JP2016027037A - 外用剤 - Google Patents
外用剤 Download PDFInfo
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- JP2016027037A JP2016027037A JP2015131251A JP2015131251A JP2016027037A JP 2016027037 A JP2016027037 A JP 2016027037A JP 2015131251 A JP2015131251 A JP 2015131251A JP 2015131251 A JP2015131251 A JP 2015131251A JP 2016027037 A JP2016027037 A JP 2016027037A
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- Prior art keywords
- acid
- formula
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- 238000002360 preparation method Methods 0.000 title claims abstract description 103
- 150000003839 salts Chemical class 0.000 claims abstract description 51
- 150000001875 compounds Chemical class 0.000 claims abstract description 39
- GYDJEQRTZSCIOI-LJGSYFOKSA-N tranexamic acid Chemical compound NC[C@H]1CC[C@H](C(O)=O)CC1 GYDJEQRTZSCIOI-LJGSYFOKSA-N 0.000 claims abstract description 35
- 229960000401 tranexamic acid Drugs 0.000 claims abstract description 35
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 32
- 150000001720 carbohydrates Chemical class 0.000 claims abstract description 23
- POJWUDADGALRAB-UHFFFAOYSA-N allantoin Chemical compound NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N 0.000 claims description 49
- POJWUDADGALRAB-PVQJCKRUSA-N Allantoin Natural products NC(=O)N[C@@H]1NC(=O)NC1=O POJWUDADGALRAB-PVQJCKRUSA-N 0.000 claims description 21
- 229960000458 allantoin Drugs 0.000 claims description 21
- 125000001424 substituent group Chemical group 0.000 claims description 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 12
- 229920001542 oligosaccharide Polymers 0.000 claims description 10
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 9
- 229930182470 glycoside Natural products 0.000 claims description 6
- 150000002338 glycosides Chemical class 0.000 claims description 6
- 150000002772 monosaccharides Chemical class 0.000 claims description 6
- 150000002482 oligosaccharides Chemical class 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
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- 150000002016 disaccharides Chemical class 0.000 claims description 4
- ATFFFUXLAJBBDE-FQEVSTJZSA-N N-Stearoyl glutamic acid Chemical compound CCCCCCCCCCCCCCCCCC(=O)N[C@H](C(O)=O)CCC(O)=O ATFFFUXLAJBBDE-FQEVSTJZSA-N 0.000 claims description 2
- 230000019612 pigmentation Effects 0.000 abstract description 2
- WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical group O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 abstract 1
- -1 alkali metal salts Chemical class 0.000 description 80
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- 230000000052 comparative effect Effects 0.000 description 23
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- KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 description 15
