SI20150A - Direktno stisljivi matriks za nadzorovano sproščanje celodnevne doze klaritromicina - Google Patents
Direktno stisljivi matriks za nadzorovano sproščanje celodnevne doze klaritromicina Download PDFInfo
- Publication number
- SI20150A SI20150A SI9900039A SI9900039A SI20150A SI 20150 A SI20150 A SI 20150A SI 9900039 A SI9900039 A SI 9900039A SI 9900039 A SI9900039 A SI 9900039A SI 20150 A SI20150 A SI 20150A
- Authority
- SI
- Slovenia
- Prior art keywords
- pharmaceutical formulation
- formulation according
- clarithromycin
- tablet
- matrix
- Prior art date
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- 239000011159 matrix material Substances 0.000 title abstract description 20
- 238000013270 controlled release Methods 0.000 title abstract description 8
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 19
- 239000004094 surface-active agent Substances 0.000 claims abstract description 7
- 239000000203 mixture Substances 0.000 claims description 26
- 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 23
- 229960002626 clarithromycin Drugs 0.000 claims description 23
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 claims description 13
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 claims description 13
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 claims description 13
- 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 claims description 13
- 238000000034 method Methods 0.000 claims description 11
- OKMWKBLSFKFYGZ-UHFFFAOYSA-N 1-behenoylglycerol Chemical group CCCCCCCCCCCCCCCCCCCCCC(=O)OCC(O)CO OKMWKBLSFKFYGZ-UHFFFAOYSA-N 0.000 claims description 10
- 229940049654 glyceryl behenate Drugs 0.000 claims description 10
- 239000004615 ingredient Substances 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 5
- 238000000576 coating method Methods 0.000 claims description 5
- 239000011248 coating agent Substances 0.000 claims description 3
- 239000000470 constituent Substances 0.000 claims description 3
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 2
- 239000008363 phosphate buffer Substances 0.000 claims description 2
- 238000007873 sieving Methods 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 208000035143 Bacterial infection Diseases 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 208000022362 bacterial infectious disease Diseases 0.000 claims 1
- 238000007907 direct compression Methods 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 239000000126 substance Substances 0.000 abstract description 8
- 238000009472 formulation Methods 0.000 description 14
- 239000013543 active substance Substances 0.000 description 10
- 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 7
- 238000002360 preparation method Methods 0.000 description 7
- 238000004090 dissolution Methods 0.000 description 6
- 229940079593 drug Drugs 0.000 description 6
- 239000003814 drug Substances 0.000 description 6
- 239000002245 particle Substances 0.000 description 6
- 239000000725 suspension Substances 0.000 description 5
- DMBUODUULYCPAK-UHFFFAOYSA-N 1,3-bis(docosanoyloxy)propan-2-yl docosanoate Chemical compound CCCCCCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCCCCCC DMBUODUULYCPAK-UHFFFAOYSA-N 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 3
- -1 acetal diethylaminoacetate Chemical class 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 229960003276 erythromycin Drugs 0.000 description 3
- 239000008101 lactose Substances 0.000 description 3
- 150000002632 lipids Chemical class 0.000 description 3
- 239000000314 lubricant Substances 0.000 description 3
- 239000003120 macrolide antibiotic agent Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000000454 talc Substances 0.000 description 3
- 229910052623 talc Inorganic materials 0.000 description 3
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 229910002016 Aerosil® 200 Inorganic materials 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 229920003148 Eudragit® E polymer Polymers 0.000 description 2
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 2
- 229920000168 Microcrystalline cellulose Polymers 0.000 description 2
