JPH03279313A - External preparation of skin - Google Patents
External preparation of skinInfo
- Publication number
- JPH03279313A JPH03279313A JP7965290A JP7965290A JPH03279313A JP H03279313 A JPH03279313 A JP H03279313A JP 7965290 A JP7965290 A JP 7965290A JP 7965290 A JP7965290 A JP 7965290A JP H03279313 A JPH03279313 A JP H03279313A
- Authority
- JP
- Japan
- Prior art keywords
- external preparation
- tranexamic acid
- skin
- present
- weight
- 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
- 238000002360 preparation method Methods 0.000 title claims abstract description 18
- 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 21
- 229960000401 tranexamic acid Drugs 0.000 claims abstract description 20
- 150000003839 salts Chemical class 0.000 claims abstract description 16
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 claims abstract description 15
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 claims abstract description 15
- 239000000203 mixture Substances 0.000 claims abstract description 10
- -1 vitamin ester Chemical class 0.000 abstract description 12
- 230000000694 effects Effects 0.000 abstract description 7
- 229940079827 sodium hydrogen sulfite Drugs 0.000 abstract description 5
- 238000002845 discoloration Methods 0.000 abstract description 2
- 238000002156 mixing Methods 0.000 abstract description 2
- 229940088594 vitamin Drugs 0.000 abstract description 2
- 229930003231 vitamin Natural products 0.000 abstract description 2
- 239000011782 vitamin Substances 0.000 abstract description 2
- 235000013343 vitamin Nutrition 0.000 abstract description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 1
- 210000003491 skin Anatomy 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 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
- 238000004519 manufacturing process Methods 0.000 description 6
- 238000004040 coloring Methods 0.000 description 5
- 239000003205 fragrance Substances 0.000 description 5
- 239000008213 purified water Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound 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 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 210000002966 serum Anatomy 0.000 description 4
- 229940042585 tocopherol acetate Drugs 0.000 description 4
- 230000002087 whitening effect Effects 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000006071 cream Substances 0.000 description 3
- 235000019441 ethanol Nutrition 0.000 description 3
- 229960001617 ethyl hydroxybenzoate Drugs 0.000 description 3
- 235000010228 ethyl p-hydroxybenzoate Nutrition 0.000 description 3
- 239000004403 ethyl p-hydroxybenzoate Substances 0.000 description 3
- NUVBSKCKDOMJSU-UHFFFAOYSA-N ethylparaben Chemical compound CCOC(=O)C1=CC=C(O)C=C1 NUVBSKCKDOMJSU-UHFFFAOYSA-N 0.000 description 3
- LPLVUJXQOOQHMX-QWBHMCJMSA-N glycyrrhizinic acid Chemical compound 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 3
- 239000006210 lotion Substances 0.000 description 3
- QFOHBWFCKVYLES-UHFFFAOYSA-N Butylparaben Chemical compound CCCCOC(=O)C1=CC=C(O)C=C1 QFOHBWFCKVYLES-UHFFFAOYSA-N 0.000 description 2
- VTAJIXDZFCRWBR-UHFFFAOYSA-N Licoricesaponin B2 Natural products C1C(C2C(C3(CCC4(C)CCC(C)(CC4C3=CC2)C(O)=O)C)(C)CC2)(C)C2C(C)(C)CC1OC1OC(C(O)=O)C(O)C(O)C1OC1OC(C(O)=O)C(O)C(O)C1O VTAJIXDZFCRWBR-UHFFFAOYSA-N 0.000 description 2
- XUMBMVFBXHLACL-UHFFFAOYSA-N Melanin Chemical compound O=C1C(=O)C(C2=CNC3=C(C(C(=O)C4=C32)=O)C)=C2C4=CNC2=C1C XUMBMVFBXHLACL-UHFFFAOYSA-N 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 230000001804 emulsifying effect Effects 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- LPLVUJXQOOQHMX-UHFFFAOYSA-N glycyrrhetinic acid glycoside Natural products C1CC(C2C(C3(CCC4(C)CCC(C)(CC4C3=CC2=O)C(O)=O)C)(C)CC2)(C)C2C(C)(C)C1OC1OC(C(O)=O)C(O)C(O)C1OC1OC(C(O)=O)C(O)C(O)C1O LPLVUJXQOOQHMX-UHFFFAOYSA-N 0.000 description 2
