JP6444324B2 - アルキルアミドチアゾール類と保存剤とからなる組合せ物 - Google Patents
アルキルアミドチアゾール類と保存剤とからなる組合せ物 Download PDFInfo
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- JP6444324B2 JP6444324B2 JP2015561998A JP2015561998A JP6444324B2 JP 6444324 B2 JP6444324 B2 JP 6444324B2 JP 2015561998 A JP2015561998 A JP 2015561998A JP 2015561998 A JP2015561998 A JP 2015561998A JP 6444324 B2 JP6444324 B2 JP 6444324B2
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- alkyl
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- skin
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- 239000003755 preservative agent Substances 0.000 title claims description 14
- 238000002360 preparation method Methods 0.000 claims description 40
- 239000002537 cosmetic Substances 0.000 claims description 17
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- 230000002087 whitening effect Effects 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- 235000021472 generally recognized as safe Nutrition 0.000 claims description 3
- 230000002335 preservative effect Effects 0.000 claims description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
- 239000011591 potassium Substances 0.000 claims description 2
- 229910052700 potassium Inorganic materials 0.000 claims description 2
- 150000003557 thiazoles Chemical class 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 52
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 26
- 238000006243 chemical reaction Methods 0.000 description 24
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
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- 208000012641 Pigmentation disease Diseases 0.000 description 20
- 210000003491 skin Anatomy 0.000 description 17
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- -1 4-n-butylresorcin Chemical class 0.000 description 14
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- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 12
- 206010061218 Inflammation Diseases 0.000 description 11
- 239000012071 phase Substances 0.000 description 10
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 9
- FRZITBSDHBZGHN-UHFFFAOYSA-N [2-(2-bromoacetyl)-5-methoxycarbonyloxyphenyl] methyl carbonate Chemical compound COC(=O)OC1=CC=C(C(=O)CBr)C(OC(=O)OC)=C1 FRZITBSDHBZGHN-UHFFFAOYSA-N 0.000 description 9
- 210000002780 melanosome Anatomy 0.000 description 9
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- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
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- 230000019612 pigmentation Effects 0.000 description 8
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 8
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- 208000000069 hyperpigmentation Diseases 0.000 description 6
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- 238000002844 melting Methods 0.000 description 6
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- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 6
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 5
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- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- 239000002562 thickening agent Substances 0.000 description 5
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- AHMIDUVKSGCHAU-LURJTMIESA-N L-dopaquinone Chemical compound [O-]C(=O)[C@@H]([NH3+])CC1=CC(=O)C(=O)C=C1 AHMIDUVKSGCHAU-LURJTMIESA-N 0.000 description 4
