JP4787019B2 - 新規液剤組成物 - Google Patents
新規液剤組成物 Download PDFInfo
- Publication number
- JP4787019B2 JP4787019B2 JP2005514570A JP2005514570A JP4787019B2 JP 4787019 B2 JP4787019 B2 JP 4787019B2 JP 2005514570 A JP2005514570 A JP 2005514570A JP 2005514570 A JP2005514570 A JP 2005514570A JP 4787019 B2 JP4787019 B2 JP 4787019B2
- Authority
- JP
- Japan
- Prior art keywords
- fatty acid
- liquid composition
- acid ester
- tocopherol
- vitamin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 239000007788 liquid Substances 0.000 title claims abstract description 67
- 239000000203 mixture Substances 0.000 title claims description 57
- -1 sucrose fatty acid ester Chemical class 0.000 claims abstract description 91
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 58
- 239000000194 fatty acid Substances 0.000 claims abstract description 58
- 229930195729 fatty acid Natural products 0.000 claims abstract description 58
- 239000005720 sucrose Substances 0.000 claims abstract description 37
- 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 claims abstract description 36
- 229930006000 Sucrose Natural products 0.000 claims abstract description 36
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims abstract description 21
- 239000004359 castor oil Substances 0.000 claims abstract description 20
- 235000019438 castor oil Nutrition 0.000 claims abstract description 20
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims abstract description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 17
- 235000013305 food Nutrition 0.000 claims abstract description 16
- 239000002537 cosmetic Substances 0.000 claims abstract description 15
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 claims abstract description 15
- 229930003427 Vitamin E Natural products 0.000 claims abstract description 12
- 229940046009 vitamin E Drugs 0.000 claims abstract description 12
- 235000019165 vitamin E Nutrition 0.000 claims abstract description 12
- 239000011709 vitamin E Substances 0.000 claims abstract description 12
- 239000000126 substance Substances 0.000 claims description 28
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- 238000001556 precipitation Methods 0.000 claims description 18
- GVJHHUAWPYXKBD-IEOSBIPESA-N (R)-alpha-Tocopherol Natural products 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 claims description 16
- 229920000223 polyglycerol Polymers 0.000 claims description 10
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical group CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 claims description 8
- 229940042585 tocopherol acetate Drugs 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 7
- OTXNTMVVOOBZCV-UHFFFAOYSA-N 2R-gamma-tocotrienol Chemical group OC1=C(C)C(C)=C2OC(CCC=C(C)CCC=C(C)CCC=C(C)C)(C)CCC2=C1 OTXNTMVVOOBZCV-UHFFFAOYSA-N 0.000 claims description 6
- RZFHLOLGZPDCHJ-DLQZEEBKSA-N alpha-Tocotrienol Chemical group Oc1c(C)c(C)c2O[C@@](CC/C=C(/CC/C=C(\CC/C=C(\C)/C)/C)\C)(C)CCc2c1C RZFHLOLGZPDCHJ-DLQZEEBKSA-N 0.000 claims description 6
- WGVKWNUPNGFDFJ-DQCZWYHMSA-N β-tocopherol Chemical group OC1=CC(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C WGVKWNUPNGFDFJ-DQCZWYHMSA-N 0.000 claims description 6
- GZIFEOYASATJEH-VHFRWLAGSA-N δ-tocopherol Chemical group OC1=CC(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 GZIFEOYASATJEH-VHFRWLAGSA-N 0.000 claims description 6