- 239000001685 glycyrrhizic acid Substances 0.000 description 2
- 229960004949 glycyrrhizic acid Drugs 0.000 description 2
- UYRUBYNTXSDKQT-UHFFFAOYSA-N glycyrrhizic acid Natural products CC1(C)C(CCC2(C)C1CCC3(C)C2C(=O)C=C4C5CC(C)(CCC5(C)CCC34C)C(=O)O)OC6OC(C(O)C(O)C6OC7OC(O)C(O)C(O)C7C(=O)O)C(=O)O UYRUBYNTXSDKQT-UHFFFAOYSA-N 0.000 description 2
- 235000019410 glycyrrhizin Nutrition 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 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 2
- MRAMPOPITCOOIN-VIFPVBQESA-N (2r)-n-(3-ethoxypropyl)-2,4-dihydroxy-3,3-dimethylbutanamide Chemical compound CCOCCCNC(=O)[C@H](O)C(C)(C)CO MRAMPOPITCOOIN-VIFPVBQESA-N 0.000 description 1
- FFJCNSLCJOQHKM-CLFAGFIQSA-N (z)-1-[(z)-octadec-9-enoxy]octadec-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCCCCCCC\C=C/CCCCCCCC FFJCNSLCJOQHKM-CLFAGFIQSA-N 0.000 description 1
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
- XZIIFPSPUDAGJM-UHFFFAOYSA-N 6-chloro-2-n,2-n-diethylpyrimidine-2,4-diamine Chemical compound CCN(CC)C1=NC(N)=CC(Cl)=N1 XZIIFPSPUDAGJM-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Natural products OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 1
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- PQUCIEFHOVEZAU-UHFFFAOYSA-N Diammonium sulfite Chemical compound [NH4+].[NH4+].[O-]S([O-])=O PQUCIEFHOVEZAU-UHFFFAOYSA-N 0.000 description 1
- 206010014970 Ephelides Diseases 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 208000003351 Melanosis Diseases 0.000 description 1
- RFKHEXSXKFIKHI-UHFFFAOYSA-N N.OC1=CC=C(C(=O)OC)C=C1 Chemical compound N.OC1=CC=C(C(=O)OC)C=C1 RFKHEXSXKFIKHI-UHFFFAOYSA-N 0.000 description 1
- 239000004264 Petrolatum Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 229920002385 Sodium hyaluronate Polymers 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- GYDJEQRTZSCIOI-UHFFFAOYSA-N Tranexamic acid Chemical compound NCC1CCC(C(O)=O)CC1 GYDJEQRTZSCIOI-UHFFFAOYSA-N 0.000 description 1
- 229930003268 Vitamin C Natural products 0.000 description 1
- 229930003316 Vitamin D Natural products 0.000 description 1
- 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 1
- 229930003427 Vitamin E Natural products 0.000 description 1
- DAOPBESAFIFKQR-UHFFFAOYSA-L [Na+].OCC(O)CO.S([O-])(O)=O.[Na+].S([O-])(O)=O Chemical compound [Na+].OCC(O)CO.S([O-])(O)=O.[Na+].S([O-])(O)=O DAOPBESAFIFKQR-UHFFFAOYSA-L 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- 235000019658 bitter taste Nutrition 0.000 description 1
- 229940067596 butylparaben Drugs 0.000 description 1
- GBAOBIBJACZTNA-UHFFFAOYSA-L calcium sulfite Chemical compound [Ca+2].[O-]S([O-])=O GBAOBIBJACZTNA-UHFFFAOYSA-L 0.000 description 1
- 235000010261 calcium sulphite Nutrition 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 235000008524 evening primrose extract Nutrition 0.000 description 1
- 229940089020 evening primrose oil Drugs 0.000 description 1
- 239000010475 evening primrose oil Substances 0.000 description 1
- 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 description 1
- 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 description 1
- 229940074774 glycyrrhizinate Drugs 0.000 description 1
- OIKBVOIOVNEVJR-UHFFFAOYSA-N hexadecyl 6-methylheptanoate Chemical compound CCCCCCCCCCCCCCCCOC(=O)CCCCC(C)C OIKBVOIOVNEVJR-UHFFFAOYSA-N 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 229940119170 jojoba wax Drugs 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 210000002752 melanocyte Anatomy 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 1
- 229960002216 methylparaben Drugs 0.000 description 1
- 239000004200 microcrystalline wax Substances 0.000 description 1
- 235000019808 microcrystalline wax Nutrition 0.000 description 1
