TWI344373B - Active substance-containing film like preparations having improved chemical stability, and processes for their preparation - Google Patents
Active substance-containing film like preparations having improved chemical stability, and processes for their preparation Download PDFInfo
- Publication number
- TWI344373B TWI344373B TW092114186A TW92114186A TWI344373B TW I344373 B TWI344373 B TW I344373B TW 092114186 A TW092114186 A TW 092114186A TW 92114186 A TW92114186 A TW 92114186A TW I344373 B TWI344373 B TW I344373B
- Authority
- TW
- Taiwan
- Prior art keywords
- formulation
- cellulose
- active substance
- peroxide
- rtigt
- Prior art date
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- 239000013543 active substance Substances 0.000 title claims description 32
- 239000000126 substance Substances 0.000 title claims description 25
- 238000000034 method Methods 0.000 title claims description 19
- 230000008569 process Effects 0.000 title description 5
- 238000002360 preparation method Methods 0.000 title description 3
- 239000000203 mixture Substances 0.000 claims description 92
- 238000009472 formulation Methods 0.000 claims description 70
- 150000002978 peroxides Chemical class 0.000 claims description 40
- -1 polyethylene Polymers 0.000 claims description 23
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 18
- 229920000642 polymer Polymers 0.000 claims description 18
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 15
- 229910052760 oxygen Inorganic materials 0.000 claims description 15
- 239000001301 oxygen Substances 0.000 claims description 15
- 229920002678 cellulose Polymers 0.000 claims description 11
- 235000010980 cellulose Nutrition 0.000 claims description 11
- 235000021419 vinegar Nutrition 0.000 claims description 11
- 239000001913 cellulose Substances 0.000 claims description 10
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims description 10
- 239000000243 solution Substances 0.000 claims description 10
- 239000000052 vinegar Substances 0.000 claims description 10
- 239000011149 active material Substances 0.000 claims description 9
- 239000007864 aqueous solution Substances 0.000 claims description 8
- 238000006731 degradation reaction Methods 0.000 claims description 8
- 210000000214 mouth Anatomy 0.000 claims description 8
- 230000009102 absorption Effects 0.000 claims description 7
- 238000010521 absorption reaction Methods 0.000 claims description 7
- 239000011159 matrix material Substances 0.000 claims description 7
- 238000007254 oxidation reaction Methods 0.000 claims description 7
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 claims description 6
- 239000003963 antioxidant agent Substances 0.000 claims description 6
- 239000001863 hydroxypropyl cellulose Substances 0.000 claims description 6
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 claims description 6
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 claims description 6
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 claims description 6
- 239000010410 layer Substances 0.000 claims description 6
- 230000003078 antioxidant effect Effects 0.000 claims description 5
- 230000003647 oxidation Effects 0.000 claims description 5
- 235000010265 sodium sulphite Nutrition 0.000 claims description 5
- 229920002134 Carboxymethyl cellulose Polymers 0.000 claims description 4
- 229920002125 Sokalan® Polymers 0.000 claims description 4
- 239000000654 additive Substances 0.000 claims description 4
- 230000015556 catabolic process Effects 0.000 claims description 4
- 239000003638 chemical reducing agent Substances 0.000 claims description 4
- 239000006185 dispersion Substances 0.000 claims description 4
- 210000001035 gastrointestinal tract Anatomy 0.000 claims description 4
- 230000003232 mucoadhesive effect Effects 0.000 claims description 4
- 229920001277 pectin Polymers 0.000 claims description 4
- 239000001814 pectin Substances 0.000 claims description 4
- 235000010987 pectin Nutrition 0.000 claims description 4
