JP4822092B2 - W/o/w型複合エマルション - Google Patents
W/o/w型複合エマルション Download PDFInfo
- Publication number
- JP4822092B2 JP4822092B2 JP2004251169A JP2004251169A JP4822092B2 JP 4822092 B2 JP4822092 B2 JP 4822092B2 JP 2004251169 A JP2004251169 A JP 2004251169A JP 2004251169 A JP2004251169 A JP 2004251169A JP 4822092 B2 JP4822092 B2 JP 4822092B2
- Authority
- JP
- Japan
- Prior art keywords
- hydrochloride
- drug
- composite emulsion
- type composite
- acid
- 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
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- 239000000839 emulsion Substances 0.000 title claims description 58
- 239000002131 composite material Substances 0.000 title claims description 40
- 239000003814 drug Substances 0.000 claims description 56
- 229940079593 drug Drugs 0.000 claims description 53
- -1 acetal diethylaminoacetate Chemical class 0.000 claims description 28
- 229920003169 water-soluble polymer Polymers 0.000 claims description 23
- 239000008346 aqueous phase Substances 0.000 claims description 20
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 17
- DJDFFEBSKJCGHC-UHFFFAOYSA-N Naphazoline Chemical compound Cl.C=1C=CC2=CC=CC=C2C=1CC1=NCCN1 DJDFFEBSKJCGHC-UHFFFAOYSA-N 0.000 claims description 11
- 125000000129 anionic group Chemical group 0.000 claims description 9
- 229960004760 naphazoline hydrochloride Drugs 0.000 claims description 9
- 125000002091 cationic group Chemical group 0.000 claims description 8
- 229920002125 Sokalan® Polymers 0.000 claims description 7
- DBAKFASWICGISY-BTJKTKAUSA-N Chlorpheniramine maleate Chemical compound OC(=O)\C=C/C(O)=O.C=1C=CC=NC=1C(CCN(C)C)C1=CC=C(Cl)C=C1 DBAKFASWICGISY-BTJKTKAUSA-N 0.000 claims description 6
- NTCYWJCEOILKNG-ROLPUNSJSA-N [(1r,2s)-1-hydroxy-1-phenylpropan-2-yl]-dimethylazanium;chloride Chemical compound Cl.CN(C)[C@@H](C)[C@H](O)C1=CC=CC=C1 NTCYWJCEOILKNG-ROLPUNSJSA-N 0.000 claims description 6
- BJORNXNYWNIWEY-UHFFFAOYSA-N tetrahydrozoline hydrochloride Chemical compound Cl.N1CCN=C1C1C2=CC=CC=C2CCC1 BJORNXNYWNIWEY-UHFFFAOYSA-N 0.000 claims description 5
- YBJHBAHKTGYVGT-ZKWXMUAHSA-N (+)-Biotin Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 0.000 claims description 4
- GHOKWGTUZJEAQD-ZETCQYMHSA-N (D)-(+)-Pantothenic acid Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-ZETCQYMHSA-N 0.000 claims description 4
- 229940073563 dl- methylephedrine hydrochloride Drugs 0.000 claims description 4
- OVBPIULPVIDEAO-LBPRGKRZSA-N folic acid Chemical compound C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-LBPRGKRZSA-N 0.000 claims description 4
- CGIGDMFJXJATDK-UHFFFAOYSA-N indomethacin Chemical compound CC1=C(CC(O)=O)C2=CC(OC)=CC=C2N1C(=O)C1=CC=C(Cl)C=C1 CGIGDMFJXJATDK-UHFFFAOYSA-N 0.000 claims description 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 4
- HEFNNWSXXWATRW-UHFFFAOYSA-N Ibuprofen Chemical compound CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 HEFNNWSXXWATRW-UHFFFAOYSA-N 0.000 claims description 3