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 235000015097 nutrients Nutrition 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
- 239000002674 ointment Substances 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 229940066842 petrolatum Drugs 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- BHZRJJOHZFYXTO-UHFFFAOYSA-L potassium sulfite Chemical compound [K+].[K+].[O-]S([O-])=O BHZRJJOHZFYXTO-UHFFFAOYSA-L 0.000 description 1
- 235000019252 potassium sulphite Nutrition 0.000 description 1
- 229930002330 retinoic acid Natural products 0.000 description 1
- 238000007127 saponification reaction Methods 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
- 229940010747 sodium hyaluronate Drugs 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 229940035044 sorbitan monolaurate Drugs 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 150000004370 vitamin A ester derivatives Chemical class 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
- 235000019165 vitamin E Nutrition 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 229940046008 vitamin d Drugs 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Landscapes
- Cosmetics (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、トラネキサム酸もしくはその塩類、もしくは
その誘導体またはこれらの混合物を配合してなる皮膚外
用剤の着色に対する安定性を増し、さらに美白効果に優
れ、安全性の高い皮膚外用剤に関するものである。Detailed Description of the Invention [Industrial Application Field] The present invention improves the stability against coloring of external skin preparations containing tranexamic acid, salts thereof, derivatives thereof, or mixtures thereof, and further improves the whitening effect. The present invention relates to a topical skin preparation that has excellent properties and is highly safe.
トラネキサム酸は化学名をトランス−４−アミノメチル
シクロヘキサン−１−カルボン酸と言い、皮膚のじみや
そばかすなどの原因となるメラニン色素の生成に関与す
るメラノサイトの活性化因子を抑制する作用を有するの
で美白効果を有する。この作用を利用してトラネキサム
酸やその誘導体を有効成分とした皮膚外用剤の特許が開
示されている。（特開平１−９３５１９号公報、特開平
１−１８６８１１号公報等）
〔発明が解決しようとする課題〕
従来技術の問題点
ところが、トラネキサム酸、その塩類、その誘導体は製
剤の基材に配合し、日光暴露条件下や高温下に保存する
と、着色しはじめ、その着色度は経時的に増大し褐変化
する傾向がある。この着色によって商品価値が低下する
ことは避けられない発明の目的
本発明者らはトラネキサム酸、その塩類、その誘導体の
着色が経時的に増大するのを防止する目的で、さまざま
な有機酸、例えばクエン酸、酒石酸、亜硫酸水素ナトリ
ウム、亜硫酸アンモニウム、亜硫酸カリウム、亜硫酸ナ
トリウム、或いは亜硫酸カルシウム等について種々検討
した結果、亜硫酸水素ナトリウムに優れた着色防止効果
があることを見出し、特に亜硫酸水素ナトリウムＰＨ４
〜７の弱酸性から中性領域で使用することによって著し
く着色が防止されることを見出し、本発明を完成するに
至った。The chemical name of tranexamic acid is trans-4-aminomethylcyclohexane-1-carboxylic acid, and it has the effect of suppressing melanocyte activation factors that are involved in the production of melanin pigment, which causes skin blemishes and freckles. Has a whitening effect. Utilizing this effect, patents have been disclosed for external preparations for skin containing tranexamic acid or its derivatives as active ingredients. (JP-A No. 1-93519, JP-A No. 1-186811, etc.) [Problems to be solved by the invention] Problems of the prior art However, tranexamic acid, its salts, and its derivatives cannot be blended into the base material of the preparation. When stored under conditions of exposure to sunlight or at high temperatures, it begins to become colored, and the degree of coloration tends to increase over time and turn brown. It is inevitable that this coloring will reduce the commercial value.Purpose of the InventionThe present inventors have developed various organic acids, e.g. As a result of various studies on citric acid, tartaric acid, sodium hydrogen sulfite, ammonium sulfite, potassium sulfite, sodium sulfite, calcium sulfite, etc., we found that sodium hydrogen sulfite has an excellent coloring prevention effect, and in particular, sodium hydrogen sulfite PH4
It has been found that coloring can be significantly prevented by using it in the weakly acidic to neutral range of 7 to 7, and the present invention has been completed.
