JP2013032299A5

JP2013032299A5 -

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Publication number: JP2013032299A5
Authority: JP; Japan
Prior art keywords: methyl; compound; general formula; group; skin
Prior art date: 2011-08-01
Legal status : Pending

Application number

JP2011168377A

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English (en)

Japanese (ja)

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JP2013032299A (ja

Filing date

2011-08-01

Publication date

2014-08-21

2011-08-01 Application filed filed Critical

2011-08-01 Priority to JP2011168377A priority Critical patent/JP2013032299A/ja

2011-08-01 Priority claimed from JP2011168377A external-priority patent/JP2013032299A/ja

2013-02-14 Publication of JP2013032299A publication Critical patent/JP2013032299A/ja

2014-08-21 Publication of JP2013032299A5 publication Critical patent/JP2013032299A5/ja

Status Pending legal-status Critical Current

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150000001875 compounds Chemical class 0.000 claims description 208
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 119
238000002360 preparation method Methods 0.000 claims description 118
DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 100
150000003839 salts Chemical class 0.000 claims description 78
230000019612 pigmentation Effects 0.000 claims description 69
125000004432 carbon atom Chemical group C* 0.000 claims description 52
239000004471 Glycine Substances 0.000 claims description 50
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 49
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 42
239000002537 cosmetic Substances 0.000 claims description 41
229910052757 nitrogen Inorganic materials 0.000 claims description 26
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 25
LLOQMFDCQPKSFB-UHFFFAOYSA-N 1-benzhydrylpiperidine Chemical compound C1CCCCN1C(C=1C=CC=CC=1)C1=CC=CC=C1 LLOQMFDCQPKSFB-UHFFFAOYSA-N 0.000 claims description 24
DJMXWKUBTGMKCG-UHFFFAOYSA-N 1-benzhydrylpyrrolidine Chemical compound C1CCCN1C(C=1C=CC=CC=1)C1=CC=CC=C1 DJMXWKUBTGMKCG-UHFFFAOYSA-N 0.000 claims description 21
GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 21
125000006267 biphenyl group Chemical group 0.000 claims description 21
LAZQWLMVJAIYFE-UHFFFAOYSA-N 1-tritylpiperazine Chemical compound C1CNCCN1C(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 LAZQWLMVJAIYFE-UHFFFAOYSA-N 0.000 claims description 19
XJIOQTLPOYOEEQ-UHFFFAOYSA-N 1-(2,2,2-triphenylethyl)imidazole Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(C=1C=CC=CC=1)CN1C=CN=C1 XJIOQTLPOYOEEQ-UHFFFAOYSA-N 0.000 claims description 18
235000010290 biphenyl Nutrition 0.000 claims description 18
239000004305 biphenyl Substances 0.000 claims description 18
125000005842 heteroatom Chemical group 0.000 claims description 18
125000000623 heterocyclic group Chemical group 0.000 claims description 18
ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 18
125000000217 alkyl group Chemical group 0.000 claims description 16
125000003118 aryl group Chemical group 0.000 claims description 15
MAZMHPQDNYKCOI-UHFFFAOYSA-N 1-benzhydrylimidazole Chemical compound C1=NC=CN1C(C=1C=CC=CC=1)C1=CC=CC=C1 MAZMHPQDNYKCOI-UHFFFAOYSA-N 0.000 claims description 14
125000004433 nitrogen atom Chemical group N* 0.000 claims description 14
229910052799 carbon Inorganic materials 0.000 claims description 12
229940125904 compound 1 Drugs 0.000 claims description 12
229940125782 compound 2 Drugs 0.000 claims description 10
229940126214 compound 3 Drugs 0.000 claims description 10
229940125898 compound 5 Drugs 0.000 claims description 10
239000003814 drug Substances 0.000 claims description 10
ZDTBBCYZMFEIHU-UHFFFAOYSA-N 1-tritylpiperidine Chemical compound C1CCCCN1C(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 ZDTBBCYZMFEIHU-UHFFFAOYSA-N 0.000 claims description 9
DVFDHIZVAQOEMX-UHFFFAOYSA-N 1-tritylpyrrolidine Chemical compound C1CCCN1C(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 DVFDHIZVAQOEMX-UHFFFAOYSA-N 0.000 claims description 9
229940079593 drug Drugs 0.000 claims description 9
YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 claims description 7
125000001072 heteroaryl group Chemical group 0.000 claims description 5
125000001931 aliphatic group Chemical group 0.000 claims description 4
BLJQGZXRECZHOS-UHFFFAOYSA-N 2-benzhydryl-1h-imidazole Chemical compound C1=CNC(C(C=2C=CC=CC=2)C=2C=CC=CC=2)=N1 BLJQGZXRECZHOS-UHFFFAOYSA-N 0.000 claims 1
125000001183 hydrocarbyl group Chemical group 0.000 claims 1
-1 alkyl glycine derivatives Chemical class 0.000 description 138
210000003491 skin Anatomy 0.000 description 107
208000012641 Pigmentation disease Diseases 0.000 description 68
239000000126 substance Substances 0.000 description 52
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 43