- 235000010323 ascorbic acid Nutrition 0.000 claims description 3
- 229960003291 chlorphenamine Drugs 0.000 claims description 3
- SOYKEARSMXGVTM-UHFFFAOYSA-N chlorphenamine Chemical compound C=1C=CC=NC=1C(CCN(C)C)C1=CC=C(Cl)C=C1 SOYKEARSMXGVTM-UHFFFAOYSA-N 0.000 claims description 3
- 229940046978 chlorpheniramine maleate Drugs 0.000 claims description 3
- 229960001680 ibuprofen Drugs 0.000 claims description 3
- 229960003733 phenylephrine hydrochloride Drugs 0.000 claims description 3
- OCYSGIYOVXAGKQ-FVGYRXGTSA-N phenylephrine hydrochloride Chemical compound [H+].[Cl-].CNC[C@H](O)C1=CC=CC(O)=C1 OCYSGIYOVXAGKQ-FVGYRXGTSA-N 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 229940021790 tetrahydrozoline hydrochloride Drugs 0.000 claims description 3
- 150000003544 thiamines Chemical class 0.000 claims description 3
- 235000010493 xanthan gum Nutrition 0.000 claims description 3
- 239000000230 xanthan gum Substances 0.000 claims description 3
- 229920001285 xanthan gum Polymers 0.000 claims description 3
- 229940082509 xanthan gum Drugs 0.000 claims description 3
- AJZJIYUOOJLBAU-CEAXSRTFSA-N (2r,3r)-2,3-dihydroxybutanedioic acid;n,n,2-trimethyl-3-phenothiazin-10-ylpropan-1-amine Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O.C1=CC=C2N(CC(CN(C)C)C)C3=CC=CC=C3SC2=C1.C1=CC=C2N(CC(CN(C)C)C)C3=CC=CC=C3SC2=C1 AJZJIYUOOJLBAU-CEAXSRTFSA-N 0.000 claims description 2
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 claims description 2
- WYUYEJNGHIOFOC-VVTVMFAVSA-N 2-[(z)-1-(4-methylphenyl)-3-pyrrolidin-1-ylprop-1-enyl]pyridine;hydrochloride Chemical compound Cl.C1=CC(C)=CC=C1C(\C=1N=CC=CC=1)=C\CN1CCCC1 WYUYEJNGHIOFOC-VVTVMFAVSA-N 0.000 claims description 2
- FSSICIQKZGUEAE-UHFFFAOYSA-N 2-[benzyl(pyridin-2-yl)amino]ethyl-dimethylazanium;chloride Chemical compound Cl.C=1C=CC=NC=1N(CCN(C)C)CC1=CC=CC=C1 FSSICIQKZGUEAE-UHFFFAOYSA-N 0.000 claims description 2
- SPCKHVPPRJWQRZ-UHFFFAOYSA-N 2-benzhydryloxy-n,n-dimethylethanamine;2-hydroxypropane-1,2,3-tricarboxylic acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O.C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 SPCKHVPPRJWQRZ-UHFFFAOYSA-N 0.000 claims description 2
- PJJGZPJJTHBVMX-UHFFFAOYSA-N 5,7-Dihydroxyisoflavone Chemical compound C=1C(O)=CC(O)=C(C2=O)C=1OC=C2C1=CC=CC=C1 PJJGZPJJTHBVMX-UHFFFAOYSA-N 0.000 claims description 2
- QOLHOCYZKJILAV-UHFFFAOYSA-N 5-[(3-carboxy-4-hydroxyphenyl)methyl]-2-hydroxybenzoic acid;n,n-dimethyl-1-phenothiazin-10-ylpropan-2-amine Chemical compound C1=CC=C2N(CC(C)N(C)C)C3=CC=CC=C3SC2=C1.C1=CC=C2N(CC(C)N(C)C)C3=CC=CC=C3SC2=C1.C1=C(O)C(C(=O)O)=CC(CC=2C=C(C(O)=CC=2)C(O)=O)=C1 QOLHOCYZKJILAV-UHFFFAOYSA-N 0.000 claims description 2
- 244000215068 Acacia senegal Species 0.000 claims description 2
- 102000011632 Caseins Human genes 0.000 claims description 2
- 108010076119 Caseins Proteins 0.000 claims description 2
