CN109475482B - 药物 - Google Patents
药物 Download PDFInfo
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- CN109475482B CN109475482B CN201680085946.XA CN201680085946A CN109475482B CN 109475482 B CN109475482 B CN 109475482B CN 201680085946 A CN201680085946 A CN 201680085946A CN 109475482 B CN109475482 B CN 109475482B
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- 239000003814 drug Substances 0.000 title claims abstract description 26
- 229940079593 drug Drugs 0.000 title description 5
- 208000000069 hyperpigmentation Diseases 0.000 claims abstract description 40
- 230000003810 hyperpigmentation Effects 0.000 claims abstract description 40
- 230000005855 radiation Effects 0.000 claims abstract description 15
- 239000000203 mixture Substances 0.000 claims description 117
- 150000003839 salts Chemical class 0.000 claims description 113
- 150000001875 compounds Chemical class 0.000 claims description 110
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 74
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 51
- 239000000126 substance Substances 0.000 claims description 45
- 150000002148 esters Chemical class 0.000 claims description 39
- 239000004904 UV filter Substances 0.000 claims description 34
- 108010087806 Carnosine Proteins 0.000 claims description 30
- CQOVPNPJLQNMDC-UHFFFAOYSA-N N-beta-alanyl-L-histidine Natural products NCCC(=O)NC(C(O)=O)CC1=CN=CN1 CQOVPNPJLQNMDC-UHFFFAOYSA-N 0.000 claims description 30
- CQOVPNPJLQNMDC-ZETCQYMHSA-N carnosine Chemical compound [NH3+]CCC(=O)N[C@H](C([O-])=O)CC1=CNC=N1 CQOVPNPJLQNMDC-ZETCQYMHSA-N 0.000 claims description 30
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 23
- QCIYAEYRVFUFAP-UHFFFAOYSA-N hexane-2,3-diol Chemical compound CCCC(O)C(C)O QCIYAEYRVFUFAP-UHFFFAOYSA-N 0.000 claims description 23
- 239000007854 depigmenting agent Substances 0.000 claims description 21
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 18
- 150000001298 alcohols Chemical class 0.000 claims description 17
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims description 16
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 claims description 16
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- 238000000034 method Methods 0.000 claims description 15
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- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 13
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 claims description 13
- SLRNWACWRVGMKD-UHFFFAOYSA-N L-anserine Natural products CN1C=NC(CC(NC(=O)CCN)C(O)=O)=C1 SLRNWACWRVGMKD-UHFFFAOYSA-N 0.000 claims description 12
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- MYYIAHXIVFADCU-QMMMGPOBSA-N anserine Chemical compound CN1C=NC=C1C[C@H](NC(=O)CC[NH3+])C([O-])=O MYYIAHXIVFADCU-QMMMGPOBSA-N 0.000 claims description 12
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 claims description 12
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- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- NKJOXAZJBOMXID-UHFFFAOYSA-N 1,1'-Oxybisoctane Chemical compound CCCCCCCCOCCCCCCCC NKJOXAZJBOMXID-UHFFFAOYSA-N 0.000 claims description 6
- ZGGHMDBVRJATBC-UHFFFAOYSA-N 2-butyloctyl benzoate Chemical compound CCCCCCC(CCCC)COC(=O)C1=CC=CC=C1 ZGGHMDBVRJATBC-UHFFFAOYSA-N 0.000 claims description 6
- MRABAEUHTLLEML-UHFFFAOYSA-N Butyl lactate Chemical compound CCCCOC(=O)C(C)O MRABAEUHTLLEML-UHFFFAOYSA-N 0.000 claims description 6
- QRYRORQUOLYVBU-VBKZILBWSA-N Carnosic acid Natural products CC([C@@H]1CC2)(C)CCC[C@]1(C(O)=O)C1=C2C=C(C(C)C)C(O)=C1O QRYRORQUOLYVBU-VBKZILBWSA-N 0.000 claims description 6
- UXDDRFCJKNROTO-UHFFFAOYSA-N Glycerol 1,2-diacetate Chemical compound CC(=O)OCC(CO)OC(C)=O UXDDRFCJKNROTO-UHFFFAOYSA-N 0.000 claims description 6
- 229940072049 amyl acetate Drugs 0.000 claims description 6
- PGMYKACGEOXYJE-UHFFFAOYSA-N anhydrous amyl acetate Natural products CCCCCOC(C)=O PGMYKACGEOXYJE-UHFFFAOYSA-N 0.000 claims description 6
- 239000001191 butyl (2R)-2-hydroxypropanoate Substances 0.000 claims description 6
- 229940110975 butyloctyl benzoate Drugs 0.000 claims description 6
- 229940044199 carnosine Drugs 0.000 claims description 6
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 claims description 6
- TVWTZAGVNBPXHU-FOCLMDBBSA-N dioctyl (e)-but-2-enedioate Chemical compound CCCCCCCCOC(=O)\C=C\C(=O)OCCCCCCCC TVWTZAGVNBPXHU-FOCLMDBBSA-N 0.000 claims description 6
- 235000013773 glyceryl triacetate Nutrition 0.000 claims description 6
- MNWFXJYAOYHMED-UHFFFAOYSA-M heptanoate Chemical compound CCCCCCC([O-])=O MNWFXJYAOYHMED-UHFFFAOYSA-M 0.000 claims description 6
- QKNZNUNCDJZTCH-UHFFFAOYSA-N pentyl benzoate Chemical compound CCCCCOC(=O)C1=CC=CC=C1 QKNZNUNCDJZTCH-UHFFFAOYSA-N 0.000 claims description 6
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 6
- 229960002622 triacetin Drugs 0.000 claims description 6
