WO2006134864A1 - 可溶化型製剤 - Google Patents
可溶化型製剤 Download PDFInfo
- Publication number
- WO2006134864A1 WO2006134864A1 PCT/JP2006/311739 JP2006311739W WO2006134864A1 WO 2006134864 A1 WO2006134864 A1 WO 2006134864A1 JP 2006311739 W JP2006311739 W JP 2006311739W WO 2006134864 A1 WO2006134864 A1 WO 2006134864A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- solution
- lurasidone
- type preparation
- preparation according
- acid
- Prior art date
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- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229960001305 cysteine hydrochloride Drugs 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- VZFDRQUWHOVFCA-UHFFFAOYSA-L disodium;2-sulfanylbutanedioate Chemical compound [Na+].[Na+].[O-]C(=O)CC(S)C([O-])=O VZFDRQUWHOVFCA-UHFFFAOYSA-L 0.000 description 1
- OKBPCTLSPGDQBO-UHFFFAOYSA-L disodium;dichloride Chemical compound [Na+].[Na+].[Cl-].[Cl-] OKBPCTLSPGDQBO-UHFFFAOYSA-L 0.000 description 1
- CSVGEMRSDNSWRF-UHFFFAOYSA-L disodium;dihydrogen phosphate Chemical compound [Na+].[Na+].OP(O)([O-])=O.OP(O)([O-])=O CSVGEMRSDNSWRF-UHFFFAOYSA-L 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 235000010350 erythorbic acid Nutrition 0.000 description 1
- 239000004318 erythorbic acid Substances 0.000 description 1
- HCFPRFJJTHMING-UHFFFAOYSA-N ethane-1,2-diamine;hydron;chloride Chemical compound [Cl-].NCC[NH3+] HCFPRFJJTHMING-UHFFFAOYSA-N 0.000 description 1
- NSTORIOUDCABGP-UHFFFAOYSA-N ethanol;prop-1-ene Chemical group CCO.CC=C NSTORIOUDCABGP-UHFFFAOYSA-N 0.000 description 1
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000013355 food flavoring agent Nutrition 0.000 description 1
- 235000003599 food sweetener Nutrition 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 239000001087 glyceryl triacetate Substances 0.000 description 1
- 235000013773 glyceryl triacetate Nutrition 0.000 description 1
- 230000008588 hemolysis Effects 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 229940071870 hydroiodic acid Drugs 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 229940026239 isoascorbic acid Drugs 0.000 description 1
- 239000007951 isotonicity adjuster Substances 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000007135 neurotoxicity Effects 0.000 description 1
- 231100000228 neurotoxicity Toxicity 0.000 description 1
- 229960003966 nicotinamide Drugs 0.000 description 1
- 235000005152 nicotinamide Nutrition 0.000 description 1
- 239000011570 nicotinamide Substances 0.000 description 1
- 229940049964 oleate Drugs 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 229940126701 oral medication Drugs 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229950008882 polysorbate Drugs 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 235000010241 potassium sorbate Nutrition 0.000 description 1
- 239000004302 potassium sorbate Substances 0.000 description 1
- 229940069338 potassium sorbate Drugs 0.000 description 1
- 235000010388 propyl gallate Nutrition 0.000 description 1
- 239000000473 propyl gallate Substances 0.000 description 1
- 229940075579 propyl gallate Drugs 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 238000004007 reversed phase HPLC Methods 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 229940116351 sebacate Drugs 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 229960003885 sodium benzoate Drugs 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 235000011083 sodium citrates Nutrition 0.000 description 1
- 235000019259 sodium dehydroacetate Nutrition 0.000 description 1
- 229940079839 sodium dehydroacetate Drugs 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- 229940037001 sodium edetate Drugs 0.000 description 1
- 229940079827 sodium hydrogen sulfite Drugs 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 229960000819 sodium nitrite Drugs 0.000 description 1
- 229960004025 sodium salicylate Drugs 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 229940001482 sodium sulfite Drugs 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- GNBVPFITFYNRCN-UHFFFAOYSA-M sodium thioglycolate Chemical compound [Na+].[O-]C(=O)CS GNBVPFITFYNRCN-UHFFFAOYSA-M 0.000 description 1
