ZA200703760B - Stabilized freeze-dried formulation for cephalosporin derivatives - Google Patents
Stabilized freeze-dried formulation for cephalosporin derivatives Download PDFInfo
- Publication number
- ZA200703760B ZA200703760B ZA200703760A ZA200703760A ZA200703760B ZA 200703760 B ZA200703760 B ZA 200703760B ZA 200703760 A ZA200703760 A ZA 200703760A ZA 200703760 A ZA200703760 A ZA 200703760A ZA 200703760 B ZA200703760 B ZA 200703760B
- Authority
- ZA
- South Africa
- Prior art keywords
- freeze
- solution
- dried
- formulation according
- pvp
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 59
- 238000009472 formulation Methods 0.000 title claims description 54
- 229930186147 Cephalosporin Natural products 0.000 title claims description 26
- 229940124587 cephalosporin Drugs 0.000 title claims description 26
- 150000001780 cephalosporins Chemical class 0.000 title claims description 25
- 239000000243 solution Substances 0.000 claims description 36
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 claims description 27
- 229930195725 Mannitol Natural products 0.000 claims description 27
- 239000000594 mannitol Substances 0.000 claims description 27
- 235000010355 mannitol Nutrition 0.000 claims description 27
- 239000004480 active ingredient Substances 0.000 claims description 17
- 229910052739 hydrogen Inorganic materials 0.000 claims description 17
- 239000001257 hydrogen Substances 0.000 claims description 17
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 17
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 17
- 150000001875 compounds Chemical class 0.000 claims description 16
- 239000003381 stabilizer Substances 0.000 claims description 15
- 238000004108 freeze drying Methods 0.000 claims description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 11
- 150000001413 amino acids Chemical class 0.000 claims description 11
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 10
- 239000007864 aqueous solution Substances 0.000 claims description 10
- 239000000872 buffer Substances 0.000 claims description 10
- 235000014633 carbohydrates Nutrition 0.000 claims description 10
- 150000001720 carbohydrates Chemical class 0.000 claims description 10
- HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 claims description 9
- HDTRYLNUVZCQOY-WSWWMNSNSA-N Trehalose Natural products O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-WSWWMNSNSA-N 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 9
- 150000005846 sugar alcohols Polymers 0.000 claims description 9
- HDTRYLNUVZCQOY-LIZSDCNHSA-N alpha,alpha-trehalose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-LIZSDCNHSA-N 0.000 claims description 8
- 239000004471 Glycine Substances 0.000 claims description 5
- 239000007853 buffer solution Substances 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 claims description 4
- 150000004677 hydrates Chemical class 0.000 claims description 4
- 239000003755 preservative agent Substances 0.000 claims description 4
- 230000000087 stabilizing effect Effects 0.000 claims description 4
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 3
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 3
- 239000008351 acetate buffer Substances 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 3
- 239000002585 base Substances 0.000 claims description 3
- 150000002431 hydrogen Chemical class 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 239000004094 surface-active agent Substances 0.000 claims description 3
- 229940095064 tartrate Drugs 0.000 claims description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- 239000003963 antioxidant agent Substances 0.000 claims description 2
