JP5372573B2 - 抗菌剤及びそれを配合してなる製剤 - Google Patents
抗菌剤及びそれを配合してなる製剤 Download PDFInfo
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- JP5372573B2 JP5372573B2 JP2009083380A JP2009083380A JP5372573B2 JP 5372573 B2 JP5372573 B2 JP 5372573B2 JP 2009083380 A JP2009083380 A JP 2009083380A JP 2009083380 A JP2009083380 A JP 2009083380A JP 5372573 B2 JP5372573 B2 JP 5372573B2
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- JP
- Japan
- Prior art keywords
- mono
- glyceryl ether
- antibacterial
- hydroxyphenylethyl
- antibacterial agent
- 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.)
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- 150000003862 amino acid derivatives Chemical class 0.000 description 1
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- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
- 229940073608 benzyl chloride Drugs 0.000 description 1
- 229960002685 biotin Drugs 0.000 description 1
- 235000020958 biotin Nutrition 0.000 description 1
- 239000011616 biotin Substances 0.000 description 1
- 229960001948 caffeine Drugs 0.000 description 1
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 description 1
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- 239000003086 colorant Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
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- 238000011161 development Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
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- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 1
- 229940075507 glyceryl monostearate Drugs 0.000 description 1
- LPLVUJXQOOQHMX-QWBHMCJMSA-N glycyrrhizinic acid Chemical class O([C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1O[C@@H]1C([C@H]2[C@]([C@@H]3[C@@]([C@@]4(CC[C@@]5(C)CC[C@@](C)(C[C@H]5C4=CC3=O)C(O)=O)C)(C)CC2)(C)CC1)(C)C)C(O)=O)[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O LPLVUJXQOOQHMX-QWBHMCJMSA-N 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
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- 235000013402 health food Nutrition 0.000 description 1
- FHKSXSQHXQEMOK-UHFFFAOYSA-N hexane-1,2-diol Chemical compound CCCCC(O)CO FHKSXSQHXQEMOK-UHFFFAOYSA-N 0.000 description 1
- 229920002674 hyaluronan Polymers 0.000 description 1
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- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
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- 230000007794 irritation Effects 0.000 description 1
- 235000015110 jellies Nutrition 0.000 description 1
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- 239000006210 lotion Substances 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
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- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- 229960002216 methylparaben Drugs 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 description 1
- 235000001968 nicotinic acid Nutrition 0.000 description 1
- 229960003512 nicotinic acid Drugs 0.000 description 1
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- 238000010899 nucleation Methods 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 230000035764 nutrition Effects 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 229940066842 petrolatum Drugs 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940127557 pharmaceutical product Drugs 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 1
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 1
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- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- RADKZDMFGJYCBB-UHFFFAOYSA-N pyridoxal hydrochloride Natural products CC1=NC=C(CO)C(C=O)=C1O RADKZDMFGJYCBB-UHFFFAOYSA-N 0.000 description 1