- GHOKWGTUZJEAQD-UHFFFAOYSA-N Chick antidermatitis factor Natural products OCC(C)(C)C(O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-UHFFFAOYSA-N 0.000 claims description 2
- 229920001661 Chitosan Polymers 0.000 claims description 2
- 229920002307 Dextran Polymers 0.000 claims description 2
- BALXUFOVQVENIU-GNAZCLTHSA-N Ephedrine hydrochloride Chemical compound Cl.CN[C@@H](C)[C@H](O)C1=CC=CC=C1 BALXUFOVQVENIU-GNAZCLTHSA-N 0.000 claims description 2
- 229920002907 Guar gum Polymers 0.000 claims description 2
- 229920000084 Gum arabic Polymers 0.000 claims description 2
- OCJYIGYOJCODJL-UHFFFAOYSA-N Meclizine Chemical compound CC1=CC=CC(CN2CCN(CC2)C(C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)=C1 OCJYIGYOJCODJL-UHFFFAOYSA-N 0.000 claims description 2
- OVBPIULPVIDEAO-UHFFFAOYSA-N N-Pteroyl-L-glutaminsaeure Natural products C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)NC(CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-UHFFFAOYSA-N 0.000 claims description 2
- DYWNLSQWJMTVGJ-KUSKTZOESA-N Phenylpropanolamine hydrochloride Chemical compound Cl.C[C@H](N)[C@H](O)C1=CC=CC=C1 DYWNLSQWJMTVGJ-KUSKTZOESA-N 0.000 claims description 2
- 108010039918 Polylysine Proteins 0.000 claims description 2
- TVQZAMVBTVNYLA-UHFFFAOYSA-N Pranoprofen Chemical compound C1=CC=C2CC3=CC(C(C(O)=O)C)=CC=C3OC2=N1 TVQZAMVBTVNYLA-UHFFFAOYSA-N 0.000 claims description 2
- HCBIBCJNVBAKAB-UHFFFAOYSA-N Procaine hydrochloride Chemical compound Cl.CCN(CC)CCOC(=O)C1=CC=C(N)C=C1 HCBIBCJNVBAKAB-UHFFFAOYSA-N 0.000 claims description 2
- 229920002385 Sodium hyaluronate Polymers 0.000 claims description 2
- JZRWCGZRTZMZEH-UHFFFAOYSA-N Thiamine Natural products CC1=C(CCO)SC=[N+]1CC1=CN=C(C)N=C1N JZRWCGZRTZMZEH-UHFFFAOYSA-N 0.000 claims description 2
- 235000010489 acacia gum Nutrition 0.000 claims description 2
- 239000000205 acacia gum Substances 0.000 claims description 2
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 claims description 2
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 claims description 2
- ARHWPKZXBHOEEE-UHFFFAOYSA-N alclofenac Chemical compound OC(=O)CC1=CC=C(OCC=C)C(Cl)=C1 ARHWPKZXBHOEEE-UHFFFAOYSA-N 0.000 claims description 2
- 229960005142 alclofenac Drugs 0.000 claims description 2
- 229960002685 biotin Drugs 0.000 claims description 2
- 235000020958 biotin Nutrition 0.000 claims description 2
- 239000011616 biotin Substances 0.000 claims description 2
- OJFSXZCBGQGRNV-UHFFFAOYSA-N carbinoxamine Chemical compound C=1C=CC=NC=1C(OCCN(C)C)C1=CC=C(Cl)C=C1 OJFSXZCBGQGRNV-UHFFFAOYSA-N 0.000 claims description 2
- 229960000428 carbinoxamine Drugs 0.000 claims description 2
- GVNWHCVWDRNXAZ-BTJKTKAUSA-N carbinoxamine maleate Chemical compound OC(=O)\C=C/C(O)=O.C=1C=CC=NC=1C(OCCN(C)C)C1=CC=C(Cl)C=C1 GVNWHCVWDRNXAZ-BTJKTKAUSA-N 0.000 claims description 2
- 229960000456 carbinoxamine maleate Drugs 0.000 claims description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 claims description 2