- 229910004298 SiO 2 Inorganic materials 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- 235000010443 alginic acid Nutrition 0.000 description 2
- 229920000615 alginic acid Polymers 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000003115 biocidal effect Effects 0.000 description 2
- 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 2
- 229960001631 carbomer Drugs 0.000 description 2
- 238000009792 diffusion process Methods 0.000 description 2
- 238000007922 dissolution test Methods 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000003628 erosive effect Effects 0.000 description 2
- 230000002496 gastric effect Effects 0.000 description 2
- 210000001035 gastrointestinal tract Anatomy 0.000 description 2
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 2
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229940016286 microcrystalline cellulose Drugs 0.000 description 2
- 235000019813 microcrystalline cellulose Nutrition 0.000 description 2
- 239000008108 microcrystalline cellulose Substances 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 239000008203 oral pharmaceutical composition Substances 0.000 description 2
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 2
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 2
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 210000002784 stomach Anatomy 0.000 description 2
- 238000013268 sustained release Methods 0.000 description 2
- 239000012730 sustained-release form Substances 0.000 description 2
- 239000006188 syrup Substances 0.000 description 2
- 235000020357 syrup Nutrition 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 238000005550 wet granulation Methods 0.000 description 2
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 1
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 description 1
- 244000303965 Cyamopsis psoralioides Species 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- 241000192125 Firmicutes Species 0.000 description 1
- 240000007472 Leucaena leucocephala Species 0.000 description 1
- 235000010643 Leucaena leucocephala Nutrition 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- 235000004443 Ricinus communis Nutrition 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 229910010413 TiO 2 Inorganic materials 0.000 description 1
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 229940072056 alginate Drugs 0.000 description 1
- 239000000783 alginic acid Substances 0.000 description 1
- 229960001126 alginic acid Drugs 0.000 description 1
- 150000004781 alginic acids Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 229960000074 biopharmaceutical Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000004203 carnauba wax Substances 0.000 description 1
- 235000013869 carnauba wax Nutrition 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 229920003086 cellulose ether Polymers 0.000 description 1
- 229940084436 clarithromycin 500 mg Drugs 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 239000007884 disintegrant Substances 0.000 description 1
- 229940018602 docusate Drugs 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 229920001002 functional polymer Polymers 0.000 description 1
- 210000004051 gastric juice Anatomy 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 239000007903 gelatin capsule Substances 0.000 description 1
- 125000005908 glyceryl ester group Chemical group 0.000 description 1
- 229940075507 glyceryl monostearate Drugs 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 210000000936 intestine Anatomy 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 230000011987 methylation Effects 0.000 description 1
- 238000007069 methylation reaction Methods 0.000 description 1
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 229940126701 oral medication Drugs 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 150000004804 polysaccharides Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 108060006613 prolamin Proteins 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000005846 sugar alcohols Chemical class 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 239000001069 triethyl citrate Substances 0.000 description 1
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 1