- CZVOIAOPRGNENY-UHFFFAOYSA-N 2-butyloctyl 2-hydroxybenzoate Chemical compound CCCCCCC(CCCC)COC(=O)C1=CC=CC=C1O CZVOIAOPRGNENY-UHFFFAOYSA-N 0.000 claims description 5
- 239000004348 Glyceryl diacetate Substances 0.000 claims description 5
- 230000000694 effects Effects 0.000 claims description 5
- 235000019443 glyceryl diacetate Nutrition 0.000 claims description 5
- 239000001087 glyceryl triacetate Substances 0.000 claims description 5
- 229910017604 nitric acid Inorganic materials 0.000 claims description 5
- ANRUJJLGVODXIK-UHFFFAOYSA-N 3-amino-N-[2-(1H-imidazol-5-yl)ethyl]propanamide Chemical compound NCCC(=O)NCCC1=CN=CN1 ANRUJJLGVODXIK-UHFFFAOYSA-N 0.000 claims description 4
- 108010085443 Anserine Proteins 0.000 claims description 4
- 241000210053 Potentilla elegans Species 0.000 claims description 4
- 108700021352 carcinine Proteins 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 238000002560 therapeutic procedure Methods 0.000 claims description 2
- 239000002537 cosmetic Substances 0.000 abstract description 30
- 208000012641 Pigmentation disease Diseases 0.000 abstract description 10
- 230000002401 inhibitory effect Effects 0.000 abstract description 7
- 230000019612 pigmentation Effects 0.000 abstract description 6
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- -1 aromatic amino acids Chemical class 0.000 description 113
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- 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 30
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- 235000021474 generally recognized As safe (food) Nutrition 0.000 description 17
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- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 16
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- 125000000217 alkyl group Chemical group 0.000 description 13
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- 229920001577 copolymer Polymers 0.000 description 13
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- IMKJGXCIJJXALX-UHFFFAOYSA-N ent-Norambreinolide Natural products C1CC2C(C)(C)CCCC2(C)C2C1(C)OC(=O)C2 IMKJGXCIJJXALX-UHFFFAOYSA-N 0.000 description 10
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Abstract
本发明属于药物和化妆品领域,并且涉及用于抑制色素沉着的药物,以及处理色素沉着过度的化妆、非治疗用途,特别是由日光辐射,优选由可见光辐射导致的色素沉着过度。
Description
发明领域
本发明属于药物和化妆品领域,并且涉及用于抑制色素沉着的药物,以及处理色素沉着过度的化妆、非治疗用途,特别是由日光辐射,优选由可见光辐射导致的色素沉着过度。
现有技术
许多人关注其皮肤的色素沉着度。例如,有老年斑或雀斑的人群会希望色素斑点不太明显。其他人会希望减轻由于暴露于日光导致的皮肤暗沉或亮白其天然肤色。在集中区域皮肤可能更亮或更暗。这类皮肤色素沉着失调是因为身体产生过多或过少的黑色素,其为皮肤中黑素形成细胞产生的色素。
人类皮肤颜色主要由基底表皮层中黑色素的量决定。黑色素,其通常为棕至黑色,在皮肤的黑素形成细胞(产生色素的细胞)中形成,其被转移至角质形成细胞并赋予皮肤或毛发其颜色。在哺乳动物中,棕黑色的真黑素主要由羟基取代的芳香族氨基酸如L-酪氨酸和L-DOPA形成,此外黄至红色的假黑素由含硫分子形成(Cosmetics and Toiletries1996,111(5),43-51)。由L-酪氨酸开始,L-3,4-二羟苯丙氨酸(L-DOPA)通过含酮关键酶酪氨酸酶形成并反过来通过酪氨酸酶转换为多巴色素。通过各种酶的一系列催化步骤,后者被氧化形成黑色素。
当过多的黑色素由于黑素体在基底层的停留时间浓缩在一个区域或部分皮肤时,皮肤变得过度色素沉着。由于过度暴露于日光或由于不同的炎症刺激也可能出现色素沉着过度。增多的黑色素产生通常指黑斑病、黄褐斑或日光性着色斑(老年斑)、雀斑和着色角化症。黑斑病是描述皮肤暗沉的一般术语。黄褐斑通常用于描述由激素引起的皮肤变色。这些激素变化通常是由于怀孕、避孕药或雌激素替代疗法。日光性着色斑是指由于阳光导致的皮肤上的深色斑。这些斑常见于有长期无保护的日光照射历史的成年人。尽管皮肤损伤,如疤痕、伤口或皮疹也能导致色素沉着过度,但皮肤变暗区域、棕色斑或变色区域的最通常原因是无保护的阳光照射。
现有技术公开了通过使用亮肤剂处理色素沉着过度的方法。亮肤剂的代表包括氢醌和维生素C。这类制剂通常通过抑制参与黑色素生成的酪氨酸酶的活性提亮皮肤。
例如,EP1206241A1涉及一种亮肤,例如提亮皮肤色素沉着过度区域的方法,通过含有某些肟化合物的组合物调节皮肤中的黑色素。
WO12020070涉及一种含有甲巯基咪唑衍生物的皮肤脱色素组合物,其中皮肤色素失调选自组包括色素沉着过度、黑斑病、炎症后色素沉着过度、斑点、雀斑、药物导致的色素沉着过度、光导致的色素沉着过度和化学物质导致的色素沉着过度。
根据Duteil L.等人,Differences in visible light-induced pigmentationaccording to wavelengths:a clinical and histological study in comparison withUVB exposure,Pigment Cell Melanoma Res.27;822-826;2014 John Wiley&Sons A/S;仅进行了少量研究以研究可见光对皮肤色素沉着的影响。Duteil L.等人说明太阳光谱的可见光部分的不同波长对皮肤色素沉着有不同影响。
因此,本发明的主要目的是提供一种组合物,以及相关的方法,用于治疗、预防和/或减轻日光导致的,特别是可见光导致的皮肤,特别是人体皮肤区域色素沉着过度。本发明的另一个主题是提供一种用于该目的的活性成分的协同增效混合物,以及提供针对性应用的活性成分的特定制剂。
发明内容
本发明的主题是一种药物,含有至少一种式(I)的化合物或式(I)化合物的药用可接受盐或含有两种或三种这类化合物或其盐的混合物
前体是R1是H或CH3,并且R2是H或COOH,
用于治疗、预防和/或减轻优选皮肤的色素沉着过度。
式(I)的化合物是基本已知的化合物,其可通过有机化学的常规方法得到。优选地,式(I)的化合物选自组包括肌肽、L-肌肽、D-肌肽、D/L-肌肽、carcinine、carcinine*HCl(INCI:脱羧肌肽*HCl)、鹅肌肽、D-鹅肌肽、L-鹅肌肽,以及L-鹅肌肽*HNO3及其混合物。优选L-肌肽和/或carcinine*HCl。
令人惊异地是,已经观察到式(I)化合物,特别是L-肌肽和/或carcinine*HCl或式(I)化合物的混合物影响了日光导致的,特别是可见光导致的皮肤区域色素沉着,特别是预防、治疗和/或减轻皮肤区域或皮肤部分的色素沉着。
根据本发明,式(I)化合物的盐优选是指式(I)化合物与无机酸的盐,特别优选式(II)的盐:
其中n代表1、2或3,A代表HCl或HNO3,R1代表H或CH3,并且R2代表H或COOH。优选L-肌肽和/或carcinine的盐。
在一个优选实施方案中,本发明的药物用于治疗、预防和/或减轻色素沉着过度,其中色素沉着过度由日光辐射导致,优选波长为100nm至1500nm,更优选由可见光辐射导致的色素过度沉着,优选波长为380nm至750nm,更优选400nm至700nm。
因此,在本发明中“色素沉着过度”是指日光导致,更特别是可见光导致的色素沉着过度。
有利地,本发明的药物高度有效的预防、治疗和/或减轻所述波长,特别是380nm至750nm,更优选400nm至700nm范围内辐射导致的色素沉着过度。
在一个优选实施方案中,本发明的药物进一步含有至少一种UV过滤物质,其中UV过滤物质选自组包括UV-A过滤物质、UV-B过滤物质和光保护染料。
式(I)化合物与UV过滤物质的结合提供了协同增效改善的预防、治疗和/或减轻色素沉着过度,并因此以一种不可预知的方式改善了式(I)化合物和常规UV过滤物质的性能。
UV过滤物质
式(I)化合物或其盐与UV过滤物质的混合物为皮肤和毛发提供了抵抗日光有害影响的协同增效增强的保护,并因此在治疗、预防和/或减轻人类皮肤色素沉着过度中是有利的。
此外,当施用至人类皮肤时,式(I)化合物与UV过滤物质的结合被良好耐受,不会引起皮肤发红、变白或变褐,无刺激、不会使皮肤干燥、不会形成潮湿、鳞片状、粉状或粘性膜、并且不会使皮肤皴裂。这些UV过滤物质可以是UV-A过滤物质、UV-B过滤物质、染料或其混合物,其在下文进一步说明。
UV-A和UV-B过滤物质