- 108090000623 proteins and genes Proteins 0.000 claims description 4
- 102000004169 proteins and genes Human genes 0.000 claims description 4
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 claims description 4
- 108010010803 Gelatin Proteins 0.000 claims description 3
- 239000004698 Polyethylene Substances 0.000 claims description 3
- 229920002472 Starch Polymers 0.000 claims description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims description 3
- 235000010443 alginic acid Nutrition 0.000 claims description 3
- 229920000615 alginic acid Polymers 0.000 claims description 3
- 239000001768 carboxy methyl cellulose Substances 0.000 claims description 3
- 235000010948 carboxy methyl cellulose Nutrition 0.000 claims description 3
- 239000008112 carboxymethyl-cellulose Substances 0.000 claims description 3
- 239000000945 filler Substances 0.000 claims description 3
- 229920000159 gelatin Polymers 0.000 claims description 3
- 239000008273 gelatin Substances 0.000 claims description 3
- 235000019322 gelatine Nutrition 0.000 claims description 3
- 235000011852 gelatine desserts Nutrition 0.000 claims description 3
- 229920000058 polyacrylate Polymers 0.000 claims description 3
- 229920000573 polyethylene Polymers 0.000 claims description 3
- 229920002689 polyvinyl acetate Polymers 0.000 claims description 3
- 239000011118 polyvinyl acetate Substances 0.000 claims description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 239000011734 sodium Substances 0.000 claims description 3
- 235000019698 starch Nutrition 0.000 claims description 3
- 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 claims description 2
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 claims description 2
- 229920002307 Dextran Polymers 0.000 claims description 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 2
- 239000004267 EU approved acidity regulator Substances 0.000 claims description 2
- 239000001856 Ethyl cellulose Substances 0.000 claims description 2
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical group CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 claims description 2
- 244000043261 Hevea brasiliensis Species 0.000 claims 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 claims description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 2
- 239000004373 Pullulan Substances 0.000 claims description 2
- 229920001218 Pullulan Polymers 0.000 claims description 2
- 229940072056 alginate Drugs 0.000 claims description 2
- 229920002301 cellulose acetate Polymers 0.000 claims description 2
- 229920003086 cellulose ether Polymers 0.000 claims description 2
- 229910001882 dioxygen Inorganic materials 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 229920001249 ethyl cellulose Polymers 0.000 claims description 2
- 235000019325 ethyl cellulose Nutrition 0.000 claims description 2
- 235000013305 food Nutrition 0.000 claims description 2
- 235000003599 food sweetener Nutrition 0.000 claims description 2
- 239000003205 fragrance Substances 0.000 claims description 2
- 150000004676 glycans Chemical class 0.000 claims description 2
- PJUIMOJAAPLTRJ-UHFFFAOYSA-N monothioglycerol Chemical compound OCC(O)CS PJUIMOJAAPLTRJ-UHFFFAOYSA-N 0.000 claims description 2
- 229920003052 natural elastomer Polymers 0.000 claims description 2
- 229920001194 natural rubber Polymers 0.000 claims description 2
- NRPKURNSADTHLJ-UHFFFAOYSA-N octyl gallate Chemical compound CCCCCCCCOC(=O)C1=CC(O)=C(O)C(O)=C1 NRPKURNSADTHLJ-UHFFFAOYSA-N 0.000 claims description 2
- 229920001282 polysaccharide Polymers 0.000 claims description 2
- 239000005017 polysaccharide Substances 0.000 claims description 2
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 2
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 2
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 2
- 235000019423 pullulan Nutrition 0.000 claims description 2
- 239000002356 single layer Substances 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims description 2
