutical Corporation | Robust pellet |
| US8062672B2 (en) * | 2003-08-12 | 2011-11-22 | Shionogi Inc. | Antibiotic product, use and formulation thereof |
| AU2004270170B2 (en) * | 2003-08-29 | 2011-01-27 | Shionogi, Inc. | Antibiotic product, use and formulation thereof |
| CA2538064C (en) * | 2003-09-15 | 2013-12-17 | Advancis Pharmaceutical Corporation | Antibiotic product, use and formulation thereof |
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-
2003
- 2003-05-19 US US10/440,675 patent/US6991807B2/en not_active Expired - Lifetime
-
2004
- 2004-05-19 AU AU2004240658A patent/AU2004240658A1/en not_active Abandoned
- 2004-05-19 CA CA002521575A patent/CA2521575A1/en not_active Abandoned
- 2004-05-19 EP EP04752736A patent/EP1628638A2/en not_active Withdrawn
- 2004-05-19 JP JP2006533231A patent/JP2006528699A/ja active Pending
- 2004-05-19 WO PCT/US2004/015777 patent/WO2004103311A2/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| US6991807B2 (en) | 2006-01-31 |
| JP2006528699A (ja) | 2006-12-21 |
| EP1628638A2 (en) | 2006-03-01 |
| AU2004240658A1 (en) | 2004-12-02 |
| WO2004103311A3 (en) | 2005-05-12 |
| US20040018234A1 (en) | 2004-01-29 |
| WO2004103311A2 (en) | 2004-12-02 |
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| Date | Code | Title | Description |
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| FZDE | Discontinued |