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- 235000004835 α-tocopherol Nutrition 0.000 claims description 4
- 239000002076 α-tocopherol Substances 0.000 claims description 4
- FGYKUFVNYVMTAM-UHFFFAOYSA-N (R)-2,5,8-trimethyl-2-(4,8,12-trimethyl-trideca-3t,7t,11-trienyl)-chroman-6-ol Chemical group OC1=CC(C)=C2OC(CCC=C(C)CCC=C(C)CCC=C(C)C)(C)CCC2=C1C FGYKUFVNYVMTAM-UHFFFAOYSA-N 0.000 claims description 3
- ODADKLYLWWCHNB-UHFFFAOYSA-N 2R-delta-tocotrienol Chemical group OC1=CC(C)=C2OC(CCC=C(C)CCC=C(C)CCC=C(C)C)(C)CCC2=C1 ODADKLYLWWCHNB-UHFFFAOYSA-N 0.000 claims description 3
- GZIFEOYASATJEH-UHFFFAOYSA-N D-delta tocopherol Chemical group OC1=CC(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 GZIFEOYASATJEH-UHFFFAOYSA-N 0.000 claims description 3
- 229940087168 alpha tocopherol Drugs 0.000 claims description 3
- 229940064063 alpha tocotrienol Drugs 0.000 claims description 3
- 229940066595 beta tocopherol Drugs 0.000 claims description 3
- FGYKUFVNYVMTAM-YMCDKREISA-N beta-Tocotrienol Chemical group Oc1c(C)c2c(c(C)c1)O[C@@](CC/C=C(\CC/C=C(\CC/C=C(\C)/C)/C)/C)(C)CC2 FGYKUFVNYVMTAM-YMCDKREISA-N 0.000 claims description 3
- 235000010389 delta-tocopherol Nutrition 0.000 claims description 3
- BTNBMQIHCRIGOU-UHFFFAOYSA-N delta-tocotrienol Chemical group CC(=CCCC(=CCCC(=CCCOC1(C)CCc2cc(O)cc(C)c2O1)C)C)C BTNBMQIHCRIGOU-UHFFFAOYSA-N 0.000 claims description 3
- FGYKUFVNYVMTAM-MUUNZHRXSA-N epsilon-Tocopherol Chemical group OC1=CC(C)=C2O[C@@](CCC=C(C)CCC=C(C)CCC=C(C)C)(C)CCC2=C1C FGYKUFVNYVMTAM-MUUNZHRXSA-N 0.000 claims description 3
- OTXNTMVVOOBZCV-YMCDKREISA-N gamma-Tocotrienol Chemical group Oc1c(C)c(C)c2O[C@@](CC/C=C(\CC/C=C(\CC/C=C(\C)/C)/C)/C)(C)CCc2c1 OTXNTMVVOOBZCV-YMCDKREISA-N 0.000 claims description 3
- 235000010382 gamma-tocopherol Nutrition 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- RZFHLOLGZPDCHJ-XZXLULOTSA-N α-Tocotrienol Chemical group OC1=C(C)C(C)=C2O[C@@](CC/C=C(C)/CC/C=C(C)/CCC=C(C)C)(C)CCC2=C1C RZFHLOLGZPDCHJ-XZXLULOTSA-N 0.000 claims description 3
- 239000011730 α-tocotrienol Chemical group 0.000 claims description 3
- 235000019145 α-tocotrienol Nutrition 0.000 claims description 3
- 239000011590 β-tocopherol Chemical group 0.000 claims description 3
- 235000007680 β-tocopherol Nutrition 0.000 claims description 3
- 239000011723 β-tocotrienol Chemical group 0.000 claims description 3
- 235000019151 β-tocotrienol Nutrition 0.000 claims description 3
- FGYKUFVNYVMTAM-WAZJVIJMSA-N β-tocotrienol Chemical group OC1=CC(C)=C2O[C@@](CC/C=C(C)/CC/C=C(C)/CCC=C(C)C)(C)CCC2=C1C FGYKUFVNYVMTAM-WAZJVIJMSA-N 0.000 claims description 3
- 239000002478 γ-tocopherol Chemical group 0.000 claims description 3
- QUEDXNHFTDJVIY-DQCZWYHMSA-N γ-tocopherol Chemical group OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-DQCZWYHMSA-N 0.000 claims description 3
- 239000011722 γ-tocotrienol Chemical group 0.000 claims description 3
- 235000019150 γ-tocotrienol Nutrition 0.000 claims description 3
- OTXNTMVVOOBZCV-WAZJVIJMSA-N γ-tocotrienol Chemical group OC1=C(C)C(C)=C2O[C@@](CC/C=C(C)/CC/C=C(C)/CCC=C(C)C)(C)CCC2=C1 OTXNTMVVOOBZCV-WAZJVIJMSA-N 0.000 claims description 3
- 239000002446 δ-tocopherol Chemical group 0.000 claims description 3
- 239000011729 δ-tocotrienol Chemical group 0.000 claims description 3
- 235000019144 δ-tocotrienol Nutrition 0.000 claims description 3
- ODADKLYLWWCHNB-LDYBVBFYSA-N δ-tocotrienol Chemical group OC1=CC(C)=C2O[C@@](CC/C=C(C)/CC/C=C(C)/CCC=C(C)C)(C)CCC2=C1 ODADKLYLWWCHNB-LDYBVBFYSA-N 0.000 claims description 3