- 235000013769 triethyl citrate Nutrition 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 239000001052 yellow pigment Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
- A61K31/7048—Compounds having saccharide radicals and heterocyclic rings having oxygen as a ring hetero atom, e.g. leucoglucosan, hesperidin, erythromycin, nystatin, digitoxin or digoxin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2013—Organic compounds, e.g. phospholipids, fats
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2022—Organic macromolecular compounds
- A61K9/205—Polysaccharides, e.g. alginate, gums; Cyclodextrin
- A61K9/2054—Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/28—Dragees; Coated pills or tablets, e.g. with film or compression coating
- A61K9/2806—Coating materials
- A61K9/2833—Organic macromolecular compounds
- A61K9/286—Polysaccharides, e.g. gums; Cyclodextrin
- A61K9/2866—Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Molecular Biology (AREA)
- Biophysics (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Priority Applications (22)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SI9900039A SI20150A (sl) | 1999-02-19 | 1999-02-19 | Direktno stisljivi matriks za nadzorovano sproščanje celodnevne doze klaritromicina |
| CZ20012964A CZ302781B6 (cs) | 1999-02-19 | 2000-02-17 | Farmaceutický prostredek pro jednorázovou denní dávku s rízeným uvolnováním úcinné látky, zpusob prípravy tohoto farmaceutického prostredku a použití tohoto farmaceutického prostredku pri lécení a profylaxi |
| PL350419A PL196665B1 (pl) | 1999-02-19 | 2000-02-17 | Preparat o kontrolowanym uwalnianiu zawierający klarytromycynę i sposób jego wytwarzania |
| PCT/SI2000/000002 WO2000048607A1 (en) | 1999-02-19 | 2000-02-17 | Directly compressible matrix for controlled release of single daily doses of clarithromycin |
| DK00905514T DK1150686T3 (da) | 1999-02-19 | 2000-02-17 | Direkte komprimerbar matrix til kontrolleret frigivelse af daglige enkeltdoser af clarithromycin |
| AT00905514T ATE286736T1 (de) | 1999-02-19 | 2000-02-17 | Direktverpressbare matrix zur kontrollierten abgabe von einmaltäglichen dosen von clarithromycin |
| ES00905514T ES2235834T3 (es) | 1999-02-19 | 2000-02-17 | Matriz directamente comprimible para la liberacion controlada de dosis diarias unicas de claritromicina. |
| HU0105481A HUP0105481A3 (en) | 1999-02-19 | 2000-02-17 | Pharmaceutical compositions containing clarithromycin and process for their preparation and their use |
| EP00905514A EP1150686B1 (en) | 1999-02-19 | 2000-02-17 | Directly compressible matrix for controlled release of single daily doses of clarithromycin |
| RU2001125667A RU2237480C2 (ru) | 1999-02-19 | 2000-02-17 | Непосредственно прессуемая матрица для регулируемого высвобождения однократных ежедневных доз кларитромицина |
| UA2001096230A UA74778C2 (en) | 1999-02-19 | 2000-02-17 | Pharmaceutical formulation for controlled release of clarithromycin |
| EEP200100433A EE05422B1 (et) | 1999-02-19 | 2000-02-17 | Klaritromtsiini, rasv- ja hdrofiilse komponendi segu sisaldav farmatseutiline preparaat, meetod selle valmistamiseks ning kasutamine |
| PT00905514T PT1150686E (pt) | 1999-02-19 | 2000-02-17 | Matriz directamente compressivel para libertacao controlada de doses diarias unitarias de claritromicina |
| YUP-592/01A RS50298B (sr) | 1999-02-19 | 2000-02-17 | Direktno kompresibilna matrica za kontrolisano oslobađanje pojedinačnih dnevnih doza klaritromicina |
| DE60017361T DE60017361T2 (de) | 1999-02-19 | 2000-02-17 | Direktverpressbare matrix zur kontrollierten abgabe von einmaltäglichen dosen von clarithromycin |
| AU27049/00A AU776912B2 (en) | 1999-02-19 | 2000-02-17 | Directly compressible matrix for controlled release of single daily doses of clarithromycin |
| SK1197-2001A SK287525B6 (sk) | 1999-02-19 | 2000-02-17 | Farmaceutická formulácia s riadeným uvoľňovaním |
| TR2001/02396T TR200102396T2 (tr) | 1999-02-19 | 2000-02-17 | Klaritromisinin günlük tek dozunun kontrollü olarak verilmesi. |
| SI200030647T SI1150686T1 (en) | 1999-02-19 | 2000-02-17 | Directly compressible matrix for controlled release of single daily doses of clarithromycin |