- 239000002738 chelating agent Substances 0.000 claims description 2
- 125000001153 fluoro group Chemical group F* 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 238000007918 intramuscular administration Methods 0.000 claims description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 claims description 2
- 229940077731 carbohydrate nutrients Drugs 0.000 claims 4
- 229940123150 Chelating agent Drugs 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 125000000647 trehalose group Chemical group 0.000 claims 1
- 239000000047 product Substances 0.000 description 18
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 235000001014 amino acid Nutrition 0.000 description 10
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 9
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000000546 pharmaceutical excipient Substances 0.000 description 6
- 238000001035 drying Methods 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 229920005862 polyol Polymers 0.000 description 5
- 150000003077 polyols Chemical class 0.000 description 5
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- 238000004090 dissolution Methods 0.000 description 4
- 230000008014 freezing Effects 0.000 description 4
- 238000007710 freezing Methods 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 235000018102 proteins Nutrition 0.000 description 4
- 102000004169 proteins and genes Human genes 0.000 description 4
- 108090000623 proteins and genes Proteins 0.000 description 4
- 230000006641 stabilisation Effects 0.000 description 4
- 238000011105 stabilization Methods 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 238000000859 sublimation Methods 0.000 description 4
- 230000008022 sublimation Effects 0.000 description 4
- 239000008215 water for injection Substances 0.000 description 4
- 229960004106 citric acid Drugs 0.000 description 3
- 239000008194 pharmaceutical composition Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000012088 reference solution Substances 0.000 description 3
- YASYEJJMZJALEJ-UHFFFAOYSA-N Citric acid monohydrate Chemical compound O.OC(=O)CC(O)(C(O)=O)CC(O)=O YASYEJJMZJALEJ-UHFFFAOYSA-N 0.000 description 2
- 102000002265 Human Growth Hormone Human genes 0.000 description 2
- 108010000521 Human Growth Hormone Proteins 0.000 description 2
- 239000000854 Human Growth Hormone Substances 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- FQISKWAFAHGMGT-SGJOWKDISA-M Methylprednisolone sodium succinate Chemical compound [Na+].C([C@@]12C)=CC(=O)C=C1[C@@H](C)C[C@@H]1[C@@H]2[C@@H](O)C[C@]2(C)[C@@](O)(C(=O)COC(=O)CCC([O-])=O)CC[C@H]21 FQISKWAFAHGMGT-SGJOWKDISA-M 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000004067 bulking agent Substances 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 229960002303 citric acid monohydrate Drugs 0.000 description 2
- 239000007857 degradation product Substances 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 230000009477 glass transition Effects 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- -1 hydroxyl compound Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 229960000334 methylprednisolone sodium succinate Drugs 0.000 description 2
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- HNSDLXPSAYFUHK-UHFFFAOYSA-N 1,4-bis(2-ethylhexyl) sulfosuccinate Chemical compound CCCCC(CC)COC(=O)CC(S(O)(=O)=O)C(=O)OCC(CC)CCCC HNSDLXPSAYFUHK-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- 235000014755 Eruca sativa Nutrition 0.000 description 1
- 244000024675 Eruca sativa Species 0.000 description 1
- 102000018997 Growth Hormone Human genes 0.000 description 1
