JP2016003203A - 外用組成物 - Google Patents
外用組成物 Download PDFInfo
- Publication number
- JP2016003203A JP2016003203A JP2014123806A JP2014123806A JP2016003203A JP 2016003203 A JP2016003203 A JP 2016003203A JP 2014123806 A JP2014123806 A JP 2014123806A JP 2014123806 A JP2014123806 A JP 2014123806A JP 2016003203 A JP2016003203 A JP 2016003203A
- Authority
- JP
- Japan
- Prior art keywords
- polyquaternium
- composition
- acid
- peg
- fatty 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 128
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 98
- 239000000194 fatty acid Substances 0.000 claims abstract description 98
- 229930195729 fatty acid Natural products 0.000 claims abstract description 98
- -1 polyoxyethylene Polymers 0.000 claims abstract description 79
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 70
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims abstract description 38
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 30
- 239000002562 thickening agent Substances 0.000 claims abstract description 27
- 229940121375 antifungal agent Drugs 0.000 claims abstract description 25
- 239000003429 antifungal agent Substances 0.000 claims abstract description 25
- 229920006317 cationic polymer Polymers 0.000 claims abstract description 22
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims abstract description 21
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000002253 acid Substances 0.000 claims description 35
- 150000003839 salts Chemical class 0.000 claims description 29
- 230000008719 thickening Effects 0.000 claims description 19
- RMTFNDVZYPHUEF-XZBKPIIZSA-N 3-O-methyl-D-glucose Chemical compound O=C[C@H](O)[C@@H](OC)[C@H](O)[C@H](O)CO RMTFNDVZYPHUEF-XZBKPIIZSA-N 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 9
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 8
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- MQFYRUGXOJAUQK-UHFFFAOYSA-N 2-[2-[2-(2-octadecanoyloxyethoxy)ethoxy]ethoxy]ethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCOCCOCCOCCOC(=O)CCCCCCCCCCCCCCCCC MQFYRUGXOJAUQK-UHFFFAOYSA-N 0.000 claims description 5
- YTAOBBFIOAEMLL-REQDGWNSSA-N Luliconazole Chemical compound ClC1=CC(Cl)=CC=C1[C@H](CS\1)SC/1=C(\C#N)N1C=NC=C1 YTAOBBFIOAEMLL-REQDGWNSSA-N 0.000 claims description 5
- BYBLEWFAAKGYCD-UHFFFAOYSA-N Miconazole Chemical compound ClC1=CC(Cl)=CC=C1COC(C=1C(=CC(Cl)=CC=1)Cl)CN1C=NC=C1 BYBLEWFAAKGYCD-UHFFFAOYSA-N 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