UV过滤物质是指例如在室温下为液态或晶体的有机物质(光过滤物质),能够吸收紫外辐射并以长波辐射如热的形式释放吸收的能量。通常,UV过滤物质的含量为0.05重量%至50重量%,优选0.5重量%至40重量%。UVB过滤物质可以是油溶或水溶的。适当的油溶物质包括:
·3-亚苄基樟脑或3-亚苄基-降樟脑及其衍生物,如3-(4-甲基亚苄基)樟脑;
·4-氨基苯甲酸衍生物,优选4-(二甲氨基)苯甲酸2-乙基己酯、4-(二甲氨基)苯甲酸2-辛酯和4-(二甲氨基)苯甲酸戊酯;
·肉桂酸的酯,优选4-甲氧基肉桂酸2-乙基己酯、4-甲氧基肉桂酸丙酯、4-甲氧基肉桂酸异戊酯、2-氰基-3,3-苯基肉桂酸2-乙基己酯(奥克立林);
·水杨酸的酯,优选水杨酸2-乙基己酯、水杨酸4-异丙苯甲醋、水杨酸高薄荷酯;
·苯甲酮衍生物,优选2-羟基-4-甲氧基苯甲酮、2-羟基-4-甲氧基-4'-甲基苯甲酮、2,2'-二羟-4-甲氧基苯甲酮;
·苄基丙二酸酯,优选4-甲氧基苄基丙二酸双-2-乙基己酯、
·丙烷-1,3-二酮,例如,1-(4-叔丁基苯基)-3-(4'-甲氧基苯基)丙烷-1,3-二酮,和
·酮基三环(5.2.1.0)癸烷衍生物。
适当的水溶性物质实例包括:
·2-苯基苯并咪唑-5-磺酸及其碱金属、碱土金属、铵、烷基铵、烷醇、葡糖铵盐;
·苯甲酮的磺酸盐生物,优选2-羟基-4-甲氧基苯甲酮-5-磺酸及其盐;
·3-亚苄基樟脑的磺酸衍生物如例如4-(2-氧代-3-亚冰片基甲基)苯磺酸和2-甲基-5-(2-氧代-3-亚冰片基)磺酸及其盐。
特别适合的UV-A过滤物质的典型实例包括苯甲酰甲烷的衍生物,例如1-(4'-叔丁基苯基)-3-(4'-甲氧基苯基)-丙烷-1,3-二酮、4-叔丁基-4'-甲氧基-二苯甲酰甲烷(1789)、2-(4-二乙基氨基-2-羟基苯甲酰基)-苯甲酸己酯(A Plus)、1-苯基-3-(4'-异丙基苯基)丙烷-1,3-二酮,以及烯胺类化合物。当然UV-A和UV-B过滤物质也可以混合使用。特别适当的结合由苯甲酰甲烷衍生物4-叔丁基-4'-甲氧基-二苯甲酰甲烷(1789)和2-氰基-3,3-苯基肉桂酸-2-乙基己酯(奥克立林)与肉桂酸酯,优选4-甲氧基肉桂酸2-乙基己酯和/或4-甲氧基肉桂酸丙酯和/或4-甲氧基肉桂酸-异戊酯结合。这类组合与水溶性过滤物质如2-苯基苯并咪唑-5-磺酸及其碱金属、碱土金属、铵、烷基铵、烷醇铵、葡糖铵盐有利的结合。
在一个优选实施方案中,本发明的(化妆或药物)制剂含有至少一种额外的UV吸收物质,选自组包括:
·3-(4'-三甲基铵)-亚苄基莰基-2-酮硫酸甲酯
·3-(4'-磺基)亚苄基莰基-2-酮和盐
·N-[(2和4)-[2-(氧代亚冰片-3-基)甲基]苄基]-丙烯酰胺聚合物
·乙氧基化(25mol)对氨基苯甲酸乙酯
·4-二甲基氨基苯甲酸-2-乙基己酯(Padimate O)
·4羟基-4-甲氧基二苯甲酮-5-磺酸(二苯甲酮-4,舒利苯酮)及其盐
或其混合物。
在一个优选实施方案中,本发明的(化妆或药物)制剂含有一种或多种式(I)和/或(II)的化合物和一种或多种UV过滤物质。在一个更优选的实施方案中,制剂含有化合物(I)L-肌肽和/或carcinine*HCl和一种或多种上述UV过滤物质,其中每种UV过滤物质的含量为0.5重量%至15重量%,并且UV过滤物质的总量优选为0.5重量%至40重量%,相对于制剂计。
光保护染料
除了上述可溶性物质,不溶性光保护染料,特别是细分散的金属氧化物或盐,也适用于此目的。特别适当的金属氧化物实例是氧化锌和二氧化钛,以及铁、锆、硅、锰、铝和铈氧化物及其混合物。硅酸盐(滑石),硫酸钡或硬脂酸锌可以用作适当盐的实例。氧化物和盐以用于护肤和皮肤保护乳液和装饰性化妆品的颜料的形式使用。在这种情况下,颗粒应该具有小于100nm,优选在5到50nm之间,特别优选在15和30nm之间的平均直径。它们可以是球形的,但是也可以使用具有椭圆形状或不是球形的其他形状的颗粒。颜料也可进行表面处理,即疏水或亲水形式。典型的实例是包覆的二氧化钛,例如二氧化钛T 805(Degussa)、T2000、T、T-ECO、T-S、T-水、T-45D(均为Merck)、和Uvinul TiO2(BASF)。在这种情况下适当的疏水涂层剂实例首先是有机硅,特别是三烷氧基辛基硅烷或三聚硅氧烷。所谓的微或纳米染料优选在防晒制剂中使用。优选使用微粉化氧化锌如Z-或Z-COTE
在一个优选实施方案中,光保护染料选自微细二氧化钛、氧化锌、微细氧化锌。当选择二氧化钛作为光保护染料时,有利的是其总量为制剂的0.1至10.0重量%。当选择氧化锌作为光保护染料时,有利的是其总量为制剂的0.1至10.0重量%,并且当选择一种或多种三嗪有机颜料时,有利的是其总量为0.1至10.0重量%,基于制剂总量计。
在一个优选实施方案中,根据本发明的药物还含有至少一种亮肤剂。
式(I)化合物与亮肤剂和/或UV过滤物质的结合协同增效地改善了对色素沉着过度的预防、治疗和/或减轻,并从而以无法预知的方式改善了式(I)化合物和常规亮肤剂的性能。
亮肤剂
适当的实例包括香紫苏内酯(同义词:(3aR,5aS,9aS,9bR)-十氢-3a,6,6,9a-四甲基-萘并-[2,1-b]呋喃-2(1H)-酮、3a,4,5,5aa,6,7,8,9,9a,9ba-十氢-3aβ,6,6,9aβ-四甲基-萘并[2,1-b]呋喃-2(1H)-酮、[3aR-(3aa,5aβ,9aa,9bβ)]-十氢-3a,6,6,9a-四甲基-萘并[2,1-b]呋喃-2(1H)-酮、Norambreinolide、(+)-Norambreinolide、(+)-Sclareolide、(R)-(+)-Sclareolide、13,14,15,16-Tetranorlabdano-8a,12-lactone;Norambreinolid、larixol、曲酸(5-羟基-2-羟基甲基-4-吡喃酮)、曲酸衍生物,优选曲酸二棕榈酸酯、熊果苷、抗坏血酸,抗坏血酸衍生物、优选抗坏血酸磷酸镁、氢醌、氢醌衍生物、间苯二酚、间苯二酚衍生物,优选4-烷基间苯二酚和4-(1-苯乙基)1,3-间苯二酚(苯乙基间苯二酚)、环己基氨基甲酸酯类(优选WO 2010/122178和WO 2010/097480中公开的一种或多种氨基甲酸环己基酯类),含硫分子,优选谷胱甘肽或半胱氨酸、α-羟基酸类(优选柠檬酸、乳酸、苹果酸),其盐类和酯类、N-乙酰基酪氨酸和衍生物、十一碳烯酰基苯基丙氨酸、葡萄糖酸、色酮衍生物,优选芦荟苦素、黄酮类化合物、1-氨基乙基次膦酸、硫脲衍生物、鞣花酸、烟酰胺(niacinamide)、锌盐类,优选氯化锌或葡萄糖酸锌、崖柏素和衍生物、三萜类,优选山楂酸、甾醇类,优选地麦角甾醇、苯并呋喃酮类,优选川芎内酯、乙烯基愈疮木酚、乙基愈疮木酚、二酸类(dionic acids)、优选十八烯二酸和/或壬二酸,氮氧化物合成抑制剂,优选地L-硝基精氨酸及其衍生物、2,7-二硝基吲唑或硫瓜氨酸、金属螯合剂(优选α-羟基脂肪酸类、植酸、腐殖酸、胆酸、胆汁提取物、EDTA、EGTA及其衍生物)、维甲酸类化合物、豆奶和提取物、丝氨酸蛋白酶抑制剂或硫辛酸或者用于皮肤和毛发亮化的其他合成或天然活性成分,后者优选以植物提取物的形式使用,优选熊果提取物、大米提取物、番木瓜提取物、姜黄提取物、桑果提取物、凉薯提取物、香附提取物、甘草根提取物或从其中浓缩或分离的组成成分,优选光甘草定或甘草查尔酮甲、桂木提取物、酸模属提取物、松属(松树)的提取物、葡萄属提取物或者从其中分离或浓缩的茋类衍生物、虎耳草提取物、黄芩提取物(scutelleriaextract)、葡萄提取物和/或微藻提取物,尤其是四肩突四鞭藻提取物。
优选的亮肤剂是曲酸和苯乙基间苯二酚、β-和α-熊果苷、氢醌、烟酰胺、二酸、抗坏血酸磷酸镁和维生素C及其衍生物、桑果提取物、凉薯提取物、番木瓜提取物、姜黄提取物、香附提取物、甘草提取物(含有甘草甜素)、α-羟基酸类、4-烷基间苯二酚类、4-羟基苯甲醚、香紫苏内酯、larixol
特别优选香紫苏内酯和/或苯乙基间苯二酚(SymWhite)与式(I)化合物的结合,当以约20:80至约80:20,优选约40:60至约60:40的比例使用时,特别优选L-肌肽:香紫苏内酯的情况下,其对黑素形成细胞中的黑色素产生有最强的协同增效抑制活性。特别优选的L-肌肽与苯乙基间苯二酚的比例为10:90至75:25,优选25:75至50:50,其中对黑素形成细胞中的黑色素产生有协同增效地抑制活性。优选制剂含有香紫苏内酯和/或苯乙基间苯二酚(SymWhite)与式(I)化合物和UV过滤物质的结合。
载体
下文记载的药物和化妆制剂都含有成分(c)载体或溶剂,选自组包括水、醇类、酯类、丁二醇、二丙二醇、戊二醇、1,2-己二醇、辛二醇、癸二醇、乙醇、乙氧基二甘醇、乙酸乙酯、甘油、丙醇、异丙醇、聚乙二醇、丙基丙二醇(2)甲醚、丙基丙二醇(3)甲醚、碳酸丙烯酯、丙二醇、三乙二醇、异链烷烃、乙酸戊酯、苯甲酸戊酯、乙酸苄酯、乙酸丁酯、丁二醇、乳酸丁酯、苯甲酸丁辛酯、水杨酸丁辛酯、C10-C13烷烃、C14-C17烷烃、C11-C15环烷烃、丁酸辛酯、异链烷烃、二乙酸甘油酯、三乙酸甘油酯、二辛醚、马来酸二辛脂及其混合物。最优选的是甘油、丙二醇、丁二醇、二丙二醇、戊二醇、1,2-己二醇、辛二醇、癸二醇。
本发明的主题位于药物和化妆品的边界地区,特别是用作防晒剂。因此,在下文记载了药物以及化装制剂。
药物
本发明的一种优选药物含有:
(a)0.01重量%至10wt.%,优选0.02重量%至2重量%,并且特别优选0.05重量%至0.2重量%的一种式(I)化合物或式(I)化合物的药用可接受的盐或含有两种或多种这些化合物或其盐的混合物,以及任选地
(b1)0.05重量%至60重量%,优选0.1至50重量%,并且特别优选0.5重量%至40重量%的UV过滤物质,和/或
(b2)0.005重量%至20重量%,优选0.01重量%至10重量%的亮肤剂,以及任选地
(c)0.2重量%至99wt.%,优选0.5重量%至20重量%,并且特别优选1重量%至10重量%的载体,和
(d)0.1重量%至90重量%的其他添加剂,
其中成分a)至d)的重量百分比基于制剂的总量并且所有化合物的总量加至100重量%。
根据本发明的药物优选含有成分重量比为0.02:99.98至99.5:0.5,特别是0.04:99.96至95:5,并且特别优选0.2:99.8至25:75的成分(a)和(b1)。当两种成分的重量比为1:80时协同增效效果最显著。
根据本发明的药物优选含有重量比为0.05:99.95至99.95:0.05,并且特别优选1:99至95:5的成分(a)和(b2)。当两种成分的重量比为1:1至1:5时协同增效效果最显著。
优选药物含有:
(a)0.01重量%至10重量%,优选0.02重量%至2重量%,并且特别优选0.05重量%至0.2重量%的一种式(I)化合物或式(I)化合物的药用可接受的盐或含有两种或多种这些化合物或其盐的混合物,最优选L-肌肽和/或carcinine*HCl;和
(b1)0.05重量%至60重量%,优选0.1至50重量%,并且特别优选0.5重量%至40重量%的UV过滤物质,
(c)0.2重量%至99重量%,优选0.5重量%至20重量%,并且特别优选1重量至10重量%的载体,选自组包括水、醇类、酯类、丁二醇、二丙二醇、乙醇、乙氧基二甘醇、乙酸乙酯、甘油、丙醇、异丙醇、聚乙二醇、丙基丙二醇(2)甲醚、丙基丙二醇(3)甲醚、碳酸丙烯酯、丙二醇、三乙二醇、异链烷烃、乙酸戊酯、苯甲酸戊酯、乙酸苄酯、乙酸丁酯、丁二醇、乳酸丁酯、苯甲酸丁辛酯、水杨酸丁辛酯、C10-C13烷烃、C14-C17烷烃、C11-C15环烷烃、丁酸辛酯、异链烷烃、二乙酸甘油酯、三乙酸甘油酯、二辛醚、马来酸二辛脂及其混合物,