- 108010051696 Growth Hormone Proteins 0.000 description 1
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 1
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 1
- 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 1
- 241001465754 Metazoa Species 0.000 description 1
- 108060008682 Tumor Necrosis Factor Proteins 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 235000004279 alanine Nutrition 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229940046545 animal allergen extract Drugs 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- UREZNYTWGJKWBI-UHFFFAOYSA-M benzethonium chloride Chemical compound [Cl-].C1=CC(C(C)(C)CC(C)(C)C)=CC=C1OCCOCC[N+](C)(C)CC1=CC=CC=C1 UREZNYTWGJKWBI-UHFFFAOYSA-M 0.000 description 1
- 229960001950 benzethonium chloride Drugs 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 125000001271 cephalosporin group Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000007979 citrate buffer Substances 0.000 description 1
- 229940000425 combination drug Drugs 0.000 description 1
- 230000008094 contradictory effect Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 229940018602 docusate Drugs 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000010981 drying operation Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000013355 food flavoring agent Nutrition 0.000 description 1
- 229930195712 glutamate Natural products 0.000 description 1
- 239000000122 growth hormone Substances 0.000 description 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 229940100630 metacresol Drugs 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 1
- 229940124531 pharmaceutical excipient Drugs 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- PDTFCHSETJBPTR-UHFFFAOYSA-N phenylmercuric nitrate Chemical compound [O-][N+](=O)O[Hg]C1=CC=CC=C1 PDTFCHSETJBPTR-UHFFFAOYSA-N 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 229940068965 polysorbates Drugs 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 230000003405 preventing effect Effects 0.000 description 1
- 229940002612 prodrug Drugs 0.000 description 1
- 239000000651 prodrug Substances 0.000 description 1
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 230000007928 solubilization Effects 0.000 description 1
- 238000005063 solubilization Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000008362 succinate buffer Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- RTKIYNMVFMVABJ-UHFFFAOYSA-L thimerosal Chemical compound [Na+].CC[Hg]SC1=CC=CC=C1C([O-])=O RTKIYNMVFMVABJ-UHFFFAOYSA-L 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 102000003390 tumor necrosis factor Human genes 0.000 description 1
- MDYZKJNTKZIUSK-UHFFFAOYSA-N tyloxapol Chemical compound O=C.C1CO1.CC(C)(C)CC(C)(C)C1=CC=C(O)C=C1 MDYZKJNTKZIUSK-UHFFFAOYSA-N 0.000 description 1
- 229960004224 tyloxapol Drugs 0.000 description 1
- 229920001664 tyloxapol Polymers 0.000 description 1
Classifications
-
- 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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/19—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles lyophilised, i.e. freeze-dried, solutions or dispersions
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
- A61K31/542—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame ortho- or peri-condensed with heterocyclic ring systems
- A61K31/545—Compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins, cefaclor, or cephalexine
- A61K31/546—Compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins, cefaclor, or cephalexine containing further heterocyclic rings, e.g. cephalothin
-
- 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