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- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 12
- 239000003814 drug Substances 0.000 description 12
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- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 11
- 206010061218 Inflammation Diseases 0.000 description 11
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 11
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 11
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- 239000006071 cream Substances 0.000 description 10
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- 238000005259 measurement Methods 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
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- 239000004615 ingredient Substances 0.000 description 8
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 8
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- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 8
- 150000005846 sugar alcohols Chemical class 0.000 description 8
- 108010035532 Collagen Proteins 0.000 description 7
- 102000008186 Collagen Human genes 0.000 description 7
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 7
- AUNGANRZJHBGPY-SCRDCRAPSA-N Riboflavin Chemical compound OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-SCRDCRAPSA-N 0.000 description 7
- 150000001413 amino acids Chemical class 0.000 description 7
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- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 7
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- 159000000000 sodium salts Chemical class 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 6
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- 229910019142 PO4 Inorganic materials 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 229920002385 Sodium hyaluronate Polymers 0.000 description 6
- 229920002472 Starch Polymers 0.000 description 6
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 6
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 6
- 230000001133 acceleration Effects 0.000 description 6
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- 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 6
- 150000001412 amines Chemical class 0.000 description 6
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- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 6
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- 238000011534 incubation Methods 0.000 description 6
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- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 6
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- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 6
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- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 6
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- 229910052710 silicon Inorganic materials 0.000 description 1
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- 208000017520 skin disease Diseases 0.000 description 1
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- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 229960003885 sodium benzoate Drugs 0.000 description 1
- 229940001607 sodium bisulfite Drugs 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 235000011083 sodium citrates Nutrition 0.000 description 1
- 235000019259 sodium dehydroacetate Nutrition 0.000 description 1
- 229940079839 sodium dehydroacetate Drugs 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
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- 239000011647 vitamin D3 Substances 0.000 description 1
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- DFKDOZMCHOGOBR-UHFFFAOYSA-N zaragozic acid A Natural products O1C(C(O)(C(O2)C(O)=O)C(O)=O)(C(O)=O)C(OC(=O)C=CC(C)CC(C)CC)C(O)C21CCC(=C)C(OC(C)=O)C(C)CC1=CC=CC=C1 DFKDOZMCHOGOBR-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/60—Sugars; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicinal Preparation (AREA)
Abstract
Description
[1](A)トラネキサム酸又はその塩と、(B)糖類と、(C)式(I)で表される化合物又はその塩と、を含有する外用剤。
[式(I)中、Raは、炭素数7〜19の直鎖アルキル基、又は−NRdReで表される基を示し、Rd及びReは、それぞれ独立に、水素原子、又は置換基を有していてもよいアルキル基を示し、Rb及びRcは、それぞれ独立に、水素原子、置換基を有していてもよいアルキル基、又は式(II)で表される基を示す。ここで、Rb及びRcは互いに結合して環を形成していてもよい。前記置換基は、水酸基、カルボキシ基、アルキル基、又は式(III)で表される基である。
式(II)中、Rfは、水素原子、又は水酸基で置換されていてもよいアルキル基を示す。
[2]式(I)で表される化合物が、式(1)で表される化合物である、[1]に記載の外用剤。
(式中、R1は式(2)〜(23)で表される基のいずれかを示し、nは6〜18の整数を示す。)
[3]式(I)で表される化合物が、式(24)で表される化合物である、[1]に記載の外用剤。
(式中、Rb、Rc、Rd及びReは、式(I)中のRb、Rc、Rd及びReと同義である。)
[4](C)成分が、N−カプリロイルアシルグリシン、N−デカノイル−L−プロリン、N−ステアロイル−L−グルタミン酸、アラントイン及びアルクロキサ、並びにこれらの塩からなる群から選択される少なくとも1種である、[1]に記載の外用剤。
[5](B)成分が、単糖、二糖、オリゴ糖及び配糖体からなる群から選択される少なくとも1種である、[1]〜[4]のいずれかに記載の外用剤。
[6]美白、炎症の抑制若しくは改善、又は肌荒れの改善に使用するための外用剤であって、(A)トラネキサム酸又はその塩と、(B)糖類と、(C)式(I)で表される化合物又はその塩と、を含有する、外用剤。
[7]美白、炎症の抑制若しくは改善、又は肌荒れの改善のための外用剤の使用であって、外用剤が(A)トラネキサム酸又はその塩と、(B)糖類と、(C)式(I)で表される化合物又はその塩と、を含有する、使用。
[8]美白用、炎症の抑制用若しくは改善用、又は肌荒れの改善用薬剤を製造するための外用剤の使用であって、外用剤が(A)トラネキサム酸又はその塩と、(B)糖類と、(C)式(I)で表される化合物又はその塩と、を含有する、使用。
[9](A)トラネキサム酸又はその塩と、(B)糖類と、(C)式(I)で表される化合物又はその塩と、を含有する外用剤を、皮膚に適用する工程を含む、美白方法、炎症を抑制若しくは改善する方法、又は肌荒れを改善する方法。
[10](A)トラネキサム酸又はその塩と、(B)糖類と、(C)式(I)で表される化合物又はその塩と、を外用剤に含有させることにより、外用剤の着色を抑制する方法。
[11](A)トラネキサム酸又はその塩と、(B)糖類と、(C)式(1)で表される化合物又はその塩と、を外用剤に含有させることにより、外用剤の着色及びpHの変化を抑制する方法。
式(I)中、Raは、炭素数7〜19の直鎖アルキル基、又は−NRdReで表される基を示し、Rd及びReは、それぞれ独立に、水素原子、又は置換基を有していてもよいアルキル基を示し、Rb及びRcは、それぞれ独立に、水素原子、置換基を有していてもよいアルキル基、又は式(II)で表される基を示す。ここで、Rb及びRcは互いに結合して環を形成していてもよい。上記置換基は、水酸基、カルボキシ基、アルキル基、又は式(III)で表される基である。
