JP7222155B1 - ジクロフェナクインドリノン体の生成を抑制する方法 - Google Patents
ジクロフェナクインドリノン体の生成を抑制する方法 Download PDFInfo
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- JP7222155B1 JP7222155B1 JP2022576037A JP2022576037A JP7222155B1 JP 7222155 B1 JP7222155 B1 JP 7222155B1 JP 2022576037 A JP2022576037 A JP 2022576037A JP 2022576037 A JP2022576037 A JP 2022576037A JP 7222155 B1 JP7222155 B1 JP 7222155B1
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- 239000000312 peanut oil Substances 0.000 description 1
- XYJRXVWERLGGKC-UHFFFAOYSA-D pentacalcium;hydroxide;triphosphate Chemical compound [OH-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XYJRXVWERLGGKC-UHFFFAOYSA-D 0.000 description 1
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- 229920000058 polyacrylate Polymers 0.000 description 1
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- 229920001083 polybutene Polymers 0.000 description 1
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- 229940068977 polysorbate 20 Drugs 0.000 description 1
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- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- KCXFHTAICRTXLI-UHFFFAOYSA-N propane-1-sulfonic acid Chemical compound CCCS(O)(=O)=O KCXFHTAICRTXLI-UHFFFAOYSA-N 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
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- 239000011253 protective coating Substances 0.000 description 1
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- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- GHBFNMLVSPCDGN-UHFFFAOYSA-N rac-1-monooctanoylglycerol Chemical compound CCCCCCCC(=O)OCC(O)CO GHBFNMLVSPCDGN-UHFFFAOYSA-N 0.000 description 1
- GRWFGVWFFZKLTI-UHFFFAOYSA-N rac-alpha-Pinene Natural products CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 1
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- 150000004354 sesquiterpene derivatives Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 235000019721 spearmint oil Nutrition 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 229940031439 squalene Drugs 0.000 description 1
- TUHBEKDERLKLEC-UHFFFAOYSA-N squalene Natural products CC(=CCCC(=CCCC(=CCCC=C(/C)CCC=C(/C)CC=C(C)C)C)C)C TUHBEKDERLKLEC-UHFFFAOYSA-N 0.000 description 1
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- 230000003637 steroidlike Effects 0.000 description 1
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- 239000002600 sunflower oil Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 208000011580 syndromic disease Diseases 0.000 description 1
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- 229910052623 talc Inorganic materials 0.000 description 1
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- 239000011975 tartaric acid Substances 0.000 description 1
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- 210000002435 tendon Anatomy 0.000 description 1
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- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 229960000790 thymol Drugs 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 239000011732 tocopherol Substances 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
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 229960000281 trometamol Drugs 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical class OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
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
- A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
- A61K9/7023—Transdermal patches and similar drug-containing composite devices, e.g. cataplasms
- A61K9/703—Transdermal patches and similar drug-containing composite devices, e.g. cataplasms characterised by shape or structure; Details concerning release liner or backing; Refillable patches; User-activated patches
- A61K9/7038—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer
- A61K9/7046—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer the adhesive comprising macromolecular compounds
-
- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
- A61K31/196—Carboxylic acids, e.g. valproic acid having an amino group the amino group being directly attached to a ring, e.g. anthranilic acid, mefenamic acid, diclofenac, chlorambucil
-
- 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
- A61K9/7023—Transdermal patches and similar drug-containing composite devices, e.g. cataplasms
- A61K9/703—Transdermal patches and similar drug-containing composite devices, e.g. cataplasms characterised by shape or structure; Details concerning release liner or backing; Refillable patches; User-activated patches