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/26—Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/32—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers, poly(meth)acrylates, or polyvinyl pyrrolidone
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Dermatology (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cephalosporin Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP04405690A EP1656930A1 (fr) | 2004-11-10 | 2004-11-10 | Formulation lyophilisée stabilisée pour des dérivés des céphalosporines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200703760B true ZA200703760B (en) | 2008-06-25 |
Family
ID=34932353
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200703760A ZA200703760B (en) | 2004-11-10 | 2007-05-09 | Stabilized freeze-dried formulation for cephalosporin derivatives |
Country Status (24)
| Country | Link |
|---|---|
| US (2) | US20080032962A1 (fr) |
| EP (3) | EP1656930A1 (fr) |
| JP (1) | JP2008519775A (fr) |
| KR (1) | KR20070084150A (fr) |
| CN (1) | CN101056623B (fr) |
| AR (1) | AR052233A1 (fr) |
| AT (1) | ATE468844T1 (fr) |
| AU (1) | AU2005304252B2 (fr) |
| BR (1) | BRPI0517305A (fr) |
| CA (1) | CA2585296A1 (fr) |
| CY (1) | CY1110731T1 (fr) |
| DE (1) | DE602005021530D1 (fr) |
| DK (1) | DK1809253T3 (fr) |
| ES (1) | ES2342833T3 (fr) |
| HR (1) | HRP20100364T1 (fr) |
| MX (1) | MX2007005677A (fr) |
| MY (1) | MY142648A (fr) |
| PL (1) | PL1809253T3 (fr) |
| PT (1) | PT1809253E (fr) |
| RS (1) | RS51380B (fr) |
| SI (1) | SI1809253T1 (fr) |
| TW (1) | TW200630118A (fr) |
| WO (1) | WO2006050631A1 (fr) |
| ZA (1) | ZA200703760B (fr) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20080103121A1 (en) * | 2006-10-30 | 2008-05-01 | Gole Dilip J | Cephalosporin derivative formulation |
| EP2100610A4 (fr) | 2006-12-07 | 2009-12-02 | Daiichi Sankyo Co Ltd | Composition pharmaceutique contenant de l'hydroxypropylcellulose faiblement substituée |
| KR101647842B1 (ko) * | 2006-12-07 | 2016-08-11 | 다이이찌 산쿄 가부시키가이샤 | 저장 안정성이 개선된 의약 조성물 |
| WO2009111422A2 (fr) * | 2008-03-04 | 2009-09-11 | Elan Pharmaceuticals, Inc. | Formulations liquides stables d’agents anti-infectieux et régimes posologiques réglés des agents anti-infectieux |
| EP2106788A1 (fr) * | 2008-04-04 | 2009-10-07 | Ipsen Pharma | Formulations liquides et lyophilisées |
| EP2236520A1 (fr) * | 2009-03-31 | 2010-10-06 | Leukocare Ag | Composition de stabilisation pour biomolécules immobilisées |
| US20130089638A1 (en) | 2011-10-11 | 2013-04-11 | Mead Johnson Nutrition Company | Compositions Comprising Maltotriose And Methods Of Using Same To Inhibit Damage Caused By Dehydration Processes |
| CN102716075B (zh) * | 2012-07-03 | 2013-08-21 | 哈药集团制药总厂 | 一种含有头孢唑肟钠的药物组合物 |
| CN102727451B (zh) * | 2012-07-03 | 2013-07-03 | 哈药集团制药总厂 | 一种含有头孢美唑钠的药物组合物 |
| CN103271877A (zh) * | 2012-12-18 | 2013-09-04 | 张宏民 | 一种头孢西丁钠注射剂及其制备方法 |
| MX361984B (es) | 2013-03-13 | 2018-12-19 | Theravance Biopharma Antibiotics Ip Llc | Sales clorhidrato de un compuesto antibiótico. |
| CN110507619B (zh) * | 2019-08-19 | 2021-12-03 | 湖北美林药业有限公司 | 注射用头孢哌酮钠及其制备方法 |
| WO2022202995A1 (fr) * | 2021-03-25 | 2022-09-29 | ハウス食品グループ本社株式会社 | Kit de génération de facteur lacrymogène |
| EP4316508A4 (fr) * | 2021-03-25 | 2025-11-26 | House Foods Group Inc | Composition de prencso séchée |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2690009B2 (ja) * | 1986-07-10 | 1997-12-10 | エーザイ 株式会社 | セフアロスポリン注射剤 |
| DE3801179A1 (de) * | 1988-01-18 | 1989-07-27 | Hoechst Ag | Stabilisierung von cephalosporinderivaten durch trocknung mit einem stabilisator sowie stabile zubereitungsformen mit cephalosporinderivaten |