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 4
- 239000013543 active substance Substances 0.000 description 4
- UREZNYTWGJKWBI-UHFFFAOYSA-M benzethonium chloride Chemical compound [Cl-].C1=CC(C(C)(C)CC(C)(C)C)=CC=C1OCCOCC[N+](C)(C)CC1=CC=CC=C1 UREZNYTWGJKWBI-UHFFFAOYSA-M 0.000 description 4
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- 230000004054 inflammatory process Effects 0.000 description 4
- 210000002752 melanocyte Anatomy 0.000 description 4
- BEGLCMHJXHIJLR-UHFFFAOYSA-N methylisothiazolinone Chemical compound CN1SC=CC1=O BEGLCMHJXHIJLR-UHFFFAOYSA-N 0.000 description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
- CHHHXKFHOYLYRE-STWYSWDKSA-M potassium sorbate Chemical compound [K+].C\C=C\C=C\C([O-])=O CHHHXKFHOYLYRE-STWYSWDKSA-M 0.000 description 4
- 230000002265 prevention Effects 0.000 description 4
- 229960004063 propylene glycol Drugs 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N 1,4-Benzenediol Natural products OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 3
- NCZPCONIKBICGS-UHFFFAOYSA-N 3-(2-ethylhexoxy)propane-1,2-diol Chemical compound CCCCC(CC)COCC(O)CO NCZPCONIKBICGS-UHFFFAOYSA-N 0.000 description 3
- 239000005711 Benzoic acid Substances 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 102000003425 Tyrosinase Human genes 0.000 description 3
- 108060008724 Tyrosinase Proteins 0.000 description 3
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 239000000443 aerosol Substances 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 235000010233 benzoic acid Nutrition 0.000 description 3
- 229960004365 benzoic acid Drugs 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 210000004027 cell Anatomy 0.000 description 3
- 210000002615 epidermis Anatomy 0.000 description 3
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 3
- 239000003925 fat Substances 0.000 description 3
- 210000002510 keratinocyte Anatomy 0.000 description 3
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 3
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 3
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 3
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 3
- 229960004889 salicylic acid Drugs 0.000 description 3
- 235000010199 sorbic acid Nutrition 0.000 description 3
- 239000004334 sorbic acid Substances 0.000 description 3
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- 125000001424 substituent group Chemical group 0.000 description 3
- 239000001993 wax Substances 0.000 description 3
- 229940100555 2-methyl-4-isothiazolin-3-one Drugs 0.000 description 2
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 2
- YFTGOBNOJKXZJC-UHFFFAOYSA-N 5,6-dihydroxyindole-2-carboxylic acid Chemical compound OC1=C(O)C=C2NC(C(=O)O)=CC2=C1 YFTGOBNOJKXZJC-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- 239000004287 Dehydroacetic acid Substances 0.000 description 2
- AHMIDUVKSGCHAU-UHFFFAOYSA-N Dopaquinone Natural products OC(=O)C(N)CC1=CC(=O)C(=O)C=C1 AHMIDUVKSGCHAU-UHFFFAOYSA-N 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 2
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- 206010014970 Ephelides Diseases 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- WTDRDQBEARUVNC-LURJTMIESA-N L-DOPA Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C(O)=C1 WTDRDQBEARUVNC-LURJTMIESA-N 0.000 description 2
- 208000003351 Melanosis Diseases 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