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- XMAYWYJOQHXEEK-OZXSUGGESA-N (2R,4S)-ketoconazole Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1OC[C@@H]1O[C@@](CN2C=NC=C2)(C=2C(=CC(Cl)=CC=2)Cl)OC1 XMAYWYJOQHXEEK-OZXSUGGESA-N 0.000 claims description 4
- DWANEFRJKWXRSG-UHFFFAOYSA-N 1,2-tetradecanediol Chemical compound CCCCCCCCCCCCC(O)CO DWANEFRJKWXRSG-UHFFFAOYSA-N 0.000 claims description 4
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- AFNXATANNDIXLG-SFHVURJKSA-N 1-[(2r)-2-[(4-chlorophenyl)methylsulfanyl]-2-(2,4-dichlorophenyl)ethyl]imidazole Chemical compound C1=CC(Cl)=CC=C1CS[C@H](C=1C(=CC(Cl)=CC=1)Cl)CN1C=NC=C1 AFNXATANNDIXLG-SFHVURJKSA-N 0.000 claims description 3
- OCAPBUJLXMYKEJ-UHFFFAOYSA-N 1-[biphenyl-4-yl(phenyl)methyl]imidazole Chemical compound C1=NC=CN1C(C=1C=CC(=CC=1)C=1C=CC=CC=1)C1=CC=CC=C1 OCAPBUJLXMYKEJ-UHFFFAOYSA-N 0.000 claims description 3
- VHVPQPYKVGDNFY-DFMJLFEVSA-N 2-[(2r)-butan-2-yl]-4-[4-[4-[4-[[(2r,4s)-2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-1,2,4-triazol-3-one Chemical compound O=C1N([C@H](C)CC)N=CN1C1=CC=C(N2CCN(CC2)C=2C=CC(OC[C@@H]3O[C@](CN4N=CN=C4)(OC3)C=3C(=CC(Cl)=CC=3)Cl)=CC=2)C=C1 VHVPQPYKVGDNFY-DFMJLFEVSA-N 0.000 claims description 3
- GHJWNRRCRIGGIO-UHFFFAOYSA-N Fosfluconazole Chemical compound C1=NC=NN1CC(C=1C(=CC(F)=CC=1)F)(OP(O)(=O)O)CN1C=NC=N1 GHJWNRRCRIGGIO-UHFFFAOYSA-N 0.000 claims description 3
- ZRTQSJFIDWNVJW-WYMLVPIESA-N Lanoconazole Chemical compound ClC1=CC=CC=C1C(CS\1)SC/1=C(\C#N)N1C=NC=C1 ZRTQSJFIDWNVJW-WYMLVPIESA-N 0.000 claims description 3
- 229920000688 Poly[(2-ethyldimethylammonioethyl methacrylate ethyl sulfate)-co-(1-vinylpyrrolidone)] Polymers 0.000 claims description 3
- 229920000691 Poly[bis(2-chloroethyl) ether-alt-1,3-bis[3-(dimethylamino)propyl]urea] Polymers 0.000 claims description 3
- 229960002206 bifonazole Drugs 0.000 claims description 3
- RFHAOTPXVQNOHP-UHFFFAOYSA-N fluconazole Chemical compound C1=NC=NN1CC(C=1C(=CC(F)=CC=1)F)(O)CN1C=NC=N1 RFHAOTPXVQNOHP-UHFFFAOYSA-N 0.000 claims description 3
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- 229920002553 poly(2-methacrylolyloxyethyltrimethylammonium chloride) polymer Polymers 0.000 claims description 3
- 229960002607 sulconazole Drugs 0.000 claims description 3
- BCEHBSKCWLPMDN-MGPLVRAMSA-N voriconazole Chemical compound C1([C@H](C)[C@](O)(CN2N=CN=C2)C=2C(=CC(F)=CC=2)F)=NC=NC=C1F BCEHBSKCWLPMDN-MGPLVRAMSA-N 0.000 claims description 3