すなわち、本発明は、亜硫酸水素ナトリウムとトラネキ
サム酸もしくはその塩類もしくはその誘導体またはこれ
らの混合物を配合することを特徴とする皮膚外用剤であ
る。That is, the present invention is an external skin preparation characterized by blending sodium bisulfite with tranexamic acid, a salt thereof, a derivative thereof, or a mixture thereof.
以下、本発明の構成について詳述する。Hereinafter, the configuration of the present invention will be explained in detail.
本発明で用いられるトラネキサム酸およびその塩および
その誘導体は抗プラスミン剤として一般に用いられてお
り、化粧品用途では、安全性が高いことを特徴とする成
分として知られている。Tranexamic acid, its salts, and its derivatives used in the present invention are generally used as antiplasmin agents, and are known as components characterized by high safety in cosmetic applications.
（特願昭４２−３６９８０）またその製造法は特許第２
４０６１１号、特許第２４２６６４号、特許第４８０４
１１号、特許第４８８１６８号等によって知られている
。トラネキサム酸は融点２６２〜２６７°Ｃ１白色の結
晶または粉末で臭いはなく、味は苦い。トラネキサム酸
の塩は通常使用される塩として、Ｍｇ、Ｃａ５Ｋ等の金
属塩類、硫酸塩等があり、誘導体としてはビタミンＡ酸
エステル、ビタミンＡエステル、ビタミンＥエステル、
ビタミンＣエステル、ビタミンＤエステル等のビタミン
エステル類、フェニルエステル類、Ｎ、Ｎ−マレオイル
ミノトラネキサム酸等が挙げられるが、これらに限定さ
れるものではない。(Patent application 1973-36980) Also, the manufacturing method is patented in the second patent.
No. 40611, Patent No. 242664, Patent No. 4804
No. 11, Japanese Patent No. 488168, etc. Tranexamic acid is a white crystal or powder with a melting point of 262-267° C1, no odor, and a bitter taste. Commonly used salts of tranexamic acid include metal salts such as Mg and Ca5K, sulfates, etc., and derivatives include vitamin A acid ester, vitamin A ester, vitamin E ester,
Examples include, but are not limited to, vitamin esters such as vitamin C ester and vitamin D ester, phenyl esters, N,N-maleoylminotranexamic acid, and the like.
本発明に係わる皮膚外用剤に配合される亜硫酸水素ナト
リウムの配合量はトラネキサム酸もしくはその塩類もし
くはその誘導体、またはこれらの混合物１重量部に対し
てｏ、ｏｏｏｉ〜１重量部、好ましくは０．００１〜０
．１重量部である。The amount of sodium bisulfite to be blended in the skin external preparation according to the present invention is from o, oooi to 1 part by weight, preferably 0.001 part by weight, per 1 part by weight of tranexamic acid, its salts, or its derivatives, or a mixture thereof. ~0
．． It is 1 part by weight.
また本発明に用いられるトラネキサム酸及びその塩類も
しくはその誘導体、またはこれらの混合物の皮膚外用剤
全量に対する配合量は通常０．１〜３０重量％であり、
好ましくは１〜２０重量％である。Further, the amount of tranexamic acid, salts thereof, derivatives thereof, or mixtures thereof used in the present invention, based on the total amount of the skin external preparation, is usually 0.1 to 30% by weight,
Preferably it is 1 to 20% by weight.
本発明の皮膚外用剤においては前記必須構成成分の他に
、化粧品、医薬品等に一般に用いられる各種成分、すな
わち水性成分、粉末成分、界面活性剤、保湿剤、増粘剤
、紫外線吸収剤、色剤、香料、さらには酢酸トコフェロ
ール、バントテニルエチルエーテル、グリチルリチン酸
塩等の皮膚栄養剤等を本発明の効果を損なわない範囲で
使用することができる。In addition to the above-mentioned essential components, the external skin preparation of the present invention contains various components commonly used in cosmetics, pharmaceuticals, etc., namely, an aqueous component, a powder component, a surfactant, a humectant, a thickener, an ultraviolet absorber, and a color. Agents, fragrances, skin nutrients such as tocopherol acetate, bantothenyl ethyl ether, glycyrrhizinate, etc. can be used within the range that does not impair the effects of the present invention.