- 235000019171 pyridoxine hydrochloride Nutrition 0.000 description 1
- 239000011764 pyridoxine hydrochloride Substances 0.000 description 1
- 229960004172 pyridoxine hydrochloride Drugs 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 235000019192 riboflavin Nutrition 0.000 description 1
- 239000002151 riboflavin Substances 0.000 description 1
- 229940092258 rosemary extract Drugs 0.000 description 1
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- 239000001233 rosmarinus officinalis l. extract Substances 0.000 description 1
- IKGXIBQEEMLURG-NVPNHPEKSA-N rutin Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 IKGXIBQEEMLURG-NVPNHPEKSA-N 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
- 229960001860 salicylate Drugs 0.000 description 1
- 210000004761 scalp Anatomy 0.000 description 1
- 239000002453 shampoo Substances 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
- 235000014214 soft drink Nutrition 0.000 description 1
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- 239000000600 sorbitol Substances 0.000 description 1
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- 230000009885 systemic effect Effects 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229960003080 taurine Drugs 0.000 description 1
- 235000019157 thiamine Nutrition 0.000 description 1
- KYMBYSLLVAOCFI-UHFFFAOYSA-N thiamine Chemical compound CC1=C(CCO)SCN1CC1=CN=C(C)N=C1N KYMBYSLLVAOCFI-UHFFFAOYSA-N 0.000 description 1
- 229960003495 thiamine Drugs 0.000 description 1
- 239000011721 thiamine Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 235000015192 vegetable juice Nutrition 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000019164 vitamin B2 Nutrition 0.000 description 1
- 239000011716 vitamin B2 Substances 0.000 description 1
- 235000019158 vitamin B6 Nutrition 0.000 description 1
- 239000011726 vitamin B6 Substances 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
- 235000019166 vitamin D Nutrition 0.000 description 1
- 239000011710 vitamin D Substances 0.000 description 1
- 150000003710 vitamin D derivatives Chemical class 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 229940011671 vitamin b6 Drugs 0.000 description 1
- 229940046008 vitamin d Drugs 0.000 description 1
- 239000011670 zinc gluconate Substances 0.000 description 1
- 235000011478 zinc gluconate Nutrition 0.000 description 1
- 229960000306 zinc gluconate Drugs 0.000 description 1
Landscapes
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
- Cosmetics (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
本発明のα−モノp−ヒドロキシフェニルエチルグリセリルエーテルは、オリーブ中の抗炎症成分として知られるチロソールとグリセリンのα位でエーテル結合を有する化合物で、構造中に保湿剤としての機能を有する親水基であるグリコール構造を持っている。
更に液状飲料類としては、医薬品や医薬部外品の栄養ドリンク、一般食品の果実ジュース、野菜ジュース、乳清飲料、清涼飲料、酒類などの飲料、その他、健康食品など一般的な飲料類への使用が上げられる。
[α−モノp−ヒドロキシフェニルエチルグリセリルエーテルの製造]
まず、本発明にかかる皮膚外用剤において特徴的なα−モノp−ヒドロキシフェニルエチルグリセリルエーテルの製造例について説明する。
P−ヒドロキシフェニルエチルアルコール,塩化ベンジルとK2CO3の混合物をアセトン中,6時間加熱還流した.溶媒を除去し,酢酸エチル,水を加えて分液し,有機層を10 %NaOH,次いで水で洗浄,脱水,濃縮した.残留物を,酢酸エチルから再結晶して2-(4-フェノキシフェニルエタノール)を得た.
400 MHz 1H
NMR (CDCl3, 30 ℃) 2.81 (t, 2H, J = 6.6 Hz, -CH2CH2OH),
3.83 (t, 2H, J = 6.6 Hz, -CH2CH2OH),
5.05 (s, 2H, -OCH2Ar-), 6.91 (d, 2H, J = 8.4 Hz, ArH), 7.14 (d, 2H, J = 8.4 Hz, ArH),
7.30-7.44 (m, 5H, ArH).
2-(4-フェノキシフェニルエタノール) ( 2.8 mmol, 638 mg)、グリシドール ( 14.0 mmol, 1034 mg )、 K2CO3 (0.14 mmol, 19 mg ) の混合物をを130 ℃,6 h撹拌した。酢酸エチル,水を加えて分液し,有機層を脱水,濃縮,減圧乾燥し粗生成物 (583 mg)を得た.この粗生成物 (300 mg)をGPC 分取をおこない3-(2-(4-フェノキシフェニル))-1,2-プロパンジオール (55 mg)を得た.
400 MHz 1H
NMR (CDCl3, 30 ℃) 2.83 (t, 2H, J = 6.8 Hz, -Ar-CH2CH2-), 3.48-3.83 (m, 7H)
5.04 (s, 2H, -OCH2-Ar), 6.90 (d, 2H, J = 8.4 Hz, ArH), 7.12 (d, 2H, J = 8.4 Hz, ArH),
7.31-7.44 (m, 5H, Ar-H).