230000000694 effects Effects 0.000 description 39
239000007983 Tris buffer Substances 0.000 description 31
230000009471 action Effects 0.000 description 29
238000004519 manufacturing process Methods 0.000 description 29
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 27
RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 23
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 21
125000003944 tolyl group Chemical group 0.000 description 21
230000006872 improvement Effects 0.000 description 20
230000002401 inhibitory effect Effects 0.000 description 20
230000002265 prevention Effects 0.000 description 20
125000001207 fluorophenyl group Chemical group 0.000 description 14
238000011156 evaluation Methods 0.000 description 13
239000000203 mixture Substances 0.000 description 13
125000001424 substituent group Chemical group 0.000 description 13
KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical group O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 13
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
238000009472 formulation Methods 0.000 description 12
230000002087 whitening effect Effects 0.000 description 12
230000000052 comparative effect Effects 0.000 description 11
239000002904 solvent Substances 0.000 description 11
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
239000003795 chemical substances by application Substances 0.000 description 10
229920001296 polysiloxane Polymers 0.000 description 10
230000002829 reductive effect Effects 0.000 description 10
238000012360 testing method Methods 0.000 description 10
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
235000014113 dietary fatty acids Nutrition 0.000 description 9
239000000194 fatty acid Substances 0.000 description 9
229930195729 fatty acid Natural products 0.000 description 9
229960002317 succinimide Drugs 0.000 description 9
125000000068 chlorophenyl group Chemical group 0.000 description 8
229940125773 compound 10 Drugs 0.000 description 8
239000000839 emulsion Substances 0.000 description 8
ZLVXBBHTMQJRSX-VMGNSXQWSA-N jdtic Chemical compound C1([C@]2(C)CCN(C[C@@H]2C)C[C@H](C(C)C)NC(=O)[C@@H]2NCC3=CC(O)=CC=C3C2)=CC=CC(O)=C1 ZLVXBBHTMQJRSX-VMGNSXQWSA-N 0.000 description 8
238000000034 method Methods 0.000 description 8
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 8
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 7
239000006096 absorbing agent Substances 0.000 description 7
150000001721 carbon Chemical group 0.000 description 7
239000004359 castor oil Substances 0.000 description 7
235000019438 castor oil Nutrition 0.000 description 7
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 7
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 7
230000008099 melanin synthesis Effects 0.000 description 7
239000012044 organic layer Substances 0.000 description 7
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 7
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 6
229920002125 Sokalan® Polymers 0.000 description 6
239000007864 aqueous solution Substances 0.000 description 6
150000002430 hydrocarbons Chemical group 0.000 description 6
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 6
239000003921 oil Substances 0.000 description 6
NPZDCTUDQYGYQD-UHFFFAOYSA-N 1-tritylimidazole Chemical compound C1=NC=CN1C(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 NPZDCTUDQYGYQD-UHFFFAOYSA-N 0.000 description 5
238000005160 1H NMR spectroscopy Methods 0.000 description 5
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical class [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 5
239000007844 bleaching agent Substances 0.000 description 5
239000003153 chemical reaction reagent Substances 0.000 description 5
238000004587 chromatography analysis Methods 0.000 description 5
239000003995 emulsifying agent Substances 0.000 description 5
KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 5
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 5
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 5
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 5
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 5
125000004076 pyridyl group Chemical group 0.000 description 5
125000002112 pyrrolidino group Chemical group [*]N1C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 5
239000004094 surface-active agent Substances 0.000 description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 4
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
241000255925 Diptera Species 0.000 description 4
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
239000004166 Lanolin Substances 0.000 description 4
239000012295 chemical reaction liquid Substances 0.000 description 4
238000013329 compounding Methods 0.000 description 4
235000011187 glycerol Nutrition 0.000 description 4