本発明の皮膚外用剤の剤型は任意であり、例えば化粧水
等の可溶化系、乳液、クリーム等の乳化系あるいは軟膏
、
分散液等の剤型をとることかき
る。The formulation for external use on the skin of the present invention may be in any form, such as a solubilized system such as a lotion, an emulsified system such as a milky lotion or a cream, or an ointment or a dispersion.
本発明の皮膚外用剤は美白効果を有するトラネキサム酸
及びその塩類及びその誘導体の経時での着色を防止する
効果に優れた皮膚外用剤である。The external skin preparation of the present invention is an excellent skin preparation for preventing discoloration of tranexamic acid, its salts, and its derivatives over time, which have whitening effects.
次に実施例を挙げて本発明を詳述する。 Next, the present invention will be explained in detail with reference to Examples.
本発明はこれによって限定されるものではない。The present invention is not limited thereby.
着色防止効果試験
下記に示した実施例１の美容液の処方で亜硫酸水素ナト
リウムの添加量をＡ（０％）、Ｂ（０゜０１％）、Ｃ（
０，０３％）とし、これら試料を６０°Ｃの恒温槽に１
か月間放置した後３Ｍカラーコンピューター（モデル
５Ｍ−４）（スガ試験機株式会社）を使用してΔＥを測
定した。尚、基準値は試作当日に測定した数値を用いた
。その結果を表−１に示す。Coloration prevention effect test In the serum formulation of Example 1 shown below, the amount of sodium bisulfite added was A (0%), B (0°01%), C (
0.03%), and these samples were placed in a constant temperature bath at 60°C.
After leaving it for a month, the 3M color computer (model
5M-4) (Suga Test Instruments Co., Ltd.) to measure ΔE. Note that the reference value used was the value measured on the day of trial production. The results are shown in Table-1.
実施例１ 美容液 重量％（Ａ）
９５％エタノール １０．０ポリオキ
シエチレン（２０） １．０オレイルエーテル
パントテニルエチルエーテル ０． １メチルパ
ラベン ０．１５（Ｂ）
水酸化カリウム ０． １（Ｃ）
グリセリン ５．０ジプロピレン
グリコール １０．０亜硫酸水素ナトリウム
０．０３トラネキサム酸
７．０カルボキシビニルポリマー ０．２精
製水 残余く製法〉
Ａ、Ｃをそれぞれ均一に溶解し、ＣにＡを加えて可溶化
する。対でＢを加え本発明の美容液を得た。Example 1 Beauty serum Weight % (A) 95% ethanol 10.0 Polyoxyethylene (20) 1.0 Oleyl ether pantothenyl ethyl ether 0. 1 Methylparaben 0.15 (B) Potassium hydroxide 0. 1(C) Glycerin 5.0 Dipropylene glycol 10.0 Sodium bisulfite
0.03 tranexamic acid
7.0 Carboxyvinyl polymer 0.2 Purified water Production method> Dissolve A and C uniformly, and add A to C to solubilize. B was added in pairs to obtain the serum of the present invention.
表−１
表−１から判るように、本発明の美容液は着色すること
もなく、安定性にきわめて優れていた。Table 1 As can be seen from Table 1, the serum of the present invention was not colored and had excellent stability.
実施例２ クリーム
（Ａ）
セタノール
マイクロクリスタリンワックス
ワセリン
スクワラン
イソオクタン酸セチル
重量％
ホホバ油 ２．０ポリオキ
シエチレン（２０） ２．０ソルビタンモノ
ラウリン酸エステル
酢酸トコフエロール ０．０５バントテ
ニルエチルエーテル ０． １香料
０．３エチルパラベン
０．３（Ｂ）
トラネキサム酸のに塩 ５． ０亜硫酸
水素ナトリウム ０．０１１．３−ブチレ
ングリコール ５． ０プロピレングリコール
５． ０グリチルリチン酸
０．０５モノアンモニウム塩
精製水 残余油相部Ａを
７０°Ｃにて溶解する。水相部Ｂを７０°Ｃにて溶解し
、ＢにＡを混合し、乳化機で乳化後、乳化物を熱交換器
で３０’Ｃまで冷却して本発明のクリームを得た。Example 2 Cream (A) Setanol Microcrystalline wax Petrolatum Squalane Cetyl isooctanoate Weight % Jojoba oil 2.0 Polyoxyethylene (20) 2.0 Sorbitan monolaurate Tocopherol acetate 0.05 Bantothenyl ethyl ether 0. 1 fragrance
0.3 ethylparaben
0.3(B) Tranexamic acid salt 5. 0 Sodium bisulfite 0.011.3-Butylene glycol 5. 0 propylene glycol 5. 0 glycyrrhizic acid
0.05 monoammonium salt purified water Dissolve the remaining oil phase A at 70°C. Aqueous phase part B was dissolved at 70°C, A was mixed with B, and after emulsifying with an emulsifier, the emulsion was cooled to 30'C with a heat exchanger to obtain the cream of the present invention.