- 239000007921 spray Substances 0.000 claims description 2
- 239000003765 sweetening agent Substances 0.000 claims description 2
- 229940035024 thioglycerol Drugs 0.000 claims description 2
- 239000000080 wetting agent Substances 0.000 claims description 2
- 239000000230 xanthan gum Substances 0.000 claims description 2
- 229920001285 xanthan gum Polymers 0.000 claims description 2
- 235000010493 xanthan gum Nutrition 0.000 claims description 2
- 229940082509 xanthan gum Drugs 0.000 claims description 2
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 claims 2
- 239000000155 melt Substances 0.000 claims 2
- MRBKEAMVRSLQPH-UHFFFAOYSA-N 3-tert-butyl-4-hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1 MRBKEAMVRSLQPH-UHFFFAOYSA-N 0.000 claims 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
- 235000019568 aromas Nutrition 0.000 claims 1
- 238000001816 cooling Methods 0.000 claims 1
- 125000002704 decyl group Chemical group [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])* 0.000 claims 1
- 229960002086 dextran Drugs 0.000 claims 1
- 238000001125 extrusion Methods 0.000 claims 1
- 239000000796 flavoring agent Substances 0.000 claims 1
- 235000019634 flavors Nutrition 0.000 claims 1
- 229940074391 gallic acid Drugs 0.000 claims 1
- 235000004515 gallic acid Nutrition 0.000 claims 1
- 229940079826 hydrogen sulfite Drugs 0.000 claims 1
- FZWBNHMXJMCXLU-BLAUPYHCSA-N isomaltotriose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O)O1 FZWBNHMXJMCXLU-BLAUPYHCSA-N 0.000 claims 1
- 150000002576 ketones Chemical class 0.000 claims 1
- 239000000178 monomer Substances 0.000 claims 1
- 239000000574 octyl gallate Substances 0.000 claims 1
- 235000010387 octyl gallate Nutrition 0.000 claims 1
- 229960000292 pectin Drugs 0.000 claims 1
- 239000000049 pigment Substances 0.000 claims 1
- 229920000193 polymethacrylate Polymers 0.000 claims 1
- 229920002635 polyurethane Polymers 0.000 claims 1
- 229920006316 polyvinylpyrrolidine Polymers 0.000 claims 1
- 230000001568 sexual effect Effects 0.000 claims 1
- 239000010408 film Substances 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 9
- 238000004519 manufacturing process Methods 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- 150000001298 alcohols Chemical class 0.000 description 7
- 239000002904 solvent Substances 0.000 description 6
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 5
- 240000007594 Oryza sativa Species 0.000 description 5
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- 235000009566 rice Nutrition 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
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- 229940079593 drug Drugs 0.000 description 4
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- MMXKVMNBHPAILY-UHFFFAOYSA-N ethyl laurate Chemical compound CCCCCCCCCCCC(=O)OCC MMXKVMNBHPAILY-UHFFFAOYSA-N 0.000 description 4
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- 229930195729 fatty acid Natural products 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 4
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- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 description 3
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
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Classifications
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- 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
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- 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
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
- A61K9/006—Oral mucosa, e.g. mucoadhesive forms, sublingual droplets; Buccal patches or films; Buccal sprays
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- 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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/465—Nicotine; Derivatives thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- 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