- 229960004740 voriconazole Drugs 0.000 claims description 3
- MPIPASJGOJYODL-SFHVURJKSA-N (R)-isoconazole Chemical compound ClC1=CC(Cl)=CC=C1[C@@H](OCC=1C(=CC=CC=1Cl)Cl)CN1C=NC=C1 MPIPASJGOJYODL-SFHVURJKSA-N 0.000 claims description 2
- 229960004849 isoconazole Drugs 0.000 claims description 2
- ZVUNTIMPQCQCAQ-UHFFFAOYSA-N 2-dodecanoyloxyethyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCOC(=O)CCCCCCCCCCC ZVUNTIMPQCQCAQ-UHFFFAOYSA-N 0.000 claims 1
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 claims 1
- 229940117924 peg-150 stearate Drugs 0.000 claims 1
- 238000005406 washing Methods 0.000 abstract description 9
- 239000003240 coconut oil Substances 0.000 description 42
- 235000019864 coconut oil Nutrition 0.000 description 36
- 230000000694 effects Effects 0.000 description 30
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 22
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 22
- 229960003237 betaine Drugs 0.000 description 22
- 229940024606 amino acid Drugs 0.000 description 19
- 235000001014 amino acid Nutrition 0.000 description 19
- 150000001413 amino acids Chemical class 0.000 description 17
- 238000002360 preparation method Methods 0.000 description 17
- 125000002252 acyl group Chemical group 0.000 description 15
- 239000002736 nonionic surfactant Substances 0.000 description 13
- 239000002280 amphoteric surfactant Substances 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 10
- 238000009472 formulation Methods 0.000 description 10
- 239000004094 surface-active agent Substances 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
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- 239000003921 oil Substances 0.000 description 8
- 235000019198 oils Nutrition 0.000 description 8
- 229920005989 resin Polymers 0.000 description 8
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- 239000002453 shampoo Substances 0.000 description 8
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- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 8
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- 239000003814 drug Substances 0.000 description 7
- 238000002156 mixing Methods 0.000 description 7
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
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- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
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- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 6