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- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 2
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- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
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- WSDISUOETYTPRL-UHFFFAOYSA-N dmdm hydantoin Chemical compound CC1(C)N(CO)C(=O)N(CO)C1=O WSDISUOETYTPRL-UHFFFAOYSA-N 0.000 description 2
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- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
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- RGUVUPQQFXCJFC-UHFFFAOYSA-N n-hydroxyoctanamide Chemical compound CCCCCCCC(=O)NO RGUVUPQQFXCJFC-UHFFFAOYSA-N 0.000 description 2
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- 150000003839 salts Chemical class 0.000 description 2
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- CHHHXKFHOYLYRE-UHFFFAOYSA-M 2,4-Hexadienoic acid, potassium salt (1:1), (2E,4E)- Chemical compound [K+].CC=CC=CC([O-])=O CHHHXKFHOYLYRE-UHFFFAOYSA-M 0.000 description 1
- WTGLCAJZNIBTQQ-UHFFFAOYSA-N 2-[4-(acetyloxymethyl)phenyl]acetic acid Chemical compound CC(=O)OCC1=CC=C(CC(O)=O)C=C1 WTGLCAJZNIBTQQ-UHFFFAOYSA-N 0.000 description 1
- LWLRMRFJCCMNML-UHFFFAOYSA-N 2-ethylhexyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCC(CC)CCCC LWLRMRFJCCMNML-UHFFFAOYSA-N 0.000 description 1
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- MWKPHOIHTLQZIY-UHFFFAOYSA-N 2-hexyldecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(CCCCCC)CCCCCCCC MWKPHOIHTLQZIY-UHFFFAOYSA-N 0.000 description 1
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- CSHZYWUPJWVTMQ-UHFFFAOYSA-N 4-n-Butylresorcinol Chemical compound CCCCC1=CC=C(O)C=C1O CSHZYWUPJWVTMQ-UHFFFAOYSA-N 0.000 description 1
- SJIDAAGFCNIAJP-UHFFFAOYSA-N 6-methylheptyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCC(C)C SJIDAAGFCNIAJP-UHFFFAOYSA-N 0.000 description 1
- SBZBDWBZQAABFX-UHFFFAOYSA-N 7-(2-amino-2-carboxyethyl)-2-[7-(2-amino-2-carboxyethyl)-5-oxo-1,4-benzothiazin-2-yl]-5-hydroxy-4H-1,4-benzothiazine-3-carboxylic acid Chemical compound NC(Cc1cc(O)c2NC(C(O)=O)=C(Sc2c1)c1cnc2c(cc(CC(N)C(O)=O)cc2=O)s1)C(O)=O SBZBDWBZQAABFX-UHFFFAOYSA-N 0.000 description 1
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- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
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Description
R1、R2、XおよびYは、異なって、部分的に同一、または完全に同一であってよく、かつ互いに独立して以下の意味を有してよい:
R1は、−C1〜C24−アルキル(直鎖状および分枝鎖状)、−C1〜C24−アルケニル(直鎖状および分枝鎖状)、−C1〜C8−シクロアルキル、−C1〜C8−シクロアルキル−アルキルヒドロキシ、−C1〜C24−アルキルヒドロキシ(直鎖状および分枝鎖状)、−C1〜C24−アルキルアミン(直鎖状および分枝鎖状)、−C1〜C24−アルキルアリール(直鎖状および分枝鎖状)、−C1〜C24−アルキルアリール−アルキル−ヒドロキシ(直鎖状および分枝鎖状)、−C1〜C24−アルキルヘテロアリール(直鎖状および分枝鎖状)、−C1〜C24−アルキル−O−C1〜C24−アルキル(直鎖状および分枝鎖状)、−C1〜C24−アルキル−モルホリノ、−C1〜C24−アルキルピペリジノ、−C1〜C24−アルキル−ピペラジノ、−C1〜C24−アルキル−ピペラジノ−N−アルキルを意味し、
R2は、H、−C1〜C24−アルキル(直鎖状および分枝鎖状)、−C1〜C24−アルケニル(直鎖状および分枝鎖状)、−C1〜C8−シクロアルキル、−C1〜C24−ヒドロキシアルキル(直鎖状および分枝鎖状)、−C1〜C24−アルキルアリール(直鎖状および分枝鎖状)、−C1〜C24−アルキルヘテロアリール(直鎖状および分枝鎖状)を意味し、
Xは、−H、−C1〜C24−アルキル(直鎖状および分枝鎖状)、−C1〜C24−アルケニル(直鎖状および分枝鎖状)、−C1〜C8−シクロアルキル、−C1〜C24−アリール(場合により−OH、−F、−Cl、−Br、−I、−OMe、−NH2、−CNで一置換または多置換されている)、−C1〜C24−ヘテロアリール(場合により、−OH、−F、−Cl、−Br、−I、−OMe、−NH2、−CNで一置換または多置換されている)、−C1〜C24−アルキルアリール(直鎖状および分枝鎖状)、−C1〜C24−アルキルヘテロアリール(直鎖状および分枝鎖状)、−アリール(場合により、−OH、−F、−Cl、−Br、−I、−OMe、−NH2、−CNで一置換または多置換されている)、−フェニル、−2,4−ジヒドロキシフェニル、−2,3−ジヒドロキシフェニル、−2,4−ジメトキシフェニル、−2,3−ジメトキシフェニルを意味し、