| HR20010684A HRP20010684B1 (hr) | 1999-02-19 | 2000-02-17 | Izravno stlaciva matrica za kontrolirano otpustanje jednostruke dnevne doze klaritromicina |
| BG105914A BG65324B1 (bg) | 1999-02-19 | 2001-09-19 | Фармацевтична форма за еднократно дневно перорално приложение на кларитромицин |
| CY20051100330T CY1107454T1 (el) | 1999-02-19 | 2005-03-10 | Μητρα αμεσης συμπιεσης για ελεγχομενη απελευθερωση ημepησιων μονοδοσεων της κλαριθρομυκινης |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SI9900039A SI20150A (sl) | 1999-02-19 | 1999-02-19 | Direktno stisljivi matriks za nadzorovano sproščanje celodnevne doze klaritromicina |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SI20150A true SI20150A (sl) | 2000-08-31 |
Family
ID=20432410
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SI9900039A SI20150A (sl) | 1999-02-19 | 1999-02-19 | Direktno stisljivi matriks za nadzorovano sproščanje celodnevne doze klaritromicina |
| SI200030647T SI1150686T1 (en) | 1999-02-19 | 2000-02-17 | Directly compressible matrix for controlled release of single daily doses of clarithromycin |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SI200030647T SI1150686T1 (en) | 1999-02-19 | 2000-02-17 | Directly compressible matrix for controlled release of single daily doses of clarithromycin |
Country Status (21)
| Country | Link |
|---|---|
| EP (1) | EP1150686B1 (et) |
| AT (1) | ATE286736T1 (et) |
| AU (1) | AU776912B2 (et) |
| BG (1) | BG65324B1 (et) |
| CY (1) | CY1107454T1 (et) |
| CZ (1) | CZ302781B6 (et) |
| DE (1) | DE60017361T2 (et) |
| DK (1) | DK1150686T3 (et) |
| EE (1) | EE05422B1 (et) |
| ES (1) | ES2235834T3 (et) |
| HR (1) | HRP20010684B1 (et) |
| HU (1) | HUP0105481A3 (et) |
| PL (1) | PL196665B1 (et) |
| PT (1) | PT1150686E (et) |
| RS (1) | RS50298B (et) |
| RU (1) | RU2237480C2 (et) |
| SI (2) | SI20150A (et) |
| SK (1) | SK287525B6 (et) |
| TR (1) | TR200102396T2 (et) |
| UA (1) | UA74778C2 (et) |
| WO (1) | WO2000048607A1 (et) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TR200000054A2 (tr) * | 2000-01-05 | 2001-08-21 | Sanovel İlaç San. Ve Ti̇c. Anoni̇m Şi̇rketi̇ | Klaritromisin içeren sürekli salım sağlayan tablet formülasyonları. |
| US6565882B2 (en) | 2000-02-24 | 2003-05-20 | Advancis Pharmaceutical Corp | Antibiotic composition with inhibitor |
| US6544555B2 (en) | 2000-02-24 | 2003-04-08 | Advancis Pharmaceutical Corp. | Antibiotic product, use and formulation thereof |
| IN192748B (et) * | 2000-08-29 | 2004-05-15 | Ranbaxy Lab Ltd | |
| 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 |
| WO2003017981A1 (en) | 2001-08-29 | 2003-03-06 | Ranbaxy Laboratories Limited | Controlled release formulation of clarithromycin or tinidazol |
| CA2405918A1 (en) * | 2001-10-01 | 2003-04-01 | Ind-Swift Limited | Controlled release macrolide pharmaceutical formulations |
| SE0103369D0 (sv) * | 2001-10-09 | 2001-10-09 | Astrazeneca Ab | Pharmaceutical formulation |
| EP1443910A1 (en) | 2001-11-02 | 2004-08-11 | Wockhardt Limited | Controlled release compositions for macrolide antimicrobial agents |
| US20050163857A1 (en) * | 2002-04-03 | 2005-07-28 | Ashok Rampal | Clarithromycin formulations having improved bioavailability |
| US20060083759A1 (en) * | 2002-07-17 | 2006-04-20 | Aleksander Resman | Stabilization of the profile of release of active substances from a formulation |
| CA2494233A1 (en) * | 2002-07-29 | 2004-02-05 | Alza Corporation | Formulations and dosage forms for controlled delivery of topiramate |
| US20050232995A1 (en) | 2002-07-29 | 2005-10-20 | Yam Nyomi V | Methods and dosage forms for controlled delivery of paliperidone and risperidone |
| US8062672B2 (en) | 2003-08-12 | 2011-11-22 | Shionogi Inc. | Antibiotic product, use and formulation thereof |
| WO2005023221A1 (en) * | 2003-09-05 | 2005-03-17 | Ranbaxy Laboratories Limited | Clarithromycin formulations having improved biovailability |
| RU2268051C2 (ru) * | 2003-12-15 | 2006-01-20 | Закрытое акционерное общество "Фармацевтическое предприятие "Оболенское" | Лекарственная форма, обладающая бактериостатическим действием, и способ ее изготовления |