- 235000001809 DL-alpha-tocopherylacetate Nutrition 0.000 claims description 2
- 239000011626 DL-alpha-tocopherylacetate Substances 0.000 claims description 2
- 125000001020 α-tocopherol group Chemical group 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 abstract description 15
- 239000002244 precipitate Substances 0.000 abstract description 9
- 239000000825 pharmaceutical preparation Substances 0.000 abstract description 4
- 238000003860 storage Methods 0.000 abstract description 4
- 239000008206 lipophilic material Substances 0.000 abstract 3
- 229920005862 polyol Polymers 0.000 abstract 1
- 150000003077 polyols Chemical class 0.000 abstract 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 16
- 239000004071 soot Substances 0.000 description 13
- 239000000047 product Substances 0.000 description 12
- 239000003814 drug Substances 0.000 description 11
- 229930003799 tocopherol Natural products 0.000 description 10
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- 235000010384 tocopherol Nutrition 0.000 description 10
- 229960001295 tocopherol Drugs 0.000 description 10
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 8
- 235000011187 glycerol Nutrition 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 239000000654 additive Substances 0.000 description 5
- 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 5
- 229940079593 drug Drugs 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 4
- 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 4
- 229930003316 Vitamin D Natural products 0.000 description 4
- QYSXJUFSXHHAJI-XFEUOLMDSA-N Vitamin D3 Natural products C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C/C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-XFEUOLMDSA-N 0.000 description 4
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- 150000003710 vitamin D derivatives Chemical class 0.000 description 4
- 229940046008 vitamin d Drugs 0.000 description 4
- 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 3
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- 230000000052 comparative effect Effects 0.000 description 3
- 229940049964 oleate Drugs 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
- 229940127557 pharmaceutical product Drugs 0.000 description 3
- SHUZOJHMOBOZST-UHFFFAOYSA-N phylloquinone Natural products CC(C)CCCCC(C)CCC(C)CCCC(=CCC1=C(C)C(=O)c2ccccc2C1=O)C SHUZOJHMOBOZST-UHFFFAOYSA-N 0.000 description 3
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- 229940045997 vitamin a Drugs 0.000 description 3
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| KR20070044805A (ko) | 2004-04-15 | 2007-04-30 | 키아스마, 인코포레이티드 | 생물학적 장벽 투과를 촉진시킬 수 있는 조성물 |
| US8158136B2 (en) * | 2004-08-18 | 2012-04-17 | L'oréal | Emulsification system for use in cosmetics |
| PL2034853T3 (pl) | 2006-06-27 | 2013-02-28 | Akzo Nobel Chemicals Int Bv | Preparaty zawierające witaminę oraz ich zastosowanie do wytwarzania wzbogaconej paszy i środków do pielęgnacji ciała |
| ES2629131T3 (es) | 2008-09-17 | 2017-08-07 | Chiasma Inc. | Composiciones farmacéuticas y métodos de suministro relacionados. |
| FR2942135B1 (fr) * | 2009-02-13 | 2012-06-15 | Oreal | Composition comprenant un ester de sucrose et un ester de polyglycerol |
| US9272165B2 (en) | 2009-02-20 | 2016-03-01 | L'oreal | Composition comprising a sucrose ester and a polyglycerol ester |