式(II)中、Rfは、水素原子、又は水酸基で置換されていてもよいアルキル基を示す。
トラネキサム酸は、trans−4−(アミノメチル)シクロヘキサン−1−カルボン酸とも称される化合物であり、公知の方法により合成してもよく、市販品として入手することもできる。
糖類としては、通常の皮膚外用組成物に用いられるものであれば特に限定されず、例えば、単糖、二糖、オリゴ糖、多糖、配糖体及び糖アルコールが挙げられる。
本実施形態に係る(C)成分の式(I)中のRaは炭素数7〜19の直鎖アルキル基、又は−NRdReで表される基を示す。Rd及びReは、それぞれ独立に、水素原子又はアルキル基を示し、アルキル基は置換基を有していてもよい。当該置換基としては、水酸基、カルボキシ基、アルキル基、又は式(III)で表される基であってよく、水酸基、カルボキシ基、アルキル基、又は式(III)で表される基であることが好ましく、式(III)で表される基であることがより好ましい。
(1)試験液調製
実施例及び比較例で使用した試験液は、各種試薬を表1〜表3に示す配合比で混合し、調製した。
調製した試験液を20mL容量のガラス製容器に充填し、下記に示す測定条件で25℃における試験液の色差、臭い、pHを測定した。その後、試験液を60℃の恒温槽に移し、1週間保温した。1週間後、60℃で保温していた試験液を取り出して25℃で恒温化し、再度各種測定を行った。
試験液1mLをガラスセル(CM−A97、厚さ2mm)に入れ、色差を分光測色計CM−5(コニカミノルタ株式会社製)により測定した。測定値は、精製水をブランクとした時のΔb*を用いた。色差の変化は下記の計算式により算出した。
(色差の変化量)=(60℃で保温後の試験液の測定値)−(保温前の試験液の測定値)
試験液の臭いは以下のように評価した。
±:60℃で保温した後でも、保温する前と臭いが変わらなかった。
+:60℃で保温した後では、臭いがきつくなった。
試験液のpHは、pHメーター(HORIBA pH METER F−52、堀場製作所社製)で測定した。pHの変化は下記の計算式により算出した。
(pHの変化量)=(60℃で保温後の試験液のpH)−(保温前の試験液のpH)
60℃で保温する前後で、試験液の色差、臭い及びpHを評価した結果を比較した結果を以下のように評価した。
◎:対照となる比較例に対して、測定した評価の全てが良好だった。
○:対照となる比較例に対して、測定した評価のうち2つが良好だった。
△:対照となる比較例に対して、測定した評価のうち1つが良好だった。
×:対照となる比較例に対して、測定した評価の1つも良好ではなかった。
なお、対照となる比較例とは、実施例1では比較例1、実施例2では比較例2、実施例3では比較例3、実施例4では比較例4、比較例5〜7及び実施例5〜6では比較例3、実施例7では比較例8である。
試験結果を表1〜表3に示す。(A)成分と(B)成分のみを含有する試験液(比較例1〜4)、又は(C)成分とは異なるアミノ酸などを含有する試験液(比較例5〜7)と比較すると、(A)成分と(B)成分に加えて(C)成分を含有している試験液(実施例1〜6)では、試験液の色差及びpH変化が顕著に抑制され、臭いの変化も抑制される傾向が見られた。また、(B)成分として配糖体を用いた試験液(比較例8及び実施例7)でも(C)成分を添加することで、試験液の色及びpHの変化を抑制することが分かる。
(1)試験液調製
表4に従って、各成分を秤量し、実施例8及び比較例9の試験液を調製した。実施例8の試験液は、比較例9の試験液に(C)成分のアラントインを添加したものに相当する。
トラネキサム酸:(HUNAN DONGTING PHARMACEUTICAL社製)
グルカンオリゴサッカリド:BIOECOLIA(Solabia社製)
プルラン:(林原社製)
アラントイン:(パーマケム・アジア社製)
調製した試験液を10mLずつ、20mL容量のガラス製容器に充填し、下記に示す測定条件で、25℃における試験液の色差を測定した。その後、試験液を70℃の恒温槽に移し、1週間保温した。1週間後、70℃で保温していた試験液を取り出して25℃で恒温化し、色差の測定及び着色の目視評価を行った。
試験液1mLをガラスセル(CM−A97、厚さ2mm)に入れ、色差を分光測色計CM−5(コニカミノルタ株式会社製)により、b値を測定した。測定値は、精製水をブランクとした時のΔb*を用いた。色差の変化は下記の計算式により算出した。
(色差の変化量(Δb値))=(70℃で保温後の試験液の測定値(加速試験後のb値))−(保温前の試験液の測定値(加速試験前のb値))
b値は透明感を示す指標として利用されている。そのため、Δb値が小さいほど、着色が少ないことを示している。
以下のスコアに従って、加速試験後の試験液の着色を目視により評価した。
1:ほぼ着色なし
2:やや着色
3:着色
4:やや強い着色
5:強い着色
試験結果を表5に示す。アラントインを含有する試験液(実施例8)は、アラントインを含有しない試験液(比較例9)と比較すると、Δb値が小さいことから、加速試験による試験液の着色が少ないことが示された。また加速試験後のアラントインを含有する試験液は、アラントインを含有しない試験液に比べ、目視評価でもその着色が少ないことが示された。
(1)試験液の調製
表6に従って、各成分を秤量し、実施例9及び比較例10の試験液を調製した。実施例9の試験液は、比較例10の皮膚外用組成物に(C)成分のアラントインを添加したものに相当する。
トラネキサム酸:(HUNAN DONGTING PHARMACEUTICAL社製)
グルカンオリゴサッカリド:BIOECOLIA(Solabia社製)
アラントイン:(パーマケム・アジア社製)
調製した試験液を10mLずつ、20mL容量のガラス製容器に充填し、下記に示す測定条件で、25℃における試験液の色差を測定した。その後、試験液を60℃の恒温槽に移し、1週間保温した。1週間後、60℃で保温していた試験液を取り出して25℃で恒温化し、色差の測定及び着色の目視評価を行った。
試験液1mLをガラスセル(CM−A97、厚さ2mm)に入れ、色差を分光測色計CM−5(コニカミノルタ株式会社製)により、b値を測定した。測定値は、精製水をブランクとした時のΔb*を用いた。色差の変化は下記の計算式により算出した。