| US7943585B2 (en) * | 2003-12-22 | 2011-05-17 | Sandoz, Inc. | Extended release antibiotic composition |
| WO2005102289A1 (en) * | 2004-03-24 | 2005-11-03 | Lupin Limited | Clarithromycin extended release formulation |
| EP2283824B1 (en) | 2009-07-30 | 2017-04-19 | Special Products Line S.p.A. | Compositions and formulations based on swellable matrices for sustained release of poorly soluble drugs such as clarithromycin |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4331803A (en) * | 1980-06-04 | 1982-05-25 | Taisho Pharmaceutical Co., Ltd. | Novel erythromycin compounds |
| JPS60163823A (ja) * | 1984-02-03 | 1985-08-26 | Taisho Pharmaceut Co Ltd | 経口投与製剤 |
| JPS60214796A (ja) * | 1984-04-06 | 1985-10-28 | Taisho Pharmaceut Co Ltd | 6−0−メチルエリスロマイシン類の製法 |
| JPS63188621A (ja) * | 1987-01-30 | 1988-08-04 | Taisho Pharmaceut Co Ltd | 矯味経口製剤 |
| US4808411A (en) * | 1987-06-05 | 1989-02-28 | Abbott Laboratories | Antibiotic-polymer compositions |
| IL87219A0 (en) * | 1987-08-07 | 1988-12-30 | Abbott Lab | Erythromycin formulations for oral administration |
| JP2553882B2 (ja) * | 1987-08-08 | 1996-11-13 | 富士写真光機株式会社 | 走査結像光学系 |
| US5599556A (en) * | 1991-12-31 | 1997-02-04 | Abbott Laboratories | Prolamine coatings for taste masking |
| MX9603480A (es) * | 1994-02-16 | 1997-12-31 | Abbott Lab | Procedimiento para preparar formulaciones farmaceuticas en particulas finas. |
-
1999
- 1999-02-19 SI SI9900039A patent/SI20150A/sl not_active IP Right Cessation
-
2000
- 2000-02-17 AU AU27049/00A patent/AU776912B2/en not_active Ceased
- 2000-02-17 HU HU0105481A patent/HUP0105481A3/hu unknown
- 2000-02-17 RS YUP-592/01A patent/RS50298B/sr unknown
- 2000-02-17 SK SK1197-2001A patent/SK287525B6/sk not_active IP Right Cessation
- 2000-02-17 ES ES00905514T patent/ES2235834T3/es not_active Expired - Lifetime
- 2000-02-17 WO PCT/SI2000/000002 patent/WO2000048607A1/en not_active Ceased
- 2000-02-17 SI SI200030647T patent/SI1150686T1/xx unknown
- 2000-02-17 DK DK00905514T patent/DK1150686T3/da active
- 2000-02-17 PT PT00905514T patent/PT1150686E/pt unknown
- 2000-02-17 DE DE60017361T patent/DE60017361T2/de not_active Expired - Lifetime
- 2000-02-17 UA UA2001096230A patent/UA74778C2/uk unknown
- 2000-02-17 CZ CZ20012964A patent/CZ302781B6/cs not_active IP Right Cessation
- 2000-02-17 HR HR20010684A patent/HRP20010684B1/xx not_active IP Right Cessation
- 2000-02-17 EP EP00905514A patent/EP1150686B1/en not_active Expired - Lifetime
- 2000-02-17 AT AT00905514T patent/ATE286736T1/de active
- 2000-02-17 PL PL350419A patent/PL196665B1/pl unknown
- 2000-02-17 RU RU2001125667A patent/RU2237480C2/ru not_active IP Right Cessation
- 2000-02-17 TR TR2001/02396T patent/TR200102396T2/xx unknown
- 2000-02-17 EE EEP200100433A patent/EE05422B1/et not_active IP Right Cessation
-
2001
- 2001-09-19 BG BG105914A patent/BG65324B1/bg unknown
-
2005
- 2005-03-10 CY CY20051100330T patent/CY1107454T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| RS50298B (sr) | 2009-09-08 |
| CZ302781B6 (cs) | 2011-11-02 |
| PT1150686E (pt) | 2005-05-31 |
| WO2000048607A1 (en) | 2000-08-24 |
| EP1150686A1 (en) | 2001-11-07 |
| HRP20010684A2 (en) | 2002-10-31 |
| EE200100433A (et) | 2002-12-16 |
| DK1150686T3 (da) | 2005-04-04 |
| YU59201A (sh) | 2004-07-15 |
| HUP0105481A2 (hu) | 2002-05-29 |
| ATE286736T1 (de) | 2005-01-15 |
| CY1107454T1 (el) | 2012-12-19 |
| SK287525B6 (sk) | 2011-01-04 |
| PL350419A1 (en) | 2002-12-16 |
| DE60017361D1 (de) | 2005-02-17 |
| DE60017361T2 (de) | 2005-12-22 |
| CZ20012964A3 (cs) | 2002-01-16 |
| RU2237480C2 (ru) | 2004-10-10 |
| AU2704900A (en) | 2000-09-04 |
| ES2235834T3 (es) | 2005-07-16 |
| HUP0105481A3 (en) | 2003-04-28 |
| EP1150686B1 (en) | 2005-01-12 |
| TR200102396T2 (tr) | 2002-01-21 |
| SI1150686T1 (en) | 2005-06-30 |
| HRP20010684B1 (hr) | 2011-01-31 |
| EE05422B1 (et) | 2011-06-15 |
| AU776912B2 (en) | 2004-09-23 |
| BG65324B1 (bg) | 2008-02-29 |
| PL196665B1 (pl) | 2008-01-31 |
| SK11972001A3 (sk) | 2002-02-05 |
| BG105914A (bg) | 2002-05-31 |
| UA74778C2 (en) | 2006-02-15 |
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| IF | Valid on the event date | ||
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Effective date: 20061013 |