最优选的是甘油、丙二醇、丁二醇、二丙二醇、戊二醇、1,2-己二醇、辛二醇、癸二醇及其混合物,以及
(d)0.1至90重量%的其他添加剂,
其中成分a)至d)的重量百分比基于制剂的总量并且所有化合物的总量加至100重量%。
另一种优选药物含有:
(a)0.01重量%至10重量%,优选0.02重量%至2重量%,并且特别优选0.05重量%至0.2重量%的一种式(I)化合物或式(I)化合物的药用可接受的盐或含有两种或多种这些化合物或其盐的混合物,最优选L-肌肽和/或carcinine*HCl;和
(b1)0.05重量%至60重量%,优选0.1至50重量%,并且特别优选0.5重量%至40重量%的UV过滤物质,
(b2)0.05重量%至20重量%,优选0.1至10重量%的亮肤剂,
(c)0.2重量%至99重量%,优选0.5重量%至20重量%,并且特别优选1重量至10重量%的载体,选自组包括水、醇类、酯类、丁二醇、二丙二醇、乙醇、乙氧基二甘醇、乙酸乙酯、甘油、丙醇、异丙醇、聚乙二醇、丙基丙二醇(2)甲醚、丙基丙二醇(3)甲醚、碳酸丙烯酯、丙二醇、三乙二醇、异链烷烃、乙酸戊酯、苯甲酸戊酯、乙酸苄酯、乙酸丁酯、丁二醇、乳酸丁酯、苯甲酸丁辛酯、水杨酸丁辛酯、C10-C13烷烃、C14-C17烷烃、C11-C15环烷烃、丁酸辛酯、异链烷烃、二乙酸甘油酯、三乙酸甘油酯、二辛醚、马来酸二辛脂及其混合物,最优选的是甘油、丙二醇、丁二醇、二丙二醇、戊二醇、1,2-己二醇、辛二醇、癸二醇及其混合物,以及,
(d)0.1至90重量%的其他添加剂,
其中成分a)至d)的重量百分比基于制剂的总量并且所有化合物的总量加至100重量%。
另一种优选药物含有:
(a)0.01重量%至10重量%,优选0.02重量%至2重量%,并且特别优选0.05重量%至0.2重量%的一种式(I)化合物或式(I)化合物的药用可接受的盐或含有两种或多种这些化合物或其盐的混合物,最优选L-肌肽和/或carcinine*HCl;和
(b1)0.05重量%至60重量%,优选0.1至50重量%,并且特别优选0.5重量%至40重量%的UV过滤物质,其中UV过滤物质是UV吸收物质,选自组包括:
·3-(4'-三甲基铵)-亚苄基莰基-2-酮硫酸甲酯
·3-(4'-磺基)亚苄基莰基-2-酮和盐
·N-[(2和4)-[2-(氧代亚冰片-3-基)甲基]苄基]-丙烯酰胺聚合物
·乙氧基化(25mol)对氨基苯甲酸乙酯
·4-二甲基氨基苯甲酸-2-乙基己酯(Padimate O)
·4羟基-4-甲氧基二苯甲酮-5-磺酸(二苯甲酮-4,舒利苯酮)及其盐
和
(b2)0.005重量%至20重量%,优选0.01重量%至10重量%的亮肤剂,优选自曲酸、苯乙基间苯二酚、β-和α-熊果苷、氢醌、烟酰胺、二酸、抗坏血酸磷酸镁和维生素C及其衍生物、桑果提取物、凉薯提取物、番木瓜提取物、姜黄提取物、香附提取物、甘草提取物(含有甘草甜素)、α-羟基酸类、4-烷基间苯二酚类、4-羟基苯甲醚、香紫苏内酯、larixol;最优选香紫苏内酯和/或苯乙基间苯二酚;和
(c)0.2重量%至99重量%,优选0.5重量%至20重量%,并且特别优选1重量%至10重量%载体,选自组包括水、醇类、酯类、丁二醇、二丙二醇、乙醇、乙氧基二甘醇、乙酸乙酯、甘油、丙醇、异丙醇、聚乙二醇、丙基丙二醇(2)甲醚、丙基丙二醇(3)甲醚、碳酸丙烯酯、丙二醇、三乙二醇、异链烷烃、乙酸戊酯、苯甲酸戊酯、乙酸苄酯、乙酸丁酯、丁二醇、乳酸丁酯、苯甲酸丁辛酯、水杨酸丁辛酯、C10-C13烷烃、C14-C17烷烃、C11-C15环烷烃、丁酸辛酯、异链烷烃、二乙酸甘油酯、三乙酸甘油酯、二辛醚、马来酸二辛脂及其混合物,最优选的是甘油、丙二醇、丁二醇、二丙二醇、戊二醇、1,2-己二醇、辛二醇、癸二醇及其混合物,和
(d)0.1至90重量%的其他添加剂,
其中成分a)至d)的重量百分比基于制剂的总量并且所有化合物的总量加至100重量%。
另一种优选药物含有:
(a)0.01重量%至10重量%,优选0.02重量%至2重量%,并且特别优选0.05重量%至0.2重量%的一种式(I)化合物或式(I)化合物的药用可接受的盐或含有两种或多种这些化合物或其盐的混合物,最优选L-肌肽和/或carcinine*HCl;和
(b1)0.05重量%至60重量%,优选0.1至50重量%,并且特别优选0.5重量%至40重量%的UV过滤物质,其中UV过滤物质是UV吸收物质,选自组包括:
·3-(4'-三甲基铵)-亚苄基莰基-2-酮硫酸甲酯
·3-(4'-磺基)亚苄基莰基-2-酮和盐
·N-[(2和4)-[2-(氧代亚冰片-3-基)甲基]苄基]-丙烯酰胺聚合物
·乙氧基化(25mol)对氨基苯甲酸乙酯
·4-二甲基氨基苯甲酸-2-乙基己酯(Padimate O)
·4羟基-4-甲氧基二苯甲酮-5-磺酸(二苯甲酮-4,舒利苯酮)及其盐
和
(b2)0.005重量%至20重量%,优选0.01重量%至10重量%的亮肤剂,优选自曲酸、苯乙基间苯二酚、β-和α-熊果苷、氢醌、烟酰胺、二酸、抗坏血酸磷酸镁和维生素C及其衍生物、桑果提取物、凉薯提取物、番木瓜提取物、姜黄提取物、香附提取物、甘草提取物(含有甘草甜素)、α-羟基酸类、4-烷基间苯二酚类、4-羟基苯甲醚、香紫苏内酯、larixol;最优选香紫苏内酯和/或苯乙基间苯二酚;和(c)0.2重量%至99重量%,优选0.5重量%至20重量%,并且特别优选1重量至10重量%的载体,选自组包括水、醇类、酯类、丁二醇、二丙二醇、乙醇、乙氧基二甘醇、乙酸乙酯、甘油、丙醇、异丙醇、聚乙二醇、丙基丙二醇(2)甲醚、丙基丙二醇(3)甲醚、碳酸丙烯酯、丙二醇、三乙二醇、异链烷烃、乙酸戊酯、苯甲酸戊酯、乙酸苄酯、乙酸丁酯、丁二醇、乳酸丁酯、苯甲酸丁辛酯、水杨酸丁辛酯、C10-C13烷烃、C14-C17烷烃、C11-C15环烷烃、丁酸辛酯、异链烷烃、二乙酸甘油酯、三乙酸甘油酯、二辛醚、马来酸二辛脂及其混合物,最优选的是甘油、丙二醇、丁二醇、二丙二醇、戊二醇、1,2-己二醇、辛二醇、癸二醇及其混合物,以及,
(d)0.05至5重量%的多功能制剂,其选自组包括1,3-丙二醇、甲基丙二醇、1,2-戊二醇、1,2-己二醇、1,2-辛二醇、1,2-癸二醇、1,5-戊二醇、1,6-己二醇、1,8-辛二醇、1,2-癸二醇、乙基己基甘油、己氧基-丙-1,2-二醇、庚氧基-丙-1,2-二醇、辛氧基-丙-1,2-二醇、3-苯氧基-丙-1,2-二醇、3-苄氧基-丙-1,2-二醇、3-苯基乙氧基-丙-1,2-二醇、3-苯基丙氧基-丙-1,2-二醇、3-甲基苄氧基-丙-1,2-二醇、失水山梨醇癸酸酯、三氯生、氯咪巴唑、Octopirox(1-羟基-4-甲基-6-(2,4,4-三甲基戊基)-2(1H)-吡啶酮、2-氨基乙醇)、壳聚糖、金合欢醇、2-丁基辛酸、2-苄基庚-1-醇、单月桂酸甘油酯、双(2-吡啶硫基)锌1,1'-二氧化物、N,N'-(癸烷-1,10-二基二吡啶-1-基-4-亚基)-二辛-1-胺二盐酸盐(奥替尼啶二盐酸盐)、麝香草酚、丁香油酚、4-异丙基-3-甲基苯酚、苄醇、2-苯乙醇、3-苯基丙醇、2-苯氧基乙醇、1-苯氧基-丙-2-醇、3-苯氧基丙醇、苄氧基甲醇、辛酸甘油酯、癸酸甘油酯、月桂酸甘油酯、羟基苯乙酮及其混合物,优选1,2-戊二醇、1,2-己二醇、1,2-辛二醇、1,2-癸二醇、羟基苯乙酮及其混合物。
其中成分a)至d)的重量百分比基于制剂的总量并且所有化合物的总量加至100重量%。
化妆制剂
本发明优选的化妆制剂含有:
(a)至少一种式(I)的化合物或式(I)化合物的化妆用可接受的盐或含有两种或多种这些化合物或其盐的混合物
其中R1是H或CH3,并且R2是H或COOH,或其盐,以及任选地
(b1)至少一种UV过滤物质,和/或
(b2)至少一种亮肤剂,以及任选地
(c1)载体,
(c2)油成分和/或
(c3)乳化剂。
对于UV过滤物质、亮肤剂和载体,药物下的上述公开和优选也适用于化妆制剂和用途并因此在此引用。
一种优选的化妆制剂含有:
(a)0.01重量%至10重量%,优选0.02重量%至2重量%,并且特别优选0.05重量%至0.2重量%的一种式(I)化合物或式(I)化合物的药用可接受的盐或含有两种或多种这些化合物或其盐的混合物,和
(b1)0.05重量%至60重量%,优选0.1至50重量%,并且特别优选0.5重量%至40重量%的UV过滤物质,和/或
(b2)0.005重量%至20重量%,优选0.01重量%至10重量%的亮肤剂,
(c1)载体,和/或
(c2)油成分和/或
(c3)乳化剂,
其中化合物(c1)至(c3)的总量之和相对于制剂为1重量%至50重量%,优选5重量%至40重量%,并且其中化合物(a)至(c1至c3)的重量百分比基于制剂总量计并且所有化合物总量为100重量%。
根据本发明的制剂优选为霜剂、乳液、凝胶、膏剂或胶囊剂,并且特别构成护肤剂、防晒剂或护发剂。
进一步优选的成分(a+b1)的含量相对于整个组合物为0.1重量%至40重量%。在这种情况下使用上述优选的重量比例。
进一步优选的成分(a+b2)的含量相对于整个组合物为0.1重量%至10重量%。在这种情况下使用上述优选的重量比例。
式(I)的化合物或式(I)化合物的药用可接受的盐在药物或化妆制剂中以能够减轻、延迟、抑制和/或抵抗日光导致的色素沉着过度,特别是可见光导致的色素沉着过度的活性量存在。
术语式(I)化合物的减轻、延迟和/或抑制日光导致的色素沉着过度,治疗、预防和/或减轻皮肤区域,优选人类皮肤的色素沉着过度的“活性量”是指足以覆盖想要改变颜色的皮肤表面区域的量。
在一个用于化妆和/或治疗上减少、延迟和/或抑制,或治疗、预防和/或减轻色素沉着过度的方法中,式(I)化合物或其盐的浓度是“活性量”,根据本发明为0.01重量%至10重量%,优选0.02重量%至2重量%,并且特别优选0.05重量%至0.2重量%,任何情况下基于化妆或药物产品的总量计。
化妆和药用制剂
根据本发明的化妆和药用制剂(药物)可以含有类似的添加剂,如油体或乳化剂。因此,化妆和药用制剂之间的边界是流动的并且应当理解一种应用中引用的成分也推荐用于另一种,而无需字面重复。
根据本发明的化妆和药用制剂可以含有如上所述的典型助剂和其他添加剂。典型助剂和其他添加剂是例如温和的表面活性剂、油体、乳化剂、珠光蜡、粘度调节剂、增稠剂、富脂剂、稳定剂、聚合物、硅化合物、脂肪、蜡、卵磷脂、磷脂、保湿剂、生物制剂、抗氧化剂、成膜剂、溶胀剂、驱虫剂、仿晒剂、酪氨酸抑制素(脱色剂)、助水溶物、增溶剂、防腐剂、香精油、色素等。
表面活性剂