3-(2-(4-フェノキシフェニル))-1,2-プロパンジオール (0.4 mmol, 126 mg) とPd-C (50mg) にEtOH (5 ml)を加え, 水素雰囲気下50℃, 7 h撹拌した.Pd-C をろ過し,熱EtOH で洗浄し,濃縮, 減圧乾燥し,α−モノp−ヒドロキシフェニルエチルグリセリルエーテル[3-(2-(4-ヒドロキシフェニル)-1,2-プロパンジオール ) (76 mg, 86 %)を得た.
400 MHz 1H
NMR (CDCl3, 30 ℃) 2.82 (t, 2H, J = 7.0 Hz, -Ar-CH2-),
3.49-3.82 (m, 7H), 6.76 (d, 2H, J =
8.4 Hz, Ar-H), 7.07 (d, 2H, J = 8.4 Hz, Ar-H).
p-フェネチルアルコール (100 mmol, 12.5 g), グリシドール (20 mmol, 1.48 g), K2CO3 (1.0 mmol, 139 mg)を130 ℃,6
h撹拌した.温ヘキサンを加え可溶部を取り除き,不溶部をクーゲル蒸留し減圧蒸留して,α−モノp−フェニルエチルグリセリルエーテル[3-(2-(4-フェニル)-1,2-プロパンジオール ) (1.00 g, 25 %)を得た.
400 MHz 1H
NMR (CDCl3, 30 ℃) 2.07 (t, 1H, J = 5.1 Hz, -OH),
2.52 (d, 1H, J = 5.1 Hz, -OH), 2.90 (t, 2H, J = 6.8 Hz, -Ar-CH2-),
3.49~3.85 (m, 7H), 7.20~7.32 (m, 5H, Ar-H)
125 MHz 13C
NMR (CDCl3, 30 ℃) 36.1 (ArCH2), 64.0 (-CH2OH)
70.5 (-CHOH-), 72.3 (-OCH2-), 72.4 (-OCH2-), 126.3,
128.4, 128.8, 138.6.
p-メトキシフェニルエタノール (40 mmol, 6.01 g), グリシドール (20
mmol,
1.48
g), K2CO3 (0.5 mmol, 0.14 g)を130 ℃,6 h撹拌した.温ヘキサンを加え可溶部として未反応物を取り除き,不溶部を減圧蒸留して,α−モノp−メトキシフェニルエチルグリセリルエーテル3-(2-(4-メトキシフェニル)-1,2-プロパンジオール(1.10 g) を得た.
400 MHz 1H
NMR (CDCl3, 30 ℃) 2.14 (t, 1H, J = 5.1 Hz, -OH),
2.56 (d, 1H, J=5.1 Hz, -OH), 2.83 (t, 2H, J = 6.6 Hz, -Ar-CH2-),
3.49~3.82 (m, 7H) 3.79 (s, 3H, -OCH3), 6.84 (d, 2H, J = 8.6 Hz, Ar-H), 7.12 (d, 2H, J = 8.6 Hz, Ar-H).
125 MHz 13C
NMR (CDCl3, 30 ℃) 5.20 (ArCH2), 55.2
(-OCH3), 64.0 (-CH2OH) 70.5 (-CHOH), 72.4 (-OCH2-),
72.6 (-OCH2-), 113.8, 129.7, 130.6, 158.1.
p-エトキシフェネチルアルコール (10 mmol, 1.7 g ), グリシドール (5 mmol, 380 mg ), K2CO3 (0.5 mmol, 70 mg )を130 ℃,6 h撹拌した.温ヘキサンを加え原料を取り除き,クーゲル蒸留 (200 ℃)による留出物としてα−モノp-エトキシフェニルエチルグリセリルエーテル[3-(2-(4-エトキシフェニル)-1,2-プロパンジオール)(19 %) を得た.