- A61K9/2072—Pills, tablets, discs, rods characterised by shape, structure or size; Tablets with holes, special break lines or identification marks; Partially coated tablets; Disintegrating flat shaped forms
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- 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
- A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
- A61K9/7007—Drug-containing films, membranes or sheets
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nutrition Science (AREA)
- Physiology (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
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| TW200307566A TW200307566A (en) | 2003-12-16 |
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| RU2351315C2 (ru) * | 2003-07-24 | 2009-04-10 | Смитклайн Бичам Корпорейшн | Пленки, растворяющиеся в полости рта |
| DE10361306A1 (de) * | 2003-12-24 | 2005-07-28 | Lts Lohmann Therapie-Systeme Ag | Wundauflage und Wundschnellverband mit einem vasokonstriktorischen Inhaltsstoff, sowie Herstellungsverfahren hierfür |
| AR051397A1 (es) * | 2004-10-21 | 2007-01-10 | Novartis Ag | Composicion farmaceutica |
| DE102005005974A1 (de) * | 2005-02-09 | 2006-08-10 | Basf Ag | Verfahren zur Stabilisierung von Polyvinylpyrrolidonen |
| WO2006135491A2 (en) * | 2005-06-08 | 2006-12-21 | Basf Aktiengesellschaft | Medicament carrier composition and method of forming a film therefrom |
| WO2007034287A2 (en) * | 2005-09-19 | 2007-03-29 | University Of The Witwatersrand, Johannesburg | Oramucosal pharmaceutical dosage form |
| KR100742432B1 (ko) * | 2005-12-27 | 2007-07-24 | 한미약품 주식회사 | 암로디핀 캠실레이트 및 심바스타틴을 포함하는 복합제제,및 이의 제조방법 |
| FR2902655B1 (fr) * | 2006-06-23 | 2008-11-28 | Oreal | Compositon topique a effet froid |
| RU2418574C2 (ru) * | 2007-02-08 | 2011-05-20 | Медтроник Ксомед Инк. | Сольватирующая система и герметик для медицинского применения |
| JP5138765B2 (ja) * | 2008-03-18 | 2013-02-06 | 日本たばこ産業株式会社 | シガレット主流煙成分吸着剤およびシガレット用フィルタ |
| EA201170287A1 (ru) * | 2008-08-01 | 2011-10-31 | Дзе Медсинз Компани | Фармацевтические композиции и способы их стабилизации |
| ES2699077T3 (es) | 2009-06-12 | 2019-02-07 | Sunovion Pharmaceuticals Inc | Apomorfina sublingual |
| EA031156B1 (ru) | 2010-12-16 | 2018-11-30 | Суновион Фармасьютикалз Инк. | Сублингвальные пленки |
| JP5725940B2 (ja) * | 2011-04-01 | 2015-05-27 | 日東電工株式会社 | ニコチン含有貼付製剤 |
| CN103788552B (zh) * | 2012-10-26 | 2016-12-21 | 厦门加岩高分子材料有限公司 | 聚乙烯醇共混物 |
| SG11201610636VA (en) * | 2014-06-20 | 2017-01-27 | Ctc Bio Inc | Pharmaceutical preparation containing entecavir as active ingredient, and preparation method therefor |
| WO2016172095A1 (en) | 2015-04-21 | 2016-10-27 | Cynapsus Therapeutics, Inc. | Methods of treating parkinson's disease by administration of apomorphine to an oral mucosa |
| WO2017081725A1 (ja) * | 2015-11-09 | 2017-05-18 | 花王株式会社 | 口腔用組成物 |
| US11648212B2 (en) * | 2016-02-03 | 2023-05-16 | Intelgenx Corp. | Loxapine film oral dosage form |
| DE102017127452A1 (de) * | 2017-11-21 | 2019-05-23 | Lts Lohmann Therapie-Systeme Ag | Wasserlösliche Polymerklebschichten |
| WO2019171843A1 (ja) * | 2018-03-05 | 2019-09-12 | パナソニックＩｐマネジメント株式会社 | 化粧料または医療材料 |
| IT201800011125A1 (it) | 2018-12-14 | 2020-06-14 | Dpl Pharma S P A | Composizioni farmaceutiche orali solide comprendenti matrici monolitiche complesse per la somministrazione cronotropica di medicamenti nel tratto gastroenterico |
| CN110339118B (zh) * | 2019-08-19 | 2022-08-16 | 广州明辉化妆品有限公司 | 具有美白保湿功效的美白霜 |
| SE544672C2 (en) | 2020-05-07 | 2022-10-11 | Liw Innovation Ab | New compositions for oral or nasal use |
| IT202000011050A1 (it) | 2020-05-14 | 2021-11-14 | Mogon Pharmaceuticals Sagl | Composizioni orali solide comprendenti matrici monolitiche composite per la somministrazione cronotropica nel tratto gastroenterico di ingredienti attivi |
| IT202000011053A1 (it) | 2020-05-14 | 2021-11-14 | Int Health Science S R L | Composizioni orali solide comprendenti matrici monolitiche composite per la somministrazione cronotropica nel tratto gastroenterico di alimenti, integratori alimentari, nutraceutici, dispositivi medici |