适当的表面活性物质可以包含阴离子型表面活性剂、非离子型表面活性剂、阳离子型表面活性剂和/或两性型表面活性剂或两性离子型表面活性剂,它们在试剂中的份额通常为约1至70重量%、优选5至50重量%且特别优选10至30重量%。阴离子型表面活性剂的典型实例是皂类、烷基苯磺酸盐、烷烃磺酸盐、烯烃磺酸盐、烷基醚磺酸盐、甘油醚磺酸盐、α-甲基酯磺酸盐、磺基脂肪酸、烷基硫酸酯盐、烷基醚硫酸酯盐、甘油醚硫酸酯盐、脂肪酸醚硫酸酯盐、羟基混合醚硫酸酯盐、单酸甘油酯(醚)硫酸酯盐、脂肪酸酰胺(醚)硫酸酯盐、单-和二烷基磺基琥珀酸盐、单和二烷基磺化琥珀酰胺酸盐、磺基三酸甘油酯、酰胺皂、醚羧酸及其盐、脂肪酸羟乙磺酸盐、脂肪酸肌氨酸盐、脂肪酸牛磺酸盐、N-酰基氨基酸如酰基乳酸盐、酰基酒石酸盐、酰基谷氨酸盐和酰基天冬氨酸盐、烷基寡聚葡糖苷硫酸酯盐、蛋白质脂肪酸缩合物(特别是基于小麦的植物产品)和烷基(醚)磷酸盐。只要阴离子型表面活性剂含有聚乙二醇醚链,该阴离子型表面活性剂就可以具有常规的、但优选窄的同系物分布。非离子型表面活性剂的典型实例有脂肪醇聚乙二醇醚、烷基酚聚乙二醇醚、脂肪酸聚乙二醇酯、脂肪酸酰胺聚乙二醇醚、脂肪胺聚乙二醇醚、烷氧基化的三酸甘油酯、混合醚或混合缩甲醛、任选部分氧化的烷(烯)基寡聚糖苷或葡萄糖醛酸衍生物、脂肪酸-N-葡糖酰胺、蛋白质水解产物(特别是基于小麦的植物产品)、多元醇脂肪酸酯、糖酯、脱水山梨糖醇酯、聚山梨酸酯(polysorbate)和氧化胺(Aminoxide)。只要非离子型表面活性剂含有聚乙二醇醚链,该非离子型表面活性剂就可以具有常规的、优选窄的同系物分布。阳离子型表面活性剂的典型实例是季铵化合物,例如二甲基二硬脂基氯化铵或鲸蜡基三甲基氯化铵和酯铵(酯类quat),特别是季铵化的脂肪酸三链烷醇胺酯盐。两性型或两性离子型表面活性剂的典型实例有烷基甜菜碱、烷基酰胺基甜菜碱、氨基丙酸酯(盐)、氨基甘氨酸酯(盐)、咪唑啉鎓甜菜碱和磺基甜菜碱。所述表面活性剂只涉及已知的化合物。特别合适的温和的、即皮肤特别相容的表面活性剂的典型实例有脂肪醇聚乙二醇醚硫酸酯盐、单酸甘油酯硫酸酯盐、单烷基和/或二烷基磺基琥珀酸酯盐、脂肪酸羟乙磺酸酯盐、脂肪酸肌氨酸酯盐、脂肪酸牛磺酸酯盐、脂肪酸谷氨酸酯盐、α-烯烃磺酸酯盐、醚羧酸、烷基寡聚葡糖苷、脂肪酸葡糖酰胺、烷基酰胺基甜菜碱、两性缩醛(Amphoacetale)和/或蛋白质脂肪酸缩合物,所述蛋白质脂肪酸缩合物优选基于小麦蛋白。
油成分
适当的油成分是例如基于具有6至18个、优选8至10个碳原子的脂肪醇的Guerbet醇、直链C6-C22脂肪酸与直链或支链C6-C22-脂肪醇的酯或者支链C6-C13-羧酸和直链或支链C6-C22-脂肪醇的酯,如例如肉豆蔻酸十四烷酯、棕榈酸十四烷酯、硬脂酸十四烷酯、异硬脂酸十四烷酯、油酸十四烷酯、山嵛酸十四烷酯、芥酸十四烷酯、肉豆蔻酸十六烷酯、棕榈酸十六烷酯、硬脂酸十六烷酯、异硬脂酸十六烷酯、油酸十六烷酯、山嵛酸十六烷酯、芥酸十六烷酯、肉豆蔻酸十八烷酯、棕榈酸十八烷酯、硬脂酸十八烷酯、异硬脂酸十八烷酯、油酸十八烷酯、山嵛酸十八烷酯、芥酸十八烷酯、肉豆蔻酸异十八烷酯、棕榈酸异十八烷酯、硬脂酸异十八烷酯、异硬脂酸异十八烷酯、油酸异十八烷酯、山嵛酸异十八烷酯、油酸异十八烷酯、油醇肉豆蔻酸酯、棕榈酸油醇酯、油醇硬脂酸酯、油醇异硬脂酸酯、油酸油醇酯、山嵛酸油醇酯、芥酸油醇酯、肉豆蔻酸二十二烷酯、棕榈酸二十二烷酯、硬脂酸二十二烷酯、异硬脂酸二十二烷酯、油酸二十二烷酯、山嵛酸二十二烷酯、芥酸二十二烷酯、肉豆蔻酸芥醇酯、棕榈酸芥醇酯、硬脂酸芥醇酯、异硬脂酸芥醇酯、油酸芥醇酯、山嵛酸芥醇酯和芥酸芥醇酯。此外适当的是直链C6-C22-脂肪酸与支链醇,特别是2-乙基己醇的酯、C18-C38-烷基羟基羧酸与直链或支链C6-C22-脂肪族醇的酯,特别是苹果酸二辛酯、直链和/或支链脂肪酸与多元醇(如例如丙二醇、二聚二元醇(Dimerdiol)或三聚三元醇(Trimertriol))和/或Guerbet醇的酯、基于C6-C10-脂肪酸的甘油三酯、基于C6-C18-脂肪酸的液态单-/二-/三酸甘油酯混合物、C6-C22-脂肪族醇和/或Guerbet醇与芳族羧酸,特别是苯甲酸的酯、C2-C12-二羧酸与具有1至22个碳原子的直链或支链醇或者具有2至10个碳原子和2至6个羟基的多元醇的酯、植物油、支链伯醇、取代环己烷、直链和支链C6-C22-脂肪族醇的碳酸酯,如例如碳酸二辛酯(CC)、基于具有6至18个优选8至10个碳原子的脂肪族醇的Guerbet碳酸酯、苯甲酸与直链和/或支链C6-C22-醇的酯(例如TN)、每个烷基具有6至22个碳原子的直链或支链、对称或非对称的二烷基醚,如例如二辛酰基醚(OE)、环氧化脂肪酸酯与多元醇的开环产物、硅油(环聚二甲基硅氧烷、硅酮甲基硅油等级等)和/或脂肪烃或环烷烃,如例如角鲨烷、角鲨烯或二烷基环己烷。
乳化剂
适当乳化剂的实例包括选自下列至少一组的非离子型表面活性剂:
·2至30摩尔环氧乙烷和/或0至5摩尔环氧丙烷与直链C8-22脂肪族醇、与C12-22脂肪酸、与烷基中具有8-15个碳原子的烷基苯酚以及在烷基上具有8-2个碳原子的烷基胺的加成产物;
·在烷(烯)基上具有8-22个碳原子的烷基和/或烯基寡聚糖苷及其乙氧基化的类似物;
·1-15Mol环氧乙烷与蓖麻油和/或硬化的蓖麻油的加成产物;
·15-60Mol环氧乙烷与蓖麻油和/或硬化的蓖麻油的加成产物;
·甘油和/或脱水山梨糖醇与具有12-22个碳原子的不饱和、直链或饱和的、支链的脂肪酸和/或具有3-18个碳原子的羟基羧酸的偏酯,及其与1-30Mol环氧乙烷的加成产物;
·聚甘油(平均特征缩合度(Eigenkondensationsgrad)为2-8)、聚乙二醇(分子量400-5000)、三羟甲基丙烷、季戊四醇、糖醇(例如山梨糖醇)、烷基葡糖苷(例如甲基葡糖苷、丁基葡糖苷、月桂基葡糖苷)以及聚葡糖苷(例如纤维素)与具有12-22个碳原子的饱和和/或不饱和的、直链或支链的脂肪酸和/或具有3-18个碳原子的羟基羧酸的偏酯,及其与1-30Mol环氧乙烷的加成产物;
·季戊四醇、脂肪酸、柠檬酸和脂肪醇的混合酯和/或具有6-22个碳原子的脂肪酸、甲基葡萄糖和多元醇,优选甘油或聚甘油的混合酯;
·一-、二-和三-烷基磷酸酯和一-、二-和/或三-PEG-烷基磷酸酯及其盐;
·羊毛脂醇(Wollwachsalkohole);
·聚硅氧烷-聚烷基-聚醚-共聚物和相应的衍生物;
·嵌段共聚物例如聚乙二醇-30二聚羟基硬脂酸酯;
·聚亚烷基二醇以及
·甘油碳酸酯。
下文对特别适当的乳化剂进行详细说明:
烷氧基化物。环氧乙烷和/或环氧丙烷与脂肪族醇、脂肪酸和烷基酚的加成产物是市场上可以买到的产品。在这里是指同系混合物,其平均烷氧基化度相当于进行加成反应的环氧乙烷和/或环氧丙烷和基质的用量比例。环氧乙烷与甘油加成产物的C12/18脂肪酸单酯和二酯已知用作化妆制剂的富脂剂。
烷基和/或烯基寡聚糖苷。烷基和/或烯基寡聚糖苷,其制备和应用在现有技术中是已知的。它们的制备特别通过葡萄糖或寡糖与具有8-18个碳原子的伯醇的反应进行。糖苷基,不仅单糖苷,其中环状糖基以糖苷形式(glycosidisch)连接至脂肪醇,适合,寡聚度最大优选约8的寡聚糖苷也适合。在此,寡聚度是统计平均值,其以对这类工业产品而言常见的同系物分布为基础。
偏甘油酯。适当的偏甘油酯的典型实例是羟基硬脂酸单甘油酯、羟基硬脂酸二甘油酯、异硬脂酸单甘油酯、异硬脂酸二甘油酯、油酸单甘油酯、油酸二甘油酯、蓖麻酸单甘油酯、蓖麻酸二甘油酯、亚油酸单甘油酯、亚油酸二甘油酯、亚油酸单甘油酯、亚油酸二甘油酯、芥酸单甘油酯、芥酸二甘油酯、酒石酸单甘油酯、酒石酸二甘油酯、柠檬酸单甘油酯、柠檬酸二甘油酯、苹果酸单甘油酯、苹果酸二甘油酯及其仍含有少量源自生产过程的甘油三酯的技术混合物。1至30且优选5至10摩尔环氧乙烷与上述偏甘油酯的加成产物同样适当。
脱水山梨醇酯。适当的脱水山梨醇酯是脱水山梨醇单异硬脂酸酯、脱水山梨醇倍半异硬脂酸酯、脱水山梨醇二异硬脂酸酯、脱水山梨醇三异硬脂酸酯、脱水山梨醇单油酸酯、脱水山梨醇倍半油酸酯、脱水山梨醇二油酸酯、脱水山梨醇三油酸酯、脱水山梨醇单芥酸酯、脱水山梨醇倍半芥酸酯、脱水山梨醇二芥酸酯、脱水山梨醇三芥酸酯、脱水山梨醇单蓖麻酸酯、脱水山梨醇倍半蓖麻酸酯、脱水山梨醇二蓖麻酸酯、脱水山梨醇三蓖麻酸酯、脱水山梨醇单羟基硬脂酸酯、脱水山梨醇倍半羟基硬脂酸酯、脱水山梨醇二羟基硬脂酸酯、脱水山梨醇三羟基硬脂酸酯、脱水山梨醇单酒石酸酯、脱水山梨醇倍半酒石酸酯、脱水山梨醇二酒石酸酯、脱水山梨醇三酒石酸酯、脱水山梨醇单柠檬酸酯、脱水山梨醇倍半柠檬酸酯、脱水山梨醇二柠檬酸酯、脱水山梨醇三柠檬酸酯、脱水山梨醇单马来酸酯、脱水山梨醇倍半马来酸酯、脱水山梨醇二马来酸酯、脱水山梨醇三马来酸酯及其技术混合物。1至30且优选5至10摩尔环氧乙烷与上述脱水山梨醇酯的加成产物同样适当。
聚甘油酯。适当的聚甘油酯的典型实例是聚甘油-2二聚羟基硬脂酸酯(PGPH)、聚甘油-3-二异硬脂酸酯(TGI)、聚甘油-4异硬脂酸酯(GI 34)、聚甘油-3油酸酯、聚甘油-3二异硬脂酸酯(PDI)、聚甘油-3甲基葡糖二硬脂酸酯(Tego450)、聚甘油-3蜂蜡(Cera)、聚甘油-4癸酸酯(聚甘油癸酸酯T2010/90)、聚甘油-3鲸蜡基醚(NL)、聚甘油-3二硬脂酸酯(GS 32)和聚甘油聚蓖麻酸酯(WOL 1403)、聚甘油二异硬脂酸(polyglyceryl dimerate isostearate)酯及其混合物。其它适当的多元醇酯的实例是任选与1至30摩尔环氧乙烷反应的月桂酸、椰油酸、牛油酸、棕榈酸、硬脂酸、油酸、山嵛酸等与三羟甲基丙烷或季戊四醇的单酯、二酯和三酯。
阴离子乳化剂。典型的阴离子乳化剂是C12-22脂肪酸,如例如棕榈酸、硬脂酸或山嵛酸,以及C12-22二羧酸,如例如壬二酸或癸二酸。
两性和阳离子乳化剂。其他适当的乳化剂是两性离子表面活性剂。两性离子表面活性剂是分子中含有至少一个季铵基团和至少一个羧酸酯基团和一个磺酸酯基团的表面活性化合物。特别适当的两性离子表面活性剂为所谓的甜菜碱,如N-烷基-N,N-二甲基甘氨酸铵,例如椰油烷基二甲基甘氨酸铵、N-酰胺基丙基-N,N-二甲基甘氨酸铵,例如椰油酰胺基丙基二甲基甘氨酸铵、和烷基或酰基中具有8-18个碳原子的2-烷基-3-羧甲基-3-羟乙基咪唑啉和椰油酰胺基乙基羟乙基羧甲基甘氨酸盐。特别优选已知CTFA名为椰油酰胺丙基甜菜碱的脂肪酸酰胺衍生物。同样适当的乳化剂为两性表面活性剂。两性表面活性剂是除了C8/18烷基或酰基外,分子中还含有至少一个游离氨基和至少一个-COOH或-SO3H基团且能形成内盐的表面活性化合物。适当的两性表面活性剂的实例为烷基中具有约8-18个碳原子的N-烷基甘氨酸、N-烷基丙酸、N-烷基氨基丁酸、N-烷基亚氨基二丙酸、N-羟乙基-N-烷基酰胺基丙基甘氨酸、N-烷基牛磺酸、N-烷基肌氨酸、2-烷基氨基丙酸和烷基氨基乙酸。特别优选的两性表面活性剂为N-椰油烷基氨基丙酸酯、椰油酰胺基乙基氨基丙酸酯和C12/18酰基肌氨酸。最后阳离子表面活性剂也可以用作乳化剂,其中特别优选酯季铵盐,优选甲基季铵化二脂肪酸三乙醇胺酯盐。
脂肪和蜡
脂肪的典型实例有甘油酯,即固体或液体的动植物产品,其基本上由高级脂肪酸的混合甘油酯构成;适当蜡的实例包括:天然蜡,如小烛树蜡、巴西棕榈蜡、日本蜡、西班牙草蜡(Espartograswachs)、软木蜡(Korkwachs)、Guaruma蜡、米糠油蜡、甘蔗蜡、小冠椰子蜡(Ouricurywachs)、褐煤蜡、蜂蜡、虫胶蜡(Schellackwachs)、鲸蜡、羊毛脂(羊毛蜡)、尾脂油(Bürzelfett)、精致地蜡(Ceresin)、地蜡(Erdwachs))、凡士林、石蜡(Paraffinwachse)、微晶蜡;化学改性蜡(硬蜡),如褐煤酯蜡、沙索蜡(Sasolwachs)、氢化霍霍巴蜡(Jojobawachse);以及合成蜡,如聚亚烷基蜡和聚乙二醇蜡。作为添加剂除了考虑脂肪以外,还有类脂肪物质,例如卵磷脂和磷脂。本领域技术人员理解术语卵磷脂是指甘油-磷脂,其通过脂肪酸、甘油、磷酸和胆碱的酯化形成。因此,在专业领域中卵磷脂经常用作磷脂酰胆碱(PC)。适当天然卵磷脂的实例是脑磷脂,也称作磷脂酸,为1,2-二酰基-sn-甘油-3-磷酸的衍生物。相应地,磷脂一般理解为磷酸与甘油的单酯、优选二酯(甘油磷酸酯),其一般归为脂肪。此外,还可以考虑鞘氨醇或鞘脂类。