- 229940046307 sodium thioglycolate Drugs 0.000 description 1
- DSOWAKKSGYUMTF-GZOLSCHFSA-M sodium;(1e)-1-(6-methyl-2,4-dioxopyran-3-ylidene)ethanolate Chemical compound [Na+].C\C([O-])=C1/C(=O)OC(C)=CC1=O DSOWAKKSGYUMTF-GZOLSCHFSA-M 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000010356 sorbitol Nutrition 0.000 description 1
- 229940083466 soybean lecithin Drugs 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000008347 soybean phospholipid Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 229960002622 triacetin Drugs 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 229960002675 xylitol Drugs 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
-
- 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
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0087—Galenical forms not covered by A61K9/02 - A61K9/7023
- A61K9/0095—Drinks; Beverages; Syrups; Compositions for reconstitution thereof, e.g. powders or tablets to be dispersed in a glass of water; Veterinary drenches
-
- 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
- A61K9/08—Solutions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- 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
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
-
- 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
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/12—Carboxylic acids; Salts or anhydrides thereof
-
- 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
- A61K47/16—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
- A61K47/18—Amines; Amides; Ureas; Quaternary ammonium compounds; Amino acids; Oligopeptides having up to five amino acids
Definitions
- the present invention relates to N- [4- [4- (1,2 benzisothiazole 3-yl) 1-piperadule] one (2R, 3R) -2,3-tetramethylene monobutyl] — (L'R, 2'S, 3'R, 4'S) — 2,3 Bisque [2,2,1] Heptanedicarboximide 'Hydrochloride (lurasidone) or its pharmaceutically acceptable acid addition
- the present invention relates to a solution-type preparation containing salt as an active ingredient. More specifically, the present invention relates to a solution preparation in which a free form of lurasidone or a pharmaceutically acceptable acid addition salt thereof is solubilized.
- lurasidone and its acid addition salts are known to have psychotropic effects, and are particularly effective as therapeutic agents for schizophrenia or senile dementia.
- Senile dementia is roughly divided into Arno-Ima type 1 dementia and cerebrovascular dementia, and both are said to account for about 80%.
- Lurasidone is known to be administered orally and parenterally.
- oral preparations solid preparations such as tablets and capsules, liquid preparations, parenteral preparations such as injections and suppositories are used. It is disclosed (Patent Document 1).
- the present inventors have found that when at least one selected from benzyl alcohol, ⁇ , ⁇ -dimethylacetamide, lactic acid or propylene glycol is contained, the solubility in water is several g /
- lurasidone a poorly soluble drug of less than mL, can be dissolved at a high concentration of about 10,000 to 200,000 times, and that it is possible to produce a solution-type preparation with excellent stability.
- the present invention is as follows.
- the solution type preparation according to either (1) or (2) which is an intravenous, intramuscular, subcutaneous or intradermal injection.
- the solution type preparation according to (1) which is an oral solution.
- a drug for the treatment of schizophrenia and senile dementia comprising an amount of lurasidone or a pharmaceutically acceptable acid addition salt thereof that is effective for the treatment of the mental disease (1) to ( 4)
- the solution type preparation according to any one of the above.
- N- [4- [4- (1,2-Benzisothiazol-3-yl) -1-piperaduryl] (2R, 3R) -2,3-tetramethylene monobutyl]- (l'R, 2'S, 3'R, 4'S) — 2,3-Bicyclo [2,2,1] heptanedicarboximide (the free form of lurasidone) and its acid addition salts are particularly useful for the treatment of psychotropic diseases It is effective as a therapeutic agent for ataxia and can be administered as an oral or parenteral agent (see Patent No. 2800953).