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- 241000282320 Panthera leo Species 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 238000004140 cleaning Methods 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical compound OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 6
- MCCACAIVAXEFAL-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]imidazole;nitric acid Chemical compound O[N+]([O-])=O.ClC1=CC(Cl)=CC=C1COC(C=1C(=CC(Cl)=CC=1)Cl)CN1C=NC=C1 MCCACAIVAXEFAL-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 5
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Landscapes
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Description
[項1] (A)アゾール系抗真菌剤、(B)カチオン性ポリマー、及び(C)エチレンオキシドの平均付加モル数が50〜300であるポリオキシエチレン付加型の脂肪酸エステル系又は脂肪酸エーテル系のノニオン性増粘剤を含有する、外用組成物。
[項2] 前記(A)アゾール系抗真菌剤として、ミコナゾール、ラノコナゾール、ルリコナゾール、イソコナゾール、ケトコナゾール、クロトリマゾール、フルコナゾール、イトラコナゾール、ネチコナゾール、スルコナゾール、ビフホナゾール、ホスフルコナゾール、ボリコナゾール、及びそれらの塩からなる群より選択される少なくとも1種を含む、項1に記載の外用組成物。
[項3] 前記(B)カチオン性ポリマーとして、ポリクオタニウム−10、ポリクオタニウム−7、ポリクオタニウム−2、ポリクオタニウム−4、ポリクオタニウム−5、ポリクオタニウム−6、ポリクオタニウム−11、ポリクオタニウム−16、ポリクオタニウム−22、ポリクオタニウム−24、ポリクオタニウム−28、ポリクオタニウム−30、ポリクオタニウム−32、ポリクオタニウム−33、ポリクオタニウム−37、ポリクオタニウム−39、ポリクオタニウム−43、ポリクオタニウム−44、ポリクオタニウム−46、ポリクオタニウム−47、ポリクオタニウム−49、ポリクオタニウム−51、ポリクオタニウム−52、ポリクオタニウム−53、ポリクオタニウム−54、ポリクオタニウム−55、ポリクオタニウム−56、ポリクオタニウム−57、ポリクオタニウム−61、ポリクオタニウム−64、ポリクオタニウム−65、ポリクオタニウム−68、ポリクオタニウム−92、カチオン化グアーガム、カチオン化カッシアガム、及びカチオン化タラガムからなる群より選択される少なくとも1種を含む、項1又は2に記載の外用組成物。
[項4] 前記(C)成分が、炭素数12〜24の脂肪酸をエステル化又はエーテル化した構造を有するものである、項1〜3のいずれかに記載の外用組成物。
[項5] 前記(C)成分として、ジオレイン酸PEG−120メチルグルコース、トリオレイン酸PEG−120メチルグルコース、トリイソステアリン酸PEG−120メチルグルコース、ジオレイン酸PEG−75、ジステアリン酸PEG−75、ジステアリン酸PEG−140、ジステアリン酸PEG−150、ジステアリン酸PEG−175、ジステアリン酸PEG−190、ジステアリン酸PEG−250、ステアリン酸PEG−75、ステアリン酸PEG−150、ジラウリン酸PEG−75、セテアレス−60ミリスチルグリコール、及びポリオキシエチレンセチルステアリルジエーテルからなる群より選択される少なくとも1種を含む、項1〜4のいずれかに記載の外用組成物。
[項6] 25℃における粘度が300mPa・s以上である、項1〜5のいずれかに記載の外用組成物。
[項7] 前記(A)成分の含有量が、組成物全量に対して0.01重量%以上である、項1〜6のいずれかに記載の外用組成物。
[項8] 前記(B)成分の含有量が、組成物全量に対して0.01重量%以上である、項1〜7のいずれかに記載の外用組成物。
[項9] 前記(C)成分の含有量が、組成物全量に対して0.1重量%以上である、項1〜8のいずれかに記載の外用組成物。
[項10] 毛髪又は皮膚を洗浄するために用いられる、項1〜9のいずれかに記載の外用組成物。
更に本発明は、以下に掲げる組成物の増粘方法を提供する。
[項11] 外用組成物中に、(A)アゾール系抗真菌剤、(B)カチオン性ポリマー、及び(C)エチレンオキシドの平均付加モル数が50〜300であるポリオキシエチレン付加型の脂肪酸エステル系又は脂肪酸エーテル系のノニオン性増粘剤を共存させることで、該外用組成物を増粘する方法。
これらの増粘方法における(A)〜(C)成分の種類や配合量、その他に配合し得る成分やその配合量等は、上記で外用組成物について詳述したものと同様である。
下記表1に示す処方を常法に従って調製した。具体的には、各成分を100mlガラスバイアルに量り取り、蒸留水で合計量が100重量%となるように添加して、約80℃で保温しながら攪拌し均一な製剤を得た。次いで、各比較例及び実施例の製剤の粘度(25℃:mPa・s)をB型回転粘度計(東機産業株式会社製)で測定した。この結果を、下記表1の最下欄に併せて示す。