适当珠光蜡的实例包括,烷二醇酯,尤其是乙二醇二硬脂酸酯;脂肪酸烷醇酰胺,尤其是椰油脂肪酸二乙醇酰胺;偏甘油酯,尤其是硬脂酸单甘油酯;多元、任选羟基取代的羧酸与具有6-22个碳原子的脂肪族醇的酯,尤其是酒石酸的长链酯;具有总计至少24个碳原子的脂肪物质,如例如脂肪族醇、脂肪酮、脂肪醛、脂肪醚和脂肪碳酸酯,尤其是月桂酮和二硬脂醚;脂肪酸如硬脂酸、羟基硬脂酸或山嵛酸、具有12-22个碳原子的环氧烯烃与具有12-22个碳原子的脂肪族醇和/或具有2-15个碳原子和2-10个羟基的多元醇的开环产物、及其混合物。
清凉剂
清凉剂是在皮肤上产生清凉感受的化合物。一般涉及薄荷醇化合物,除了本体薄荷醇自身,选自例如组包括薄荷醇甲醚、薄荷酮甘油缩醛(FEMA GRAS1 3807)、薄荷酮甘油缩酮(FEMA GRAS 3808)、乳酸薄荷酯(FEMA GRAS 3748)、薄荷醇乙二醇碳酸酯(FEMA GRAS3805)、薄荷醇丙二醇碳酸酯(FEMA GRAS 3806)、乙基草氨酸薄荷酯、琥珀酸单薄荷酯(FEMAGRAS 3810)、谷氨酸单薄荷酯(FEMA GRAS 4006)、薄荷氧基-1,2-丙二醇(FEMA GRAS3784)、薄荷氧基-2-甲基-1,2-丙二醇(FEMA GRAS 3849)以及薄荷烷碳酸酯和酰胺WS-3、WS-4、WS-5、WS-12、WS-14和WS-30及其混合物。
这类物质的第一种重要代表是琥珀酸单薄荷酯(FEMA GRAS 3810)。不仅琥珀酸酯,而且类似物谷氨酸单薄荷酯(FEMA GRAS 4006)也是基于二元或多元羧酸的单薄荷酯的重要代表。
这类物质的使用实例参见例如文献WO 2003 043431(Unilever)或EP 1332772A1(IFF)。
本发明优选的下一组重要薄荷醇化合物包括薄荷醇和多元醇,如例如乙二醇、甘油或碳水化合物的碳酸酯,如例如薄荷醇乙二醇碳酸酯(FEMA GRAS 3805=MGC)、薄荷醇丙二醇碳酸酯(FEMA GRAS 3784=MPC)、2-甲基-1,2-丙二醇碳酸薄荷醇酯(FEMA GRAS 3849)或相应的糖衍生物。同样优选薄荷醇化合物是乳酸薄荷酯(FEMAGRAS 3748=ML)并且特别是薄荷酮甘油缩醛(FEMA GRAS 3807)、或薄荷酮甘油缩酮(FEMA GRAS 3808),市场上以名称MGA出售、草酸薄荷酯乙酰胺,市场上以名称X-Cool出售。这类物质中特别有利是薄荷酮甘油缩醛/缩酮、乳酸薄荷酯、薄荷醇乙二醇碳酸酯、草酸薄荷酯乙酰胺或薄荷醇丙二醇碳酸酯,被申请人以名称MGA、ML、MGC、X-cool和MPC市售。
在上世纪七十年代第一次发现薄荷醇化合物,其在3位有一个C-C-键并且同样有一系列可以使用的代表物。这类物质通常被称为WS-类。本体是薄荷醇衍生物,其中羟基被羧基取代(WS-1)。由该结构产生所有其他的WS-类,如例如优选的WS-3、WS-4、WS-5、WS-12、WS-14和WS-30。
作为粘度调节剂可以首先考虑具有12至22并且优选16至18个碳原子的脂肪醇或羟基脂肪醇以及偏甘油酯、脂肪酸或羟基脂肪酸。优选的是这些物质与烷基低聚苷和/或相同链长的脂肪酸-N-甲基糖胺和/或聚甘油聚-12-羟基硬脂酸酯的结合。适当的增稠剂是如Aerosil-类(亲水性二氧化硅)、多糖,更特别是黄原胶、瓜尔胶、琼脂、藻酸盐和纤基乙酸钠(Tylosen)、羧甲基纤维素和羟乙基和羟丙基纤维素、以及脂肪酸的高分子量聚乙二醇单酯和二酯、聚丙烯酸酯(例如Goodrich的和Pemulen-类;或Sigma的Kelco的Keltrol-类;Seppic的Sepigel-类;Allied Colloids的Salcare-类)、聚丙烯酰胺、聚合物、聚乙烯醇和聚乙烯吡咯烷酮。特别有效的是膨润土,如例如凝胶VS-5PC(Rheox),其涉及环戊硅氧烷、二硬脂基二甲基胺锂皂石和碳酸丙烯酯的混合物。其他可以考虑的是表面活性剂如,例如乙氧基化脂肪酸甘油酯、脂肪酸与多元醇如季戊四醇或三羟甲基丙烷的酯、窄同系物分布的脂肪醇乙氧基化物或烷基低聚苷以及电解质如氯化钠和氯化铵。
富脂剂和稳定剂
作为富脂剂可以使用物质如例如羊毛脂和卵磷脂以及聚乙氧基化或酰基化羊毛脂和卵磷脂衍生物、多元醇脂肪酸酯、单甘油酯和脂肪酸烷醇酰胺,其中脂肪酸烷醇酰胺也可用作泡沫稳定剂。
作为稳定剂可以使用脂肪酸的金属盐,如例如硬脂酸或蓖麻酸镁、铝和/或锌。
聚合物
适用的阳离子聚合物实例包括:阳离子纤维素衍生物,例如季铵化羟乙基纤维素,其可以名称聚合物JR购自AMERCHOL,阳离子淀粉,二烯丙基铵盐和丙烯酰胺的共聚物,季铵化乙烯基吡咯烷酮/乙烯基咪唑聚合物,例如(BASF),聚二醇和胺的缩聚产物,季铵化胶原多肽,例如月桂基二甲基铵羟丙基水解胶原(L/Grünau),季铵化小麦多肽,聚乙烯亚胺,阳离子聚硅氧烷聚合物,例如酰氨基甲基聚硅氧烷,己二酸和二甲基氨基羟丙基二乙烯三胺的共聚物(/Sandoz),丙烯酸和二甲基二烯丙基氯化铵的共聚物(550/Chemviron),聚氨基聚酰胺及其交联水溶性聚合物,阳离子壳多糖衍生物例如季铵化壳聚糖,其可任选以经微晶形式分散,二卤代烷基,例如溴代丁烷与二烷基胺的缩聚产物,例如双-二甲基氨基-1,3-丙烷,阳离子瓜尔胶,例如购自Celanese的CBS、C-17和C-16,季铵盐聚合物,例如购自Miranol的A-15、AD-1和AZ-1。
合适的阴离子、两性离子、两性和非离子聚合物是例如乙酸乙烯酯/巴豆酸共聚物、乙烯吡咯烷酮/丙烯酸乙烯酯共聚物、乙酸乙烯酯/马来酸丁酯/丙烯酸异冰片酯的共聚物、甲基乙烯醚/马来酸酐的共聚物和它们的酯、未交联的和与多元醇交联的聚丙烯酸、丙烯基酰氨基丙基三甲基氯化铵/丙烯酸酯的共聚物、辛基丙烯酰胺/甲基丙烯酸甲酯/甲基丙烯酸叔丁基氨基乙酯/甲基丙烯酸2-羟丙酯的共聚物、聚乙烯吡咯烷酮、乙烯吡咯烷酮/乙酸乙烯酯的共聚物、乙烯吡咯烷酮/甲基丙烯酸二甲基氨基乙酯/乙烯基己内酰胺的三元共聚物和任选地衍生的纤维素醚和硅氧烷。
硅氧烷化合物
合适的硅氧烷化合物是例如二甲基聚硅氧烷、甲基苯基聚硅氧烷、环状硅氧烷和氨基-、脂肪酸-、醇-、聚醚-、环氧-、氟-、苷-和/或烷基改性的硅氧烷化合物,它们在室温下既可以呈液态,也可以呈树脂状。同样合适的是Simethicone,它们是一种具有平均链长为200-300二甲基硅氧烷单元的聚二甲基硅氧烷和氢化的硅酸盐的混合物。
保湿剂
保湿剂用于进一步优化组合物的感官性质并用于皮肤的湿度调节。同时,提高了根据本发明的制剂的冷稳定性,特别是在乳液情况下。保湿剂的含量通常为0.1至15重量%,优选1至10重量%,并且特别优选5至10重量%。
根据本发明的适当保湿剂的实例包括氨基酸、吡咯烷酮羧酸、乳酸及其盐、乳糖醇、脲和脲衍生物、尿酸、葡糖胺、肌酸酐、胶原的分裂产物、壳聚糖或壳聚糖盐衍生物,并且特别是多元醇和多元醇衍生物(如甘油、二甘油、三甘油、乙二醇、丙二醇、丁二醇、赤藓醇和1,2,6-己三醇、聚乙二醇,如PEG-4、PEG-6、PEG-7、PEG-8、PEG-9、PEG-10、PEG-12、PEG-14、PEG-16、PEG-18和PEG-20)、糖和糖衍生物(包括果糖、葡萄糖、麦芽糖、麦芽糖醇、甘露糖醇、肌醇、山梨醇、山梨糖醇硅烷二醇、蔗糖、海藻糖、木糖、木糖醇、葡糖醛酸及其盐)、乙氧基化山梨醇(Sorbeth-6、Sorbeth-20、Sorbeth-30、Sorbeth-40)、蜂蜜和氢化蜂蜜、氢化淀粉水解物以及氢化小麦蛋白混合物和PEG-20-乙酸酯共聚物。根据本发明优选适当的湿润剂是丙三醇、二丙三醇、三丙三醇和丁二醇。
生物活性物质和抗氧化剂
生物活性物质是例如生育酚、生育酚乙酸酯、生育酚棕榈酸酯、抗坏血酸、(脱氧)核糖核酸及其碎裂产物、β-葡聚糖、视黄醇、红没药醇、尿囊素、植烷三醇、泛醇、AHA酸、氨基酸、神经酰胺、假神经酰胺、香精油、植物提取物如姜根提取物、紫雏菊提取物、西梅提取物、班马纳坚果提取物、维生素络合物和亚苄基二甲氧基二甲基茚满酮
抗氧化剂打断UV辐射透过皮肤时触发的光化学反应链。其典型实例为氨基酸(例如甘氨酸、组氨酸、酪氨酸、色氨酸)及其衍生物,咪唑(例如尿刊宁酸)及其衍生物,类胡萝卜素,胡萝卜素(例如α-胡萝卜素、β-胡萝卜素、番茄红素)及其衍生物,绿原酸及其衍生物,硫辛酸及其衍生物(例如二氢硫辛酸),金硫葡糖,丙硫氧嘧啶和其它硫醇(例如硫氧还蛋白、谷胱甘肽、半胱氨酸、胱氨酸、胱胺及其糖基、N-乙酰基、甲基、乙基、丙基、戊基、丁基和月桂基、棕榈酰基、油基、亚油基、γ-亚油烯基、胆甾烯基和甘油基酯)及其盐,硫代二丙酸二月桂酯、硫代二丙酸双十八酯、硫代二丙酸及其衍生物(酯类、醚类、肽类、脂类、核苷酸类、核苷类和盐)以及非常低的耐药剂量(例如pmol至μmol/kg)的亚砜亚胺化合物(例如丁硫氨酸亚砜亚胺、同型半胱氨酸亚砜亚胺、丁硫氨酸砜、五-、六-和七-硫氨酸亚砜亚胺)、以及(金属)螯合剂类(例如,α-羟基脂肪酸类、棕榈酸、植酸、乳铁蛋白)、α-羟基酸类(例如柠檬酸、乳酸、苹果酸)、腐殖酸、胆汁酸、胆汁提取物、胆红素、胆绿素、EDTA、EGTA及其衍生物、不饱和脂肪酸及其衍生物(例如γ-亚麻酸、亚油酸、油酸)、叶酸及其衍生物、泛醌、泛醇及其衍生物、维生素C及其衍生物(例如抗坏血酸棕榈酸酯、抗坏血酸磷酸镁、抗坏血酸乙酸酯)、生育酚及衍生物(例如维生素E乙酸酯)、维生素A及衍生物(维生素A棕榈酸酯)以及安息香树脂的苯甲酸松酯、芸香十烯酸及其衍生物、α-糖基芸香苷、阿魏酸、亚糠基葡糖醇、肌肽、丁基羟基甲苯、丁基羟基茴香醚、去甲二氢化愈创木酸(nordihydroguaiac resinacid)、去甲二氢愈创木酸木脂酸(nordihydroguaiaretic acid)、三羟基丁酰苯、尿酸及其衍生物,甘露糖及其衍生物,超氧化物歧化酶,锌及其衍生物(例如ZnO,ZnSO4)、硒及其衍生物(例如硒代蛋氨酸)、芪及其衍生物(例如氧化芪、反氧化芪)和根据本发明合适的所述这些活性成分的衍生物(例如盐、酯、醚、糖、核苷酸、核苷、肽和脂类)。
成膜剂、抗头屑剂和膨胀剂
常用的成膜剂实例包括壳聚糖、微晶壳聚糖、季铵化壳聚糖、聚乙烯吡咯烷酮、乙烯吡咯烷酮-乙烯醋酸酯共聚物、丙烯酸聚合物、季铵纤维素衍生物、胶原、透明质酸或其盐,以及类似化合物。
适当的抗头屑活性成分实例包括Pirocton Olamin(1-羟基-4-甲基-6-(2,4,4-三甲基戊基)-2-(1H)吡啶酮单乙醇胺盐)、(Climbazole)、(4-乙酰基-1-{-4-[2-(-二氨苯基)γ-2-(1H-咪唑-1-基甲基)-1,3-二氧戊-环-4-基甲氧基苯基}哌嗪、酮康唑、新康唑、二硫化硒、胶态硫、硫聚乙二醇脱水山梨醇单油酯、蓖麻醇聚乙氧基化硫酯、硫-焦油馏出物、水杨酸(或与六氯苯的组合物)、十一碳烯酸单乙醇酰胺磺基丁二酸酯钠盐、UD(蛋白质-十一碳烯酸缩合物)、吡硫鎓锌、吡硫鎓铝、和吡硫鎓镁/二吡硫鎓镁硫酸物。
用于水相的膨胀剂实例是蒙脱石,粘土矿物,Pemulen以及烷基改性的丙烯酸聚合物(Carbopol)(Goodrich公司产)。其他适当的聚合物或膨胀剂,请参阅R.Loch-head inCosm.Toil.108,95(1993).
