JP2008184443A - アダパレン含有外用剤組成物 - Google Patents
アダパレン含有外用剤組成物 Download PDFInfo
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- JP2008184443A JP2008184443A JP2007020288A JP2007020288A JP2008184443A JP 2008184443 A JP2008184443 A JP 2008184443A JP 2007020288 A JP2007020288 A JP 2007020288A JP 2007020288 A JP2007020288 A JP 2007020288A JP 2008184443 A JP2008184443 A JP 2008184443A
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- adapalene
- mass
- external preparation
- preparation composition
- menthyl
- Prior art date
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- LZCDAPDGXCYOEH-UHFFFAOYSA-N adapalene Chemical compound C1=C(C(O)=O)C=CC2=CC(C3=CC=C(C(=C3)C34CC5CC(CC(C5)C3)C4)OC)=CC=C21 LZCDAPDGXCYOEH-UHFFFAOYSA-N 0.000 title claims abstract description 82
- 229960002916 adapalene Drugs 0.000 title claims abstract description 82
- 238000002360 preparation method Methods 0.000 title claims abstract description 31
- 239000000203 mixture Substances 0.000 title claims abstract description 28
- UJNOLBSYLSYIBM-WISYIIOYSA-N [(1r,2s,5r)-5-methyl-2-propan-2-ylcyclohexyl] (2r)-2-hydroxypropanoate Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1OC(=O)[C@@H](C)O UJNOLBSYLSYIBM-WISYIIOYSA-N 0.000 claims abstract description 17
- 239000003795 chemical substances by application Substances 0.000 claims description 21
- 239000007788 liquid Substances 0.000 claims description 17
- 239000006071 cream Substances 0.000 claims description 7
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- 239000002674 ointment Substances 0.000 claims description 4
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- 102000011782 Keratins Human genes 0.000 abstract description 10
- 108010076876 Keratins Proteins 0.000 abstract description 10
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 19
- 229910052710 silicon Inorganic materials 0.000 description 19
- 239000010703 silicon Substances 0.000 description 19
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- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 10
- 230000001965 increasing effect Effects 0.000 description 8
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- MRAMPOPITCOOIN-VIFPVBQESA-N (2r)-n-(3-ethoxypropyl)-2,4-dihydroxy-3,3-dimethylbutanamide Chemical compound CCOCCCNC(=O)[C@H](O)C(C)(C)CO MRAMPOPITCOOIN-VIFPVBQESA-N 0.000 description 6
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 6
- -1 lactyl Chemical group 0.000 description 6
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
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- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 230000001419 dependent effect Effects 0.000 description 3
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- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- 208000003251 Pruritus Diseases 0.000 description 2
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- 238000012546 transfer Methods 0.000 description 2
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 1
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 description 1
- 206010006784 Burning sensation Diseases 0.000 description 1
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 1
- 208000010201 Exanthema Diseases 0.000 description 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 239000004909 Moisturizer Substances 0.000 description 1
- 229940123973 Oxygen scavenger Drugs 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- 206010040844 Skin exfoliation Diseases 0.000 description 1
- FPIPGXGPPPQFEQ-BOOMUCAASA-N Vitamin A Natural products OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-BOOMUCAASA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 229940035676 analgesics Drugs 0.000 description 1
- 239000000730 antalgic agent Substances 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 229940121363 anti-inflammatory agent Drugs 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 239000000043 antiallergic agent Substances 0.000 description 1