| US5254545A (en) * | 1989-09-30 | 1993-10-19 | Eisai Co., Ltd. | Injectable preparations containing cephalosporin medicament |
| JPH0459730A (ja) * | 1990-06-26 | 1992-02-26 | Dai Ichi Seiyaku Co Ltd | セフェム系抗生物質含有凍結乾燥製剤 |
| JP3872955B2 (ja) * | 1998-06-15 | 2007-01-24 | バジリア ファルマスーチカ アーゲー | ３−（２−オキソ−〔１，３′〕ビピロリジニル−３−イリデンメチル）−セフェムの誘導体 |
| US7378408B2 (en) * | 2001-11-30 | 2008-05-27 | Pfizer Inc. | Methods of treatment and formulations of cephalosporin |
| WO2004000323A1 (fr) * | 2002-06-21 | 2003-12-31 | Shionogi & Co., Ltd. | Composition medicinale a base de compose cepheme destinee a une injection |
-
2004
- 2004-11-10 EP EP04405690A patent/EP1656930A1/fr not_active Withdrawn
-
2005
- 2005-11-09 AR ARP050104706A patent/AR052233A1/es not_active Application Discontinuation
- 2005-11-09 TW TW094139525A patent/TW200630118A/zh unknown
- 2005-11-10 ES ES05798682T patent/ES2342833T3/es not_active Expired - Lifetime
- 2005-11-10 CN CN2005800384621A patent/CN101056623B/zh not_active Expired - Fee Related
- 2005-11-10 AU AU2005304252A patent/AU2005304252B2/en not_active Ceased
- 2005-11-10 MY MYPI20055270A patent/MY142648A/en unknown
- 2005-11-10 DE DE602005021530T patent/DE602005021530D1/de not_active Expired - Lifetime
- 2005-11-10 BR BRPI0517305-1A patent/BRPI0517305A/pt not_active IP Right Cessation
- 2005-11-10 US US11/667,535 patent/US20080032962A1/en not_active Abandoned
- 2005-11-10 WO PCT/CH2005/000665 patent/WO2006050631A1/fr not_active Ceased
- 2005-11-10 RS RSP-2010/0324A patent/RS51380B/sr unknown
- 2005-11-10 PL PL05798682T patent/PL1809253T3/pl unknown
- 2005-11-10 KR KR1020077010624A patent/KR20070084150A/ko not_active Withdrawn
- 2005-11-10 CA CA002585296A patent/CA2585296A1/fr not_active Abandoned
- 2005-11-10 HR HR20100364T patent/HRP20100364T1/hr unknown
- 2005-11-10 PT PT05798682T patent/PT1809253E/pt unknown
- 2005-11-10 EP EP10162297A patent/EP2210592A3/fr not_active Withdrawn
- 2005-11-10 MX MX2007005677A patent/MX2007005677A/es active IP Right Grant
- 2005-11-10 AT AT05798682T patent/ATE468844T1/de active
- 2005-11-10 JP JP2007540473A patent/JP2008519775A/ja active Pending
- 2005-11-10 DK DK05798682.0T patent/DK1809253T3/da active
- 2005-11-10 EP EP05798682A patent/EP1809253B1/fr not_active Expired - Lifetime
- 2005-11-10 SI SI200531069T patent/SI1809253T1/sl unknown
-
2007
- 2007-05-09 ZA ZA200703760A patent/ZA200703760B/en unknown
-
2010
- 2010-02-03 US US12/699,329 patent/US20100160278A1/en not_active Abandoned
- 2010-08-04 CY CY20101100728T patent/CY1110731T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL1809253T3 (pl) | 2010-10-29 |
| AR052233A1 (es) | 2007-03-07 |
| EP2210592A2 (fr) | 2010-07-28 |
| SI1809253T1 (sl) | 2010-09-30 |
| HRP20100364T1 (hr) | 2010-07-31 |
| ES2342833T3 (es) | 2010-07-15 |
| EP1809253B1 (fr) | 2010-05-26 |
| JP2008519775A (ja) | 2008-06-12 |
| US20080032962A1 (en) | 2008-02-07 |
| CA2585296A1 (fr) | 2006-05-18 |
| MY142648A (en) | 2010-12-15 |
| MX2007005677A (es) | 2007-07-20 |
| RS51380B (sr) | 2011-02-28 |
| EP1809253A1 (fr) | 2007-07-25 |
| CN101056623A (zh) | 2007-10-17 |
| CN101056623B (zh) | 2011-04-06 |
| WO2006050631A1 (fr) | 2006-05-18 |
| CY1110731T1 (el) | 2015-06-10 |
| TW200630118A (en) | 2006-09-01 |
| BRPI0517305A (pt) | 2008-10-07 |
| EP2210592A3 (fr) | 2011-12-14 |
| US20100160278A1 (en) | 2010-06-24 |
| PT1809253E (pt) | 2010-09-03 |
| KR20070084150A (ko) | 2007-08-24 |
| AU2005304252B2 (en) | 2009-07-16 |
| DE602005021530D1 (de) | 2010-07-08 |
| AU2005304252A1 (en) | 2006-05-18 |
| EP1656930A1 (fr) | 2006-05-17 |
| ATE468844T1 (de) | 2010-06-15 |
| DK1809253T3 (da) | 2010-07-12 |
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