Yは、H、−C1〜C24−アルキル(直鎖状および分枝鎖状)、−C1〜C24−アルケニル(直鎖状および分枝鎖状)、−C1〜C8−シクロアルキル、−C1〜C24−アリール、−C1〜C24−ヘテロアリール、−C1〜C24−アルキルアリール(直鎖状および分枝鎖状)、−C1〜C24−アルキルヘテロアリール(直鎖状および分枝鎖状)、−アリール、−フェニル、−2,4−ジヒドロキシフェニル、−2,3−ジヒドロキシフェニル、−2,4−ジメトキシフェニル、−2,3−ジメトキシフェニル、−COO−アルキル、−COO−アルケニル、−COO−シクロアルキル、−COO−アリール、−COO−ヘテロアリールを意味し、
かつX、Yは、場合によりまた縮合された芳香族を意味してよく、
その際、XおよびYは、互いに、n個までの環を形成する原子を有する芳香族または脂肪族の同素環式または複素環式の環系を形成してよく、かつ数nは、5〜8の値を取ることができ、かつそれぞれの環系は、更にn−1個までのアルキル基、ヒドロキシル基、カルボキシル基、アミノ基、ニトリル官能基、硫黄含有置換基、エステル基、および/またはエーテル基で置換されていてよい]の物質である。
Xは、
Yは、Hであり、
R1は、−C1〜C24−アルキル(直鎖状および分枝鎖状)、−C1〜C24−アルケニル(直鎖状および分枝鎖状)、−C1〜C8−シクロアルキル、−C1〜C8−シクロアルキル−アルキルヒドロキシ、−C1〜C24−アルキルヒドロキシ(直鎖状および分枝鎖状)、−C1〜C24−アルキルアミン(直鎖状および分枝鎖状)、−C1〜C24−アルキルアリール(直鎖状および分枝鎖状)、−C1〜C24−アルキルアリール−アルキル−ヒドロキシ(直鎖状および分枝鎖状)、−C1〜C24−アルキルヘテロアリール(直鎖状および分枝鎖状)、−C1〜C24−アルキル−O−C1〜C24−アルキル(直鎖状および分枝鎖状)、−C1〜C24−アルキル−モルホリノ、−C1〜C24−アルキル−ピペリジノ、−C1〜C24−アルキル−ピペラジノ、−C1〜C24−アルキル−ピペラジノ−N−アルキルを意味し、
R2は、H、−C1〜C24−アルキル(直鎖状および分枝鎖状)であり、
Zは、−H、−OH、−F、−Cl、−Br、−I、−OMe、−NH2、−CN、アセチルである化合物が好ましい。
Xは、
Yは、Hであり、
R1は、−C1〜C24−アルキル(直鎖状および分枝鎖状)、−C1〜C24−アルケニル(直鎖状および分枝鎖状)、−C1〜C8−シクロアルキル、−C1〜C8−シクロアルキル−アルキルヒドロキシ、−C1〜C24−アルキルヒドロキシ(直鎖状および分枝鎖状)、−C1〜C24−アルキルアミン(直鎖状および分枝鎖状)、−C1〜C24−アルキルアリール(直鎖状および分枝鎖状)、−C1〜C24−アルキルアリール−アルキル−ヒドロキシ(直鎖状および分枝鎖状)、−C1〜C24−アルキルヘテロアリール(直鎖状および分枝鎖状)、−C1〜C24−アルキル−O−C1〜C24−アルキル(直鎖状および分枝鎖状)、−C1〜C24−アルキル−モルホリノ、−C1〜C24−アルキル−ピペリジノ、−C1〜C24−アルキル−ピペラジノ、−C1〜C24−アルキル−ピペラジノ−N−アルキルを意味し、
R2は、Hである化合物が好ましい。
チアゾールの有効性は、L−ドーパのヒトチロシナーゼによるL−ドーパキノンへの転化を測定した酵素試験で裏付けた。この文献公知の方法(Winder, A.J.およびHarris, H.、チロシナーゼのおよびドーパオキシダーゼ活性のための新たなアッセイ(New assays for the tyrosine hydroxylase and dopa oxidwase activities of tyrosinase). Eur. J. Biochem. (1991)、198、317〜26)では、反応生成物のL−ドーパキノンは、MBTH(3−メチル−2−ベンゾチアゾリンヒドラゾン)と反応してピンク色の物質に変わり、その増大を経時的に490nmの吸収によって測定する。第1表に、特許請求の範囲に記載の物質の幾つかについての有効性データが例示されている。そのデータから、本発明による物質は極めて有効な色素沈着阻害物質であると推定できる。
− 鉱油、鉱蝋
− 油、例えばカプリン酸またはカプリル酸のトリグリセリド、更に天然油、例えばヒマシ油
− 脂肪、蝋ならびに別の天然および合成の脂肪体、好ましくは脂肪酸と少ない炭素数のアルコールとのエステル、例えばイソプロパノール、プロピレングリコールもしくはグリセリンとのエステル、または脂肪アルコールと少ない炭素数のアルカン酸もしくは脂肪酸とのエステル
− アルキルベンゾエート
− シリコーン油、例えばジメチルポリシロキサン、ジエチルポリシロキサン、ジフェニルポリシロキサン、ならびにそれらの混合形から選択することができる。
Claims (3)
- 請求項1に記載の調製物であって、その調製物の全質量に対して、0.000001〜10質量%の1種以上のアルキルアミドチアゾールを含有することを特徴とする調製物。
- 請求項1に記載の調製物であって、保存剤の全量は、該調製物の全質量に対して、0.00001質量%〜10質量%であることを特徴とする調製物。
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DE102013204081.4A DE102013204081A1 (de) | 2013-03-11 | 2013-03-11 | Wirkstoffkombinationen aus Alkylamidothiazolen und einen oder mehreren kosmetisch oder dermatologisch unbedenklichen Konservierungsmitteln |
DE102013204081.4 | 2013-03-11 | ||
PCT/EP2014/052968 WO2014139757A1 (de) | 2013-03-11 | 2014-02-14 | Kombinationen aus alkylamidothiazolen und konservierungsmitteln |
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DE102013226711A1 (de) * | 2013-12-19 | 2015-06-25 | Beiersdorf Ag | Verwendung von Alkylamidothiazolen in kosmetischen oder dermatologischen Zubereitungen zur Prophylaxe vor und Behandlung von sensibler Haut |
JP6709585B2 (ja) * | 2014-08-19 | 2020-06-17 | ロート製薬株式会社 | 皮膚外用剤 |
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MX2015011990A (es) | 2015-12-01 |
EP2968100B1 (de) | 2019-04-10 |
US9610234B2 (en) | 2017-04-04 |
US20160015615A1 (en) | 2016-01-21 |
KR102143561B1 (ko) | 2020-08-11 |
JP2016510775A (ja) | 2016-04-11 |
MX362140B (es) | 2018-12-24 |
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