400 MHz 1H NMR (CDCl3,
30 ℃) 1.40 (t, 3H, J = 7.0 Hz, -CH3), 2.05 (t,
1H, J = 5.1 Hz, -OH), 2.49 (d, 1H, J = 5.1 Hz, -OH), 2.82 (t, 2H, J
= 7.0 Hz, -Ar-CH2-), 3.48~3.83 (m, 7H), 4.01 (q, 2H, J = 7.0 Hz, -CH2CH3),
6.83 (d, 2H, J = 8.1 Hz, Ar-H), 7.10 (d, 2H, J
= 8.1 Hz, Ar-H)
〔抗菌力(チャレンジテスト)の確認〕
合成にて得たα−モノp−ヒドロキシフェニルエチルグリセリルエーテル、α−モノp−フェニルエチルグリセリルエーテル、α−モノp−メトキシフェニルエチルグリセリルエーテル及びα−モノp−エトキシフェニルエチルグリセリルエーテルにおいて、日本薬局方保存効力試験の5菌種(S.aureus、E.coli.、Ps.aerginosa、C.arbicans、A.niger)に対する抗菌性の確認試験を行った。試料は、α−モノp−ヒドロキシフェニルエチルグリセリルエーテル、α−モノp−フェニルエチルグリセリルエーテル、α−モノp−メトキシフェニルエチルグリセリルエーテル及びα−モノp−エトキシフェニルエチルグリセリルエーテル、α−モノ2−エチルヘキシルグリセリルエーテル(SENSIVA SC-50:Schuke & Mayr社製)、モノカプリン酸グリセリル(MGK:日光ケミカルズ社製)、パラオキシ安息香酸メチル(メチルパラベン)、パラオキシ安息香酸エチル及びフェノキシエタノール(エチルパラベン)1,2−オクタンジオール(東京化成工業製)を7.0%の1,3−ブチレングリコール水溶液にそれぞれの試料配合量が0.10質量%になるように取り、試験に供した。試験菌の初期濃度はS.aureus、E.coli.、Ps.aerginosaが1×105、C.arbicans、A.nigerが10×104で行った。
1日、3日、7日、14日、28日後に各種試料より、1mLを取り出し、培養培地に加えた後、それぞれの微生物の培養条件に従い培養を行い、生菌数を確認した。表中の数値は対象菌が死滅した日を示し、菌数の表記があるものは4週間後の菌数を示している。
日本薬局方保存効力試験の5菌種(S.aureus、E.coli.、Ps.aerginosa 、C.arbicans、A.niger)に対する抗菌性の確認を行った。試料は、表5記載の組成乳液、実施例及び比較例をそれぞれ常法に従って調製し、試験を実施した。
96Well Plateに1WellあたりHela細胞を播種し、24時間、CO2インキュベータの中で育成する。播種24時間後、試料を培地で段階的に希釈(1/2)して添加する。次いで、48時間、CO2インキュベータの中で育成し、96Well
Plateの培地を捨て、PBS(-)で洗浄し、その後、培地に10%濃度になるように新品のWST試薬(Cell
Counting Kit)を加えたものを、100μLずつ加える。それを2時間CO2インキュベータの中で反応させ、2時間後にマイクロプレートリーダーで415nmでの吸光度を測定する。
<処方例1>化粧水(質量%)
α−モノp−ヒドロキシフェニルエチルグリセリルエーテル・・・0.1
グリセリン・・・5.0
ポリオキシエチレンソルビタンモノラウレート(20E.0)・・・0.5
1,3−ブチレングリコール・・・5.0
1,2−ペンタンジオール・・・2.0
酸化防止剤・・・適量
香料・・・適量
精製水・・・残部
α−モノp−ヒドロキシフェニルエチルグリセリルエーテル・・・0.1