- Examples of free acid addition salts of lurasidone include addition salts with pharmaceutically acceptable inorganic acids and organic acids.
- inorganic acids include hydrochloric acid, hydrobromic acid, hydroiodic acid, sulfuric acid and the like
- examples of organic acids include phosphoric acid, acetic acid, oxalic acid, citrate, malic acid, tartaric acid, maleic acid, fumaric acid. An acid etc. are mentioned.
- hydrochloride is used.
- the dose for oral administration is 5-200 mg, preferably 40-120 mg per day.
- the number of doses can be divided into several times a day, but preferably once a day .
- parenteral administration especially as an injection, is administered intravenously, intramuscularly or intracutaneously, 0.1-40 mg, preferably 0.25 to 0.2-20 mg, more preferably ⁇ . 0.4 — 10 mg.
- the administration frequency can be divided into several times a day, but preferably once a day.
- the solution-type preparation represents an aqueous or oily pharmaceutical composition in which an active ingredient and an additive are present in a soluble state, and preferably an aqueous preparation.
- Preferable additives include benzyl alcohol, ⁇ , ⁇ -dimethylacetamide, lactic acid, water-free ethanol or propylene glycol.
- An aqueous preparation can be prepared by mixing a free form of lurasidone or an acid addition salt thereof and an additive with water.
- An oily preparation can be prepared by mixing lurasidone free form or an acid addition salt thereof with an additive, and if necessary, a pharmaceutically acceptable oil.
- other additives may be added as appropriate.
- pharmaceutically acceptable oils include sesame oil, castor oil, peanut oil, camellia oil, soybean oil, olive oil, oil and mint oil.
- the solution type preparation in the present invention can contain absolute ethanol, and in that case, it contains 2.5 to 40% (W / W), preferably 5 to 25% (WZW) of the preparation.
- the solution-type preparation of the present invention requires a formulation design with high stability that can be stored for a long period of time. Specifically, a prescription with a total UK peak of 1.5% or less at 60 degrees for 4 weeks is preferred. In particular, a prescription of 1.0% or less is preferable.
- the solution-type preparation of the present invention may contain other solubilizers, buffers, preservatives, antioxidants as necessary.
- Auxiliary components such as agents, stabilizers, tonicity agents, sweeteners, flavoring agents, fragrances, organic acids, inorganic acids and amino acids may be used.
- the buffer include acetic acid, phosphoric acid, boric acid, and salts thereof.
- Preservatives include, for example, benzoic acid, sodium benzoate, sodium sulfite, salicylic acid, sodium salicylate, dibutylhydroxytoluene, sorbic acid, potassium sorbate, sodium dehydroacetate, isoptyl paraoxybenzoate, paraoxybenzoic acid Examples include sopropyl, ethyl oxybenzoate, and methyl oxybenzoate.
- Antioxidants include, for example, sodium nitrite, ascorbic acid, sodium hydrogen sulfite, sodium edetate, erythorbic acid, cysteine hydrochloride, tocopherol, soybean lecithin, sodium thioglycolate, sodium thiomalate, tocopherol, sodium pyrosulfite. Thorium, butylhydroxyl-sol, propyl gallate and the like.
- Isotonic agents include, for example, sodium chloride sodium, mannitol, sorbitol, xylitol, fructose, lactose, glucose, sodium sulfate, citrate, sodium citrate, glycerin, boric acid, phosphoric acid, sodium hydrogen phosphate Sodium dihydrogen phosphate, sodium hydroxide, sodium hydrogen carbonate, calcium bromide, sodium bromide and the like.
- the organic acid include acetic acid and the like.
- inorganic acids include phosphoric acid and sulfuric acid.
- amino acids include lactic acid, tartaric acid, glycine and the like.
- a solution containing lurasidone and its hydrochloride at a concentration of 30 mg / mL was prepared according to the formulation in Table 2, and stored under warming conditions (60 ° C and 40 ° C). After storage for 1 month, the residual ratio of the main drug was measured using reverse-phase HPLC.