125000002883 imidazolyl group Chemical group 0.000 description 4
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
235000019388 lanolin Nutrition 0.000 description 4
229940039717 lanolin Drugs 0.000 description 4
230000003020 moisturizing effect Effects 0.000 description 4
235000019198 oils Nutrition 0.000 description 4
230000000144 pharmacologic effect Effects 0.000 description 4
125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 4
229910000027 potassium carbonate Inorganic materials 0.000 description 4
239000000843 powder Substances 0.000 description 4
125000006239 protecting group Chemical group 0.000 description 4
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
238000010898 silica gel chromatography Methods 0.000 description 4
208000024891 symptom Diseases 0.000 description 4
230000000699 topical effect Effects 0.000 description 4
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
JBWKIWSBJXDJDT-UHFFFAOYSA-N triphenylmethyl chloride Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(Cl)C1=CC=CC=C1 JBWKIWSBJXDJDT-UHFFFAOYSA-N 0.000 description 4
LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 4
VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 3
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 3
230000004913 activation Effects 0.000 description 3
239000002280 amphoteric surfactant Substances 0.000 description 3
229960003237 betaine Drugs 0.000 description 3
125000005982 diphenylmethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 3
150000002170 ethers Chemical class 0.000 description 3
239000000463 material Substances 0.000 description 3
125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 3
125000001624 naphthyl group Chemical group 0.000 description 3
GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 3
JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 2
DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 description 2
RBCOYOYDYNXAFA-UHFFFAOYSA-L (5-hydroxy-4,6-dimethylpyridin-3-yl)methyl phosphate Chemical compound CC1=NC=C(COP([O-])([O-])=O)C(C)=C1O RBCOYOYDYNXAFA-UHFFFAOYSA-L 0.000 description 2
GHOKWGTUZJEAQD-ZETCQYMHSA-N (D)-(+)-Pantothenic acid Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-ZETCQYMHSA-N 0.000 description 2
0 *C(CN(*)*)=O Chemical compound *C(CN(*)*)=O 0.000 description 2
TVWLFMXYDOUOSD-UHFFFAOYSA-N 1-[bis(2-methylphenyl)methyl]imidazole Chemical compound CC1=CC=CC=C1C(N1C=NC=C1)C1=CC=CC=C1C TVWLFMXYDOUOSD-UHFFFAOYSA-N 0.000 description 2
AHENCLFHHZTCCL-UHFFFAOYSA-N 1-tritylpyrrolidine-2,5-dione Chemical compound O=C1CCC(=O)N1C(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 AHENCLFHHZTCCL-UHFFFAOYSA-N 0.000 description 2
XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
LBLYYCQCTBFVLH-UHFFFAOYSA-M 2-methylbenzenesulfonate Chemical compound CC1=CC=CC=C1S([O-])(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-M 0.000 description 2
ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 2
125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 description 2
125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 2
125000000590 4-methylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 2
CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
ITHCSRFZYAKNBO-UHFFFAOYSA-N C(C)C1=C(C=CC=C1)C(N1C=NC=C1)(C1=C(C=CC=C1)CC)C1=C(C=CC=C1)CC Chemical compound C(C)C1=C(C=CC=C1)C(N1C=NC=C1)(C1=C(C=CC=C1)CC)C1=C(C=CC=C1)CC ITHCSRFZYAKNBO-UHFFFAOYSA-N 0.000 description 2
ZAAKZMYMRBDZTP-UHFFFAOYSA-N C(C)C1=C(C=CC=C1)C=1C(=C(C=CC1)CN1C=NC=C1)C1=C(C=CC=C1)CC Chemical compound C(C)C1=C(C=CC=C1)C=1C(=C(C=CC1)CN1C=NC=C1)C1=C(C=CC=C1)CC ZAAKZMYMRBDZTP-UHFFFAOYSA-N 0.000 description 2
XWXWFIMPTUDIIV-UHFFFAOYSA-N CCC1=C(C=CC(=C1C2=CC=CC=C2)C3=CC=CC=C3)CN4C=CN=C4 Chemical compound CCC1=C(C=CC(=C1C2=CC=CC=C2)C3=CC=CC=C3)CN4C=CN=C4 XWXWFIMPTUDIIV-UHFFFAOYSA-N 0.000 description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 2
FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 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
108010007013 Melanocyte-Stimulating Hormones Proteins 0.000 description 2
AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
238000005481 NMR spectroscopy Methods 0.000 description 2
229910002651 NO3 Inorganic materials 0.000 description 2
NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 2
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 2
ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 description 2
229910019142 PO4 Inorganic materials 0.000 description 2
229920001214 Polysorbate 60 Polymers 0.000 description 2
WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
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QUEDXNHFTDJVIY-DQCZWYHMSA-N γ-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-DQCZWYHMSA-N 0.000 description 1

JP2011168377A 2011-08-01 2011-08-01 皮膚外用剤 Pending JP2013032299A (ja)