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| ES2019275B3 (es) * | 1985-10-09 | 1991-06-16 | Desitin Arzneimittel Gmbh | Metodo para la produccion de una forma de administracion y de dosificacion para farmacos reactivos u otros principios activos. |
| US5032384A (en) * | 1989-01-27 | 1991-07-16 | Block Drug Company, Inc. | Compositions and method for the treatment of disease |
| IL97930A (en) * | 1991-04-23 | 1996-06-18 | Perio Prod Ltd | Preparations for whitening two controlled release products that contain a super-oxygen compound |
| JP2671248B2 (ja) * | 1991-10-23 | 1997-10-29 | ブロック・ドラッグ・カンパニー・インコーポレイテッド | 薬効または化粧効果成分の浸透性増進方法 |
| AU4327193A (en) * | 1992-07-08 | 1994-01-31 | Dianorm-Gerate G. Maierhofer | Liposomes, method of preparing them and their use in the preparation of drugs |
| DE69724424T2 (de) * | 1996-05-13 | 2004-06-24 | Novartis Consumer Health S.A. | Mundfreisetzungssystem |
| US6375963B1 (en) * | 1999-06-16 | 2002-04-23 | Michael A. Repka | Bioadhesive hot-melt extruded film for topical and mucosal adhesion applications and drug delivery and process for preparation thereof |
| RU2155071C1 (ru) * | 1999-08-10 | 2000-08-27 | Мизина Прасковья Георгиевна | Способ получения лекарственной фитопленки |
| JP5753645B2 (ja) * | 1999-11-29 | 2015-07-22 | エルテーエス ローマン テラピー−ジステーメ アーゲー | 安定性が改善された経皮治療システムおよびそれらの製法 |
| DE10018834A1 (de) * | 2000-04-15 | 2001-10-25 | Lohmann Therapie Syst Lts | Transdermale oder transmucosale Darreichungsformen mit einer nicotinhaltigen Wirkstoffkombination zur Raucherentwöhnung |
| DE10107659B4 (de) * | 2001-02-19 | 2008-03-13 | Lts Lohmann Therapie-Systeme Ag | Mucoadhäsive zerfallsfähige Arzneizubereitung zur Wirkstoffverabreichung in der Veterinär- und Humanmedizin |
| RU2195545C1 (ru) * | 2001-08-14 | 2002-12-27 | Хаминов Николай Иванович | Способ изоляции промытых зон в добывающей и нагнетательной скважинах |
-
2002
- 2002-06-04 DE DE10224612A patent/DE10224612A1/de not_active Withdrawn
-
2003
- 2003-05-08 AT AT03735367T patent/ATE426400T1/de not_active IP Right Cessation
- 2003-05-08 EP EP03735367A patent/EP1509201B1/de not_active Expired - Lifetime
- 2003-05-08 ES ES03735367T patent/ES2324909T3/es not_active Expired - Lifetime
- 2003-05-08 RU RU2004136576/15A patent/RU2311900C2/ru not_active IP Right Cessation
- 2003-05-08 CN CN03812839XA patent/CN1658833A/zh active Pending
- 2003-05-08 CA CA2487590A patent/CA2487590C/en not_active Expired - Fee Related
- 2003-05-08 DE DE50311338T patent/DE50311338D1/de not_active Expired - Lifetime
- 2003-05-08 JP JP2004508779A patent/JP2005528427A/ja active Pending
- 2003-05-08 WO PCT/EP2003/004816 patent/WO2003101421A1/de not_active Ceased
- 2003-05-08 US US10/517,087 patent/US20050226823A1/en not_active Abandoned
- 2003-05-08 AU AU2003236632A patent/AU2003236632B2/en not_active Ceased
- 2003-05-08 KR KR10-2004-7019688A patent/KR20050010024A/ko not_active Ceased
- 2003-05-08 BR BR0311663-8A patent/BR0311663A/pt not_active Application Discontinuation
- 2003-05-26 TW TW092114186A patent/TWI344373B/zh not_active IP Right Cessation
- 2003-06-04 AR ARP030101977A patent/AR039955A1/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| TW200307566A (en) | 2003-12-16 |
| ATE426400T1 (de) | 2009-04-15 |
| US20050226823A1 (en) | 2005-10-13 |
| AU2003236632B2 (en) | 2008-07-31 |
| AU2003236632A1 (en) | 2003-12-19 |
| WO2003101421A1 (de) | 2003-12-11 |
| AR039955A1 (es) | 2005-03-09 |
| DE10224612A1 (de) | 2003-12-24 |
| BR0311663A (pt) | 2005-06-28 |
| CA2487590A1 (en) | 2003-12-11 |
| ES2324909T3 (es) | 2009-08-19 |
| EP1509201A1 (de) | 2005-03-02 |
| EP1509201B1 (de) | 2009-03-25 |
| RU2311900C2 (ru) | 2007-12-10 |
| JP2005528427A (ja) | 2005-09-22 |
| CA2487590C (en) | 2011-01-11 |
| KR20050010024A (ko) | 2005-01-26 |
| RU2004136576A (ru) | 2005-08-27 |
| DE50311338D1 (de) | 2009-05-07 |
| CN1658833A (zh) | 2005-08-24 |
| WO2003101421A8 (de) | 2005-04-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Annulment or lapse of patent due to non-payment of fees |