| FR2955490B1 (fr) * | 2010-01-25 | 2012-06-15 | Sicaf | Composition cosmetique et/ou dermatologique sous forme de gel, pour application topique |
| US8933134B2 (en) | 2010-06-09 | 2015-01-13 | L'oreal | Compositions containing agar and a softening agent |
| RS66942B1 (sr) | 2015-02-03 | 2025-07-31 | Amryt Endo Inc | Lečenje akromegalije oralnim oktreotidom |
| JP7070136B2 (ja) * | 2017-06-20 | 2022-05-18 | 三菱ケミカル株式会社 | 乳化組成物及び飲料 |
| US11141457B1 (en) | 2020-12-28 | 2021-10-12 | Amryt Endo, Inc. | Oral octreotide therapy and contraceptive methods |
| FR3125418B1 (fr) * | 2021-07-21 | 2023-06-16 | Clarins Lab | Composition cosmétique sous la forme d’émulsion huile-dans-eau à forte teneur en ingrédients d’origine naturelle |
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| JPS58103325A (ja) * | 1981-12-10 | 1983-06-20 | Sumitomo Chem Co Ltd | 酸性溶液に易分散性の着色製剤の製法 |
| JP2000212066A (ja) * | 1998-11-16 | 2000-08-02 | Eisai Co Ltd | 脂溶性物質の水性液剤 |
| JP2002080365A (ja) * | 2000-07-05 | 2002-03-19 | Eisai Co Ltd | 脂溶性物質の可溶化液剤 |
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| JPS615011A (ja) | 1984-06-18 | 1986-01-10 | Ss Pharmaceut Co Ltd | 安定なビタミンｅの可溶化液 |
| JPH0636862B2 (ja) | 1985-04-08 | 1994-05-18 | 理研ビタミン株式会社 | 油溶性物質の可溶化組成物 |
| JPS61260860A (ja) * | 1985-05-15 | 1986-11-19 | T Hasegawa Co Ltd | 酸性飲料に配合するための乳化組成物 |
| JP2551755B2 (ja) | 1986-04-23 | 1996-11-06 | 太陽化学株式会社 | 可溶化液の製造法 |
| JPH05219885A (ja) * | 1992-02-14 | 1993-08-31 | Mitsubishi Kasei Corp | クリームリカー組成物 |
| JPH0636862A (ja) | 1992-07-14 | 1994-02-10 | Kurabe Ind Co Ltd | 加熱装置の製造方法 |
| JP3566739B2 (ja) * | 1993-09-30 | 2004-09-15 | 三省製薬株式会社 | 皮膚外用剤の安定化方法 |
| IL138616A0 (en) * | 2000-09-21 | 2001-10-31 | J P M E D Ltd | Oil in glycerin emulsion |
| KR100722326B1 (ko) | 2000-07-05 | 2007-05-28 | 에자이 알앤드디 매니지먼트 가부시키가이샤 | 지용성 물질의 가용화 액제 |
| JP4982913B2 (ja) | 2000-09-04 | 2012-07-25 | 大正製薬株式会社 | 鉄化合物配合内服液剤 |
-
2004
- 2004-10-05 CN CNA2004800293651A patent/CN1863505A/zh active Pending
- 2004-10-05 KR KR1020067008969A patent/KR100953241B1/ko not_active Expired - Fee Related
- 2004-10-05 AU AU2004279225A patent/AU2004279225B2/en not_active Ceased
- 2004-10-05 WO PCT/JP2004/014646 patent/WO2005034913A1/ja not_active Ceased
- 2004-10-05 JP JP2005514570A patent/JP4787019B2/ja not_active Expired - Fee Related
- 2004-10-05 AT AT04792057T patent/ATE556598T1/de active
- 2004-10-05 EP EP04792057A patent/EP1679063B1/en not_active Expired - Lifetime
- 2004-10-08 TW TW093130596A patent/TW200515908A/zh not_active IP Right Cessation
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58103325A (ja) * | 1981-12-10 | 1983-06-20 | Sumitomo Chem Co Ltd | 酸性溶液に易分散性の着色製剤の製法 |
| JP2000212066A (ja) * | 1998-11-16 | 2000-08-02 | Eisai Co Ltd | 脂溶性物質の水性液剤 |
| JP2002080365A (ja) * | 2000-07-05 | 2002-03-19 | Eisai Co Ltd | 脂溶性物質の可溶化液剤 |
Also Published As
| Publication number | Publication date |
|---|---|
| ATE556598T1 (de) | 2012-05-15 |
| TW200515908A (en) | 2005-05-16 |
| US8557259B2 (en) | 2013-10-15 |
| AU2004279225B2 (en) | 2009-10-29 |
| WO2005034913A1 (ja) | 2005-04-21 |
| KR100953241B1 (ko) | 2010-04-16 |
| JPWO2005034913A1 (ja) | 2006-12-21 |
| EP1679063A4 (en) | 2007-02-28 |
| KR20060123736A (ko) | 2006-12-04 |
| EP1679063B1 (en) | 2012-05-09 |
| CN1863505A (zh) | 2006-11-15 |
| US20060189662A1 (en) | 2006-08-24 |
| TWI343255B (enExample) | 2011-06-11 |
| EP1679063A1 (en) | 2006-07-12 |
| AU2004279225A1 (en) | 2005-04-21 |
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