- the stability of lurasidone and lurasidone in aqueous solution using benzyl alcohol, propylene glycol, ⁇ , ⁇ -dimethylacetamide and lactic acid which was found to be excellent as a solubilizing agent in Example 1, Sex was confirmed. That is, the free form of lurasidone and lurasidone are soluble in a high concentration and stable. Highly, a solution type preparation could be prepared.
- Liquid B 0.025% trifluoroacetic acid acetonitrile solution
- UV absorptiometer (measurement wavelength: 230nm)
- the benzyl alcohol and acetic acid-added formulations were tested for stability.
- the amount of benzyl alcohol (WZW) can be reduced by adding acetic acid.
- UV absorptiometer (measurement wavelength: 230nm)
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Dermatology (AREA)
- Psychiatry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Hospice & Palliative Care (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
Abstract
Description
Claims
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1020077028359A KR101328857B1 (ko) | 2005-06-13 | 2006-06-12 | 가용화 제제 |
ES06766601T ES2390353T3 (es) | 2005-06-13 | 2006-06-12 | Preparación de disolución |
US11/922,015 US8283352B2 (en) | 2005-06-13 | 2006-06-12 | Solubilization preparation |
CN2006800210272A CN101198331B (zh) | 2005-06-13 | 2006-06-12 | 增溶化制剂 |
EP06766601A EP1891956B1 (en) | 2005-06-13 | 2006-06-12 | Solubilization preparation |
JP2007521271A JP4866349B2 (ja) | 2005-06-13 | 2006-06-12 | 可溶化型製剤 |
HK08103361.7A HK1109088A1 (en) | 2005-06-13 | 2008-03-26 | Solubilization preparation |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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JP2005-172725 | 2005-06-13 | ||
JP2005172725 | 2005-06-13 |
Publications (1)
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WO2006134864A1 true WO2006134864A1 (ja) | 2006-12-21 |
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ID=37532226
Family Applications (1)
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PCT/JP2006/311739 WO2006134864A1 (ja) | 2005-06-13 | 2006-06-12 | 可溶化型製剤 |
Country Status (8)
Country | Link |
---|---|
US (1) | US8283352B2 (ja) |
EP (1) | EP1891956B1 (ja) |
JP (1) | JP4866349B2 (ja) |
KR (1) | KR101328857B1 (ja) |
CN (1) | CN101198331B (ja) |
ES (1) | ES2390353T3 (ja) |
HK (1) | HK1109088A1 (ja) |
WO (1) | WO2006134864A1 (ja) |
Cited By (10)
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WO2012053654A1 (en) * | 2010-10-18 | 2012-04-26 | Dainippon Sumitomo Pharma Co., Ltd. | Sustained-release formulation for injection |
WO2012105715A1 (en) * | 2011-02-02 | 2012-08-09 | Dainippon Sumitomo Pharma Co., Ltd. | Novel external preparation |
JP2013522320A (ja) * | 2010-03-18 | 2013-06-13 | イノファーマ,インコーポレイテッド | 安定なボルテゾミブ製剤 |
JP2014508176A (ja) * | 2011-03-18 | 2014-04-03 | アルカームス ファーマ アイルランド リミテッド | ソルビタンエステルを含む薬学的組成物 |