N−ヤシ油脂肪酸アシルL−アルキ゛ンエチル−DL−ヒ゜ロリト゛ンカルホ゛ン酸塩・・0.05
ミツロウ・・・2.0
ステアリルアルコール・・・5.0
ステアリン酸・・・8.0
スクワラン・・・10.0
自己乳化型グリセリルモノステアレート・・・3.0
ポリオキシエチレンセチルエーテル(20E.0)・・・1.0
1,3−ブチレングリコール・・・5.0
グルコン酸亜鉛・・・0.1
水酸化カリウム・・・0.3
香料・・・適量
酸化防止剤・・・適量
精製水・・・残部
α−モノp−ヒドロキシフェニルエチルグリセリルエーテル・・・0.1
N−ヤシ油脂肪酸アシルL−アルキ゛ンエチル−DL−ヒ゜ロリト゛ンカルホ゛ン酸塩・・0.05
スクワラン・・・8.0
ワセリン・・・2.0
ミツロウ・・・0.5
ソルビタンセスキオレエート・・・0.8
ポリオキシエチレンオレイルエーテル(20E.0)・・・1.2
カルボキシビニルポリマー・・・0.2
水酸化カリウム・・・0.1
1.3−ブチレングリコール・・・7.0
香料・・・適量
酸化防止剤・・・適量
精製水・・・残部
α−モノp−ヒドロキシフェニルエチルグリセリルエーテル・・・0.5
酢酸ビニル樹脂エマルジョン・・・15.0
ポリビニルアルコール・・・10.0
ホホバ油・・・3.0
グリセリン・・・5.0
酸化チタン・・・8.0
カオリン・・・7.0
エタノール・・・5.0
香料・・・適量
酸化防止剤・・・適量
精製水・・・残部
α−モノp−ヒドロキシフェニルエチルグリセリルエーテル・・・0.2
酢酸トコフェロール・・・0.5
パラジメチルアミノ安息香酸オクチル・・・4.0
ブチルメトキシベンゾイルメタン・・・4.0
ステアリルアルコール・・・18.0
モクロウ・・・20.0
グリセリンモノステアリン酸エステル・・・0.3
ワセリン・・・33.0
香料・・・適量
酸化防止剤・・・適量
精製水・・・残部
α−モノp−ヒドロキシフェニルエチルグリセリルエーテル・・・0.2
ビサボロール・・・0.2
流動パラフィン・・・6.0
メチルポリシロキサン・・・2.0
セスキオレイン酸ソルビタン・・・2.0
タルク・・・残部
マイカ・・・15.0
セリサイト・・・5.0
顔料・・・14.5
パール顔料・・・10.0
香料・・・適量
酸化防止剤・・・適量
α−モノp−ヒドロキシフェニルエチルグリセリルエーテル・・・0.2
タウリン・・・3.0
ピリドキシン塩酸塩・・・0.02
チアミン硫化物・・・0.01
リボフラビン・・・0.003
無水カフェイン・・・0.05
精製白糖・・・5.0
D−ソルビトール液・・・2.0
クエン酸無水物・・・0.2
香料・・・適量
精製水・・・残部
α−モノp−ヒドロキシフェニルエチルグリセリルエーテル・・・0.1
ブドウ果汁・・・6.0
水飴・・・3.5
グラニュー糖・・・13.0
りんご酸・・・0.2
ゲル化剤 ・・・1.0
クエン酸ナトリウム・・・0.05
カラメル色素・・・0.1
香料0.2
精製水・・・残部
Claims (5)
- 下記一般式(1)
- 請求項1で示されるα−モノp−ヒドロキシフェニルエチルグリセリルエーテルを配合することを特徴とする皮膚外用剤。
- 請求項1で示されるα−モノp−ヒドロキシフェニルエチルグリセリルエーテルを配合することを特徴とする医薬品。
- 請求項1で示されるα−モノp−ヒドロキシフェニルエチルグリセリルエーテルを配合することを特徴とする医薬部外品。
- 請求項1で示されるα−モノp−ヒドロキシフェニルエチルグリセリルエーテルを配合することを特徴とする食品。
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