- 229940125715 antihistaminic agent Drugs 0.000 description 1
- 239000000739 antihistaminic agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 239000003908 antipruritic agent Substances 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 239000000306 component Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 210000004207 dermis Anatomy 0.000 description 1
- 230000035618 desquamation Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
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- 239000003589 local anesthetic agent Substances 0.000 description 1
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- 230000007721 medicinal effect Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229940041616 menthol Drugs 0.000 description 1
- 230000001333 moisturizer Effects 0.000 description 1
- 229910000402 monopotassium phosphate Inorganic materials 0.000 description 1
- 235000019796 monopotassium phosphate Nutrition 0.000 description 1
- 239000012466 permeate Substances 0.000 description 1
- PJNZPQUBCPKICU-UHFFFAOYSA-N phosphoric acid;potassium Chemical compound [K].OP(O)(O)=O PJNZPQUBCPKICU-UHFFFAOYSA-N 0.000 description 1
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- 229940088594 vitamin Drugs 0.000 description 1
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Images
Abstract
【解決手段】アダパレン及び乳酸メンチルを含有することを特徴とする外用剤組成物。
【選択図】なし
Description
前提:Tanakaらによれば、開放系でのシリコン膜を用いた移行性試験は局所投与製剤の経皮吸収性の評価に適しているとされている(S.Tanaka, et al., International Journal of Pharmaceutics, 27:29-38(1985))ことから、角質への浸透性をシリコン膜移行性試験により評価した。また、シリコン膜にすることで、アダパレンが浸透しやすい毛穴の影響を排除することができるので、単純にアダパレンの角質への移行性を評価できると考えられる。
表1記載の各液剤中に溶解しているアダパレン量に依存してアダパレンのシリコン膜移行性が増大しているとも考えられることから、各液剤のアダパレンの溶解度とシリコン膜移行性との関係を調べるため、各液剤中のアダパレンの飽和溶解度を測定した。
比較例2(アダパレンの1質量部に対して2.5質量部のパントテニルエチルエーテル)では1.5倍、比較例4(アダパレンの1質量部に対して25質量部のパントテニルエチルエーテル)では約3倍、実施例2(アダパレンの1質量部に対して0.5質量部の乳酸メンチル)では0.9倍、実施例4(アダパレンの1質量部に対して5.0質量部の乳酸メンチル)では約1.6倍、実施例6(アダパレンの1質量部に対して25質量部の乳酸メンチル)では約5倍とパントテニルエチルエーテルと乳酸メンチルの濃度依存的にアダパレンの溶解度比率は増大した。
Claims (4)
- アダパレン及び乳酸メンチルを含有することを特徴とする外用剤組成物。
- アダパレンの含有量が外用剤組成物全体に対して0.01〜1.0質量%である請求項1記載の外用剤組成物。
- 乳酸メンチルの含有量がアダパレンの1質量部に対して0.25〜25質量部である請求項1記載の外用剤組成物。
- 液剤、ローション剤、ゲル剤、エアゾール剤、クリーム剤又は水性軟膏剤である請求項1〜3の何れか1項に記載の外用剤組成物。
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JP2007020288A JP5109382B2 (ja) | 2007-01-31 | 2007-01-31 | アダパレン含有外用剤組成物 |
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JP2007020288A JP5109382B2 (ja) | 2007-01-31 | 2007-01-31 | アダパレン含有外用剤組成物 |
Publications (2)
Publication Number | Publication Date |
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JP2008184443A true JP2008184443A (ja) | 2008-08-14 |
JP5109382B2 JP5109382B2 (ja) | 2012-12-26 |
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2019240290A1 (ja) * | 2018-06-16 | 2019-12-19 | ロート製薬株式会社 | 外用組成物 |
JP2019218345A (ja) * | 2018-06-16 | 2019-12-26 | ロート製薬株式会社 | 外用組成物 |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2004131388A (ja) * | 2002-10-08 | 2004-04-30 | Shiseido Co Ltd | 皮膚外用剤 |
WO2005011567A2 (en) * | 2003-08-04 | 2005-02-10 | Foamix Ltd. | Foam carrier containing amphiphilic copolymeric gelling agent |
-
2007
- 2007-01-31 JP JP2007020288A patent/JP5109382B2/ja not_active Expired - Fee Related
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2004131388A (ja) * | 2002-10-08 | 2004-04-30 | Shiseido Co Ltd | 皮膚外用剤 |
WO2005011567A2 (en) * | 2003-08-04 | 2005-02-10 | Foamix Ltd. | Foam carrier containing amphiphilic copolymeric gelling agent |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2019240290A1 (ja) * | 2018-06-16 | 2019-12-19 | ロート製薬株式会社 | 外用組成物 |
JP2019218345A (ja) * | 2018-06-16 | 2019-12-26 | ロート製薬株式会社 | 外用組成物 |
JPWO2019240290A1 (ja) * | 2018-06-16 | 2021-06-24 | ロート製薬株式会社 | 外用組成物 |
JP7299766B2 (ja) | 2018-06-16 | 2023-06-28 | ロート製薬株式会社 | 外用組成物 |
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Publication number | Publication date |
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JP5109382B2 (ja) | 2012-12-26 |
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