驱虫剂
适当的驱虫剂实例包括N,N-二乙基-间-甲苯酰胺、1,2-戊二醇或乙基丁基乙酰基氨基丙酸酯。适当的仿晒剂包括二羟基丙酮。能阻止黑色素形成并在脱色剂中应用的适当的酪氨酸抑制剂包括熊果苷、阿魏酸、曲酸、香豆酸和抗坏血酸(维生素C)。
助水溶剂
此外可以使用助水溶剂,如乙醇、异丙醇或多元醇以改善流动性;这些物质大部分对应于上述载体。在这种情况下,适当的多元醇优选含有2-5个碳原子和至少两个羟基。多元醇可以含有官能团,特别是氨基或用氮改性。典型实例包括:
·甘油;
·亚烷基二醇,如乙二醇、二乙二醇、丙二醇、丁二醇、己二醇以及具有平均分子量为100-1000道尔顿的聚乙二醇;
·具有自缩合度为1.5-10的工业用寡聚甘油混合物以及有40~50重量%的二甘油含量的工业用二甘油混合物;
·羟甲基化合物,特别是三羟甲基乙烷、三羟甲基丙烷、三羟甲基丁烷、季戊四醇和二季戊四醇;
·低烷基葡糖苷,尤其是在烷基中有1-8个碳原子的那些,例如甲基和丁基葡糖苷;
·有5-12个碳原子的糖醇,如山梨醇或甘露醇;
·有5-12个碳原子的糖,如葡萄糖或蔗糖;
·氨基糖,如葡糖胺;
·二烷醇胺,如二乙醇胺或2-氨基-丙-1,3-二醇。
防腐剂
优选防腐剂选自组包括o-伞花烃-5-醇、苯甲酸和对羟基苯甲酸,其酯和盐、苯甲酸苄酯、丙酸及其盐、水杨酸及其盐、2,4-己二烯酸(山梨酸)及其盐、乙酰丙酸及其盐、茴香酸及其盐、紫苏酸及其盐、肉桂酸及其盐、甲醛和多聚甲醛、4-羟基苯甲醛、邻-、间-和对-茴香醛、肉桂醛、肉桂醇、2-羟基联苯醚及其盐、2-锌-硫化吡啶N-氧化物、无机亚硫酸盐和亚硫酸氢盐、碘酸钠、氯丁醇、4-乙基汞-(II)5-氨基-1,3-双(2-羟基苯甲酸),其盐和酯、脱氢乙酸、甲酸、1,6-二(4-脒基-2-溴苯氧基)-正己烷及其盐、乙基汞-(II)-硫代水杨酸钠盐、苯基汞及其盐、10-十一碳烯酸及其盐、5-氨基-1,3-二(2-乙基己基)-5-甲基-六氢嘧啶、5-溴-5-硝基-1,3-二噁烷、2-溴-2-硝基-1,3-丙二醇、2,4-二氯苯甲醇、N-(4-氯苯基)-N’-(3,4-二氯苯基)脲、4-氯间甲酚、2,4,4’-三氯-2’-羟基-联苯醚、4-氯-3,5-二甲基苯酚、1,1’-亚甲基-二(3-(1-羟甲基-2,4-二氧咪唑烷-5-基)脲)、聚(六亚甲基缩二胍)盐酸盐、(苄氧基甲氧基)-甲醇、六亚甲基四胺、1-(3-氯烯丙基)-3,5,7-三氮-1-氮鎓-金刚烷氯、1-(4-氯苯氧基)-1(1H-咪唑-1-基)-3,3-二甲基-2-丁酮、1,3-二-(羟基-甲基)-5,5-二甲基-2,4-咪唑烷二酮、1,2-二溴-2,4-二氰基丁烷、2,2’-亚甲基-二(6-溴-4-氯-苯酚)、溴氯苯、5-氯-2-甲基-3(2H)-异噻唑啉酮、2-甲基-3(2H)异噻唑啉酮(isothiazolinone)与氯化镁和硝酸镁的混合物、2-辛基-2H-异噻唑-3-酮、1,2-苯并异噻唑啉-3(2H)-酮、2-苯甲基-4-氯苯酚、3-(4-氯代苯氧基)-1,2-丙二醇(Chlorphenesin)、2-氯乙酰胺、氯己定、醋酸氯己定、葡糖酸氯己定、盐酸氯己定、N-烷基(C12-C22)三甲基-铵溴化物和氯化物、4,4-二甲基-1,3-噁唑烷、N-羟甲基-N-(1,3-二(羟甲基)-2,5-二氧咪唑烷-4-基)-N’-羟基甲基脲、1,6-二(4-脒基苯氧基)正己烷及其盐、戊二醛、5-乙基-1-氮杂-3,7-二氧二环(3.3.0)辛烷、3-(4-氯苯氧基)-1,2-丙二醇、季铵盐、烷基-(C8-C18)-二甲基-苄基-氯化铵、烷基-(C8-C18)-二甲基-苄基溴化铵、烷基-(C8-C18)-二甲基-苄基糖化铵、苄基半缩甲醛、3-碘-2-丙炔基-丁基氨基甲酸酯、羟甲基-氨基醋酸钠或羟甲基-氨基醋酸钠、咪唑烷脲、双咪唑烷脲、羟甲基甘氨酸钠、DMDM乙内酰脲、:环庚三烯酚酮、(亚乙基二氧)二乙醇、2-溴-2-(溴甲基)戊腈、N-(3-氨丙基)-N-十二烷基丙烷-1,3-二胺、α,α‘,α“-三甲基-1,3,5-三嗪-1,3,5(2H,4H,6H)-三乙醇、吡啶-2-巯基-1-氧化物、钠盐、四氢-1,3,4,6-四(羟甲基)咪唑[4,5-d]咪唑-2,5(1H,3H)-二酮、1,3-双(羟甲基)-1-(1,3,4-三(羟甲基)-2,5-二氧咪唑啉-4-基)脲(双烷基咪唑脲)、1,3-双(羟甲基)-5,5-二甲基咪唑烷-2,4-二酮、3-乙酰基-2-羟基-6-甲基-4H-吡喃-4-酮、氯化十六烷吡啶、N-月桂酰-L-精氨酸乙酯盐酸盐、辛酰氧肟酸、山梨醇异羟肟酸(sorbohydroxamic acid)及其混合物。
多功能制剂
根据本发明的化妆或药用制剂特别含有至少一种式(I)的化合物或式(I)化合物的化妆用可接受的盐或含有两种或多种这些化合物或其盐与所谓的多功能制剂的混合物,所述多功能制剂选自组包括1,3-丙二醇、甲基丙二醇、1,2-戊二醇、1,2-己二醇、1,2-辛二醇、1,2-癸二醇、1,5-戊二醇、1,6-己二醇、1,8-辛二醇、1,2-癸二醇、乙基己基甘油、己氧基-丙-1,2-二醇、庚氧基-丙-1,2-二醇、辛氧基-丙-1,2-二醇、3-苯氧基-丙-1,2-二醇、3-苄氧基-丙-1,2-二醇、3-苯基乙氧基-丙-1,2-二醇、3-苯基丙氧基-丙-1,2-二醇、3-甲基苄氧基-丙-1,2-二醇、失水山梨醇癸酸酯、三氯生、氯咪巴唑、Octopirox(1-羟基-4-甲基-6-(2,4,4-三甲基戊基)-2(1H)-吡啶酮、2-氨基乙醇)、壳聚糖、金合欢醇、2-丁基辛酸、2-苄基庚-1-醇、单月桂酸甘油酯、双(2-吡啶硫基)锌1,1'-二氧化物、N,N'-(癸烷-1,10-二基二吡啶-1-基-4-亚基)-二辛-1-胺二盐酸盐(奥替尼啶二盐酸盐)、麝香草酚、丁香油酚、4-异丙基-3-甲基苯酚、苄醇、2-苯乙醇、3-苯基丙醇、2-苯氧基乙醇、1-苯氧基-丙-2-醇、3-苯氧基丙醇、苄氧基甲醇、辛酸甘油酯、癸酸甘油酯、月癸酸甘油酯、羟基苯乙酮及其混合物,优选1,2-戊二醇、1,2-己二醇、1,2-辛二醇、1,2-癸二醇、羟基苯乙酮及其混合物。
优选的是L-肌肽和/或carcinine*HCl与选自1,2-戊二醇、1,2-己二醇、1,2-辛二醇、1,2-癸二醇、羟基苯乙酮的多功能剂及其混合物的结合。式(I)化合物与多功能制剂的结合特别有利的用于治疗日光,优选可见光导致的色素沉着过度。
芳香油和香料
可以提及的芳香油是天然芳香剂与合成芳香剂的混合物。天然芳香剂是花(百合、薰衣草、玫瑰、茉莉、橙花、依兰)、茎和叶(天竺葵、广藿香、苦橙)、果实(茴香、胡荽、香菜、杜松)、果皮(佛手柑、柠檬、橙)、根(肉豆蔻、当归、芹菜、小豆蔻、木香、鸢尾、菖蒲)、木材(松木、檀香、愈创木、雪松木、花梨木)、草本植物和禾本植物(龙蒿、柠檬草、鼠尾草、百里香)、松针和树枝(云杉、冷杉、松树、矮松)、树脂和香脂(格蓬、榄香脂、安息香、没药、乳香、红没药)的提取物。此外可以考虑动物原料,例如麝猫香和海狸香。典型的合成芳香剂化合物是酯、醚、醛、酮、醇和烃类产物。酯类芳香剂化合物是例如乙酸苄酯,异丁酸苯氧基乙酯、环己基乙酸p-叔丁酯、乙酸芳樟酯、乙酸二甲基苄基原酯(dimethyl benzyl carbinylacetate)、乙酸苯乙酯、苯甲酸芳樟酯、甲酸苄酯、苯基甘氨酸乙基甲酯、环己基丙酸烯丙酯、丙酸苏合香酯和水杨酸苄酯。醚类包括,例如苄基乙基醚;醛类包括,例如含有8至18个碳原子的直链烷醛、柠檬醛、香茅醛、香茅基氧基乙醛、仙客来醛、羟基香茅醛、铃兰醛和波洁红醛;酮类包括例如紫罗兰酮、α-异甲基紫罗酮和甲基柏木酮;醇类包括茴香脑、香茅醇、丁香酚、异丁香酚、香叶醇、芳樟醇、苯乙醇和松油醇;烃类主要包括萜烯类和香脂类。然而,优选使用各种芳香剂化合物的混合物,它们一起产生相应的香味。其它适当的芳香油为通常用作芳香成分的挥发性较低的精油,例如鼠尾草油、甘菊油、丁香油、蜂花油、薄荷油、肉桂叶油、莱姆花油、杜松子油、香根草油、乳香油、白松香油、岩蔷薇油和熏衣草油。以下为单独或以混合形式优选使用的物质:佛手柑油、二氢月桂烯醇、铃兰醛、新铃兰醛、香茅醇、苯乙醇、α-己基肉桂醛、香叶醇、苄丙酮、仙客来醛、芳樟醇、乙氧基甲氧基环十一烷、龙涎呋喃、吲哚、二氢茉莉酮酸甲酯(hedione)、sandelice、柑橘类精油、柑橘油、橙油、乙醇酸烯丙基戊酯、cyclovertal、醒目熏衣草油、鼠尾草油、大马酮、波旁香叶油、水杨酸环己酯、Vertofix Coeur、Iso-E-Super、Fixolide NP、evernyl、iraldein gamma、苯乙酸、乙酸香叶酯、乙酸苄酯、玫瑰醚、romilllate、2-乙基-己酸乙酯(irotyl)和2-叔丁基环己基乙基碳酸酯(floramat)。
适当香料实例包括薄荷油、留兰香油、大茴香籽油、八角茴香油、枯茗油、桉树油、小茴香油、柠檬油、冬青油、丁香油、薄荷醇等。
染料