- 235000010418 carrageenan Nutrition 0.000 claims description 2
- 239000000679 carrageenan Substances 0.000 claims description 2
- 229920001525 carrageenan Polymers 0.000 claims description 2
- 229940113118 carrageenan Drugs 0.000 claims description 2
- 239000001913 cellulose Substances 0.000 claims description 2
- 229920002678 cellulose Polymers 0.000 claims description 2
- KXKPYJOVDUMHGS-OSRGNVMNSA-N chondroitin sulfate Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](OS(O)(=O)=O)[C@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O1 KXKPYJOVDUMHGS-OSRGNVMNSA-N 0.000 claims description 2
- IVHBBMHQKZBJEU-UHFFFAOYSA-N cinchocaine hydrochloride Chemical compound [Cl-].C1=CC=CC2=NC(OCCCC)=CC(C(=O)NCC[NH+](CC)CC)=C21 IVHBBMHQKZBJEU-UHFFFAOYSA-N 0.000 claims description 2
- 229960000265 cromoglicic acid Drugs 0.000 claims description 2
- KWGRBVOPPLSCSI-UHFFFAOYSA-N d-ephedrine Natural products CNC(C)C(O)C1=CC=CC=C1 KWGRBVOPPLSCSI-UHFFFAOYSA-N 0.000 claims description 2
- 229940045574 dibucaine hydrochloride Drugs 0.000 claims description 2
- 229960001259 diclofenac Drugs 0.000 claims description 2
- DCOPUUMXTXDBNB-UHFFFAOYSA-N diclofenac Chemical compound OC(=O)CC1=CC=CC=C1NC1=C(Cl)C=CC=C1Cl DCOPUUMXTXDBNB-UHFFFAOYSA-N 0.000 claims description 2
- 229960000520 diphenhydramine Drugs 0.000 claims description 2
- ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical compound C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 claims description 2
- 229960004646 diphenhydramine tannate Drugs 0.000 claims description 2
- LPRLDRXGWKXRMQ-UHFFFAOYSA-N diphenylpyraline hydrochloride Chemical compound [Cl-].C1C[NH+](C)CCC1OC(C=1C=CC=CC=1)C1=CC=CC=C1 LPRLDRXGWKXRMQ-UHFFFAOYSA-N 0.000 claims description 2
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- VLARUOGDXDTHEH-UHFFFAOYSA-L disodium cromoglycate Chemical compound [Na+].[Na+].O1C(C([O-])=O)=CC(=O)C2=C1C=CC=C2OCC(O)COC1=CC=CC2=C1C(=O)C=C(C([O-])=O)O2 VLARUOGDXDTHEH-UHFFFAOYSA-L 0.000 claims description 2
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- LPEPZBJOKDYZAD-UHFFFAOYSA-N flufenamic acid Chemical compound OC(=O)C1=CC=CC=C1NC1=CC=CC(C(F)(F)F)=C1 LPEPZBJOKDYZAD-UHFFFAOYSA-N 0.000 claims description 2
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- DKYWVDODHFEZIM-UHFFFAOYSA-N ketoprofen Chemical compound OC(=O)C(C)C1=CC=CC(C(=O)C=2C=CC=CC=2)=C1 DKYWVDODHFEZIM-UHFFFAOYSA-N 0.000 claims description 2
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- FGSJNNQVSUVTPW-UHFFFAOYSA-N methoxyphenamine hydrochloride Chemical compound Cl.CNC(C)CC1=CC=CC=C1OC FGSJNNQVSUVTPW-UHFFFAOYSA-N 0.000 claims description 2
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- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 2
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- QYSPLQLAKJAUJT-UHFFFAOYSA-N piroxicam Chemical compound OC=1C2=CC=CC=C2S(=O)(=O)N(C)C=1C(=O)NC1=CC=CC=N1 QYSPLQLAKJAUJT-UHFFFAOYSA-N 0.000 claims description 2