(色差の変化量(Δb値))=(60℃で保温後の試験液の測定値(加速試験後のb値))−(保温前の試験液の測定値(加速試験前のb値))
以下のスコアに従って、加速試験後の試験液の着色を目視により評価した。
1:ほぼ着色なし
2:やや着色
3:着色
4:やや強い着色
5:強い着色
試験結果を表7に示す。アラントインを含有する試験液(実施例9)は、アラントインを含有しない試験液(比較例10)と比較すると、Δb値が小さいことから、加速試験による試験液の着色が少ないことが示された。また加速試験後のアラントインを含有する試験液は、アラントインを含有しない試験液に比べ、目視評価でもその着色が少ないことが示された。
トラネキサム酸 2.0
グルコース・ショ糖縮合物 1.0
N−カプリロイルアシルグリシン 0.3
1,3−ブチレングリコール 10.0
1,2−ペンタンジオール 3.0
ポリオキシエチレン硬化ヒマシ油 0.1
加水分解コラーゲン末 0.01
ドクダミエキス 0.1
2−メタクリロイルオキシエチルホスホリルコリン・メタクリル酸ブチル共重合体
0.5
ヒドロキシエチルセルロース 0.1
ヒアルロン酸ナトリウム 0.05
コハク酸 0.04
コハク酸二ナトリウム 0.06
防腐剤(パラオキシ安息香酸メチル、フェノキシエタノール) 適量
着香剤 適量
精製水 残量
合計 100重量%
トラネキサム酸 2.0
アルブチン 0.1
N−ステアロイル−L−グルタミン酸ナトリウム 0.25
ジプロピレングリコール 5.0
1,3−ブチレングリコール 8.0
濃グリセリン 3.0
1,2−ペンタンジオール 2.0
モノステアリン酸グリセリン 1.0
カルボキシビニルポリマー 0.2
キサンタンガム 0.05
メドウフォーム油 5.0
トリ2−エチルヘキサン酸グリセリル 5.0
メチルポリシロキサン 1.0
トリエタノールアミン 0.1
ビルベリー葉エキス 0.1
エーデルワイスエキス 0.1
ヒアルロン酸ナトリウム 0.2
キレート剤(エデト酸ナトリウム) 適量
着香剤 適量
精製水 残量
合計 100重量%
トラネキサム酸 1.0
アルブチン 3.0
デカノイルプロリンNa 1.0
1,3−ブチレングリコール 8.0
ジグリセリン 5.0
ヒドロキシエチルウレア 3.0
ポリオキシエチレンベヘニルエーテル 0.8
モノステアリン酸グリセリン 1.0
セトステアリルグルコシド・セトステアリルアルコール 1.5
アクリル酸・メタクリル酸アルキル共重合体 0.2
メドウフォーム油 5.0
スクワラン 3.0
メチルポリシロキサン 3.0
ベヘニルアルコール 0.5
ステアリルアルコール 1.0
セタノール 1.0
L−アルギニン 0.2
ニンジンエキス 0.1
キレート剤(エデト酸ナトリウム) 適量
防腐剤(パラオキシ安息香酸メチル、フェノキシエタノール) 適量
着香剤 適量
精製水 残量
合計 100重量%
Claims (5)
- (A)トラネキサム酸又はその塩と、(B)糖類と、(C)式(I)で表される化合物又はその塩と、を含有する外用剤。
[式(I)中、Raは、炭素数7〜19の直鎖アルキル基、又は−NRdReで表される基を示し、Rd及びReは、それぞれ独立に、水素原子、又は置換基を有していてもよいアルキル基を示し、Rb及びRcは、それぞれ独立に、水素原子、置換基を有していてもよいアルキル基、又は式(II)で表される基を示し、ここで、Rb及びRcは互いに結合して環を形成していてもよく、前記置換基は、水酸基、カルボキシ基、アルキル基、又は式(III)で表される基であり、
式(II)中、Rfは、水素原子、又は水酸基で置換されていてもよいアルキル基を示す。
- 前記(C)成分が、N−カプリロイルアシルグリシン、N−デカノイル−L−プロリン、N−ステアロイル−L−グルタミン酸、アラントイン及びアルクロキサ、並びにこれらの塩からなる群から選択される少なくとも1種である、請求項1に記載の外用剤。
- 前記(B)成分が、単糖、二糖、オリゴ糖、及び配糖体からなる群から選択される少なくとも1種である、請求項1〜4のいずれか一項に記載の外用剤。
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JP2019011262A (ja) * | 2017-06-29 | 2019-01-24 | 日油株式会社 | 皮膚化粧料 |
US11622963B2 (en) | 2018-07-03 | 2023-04-11 | The Procter & Gamble Company | Method of treating a skin condition |
WO2020158643A1 (ja) * | 2019-01-29 | 2020-08-06 | 丸善製薬株式会社 | 外用剤 |
JP7471098B2 (ja) | 2020-02-03 | 2024-04-19 | 株式会社ノエビア | 皮膚外用剤 |
US10959933B1 (en) | 2020-06-01 | 2021-03-30 | The Procter & Gamble Company | Low pH skin care composition and methods of using the same |
US11583488B2 (en) | 2020-06-01 | 2023-02-21 | The Procter & Gamble Company | Method of improving penetration of a vitamin B3 compound into skin |
US11911498B2 (en) | 2020-06-01 | 2024-02-27 | The Procter & Gamble Company | Low pH skin care composition and methods of using the same |
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JP6883378B2 (ja) | 2021-06-09 |
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