実施例３ 乳液
（Ａ）
ステアリン酸
ピースワックス
ワセリン
脱臭ラノリン
月見草油
ミリスチン酸イソプロピル
ポリオキシエチレン（６０）
硬化ヒマシ油
酢酸トコフェロール
エチルパラベン
ブチルパラベン
香料
（Ｂ）
トラネキサム酸のＮａ塩
亜硫酸水素ナトリウム
グリセリン
ヒアルロン酸ナトリウム
カルボキシビニルポリマー
重量％
１０゜
水酸化カリウム ０．２精製水
残余油相部Ａを７０°Ｃにて
溶解する。水相部Ｂを７０°Ｃにて溶解し、ＢにＡを混
合し、乳化機で乳化後、乳化物を熱交換器で３０°Ｃま
で冷却して本発明の乳液を得た。Example 3 Emulsion (A) Stearic acid peace wax Vaseline Deodorized lanolin Evening primrose oil Isopropyl myristate Polyoxyethylene (60) Hydrogenated castor oil Tocopherol acetate Ethyl paraben Butyl paraben Fragrance (B) Sodium salt of tranexamic acid Sodium bisulfite Glycerin Sodium hyaluronate Carboxyvinyl polymer weight% 10° Potassium hydroxide 0.2 Purified water
The remaining oil phase A is dissolved at 70°C. Aqueous phase part B was dissolved at 70°C, A was mixed with B, and after emulsifying with an emulsifier, the emulsion was cooled to 30°C with a heat exchanger to obtain an emulsion of the present invention.
実施例４ パック
トラネキサム酸
亜硫酸水素ナトリウム
ポリビニルアルコール
（ケン化度９０、重合度２０００）
９５％エチルアルコール
グリセリン
オリーブ油
酢酸トコフェロール
エチルパラベン
香料
精製水
重量％
３．０
０．３
１３．０
７、Ｏ
１Ｏｌ ０
３、 ０
０．２
０．２
０．２
残余
く製法〉
各成分を８０°Ｃで加熱混合して本発明のパックを得た
。Example 4 Packed tranexamic acid sodium bisulfite Polyvinyl alcohol (saponification degree 90, polymerization degree 2000) 95% ethyl alcohol Glycerin Olive oil Tocopherol acetate Ethyl paraben Fragrance Purified water Weight % 3.0 0.3 13.0 7, O 1Ol 0 3. 0 0.2 0.2 0.2 Production method> Each component was heated and mixed at 80°C to obtain a pack of the present invention.
実施例５ 二層化粧水 重量％トラネキサ
ム酸 １． ０亜硫酸水素ナトリウ
ム ｏ、ｏｏｉ９５％エタノール
１０．０ポリオキシエチレン（２０）−２−
オクチルドデシルエーテル １． ０クエン酸
０．０１クエン酸ソーダ
０．０９カオリン
０． ２ベンガラ
０． ５グリチルリチン酸 ０．
０５モノアンモニウム塩
メチルパラベン ０． ２香料
０． １精製水
残余く製法〉
実施例
１に準じる。Example 5 Two-layer lotion Weight % tranexamic acid 1. 0 Sodium bisulfite o, ooi95% ethanol
10.0 Polyoxyethylene (20)-2-octyldodecyl ether 1. 0 citric acid
0.01 Sodium citrate
0.09 kaolin
0. 2 Bengala
0. 5 Glycyrrhizic acid 0.
05 Monoammonium salt methylparaben 0. 2 fragrance
0. 1 purified water
Remaining manufacturing method> Same as Example 1.
実施例２〜５はいずれも６０°Ｃの恒温槽に１か月間放
置した後も着色することなく、安定性にきわめて優れ、
美白効果に優れていた。Examples 2 to 5 all showed excellent stability without coloring even after being left in a constant temperature bath at 60°C for one month.