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- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
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- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
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- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
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- DBAKFASWICGISY-DASCVMRKSA-N Dexchlorpheniramine maleate Chemical compound OC(=O)\C=C/C(O)=O.C1([C@H](CCN(C)C)C=2N=CC=CC=2)=CC=C(Cl)C=C1 DBAKFASWICGISY-DASCVMRKSA-N 0.000 description 1
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Description
a:内水相
塩酸ナファゾリン 0.1125g
カルボキシビニルポリマー 0.15g
(カーボポール981、RFグッドリッチ社製)
水酸化ナトリウム水溶液 適量(pH7.0に調整)
精製水 75g(全量)
b:油性成分
酢酸トコフェロール 62.5g
c:親油性乳化剤
ポリグリセリン縮合リシノレイン酸エステル
(阪本薬品工業、CRS-75) 12.5g
bおよびcを70〜80℃に加温し、均一に混合溶解した後、攪拌しながらaを徐々に添加した。液温を70〜80℃程度で一定に維持しながら攪拌乳化し、その後、20〜40℃まで冷却しながら一定時間攪拌し、W/O型エマルションを得た。
5.0質量%ポリビニルアルコール(EG05、日本合成化学工業製)、20質量%砂糖を含む外水相水溶液50gに、先に製造した薬物含有W/O型エマルション50gをホモジナイザーで攪拌しながら添加し、粒子径の比較的大きい約10μmのW/O/W型複合エマルションを得た。その後、多孔質膜を通過させることにより、平均粒子径が、0.48μmのW/O/W型複合エマルションを得た。
Ct:W/O/W型複合エマルション全体の封入対象薬物濃度(mg/mL)
CW/O:外水相中の封入対象薬物濃度(mg/mL)
A: W/O/W型複合エマルション中の外水相重量比率
[W/O型エマルションの調製]
a:内水相
塩酸ナファゾリン 0.1125g
精製水 75g(全量)
b:油性成分
酢酸トコフェロール 62.5g
c:親油性乳化剤
ポリグリセリン縮合リシノレイン酸エステル
(阪本薬品工業、CRS-75) 12.5g
上記処方で実施例1と同様に製造した。
実施例1と同様にして、W/O/W型複合エマルションを製造した。実施例1と同様に薬物封入率測定、平均粒子径測定を行った結果、塩酸ナファゾリンの封入率は、10.9%、平均粒子径は、0.48μmであった。
後藤らの方法(薬学雑誌,111,702−708(1991))に準じて実施例1および比較例1の精製水中への溶出速度を測定した。すなわち、W/O/W型複合エマルションを3g充填した透析チューブ(サイズ20/32、孔径24A、幅25mm、カットオフ分子量10、000〜13、000、VISKASE SALES CORP社製)を有効長が50mmになるようにし、精製水100mLが入ったビーカー内に投入し、乱流が起こらないように回転子を回転させ、経時的な薬物放出挙動を測定した。一定時間毎にビーカーから1mLの試料を採取し、液量の変化を補正するため1mLの精製水を加えた。放出した塩酸ナファゾリンをHPLCにより定量し、放出率を求めた結果を図1に示した。
a:内水相
dl-マレイン酸クロルフェニラミン 0.1875g
カルボキシビニルポリマー 0.15g
(カーボポール981、RFグッドリッチ社製)
水酸化ナトリウム水溶液 適量(pH7.0に調整)
精製水 75g(全量)
b:油性成分
酢酸トコフェロール 62.5g
c:親油性乳化剤
ポリグリセリン縮合リシノレイン酸エステル
(阪本薬品工業、CRS-75) 12.5g
上記処方で実施例1と同様にW/O型エマルションの製造を行った。
実施例1と同様にして、W/O/W型複合エマルションを製造した。実施例1と同様に薬物封入率測定、平均粒子径測定を行った結果、マレイン酸クロルフェニラミンの封入率は、58.3%であった。また、平均粒子径は、0.50μmであった。
[W/O型エマルションの調製]
a:内水相
dl-マレイン酸クロルフェニラミン 0.1875g
精製水 75g(全量)
b:油性成分
酢酸トコフェロール 62.5g
c:親油性乳化剤
ポリグリセリン縮合リシノレイン酸エステル
(阪本薬品工業、CRS-75) 12.5g
上記処方で実施例1と同様にW/O型エマルションを製造した。
調製と薬物封入率測定、平均粒子径測定は実施例1と同様に行った。その結果、マレイン酸クロルフェニラミンの封入率は、0%であった。また、平均粒子径は、0.39μmであった。
Claims (7)
- W/O/W型複合エマルションにおいて、内水相にイオン性薬物および該薬物とコンプレックスを形成する水溶性高分子を配合したことを特徴とするW/O/W型複合エマルション。
- イオン性薬物がカチオン性薬物、水溶性高分子がアニオン性水溶性高分子である、請求項1記載のW/O/W型複合エマルション。
- アニオン性水溶性高分子が、カルボキシビニルポリマー、ポリアクリル酸、ポリアクリル酸ナトリウム、コンドロイチン硫酸ナトリウム、ヒアルロン酸ナトリウム、カルボキシメチルセルロースナトリウム、カラギーナン、キサンタンガム、ローカストビーンガム、カゼインナトリウム、アルギン酸ナトリウムおよびアラビアゴムからなる群から選ばれる1種または2種以上であることを特徴とする請求項2に記載のW/O/W型複合エマルション。