JP2015510929A (ja) * | 2012-03-19 | 2015-04-13 | アルカームス ファーマ アイルランド リミテッド | 脂肪酸エステルを含む医薬組成物 |
US9107821B2 (en) | 2010-03-18 | 2015-08-18 | Innopharma, Inc. | Stable bortezomib formulations |
JP2016094440A (ja) * | 2010-11-08 | 2016-05-26 | 大日本住友製薬株式会社 | 精神疾患の治療方法 |
JPWO2018043613A1 (ja) * | 2016-08-31 | 2019-06-24 | 大日本住友製薬株式会社 | 水性懸濁型製剤 |
WO2019167978A1 (ja) | 2018-02-28 | 2019-09-06 | 大日本住友製薬株式会社 | 溶出が制御された水性懸濁型医薬製剤 |
WO2019167977A1 (ja) | 2018-02-28 | 2019-09-06 | 大日本住友製薬株式会社 | 水性懸濁型医薬製剤 |
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EP2445343B1 (en) | 2009-06-25 | 2021-08-04 | Alkermes Pharma Ireland Limited | Prodrugs of nh-acidic compounds |
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US9061037B2 (en) | 2010-03-18 | 2015-06-23 | Innopharma, Inc. | Stable bortezomib formulations |
US9180093B2 (en) | 2010-03-18 | 2015-11-10 | Innopharma, Inc. | Stable bortezomib formulations |
JP2013522320A (ja) * | 2010-03-18 | 2013-06-13 | イノファーマ,インコーポレイテッド | 安定なボルテゾミブ製剤 |
US9107821B2 (en) | 2010-03-18 | 2015-08-18 | Innopharma, Inc. | Stable bortezomib formulations |
JP2017206543A (ja) * | 2010-10-18 | 2017-11-24 | 大日本住友製薬株式会社 | 注射用徐放性製剤 |
JP2013543481A (ja) * | 2010-10-18 | 2013-12-05 | 大日本住友製薬株式会社 | 注射用徐放性製剤 |
JP2016128503A (ja) * | 2010-10-18 | 2016-07-14 | 大日本住友製薬株式会社 | 注射用徐放性製剤 |
WO2012053654A1 (en) * | 2010-10-18 | 2012-04-26 | Dainippon Sumitomo Pharma Co., Ltd. | Sustained-release formulation for injection |
JP2016094440A (ja) * | 2010-11-08 | 2016-05-26 | 大日本住友製薬株式会社 | 精神疾患の治療方法 |
JP2014504585A (ja) * | 2011-02-02 | 2014-02-24 | 大日本住友製薬株式会社 | 新規外用製剤 |
WO2012105715A1 (en) * | 2011-02-02 | 2012-08-09 | Dainippon Sumitomo Pharma Co., Ltd. | Novel external preparation |
JP2014508176A (ja) * | 2011-03-18 | 2014-04-03 | アルカームス ファーマ アイルランド リミテッド | ソルビタンエステルを含む薬学的組成物 |
JP2019085417A (ja) * | 2011-03-18 | 2019-06-06 | アルカームス ファーマ アイルランド リミテッド | ソルビタンエステルを含む薬学的組成物 |
JP2015510929A (ja) * | 2012-03-19 | 2015-04-13 | アルカームス ファーマ アイルランド リミテッド | 脂肪酸エステルを含む医薬組成物 |
JPWO2018043613A1 (ja) * | 2016-08-31 | 2019-06-24 | 大日本住友製薬株式会社 | 水性懸濁型製剤 |
WO2019167978A1 (ja) | 2018-02-28 | 2019-09-06 | 大日本住友製薬株式会社 | 溶出が制御された水性懸濁型医薬製剤 |
WO2019167977A1 (ja) | 2018-02-28 | 2019-09-06 | 大日本住友製薬株式会社 | 水性懸濁型医薬製剤 |
Also Published As
Publication number | Publication date |
---|---|
ES2390353T3 (es) | 2012-11-12 |
US8283352B2 (en) | 2012-10-09 |
JPWO2006134864A1 (ja) | 2009-01-08 |
CN101198331A (zh) | 2008-06-11 |
US20090286805A1 (en) | 2009-11-19 |
HK1109088A1 (en) | 2008-05-30 |
CN101198331B (zh) | 2012-05-02 |
JP4866349B2 (ja) | 2012-02-01 |
EP1891956B1 (en) | 2012-08-29 |
KR101328857B1 (ko) | 2013-11-13 |
KR20080024118A (ko) | 2008-03-17 |
EP1891956A1 (en) | 2008-02-27 |
EP1891956A4 (en) | 2010-12-01 |
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