It had an excellent whitening effect.
Claims (3)
その塩類、もしくはその誘導体、またはこれらの混合物
を配合することを特徴とする皮膚外用剤。(1) A skin external preparation characterized by containing sodium bisulfite and tranexamic acid or its salts, or a derivative thereof, or a mixture thereof.
ラネキサム酸もしくはその塩類、もしくはその誘導体ま
たはこれらの混合物１重量部に対して０．０００１〜１
重量部である請求項１記載の皮膚外用剤。(2) The content of sodium bisulfite in the skin external preparation is 0.0001 to 1 part by weight of tranexamic acid or its salts, or its derivatives, or a mixture thereof.
The skin external preparation according to claim 1, which is in parts by weight.
ラネキサム酸もしくはその塩類、もしくはその誘導体ま
たはこれらの混合物１重量部に対して０．００１〜１重
量部である請求項１記載の皮膚外用剤。(3) The skin external preparation according to claim 1, wherein the content of sodium bisulfite in the skin external preparation is 0.001 to 1 part by weight per 1 part by weight of tranexamic acid, its salts, its derivatives, or mixtures thereof. .
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7965290A JP2906269B2 (en) | 1990-03-28 | 1990-03-28 | External preparation for skin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7965290A JP2906269B2 (en) | 1990-03-28 | 1990-03-28 | External preparation for skin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH03279313A true JPH03279313A (en) | 1991-12-10 |
| JP2906269B2 JP2906269B2 (en) | 1999-06-14 |
Family
ID=13696062
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7965290A Expired - Lifetime JP2906269B2 (en) | 1990-03-28 | 1990-03-28 | External preparation for skin |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2906269B2 (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5989596A (en) * | 1997-06-09 | 1999-11-23 | Coletica | Compositions comprising a depigmenting agent consisting of sulfites and metabisulfites and plant extracts for use in inhibiting melanogenesis or for depigmenting |
| WO2010016509A1 (en) * | 2008-08-06 | 2010-02-11 | 第一三共ヘルスケア株式会社 | Stable pharmaceutical composition containing tranexamic acid and ascorbic acid |
| JP2014062077A (en) * | 2012-09-24 | 2014-04-10 | Kyoei Kagaku Kogyo Kk | Cosmetic composition |
| JP2016515572A (en) * | 2013-04-04 | 2016-05-30 | ヒュンダイ ファーム カンパニー リミテッド | External preparation composition with improved skin permeation |
| JP2019202963A (en) * | 2018-05-24 | 2019-11-28 | 日本精化株式会社 | Tranexamic acid-containing cosmetic or skin external preparation |
-
1990
- 1990-03-28 JP JP7965290A patent/JP2906269B2/en not_active Expired - Lifetime
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5989596A (en) * | 1997-06-09 | 1999-11-23 | Coletica | Compositions comprising a depigmenting agent consisting of sulfites and metabisulfites and plant extracts for use in inhibiting melanogenesis or for depigmenting |
| WO2010016509A1 (en) * | 2008-08-06 | 2010-02-11 | 第一三共ヘルスケア株式会社 | Stable pharmaceutical composition containing tranexamic acid and ascorbic acid |
| JP5517938B2 (en) * | 2008-08-06 | 2014-06-11 | 第一三共ヘルスケア株式会社 | Stable tranexamic acid and ascorbic acid-containing pharmaceutical composition |
| JP2014062077A (en) * | 2012-09-24 | 2014-04-10 | Kyoei Kagaku Kogyo Kk | Cosmetic composition |
| JP2016515572A (en) * | 2013-04-04 | 2016-05-30 | ヒュンダイ ファーム カンパニー リミテッド | External preparation composition with improved skin permeation |
| JP2018115181A (en) * | 2013-04-04 | 2018-07-26 | ヒュンダイ ファーム カンパニー リミテッド | Composition for external use preparation with improved skin permeability |
| US10292955B2 (en) | 2013-04-04 | 2019-05-21 | Hyundai Pharm Co., Ltd. | Composition for external use preparation with improved transdermal permeability |
| JP2019202963A (en) * | 2018-05-24 | 2019-11-28 | 日本精化株式会社 | Tranexamic acid-containing cosmetic or skin external preparation |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2906269B2 (en) | 1999-06-14 |
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