- カチオン性薬物が、塩酸エフェドリン、塩酸テトラヒドロゾリン、塩酸ナファゾリン、塩酸フェニレフリン、dl-塩酸メチルエフェドリン、硝酸テトラヒドロゾリン、硝酸ナファゾリン、塩酸イプロヘプチン、塩酸ジェフェンヒドラミン、d-マレイン酸クロルフェニラミン、dl-マレイン酸クロルフェニラミン、塩酸ジフェニルピラリン、塩酸イソチベンジル、塩酸ジフェテロール、塩酸トリプロリジン、塩酸トリペレナミン、塩酸トンジルアミン、塩酸プロメタジン、塩酸メトジラジン、サリチル酸ジフェンヒドラミン、ジフェニルスルホン酸カルビノキサミン、酒石酸アリメマジン、タンニン酸ジフェンヒドラミン、テオクル酸ジフェニルピラリン、マレイン酸カルビノキサミン、メチレンジサリチル酸プロメタジン、塩酸メクリジン、塩酸プソイドエフェドリン、l-塩酸メチルエフェドリン、dl-塩酸メチルエフェドリン、塩酸フェニルプロパノールアミン、塩酸メトキシフェナミン、塩酸リドカイン、塩酸ジブカイン、塩酸プロカイン、チアミン、チアミンの塩またはチアミン誘導体であることを特徴とする請求項2記載のW/O/W型複合エマルション。
- イオン性薬物がアニオン性薬物、水溶性高分子がカチオン性水溶性高分子である請求項1記載のW/O/W型複合エマルション。
- カチオン性水溶性高分子が、ポリビニルアセタールジエチルアミノアセテート、キトサン、ポリリジン、カチオン化セルロース、デンプンリン酸エステルナトリウム、カチオン化グアガムまたはカチオン化デキストランであることを特徴とする請求項5記載のW/O/W型複合エマルション。
- アニオン性薬物が、イブプロフェン、プラノプロフェン、フルフェナム酸、メフェナム酸、サリチル酸、インドメタシン、アルクロフェナク、ジクロフェナク、ピロキシカム、アルミノプロフェン、ケトプロフェン、クロモグリク酸、ビオチン、葉酸、パントテン酸、アスコルビン酸、アスコルビン酸塩またはアスコルビン酸誘導体であることを特徴とする請求項5記載のW/O/W型複合エマルション。
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JP5061521B2 (ja) * | 2005-08-29 | 2012-10-31 | 大正製薬株式会社 | O/w型エマルション組成物 |
JP5196760B2 (ja) | 2006-10-27 | 2013-05-15 | 一般財団法人 九州医療資源財団 | W/o/w型エマルジョン組成物 |
BR112014007573B1 (pt) * | 2011-09-30 | 2018-11-13 | L'oreal | emulsão água-em-óleo-em-água, composição cosmética, métodos de maquilagem e método de fabricação de uma emulsão água-em-óleo-em-água |
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JPS60199833A (ja) * | 1984-03-26 | 1985-10-09 | Meiji Milk Prod Co Ltd | 医薬品、化粧品等用w/o/w型複合エマルジヨンの製造法 |
JPH0725698B2 (ja) * | 1984-10-31 | 1995-03-22 | アルコン ラボラトリーズ インコーポレイテッド | 持続的放出性を有し快適に適用できる緑内障治療用の処方物 |
US5358706A (en) * | 1992-09-30 | 1994-10-25 | Union Carbide Chemicals & Plastics Technology Corporation | Muco-adhesive polymers |
US5451411A (en) * | 1993-10-15 | 1995-09-19 | University Of Washington | Methods and compositions for the oral delivery of therapeutic agents |
JPH10174861A (ja) * | 1996-12-19 | 1998-06-30 | Lion Corp | マイクロカプセル及びマイクロカプセルの製造方法 |
FR2761607A1 (fr) * | 1997-04-04 | 1998-10-09 | Boots Co Plc | Composition dermatologique pour le traitement des symptomes de vieillissement de la peau |
JP4285859B2 (ja) * | 1999-11-12 | 2009-06-24 | ライオン株式会社 | W/o/w型複合エマルション |
JP4478264B2 (ja) * | 1999-11-29 | 2010-06-09 | ライオン株式会社 | W/o/w型複合エマルション |
JP4858664B2 (ja) * | 2001-07-23 | 2012-01-18 | ライオン株式会社 | W/o/w型複合エマルション |
US20030134810A1 (en) * | 2001-10-09 | 2003-07-17 | Chris Springate | Methods and compositions comprising biocompatible materials useful for the administration of therapeutic agents |
MXPA04004544A (es) * | 2001-11-13 | 2005-03-31 | Yamanouchi Pharma Tech Inc | Sistema de liberacion prolongada para droga soluble. |
JP3766017B2 (ja) * | 2001-12-11 | 2006-04-12 | 株式会社日本色材工業研究所 | 粉末含有エマルション |
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2004
- 2004-08-31 JP JP2004251169A patent/JP4822092B2/ja not_active Expired - Fee Related
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
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KR101459070B1 (ko) * | 2013-12-09 | 2014-11-17 | (주) 뉴메딕 | 지속성을 갖는 히알루론산 겔 조성물 |
WO2015088198A1 (ko) * | 2013-12-09 | 2015-06-18 | (주)뉴메딕 | 지속성을 갖는 히알루론산 겔 조성물 |
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