下記表2に示す処方を常法に従って調製した。具体的には、各成分を100mlガラスバイアルに量り取り、蒸留水で合計量が100重量%となるように添加して、約80℃で保温しながら攪拌し均一な製剤を得た。次いで、上記試験例1と同様の手順により、各製剤の粘度(25℃:mPa・s)を測定した。この結果を、下記表2の最下欄に併せて示す。
ミコナゾール硝酸塩 1.0重量%
ポリクオタニウム-10 0.3重量%
ジオレイン酸PEG-120メチルグルコース 0.8重量%
N-ヤシ油脂肪酸アシル-DL-アラニントリエタノールアミン液 20.0重量%
N-ヤシ油脂肪酸アシル-L-グルタミン酸ナトリウム液 10.0重量%
ヤシ油脂肪酸アミドプロピルベタイン 15.0重量%
ヤシ油脂肪酸ジエタノールアミド 3.0重量%
pH調整剤 適量
防腐剤 適量
油剤 適量
精製水 残量
ミコナゾール硝酸塩 1.0重量%
グアーヒドロキシプロピルトリモニウムクロリド 0.5重量%
ジステアリン酸PEG-150 2.0重量%
N-ヤシ油脂肪酸アシル-DL-アラニントリエタノールアミン液 10.0重量%
N-ヤシ油脂肪酸アシル-L-アスパラギン酸ナトリウム 3.0重量%
ラウリン酸アミドプロピルベタイン液 10.0重量%
ヤシ油脂肪酸ジエタノールアミド 1.0重量%
pH調整剤 適量
防腐剤 適量
油剤 適量
精製水 残量
ルリコナゾール 1.0重量%
ポリクオタニウム-10 0.5重量%
セテアレス-60ミリスチルグリコール 2.5重量%
N-ヤシ油脂肪酸アシルメチルタウリンナトリウム液 10.0重量%
N-ヤシ油脂肪酸アシル-L-グルタミン酸ナトリウム液 15.0重量%
ラウリン酸アミドプロピルベタイン液 5.0重量%
ヤシ油脂肪酸ジエタノールアミド 1.5重量%
pH調整剤 適量
防腐剤 適量
油剤 適量
精製水 残量
Claims (11)
- (A)アゾール系抗真菌剤、(B)カチオン性ポリマー、及び(C)エチレンオキシドの平均付加モル数が50〜300であるポリオキシエチレン付加型の脂肪酸エステル系又は脂肪酸エーテル系のノニオン性増粘剤を含有する、外用組成物。
- 前記(A)アゾール系抗真菌剤として、ミコナゾール、ラノコナゾール、ルリコナゾール、イソコナゾール、ケトコナゾール、クロトリマゾール、フルコナゾール、イトラコナゾール、ネチコナゾール、スルコナゾール、ビフホナゾール、ホスフルコナゾール、ボリコナゾール、及びそれらの塩からなる群より選択される少なくとも1種を含む、請求項1に記載の外用組成物。
- 前記(B)カチオン性ポリマーとして、ポリクオタニウム−10、ポリクオタニウム−7、ポリクオタニウム−2、ポリクオタニウム−4、ポリクオタニウム−5、ポリクオタニウム−6、ポリクオタニウム−11、ポリクオタニウム−16、ポリクオタニウム−22、ポリクオタニウム−24、ポリクオタニウム−28、ポリクオタニウム−30、ポリクオタニウム−32、ポリクオタニウム−33、ポリクオタニウム−37、ポリクオタニウム−39、ポリクオタニウム−43、ポリクオタニウム−44、ポリクオタニウム−46、ポリクオタニウム−47、ポリクオタニウム−49、ポリクオタニウム−51、ポリクオタニウム−52、ポリクオタニウム−53、ポリクオタニウム−54、ポリクオタニウム−55、ポリクオタニウム−56、ポリクオタニウム−57、ポリクオタニウム−61、ポリクオタニウム−64、ポリクオタニウム−65、ポリクオタニウム−68、ポリクオタニウム−92、カチオン化グアーガム、カチオン化カッシアガム、及びカチオン化タラガムからなる群より選択される少なくとも1種を含む、請求項1又は2に記載の外用組成物。
- 前記(C)成分が、炭素数12〜24の脂肪酸をエステル化又はエーテル化した構造を有するものである、請求項1〜3のいずれかに記載の外用組成物。
- 前記(C)成分として、ジオレイン酸PEG−120メチルグルコース、トリオレイン酸PEG−120メチルグルコース、トリイソステアリン酸PEG−120メチルグルコース、ジオレイン酸PEG−75、ジステアリン酸PEG−75、ジステアリン酸PEG−140、ジステアリン酸PEG−150、ジステアリン酸PEG−175、ジステアリン酸PEG−190、ジステアリン酸PEG−250、ステアリン酸PEG−75、ステアリン酸PEG−150、ジラウリン酸PEG−75、セテアレス−60ミリスチルグリコール、及びポリオキシエチレンセチルステアリルジエーテルからなる群より選択される少なくとも1種を含む、請求項1〜4のいずれかに記載の外用組成物。
- 25℃における粘度が300mPa・s以上である、請求項1〜5のいずれかに記載の外用組成物。
- 前記(A)成分の含有量が、組成物全量に対して0.01重量%以上である、請求項1〜6のいずれかに記載の外用組成物。
- 前記(B)成分の含有量が、組成物全量に対して0.01重量%以上である、請求項1〜7のいずれかに記載の外用組成物。
- 前記(C)成分の含有量が、組成物全量に対して0.1重量%以上である、請求項1〜8のいずれかに記載の外用組成物。
- 毛髪又は皮膚を洗浄するために用いられる、請求項1〜9のいずれかに記載の外用組成物。
- 外用組成物中に、(A)アゾール系抗真菌剤、(B)カチオン性ポリマー、及び(C)エチレンオキシドの平均付加モル数が50〜300であるポリオキシエチレン付加型の脂肪酸エステル系又は脂肪酸エーテル系のノニオン性増粘剤を共存させることで、該外用組成物を増粘する方法。
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