- A61K9/7038—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer
- A61K9/7046—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer the adhesive comprising macromolecular compounds
- A61K9/7053—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer the adhesive comprising macromolecular compounds obtained by reactions only involving carbon to carbon unsaturated bonds, e.g. polyvinyl, polyisobutylene, polystyrene
- A61K9/7061—Polyacrylates
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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
- A61K9/7023—Transdermal patches and similar drug-containing composite devices, e.g. cataplasms
- A61K9/703—Transdermal patches and similar drug-containing composite devices, e.g. cataplasms characterised by shape or structure; Details concerning release liner or backing; Refillable patches; User-activated patches
- A61K9/7038—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer
- A61K9/7046—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer the adhesive comprising macromolecular compounds
- A61K9/7069—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer the adhesive comprising macromolecular compounds obtained otherwise than by reactions only involving carbon to carbon unsaturated bonds, e.g. polysiloxane, polyesters, polyurethane, polyethylene oxide
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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Abstract
Description
1.貼付剤の調製
下記表1に従って、各成分を混合し粘着剤組成物を得た。得られた粘着剤組成物を剥離ライナー(離型処理が施されたポリエチレンテレフタレート製フィルム)上に、単位面積当たりの膏体質量が214g/m2になるように展延し、粘着剤層を形成した。得られた粘着剤層の上記反対の面上に支持体層(ポリエチレンテレフタレート製編布)を積層し、支持体層/粘着剤層/剥離ライナーの順に積層された貼付剤を得た。
ジクロフェナクインドリノン体の含有量は、製造直後の貼付剤、及び、製造してから60℃にて1週間アルミニウム製包装袋に保管した後の貼付剤を用いて以下の手順で測定した。
まず、貼付剤の粘着剤層を取り出し、アセトン2mLに浸漬して有機物を抽出した。
次に希釈溶液(0.1%リン酸水溶液/メタノール=60/40(v/v))6mLを加えて全量を8mLとし、不溶物を濾過した後、以下の分析条件における高速液体クロマトグラフィー法により、ジクロフェナク遊離酸及びジクロフェナクインドリノン体のピークが分離したクロマトグラムを得た。ジクロフェナクインドリノン体の含有量は、ジクロフェナク遊離酸の理論量を100として、ジクロフェナクインドリノン体に対応するピーク曲線下面積の値から算出した。
<分析条件>
カラム:YMC-PacK Pro C8
移動相:0.1%リン酸水溶液/メタノール=60/40(v/v)
測定波長:275nm
流量:1mL/min
試料注入量:30μL
カラム温度:40℃
1.貼付剤の調製
下記表2に従って、各成分を混合し粘着剤組成物を得た。得られた粘着剤組成物を剥離ライナー(離型処理が施されたポリエチレンテレフタレート製フィルム)上に、単位面積当たりの膏体質量が120g/m2になるように展延し、溶媒を乾燥除去して粘着剤層を形成した。得られた粘着剤層の上記反対の面上に支持体層(ポリエチレンテレフタレート製フィルム)を積層し、支持体層/粘着剤層/剥離ライナーの順に積層された貼付剤を得た。
実験1と同様に測定した。
1.貼付剤の調製
実験2と同様に下記表3の組成に従って、貼付剤を製造した。ただし、本実施例では、単位面積当たりの膏体質量が160g/m2になるように展延した。
実験1と同様に測定した。
1.貼付剤の調製
実験1と同様に下記表4の組成に従って、貼付剤を製造した。
実験1と同様に測定した。
1.貼付剤の調製
2.ジクロフェナクインドリノン体の含有量の測定
実験1と同様に測定した。
Claims (1)
- 支持体層と、前記支持体層上に積層された粘着剤層と、を備える貼付剤において、粘着剤層中のジクロフェナクインドリノン体の生成を抑制する方法であって、
ジクロフェナク遊離酸と粘着基剤を混合し、粘着剤組成物を得る工程と、前記粘着剤組成物を形成して前記貼付剤を得る工程と、を含み、
前記ジクロフェナク遊離酸の含有量が前記粘着剤層の総質量を基準として、0.5質量%~8質量%である、方法。
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Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
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JP2003520191A (ja) * | 1998-09-08 | 2003-07-02 | ワトソン ファーマシューティカルズ, インコーポレイテッド | 薬物の親水性塩類を含有する感圧接着剤マトリックスパッチの製造方法 |
JP2011121980A (ja) * | 2003-09-03 | 2011-06-23 | Hisamitsu Pharmaceut Co Inc | 非ステロイド系消炎鎮痛剤を含有する外用経皮製剤 |
WO2013191128A1 (ja) * | 2012-06-20 | 2013-12-27 | 久光製薬株式会社 | 貼付剤 |
US8852628B1 (en) * | 2009-07-13 | 2014-10-07 | Noven Pharmaceuticals, Inc. | Transdermal drug delivery system for diclofenac |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
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PL360999A1 (en) | 2000-09-18 | 2004-09-20 | Laboratoires Fournier Sa | Patch comprising diclofenac |
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- 2022-09-21 JP JP2022576037A patent/JP7222155B1/ja active Active
- 2022-09-21 KR KR1020237043939A patent/KR20240005127A/ko not_active Application Discontinuation
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Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2003520191A (ja) * | 1998-09-08 | 2003-07-02 | ワトソン ファーマシューティカルズ, インコーポレイテッド | 薬物の親水性塩類を含有する感圧接着剤マトリックスパッチの製造方法 |
JP2011121980A (ja) * | 2003-09-03 | 2011-06-23 | Hisamitsu Pharmaceut Co Inc | 非ステロイド系消炎鎮痛剤を含有する外用経皮製剤 |
US8852628B1 (en) * | 2009-07-13 | 2014-10-07 | Noven Pharmaceuticals, Inc. | Transdermal drug delivery system for diclofenac |
WO2013191128A1 (ja) * | 2012-06-20 | 2013-12-27 | 久光製薬株式会社 | 貼付剤 |
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EP4360630A1 (en) | 2024-05-01 |
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