可以使用的染料是那些适合并且允许用于化妆目的的,例如在德国研究会的染料委员会的出版物"Cosmetic Dyes"[Dyes Commission of the German ResearchFoundation],Verlag Chemie,Weinheim,1984,pp.81-106中列出的物质。实例是胭脂红A(C.I.16255),专利蓝V(C.I.42051),靛蓝(C.I.73015),叶绿酸(C.I.75810),喹啉黄(C.I.47005),二氧化钛(C.I.77891),阴丹士林蓝RS(C.I.69800)和茜素红(C.I.58000)。还可包括鲁米诺作为荧光染料。相对于总体混合物,这些染料通常使用的含量为0.001-0.1重量%。
这些助剂和添加剂的总量为相对于制剂1至50,优选5至40重量%。制剂可以通过常规的冷或热工艺制得,优选相位反转温度模式
工业应用
本发明的一个重要方面涉及一种处理色素沉着过度,日光导致,优选可见光导致的色素沉着过度的非治疗方法,包括以下步骤:
(i)提供至少一种式(I)的化合物或式(I)化合物的化妆用可接受的盐或含有两种或多种这些化合物及其盐的混合物
前提是R1代表H或CH3,R2代表H或COOH,并且
(ii)将所述化合物或混合物施用至人类皮肤。
特别地,该方法涉及式(I)的化合物选自组包括肌肽、L-肌肽、D-肌肽、D/L-肌肽、carcinine、carcinine*HC、鹅肌肽、D-鹅肌肽、L-鹅肌肽以及L-鹅肌肽*HNO3及其混合物。优选L-肌肽和/或carcinine*HCl。
优选方法,其中化妆制剂进一步含有至少一种UV过滤物质,其中UV过滤物质选自组包括UV-A过滤物质,UV-B过滤物质、和光保护染料。
同样优选方法,其中化妆制剂进一步含有至少一种亮肤剂。在一个优选实施方案中,该制剂是霜剂、乳液、凝胶、膏剂或胶囊剂形式的皮肤护理或皮肤保护组合物。
同样优选一种方法,其中式(I)的化合物或式(I)化合物的化妆用可接受盐以减少、延迟、抑制和/或抵抗日光导致,优选可见光导致的色素沉着过度的活性量存在。
本发明的另一个方面是另一种化妆、非治疗处理哺乳动物的方法,所述方法包括通过向所述哺乳动物施用改变哺乳色素沉着有效量的式(I)化合物或式(I)化合物的化妆用可接受盐或含有两种或多种这些化合物或其盐的混合物,影响哺乳动物的皮肤色素沉着。
优选地局部施用改变色素沉着有效量的式(I)化合物。
优选地式(I)化合物或式(I)化合物的化妆用可接受盐或含有两种或多种这些化合物或其盐的混合物是L-肌肽和/或carcinine*HCl。
本发明的另一个方面是一种减少、延迟和/或抑制色素沉着过度,治疗、防止和/或减轻皮肤色素沉着过度形成的方法,其包括向日光导致,优选可见光导致的色素沉着过度的人体组织局部施用含有式(I)化合物或其盐以及其他添加剂的(药用或化妆)制剂
任选地,在该制剂中含有其他成分(b1)0.05重量%至60重量%,优选0.1重量%至50重量%,并且特别优选0.5重量%至40重量%的UV过滤物质,和/或(b2)0.005重量%至20重量%,优选0.01重量%至10重量%的亮肤剂,其中化合物a)至d)的重量百分比基于制剂的总量计并且所有化合物的总量加至100重量%。
最后,本发明涉及至少一种式(I)的化合物或式(I)化合物的化妆用可接受盐或含有两种或多种这些化合物或其盐的混合物
前提是R1代表H或CH3,R2代表H或COOH或其盐,用于处理、防止和/或减轻色素沉着过度的用途。
实施例
实施例1:
在6-孔板中培养人体表皮黑素瘤细胞A375。使用配有KG1过滤的Hydrosun 750将该细胞暴露于的可见光(480J/cm2)。辐射前或后48小时,使用非细胞毒性浓度的测试化合物处理细胞。在NaOH溶液中裂解黑素形成细胞。通过在405nm下测定吸光度和基于黑色素标准曲线的计算定量黑色素。
表1
体外基底黑色素形成
黑色素[μg] | 显著性 | |
未处理 | 0.7914 | |
0.001%L-肌肽 | 0.6845 | 不显著 |
0.00316%L-肌肽 | 0.6186 | 不显著 |
表2
体外可见光导致的色素沉着过度
显著性:
##p<0.01相对于未处理;
**P<0.01,***p<0.001相对于可见光辐射
已经令人惊异地示出L-肌肽显著抑制了可见光导致的色素沉着过度,而对基底黑色素形成上没有作用。
实施例2
以下制剂被施用至源自光型IV(Fitzpatrick scale)供者腹部手术的离体人体皮肤外植体。48小时后用棉垫将制剂移除。使用配有KG1过滤的Hydrosun 750将皮肤外植体暴露于的可见光(480J/cm2)。随后重新施用制剂。48小时后制备皮肤切片并使用Fontana-Masson染色黑色素。通过图像分析定量黑色素。
表3
施用至离体人体皮肤外植体的制剂(所有含量以w/w%计)
表4
可见光辐射后离体人体皮肤上的黑色素形成
显著性:
###p<0.001相对于未处理;
***p<0.001相对于安慰剂
以下实施例示出了含有根据本发明的制剂的用于各种防晒产品的配方。所有用量是指重量%。
化妆用防晒剂
防晒喷雾
防晒喷雾O/W SPF 15-20
防晒软霜W/O SPF 40
防晒乳液W/O
晒后凝胶
夜晚修复霜
清新水润晒后摩斯
面部凝胶
梦幻清新润肤露
眼部乳液
Claims (13)
2.根据权利要求1所述的用途,其中式(I)化合物选自肌肽、L-肌肽、D-肌肽、D/L-肌肽、carcinine、carcinine*HCl、鹅肌肽、D-鹅肌肽、L-鹅肌肽以及L-鹅肌肽*HNO3及其混合物。
3.根据权利要求1所述的用途,其中药物还含有至少一种UV过滤物质,其中UV过滤物质选自UV-A过滤物质、UV-B过滤物质和光保护染料。
4.根据权利要求1所述的用途,其中药物还含有至少一种亮肤剂。
5.根据权利要求1所述的用途,其中式(I)的化合物或式(I)化合物的药用可接受盐以减少、延迟、抑制和/或抵抗可见光导致的色素沉着过度的活性量存在。
6.含有
(a)0.01重量%至10重量%的式(I)化合物或式(I)化合物的药用可接受的盐或含有两种或更多种这些化合物或其盐的混合物,
前提是R1是H或CH3,并且R2是H或COOH,
和任选地
(b1)0.05重量%至60重量%的UV过滤物质,和/或
(b2)0.05重量%至20重量%的亮肤剂,和任选地
(c)0.2重量%至99重量%的载体,其选自水、醇类、酯类、丙基丙二醇(2)甲醚、丙基丙二醇(3)甲醚、异链烷烃、C10-C13烷烃、C14-C17烷烃、C11-C15环烷烃、二辛醚、及其混合物,
(d)0.1至90重量%的其他添加剂,
其中成分a)至d)的重量百分比基于制剂的总量计并且所有化合物的总量加至100重量%,
在制备用于治疗、预防和/或减轻由可见光辐射导致的色素沉着过度的药物中的用途。
7.根据权利要求6所述的用途,其中所述醇类选自丁二醇、二丙二醇、乙醇、乙氧基二甘醇、甘油、丙醇、异丙醇、聚乙二醇、丙二醇、三乙二醇及其混合物。
8.根据权利要求6所述的用途,其中所述酯类选自乙酸乙酯、碳酸丙烯酯、乙酸戊酯、苯甲酸戊酯、乙酸苄酯、乙酸丁酯、乳酸丁酯、苯甲酸丁辛酯、水杨酸丁辛酯、丁酸辛酯、二乙酸甘油酯、三乙酸甘油酯、马来酸二辛酯 及其混合物。
10.根据权利要求9所述的方法,其中式(I)的化合物选自肌肽、L-肌肽、D-肌肽、D/L-肌肽、carcinine、carcinine*HCl、鹅肌肽、D-鹅肌肽、L-鹅肌肽以及L-鹅肌肽*HNO3及其混合物。
11.根据权利要求9所述的方法,其中式(I)的化合物或式(I)化合物的化妆用可接受盐或含有两种或更多种这类化合物或其盐的混合物与至少一种UV过滤物质组合,其中UV过滤物质选自组包括UV-A过滤物质、UV-B过滤物质和光保护染料。
12.根据权利要求9所述的方法,其中式(I)的化合物或式(I)化合物的化妆用可接受盐或含有两种或更多种这类化合物或其盐的混合物与至少一种亮肤剂组合。
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US20190175477A1 (en) | 2019-06-13 |
BR112018069018B1 (pt) | 2021-10-26 |
JP6864005B2 (ja) | 2021-04-21 |
KR20180122444A (ko) | 2018-11-12 |
BR112018069018A2 (pt) | 2019-01-22 |
EP3432858B1 (en) | 2023-12-27 |
JP2019509301A (ja) | 2019-04-04 |
US10966912B2 (en) | 2021-04-06 |
WO2017162267A1 (en) | 2017-09-28 |
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