CN103140211B - 包含取代单胺的护肤组合物 - Google Patents
包含取代单胺的护肤组合物 Download PDFInfo
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- CN103140211B CN103140211B CN201180036348.0A CN201180036348A CN103140211B CN 103140211 B CN103140211 B CN 103140211B CN 201180036348 A CN201180036348 A CN 201180036348A CN 103140211 B CN103140211 B CN 103140211B
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- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
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- QUCDWLYKDRVKMI-UHFFFAOYSA-M sodium;3,4-dimethylbenzenesulfonate Chemical compound [Na+].CC1=CC=C(S([O-])(=O)=O)C=C1C QUCDWLYKDRVKMI-UHFFFAOYSA-M 0.000 description 1
- YIOCQGHBBNGBND-UHFFFAOYSA-N sodium;3-acetyl-6-methylpyran-3-ide-2,4-dione Chemical compound [Na+].CC(=O)[C-]1C(=O)C=C(C)OC1=O YIOCQGHBBNGBND-UHFFFAOYSA-N 0.000 description 1
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- PBSRSWFGYPZDAU-FFIPNUABSA-H trimagnesium;[(2r)-2-[(1s)-1,2-dihydroxyethyl]-3-oxido-5-oxo-2h-furan-4-yl] phosphate Chemical compound [Mg+2].[Mg+2].[Mg+2].OC[C@H](O)[C@H]1OC(=O)C(OP([O-])([O-])=O)=C1[O-].OC[C@H](O)[C@H]1OC(=O)C(OP([O-])([O-])=O)=C1[O-] PBSRSWFGYPZDAU-FFIPNUABSA-H 0.000 description 1
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- 229940094989 trimethylsilane Drugs 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
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- 229940099259 vaseline Drugs 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 235000019163 vitamin B12 Nutrition 0.000 description 1
- 239000011715 vitamin B12 Substances 0.000 description 1
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- 239000011708 vitamin B3 Substances 0.000 description 1
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- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
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- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
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- A61K31/13—Amines
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Abstract
<b/>护肤组合物,其包含某种取代的苯乙基胺,其对于皮肤增白和获得均匀肤色是特别有益的,尤其对于面部或腋下皮肤。该组合物包含0.001%至20%的结构I的取代单胺:(I)其中R1 是环己基、苯基、用C1-C5烷基、C1-C5烷氧基、苯氧基单-和二-取代的苯基;且R2是氢或甲基。
Description
技术领域
本发明涉及用于面部和身体皮肤的组合物。
发明背景
大家都希望看起来年轻健康。看起来年轻健康的皮肤的首要特性是肤色和纹理均匀。老年斑和其它皮肤色素沉着过度是不合意的。在世界上许多地方,消费者还想增白背景肤色(background skin color)。因此,需要商业上可行的有效护肤组合物,尤其是皮肤增白(lightening)产品。
例如在EP 2193779 (Cognis);WO
2005/016895 (KIM);WO 2008/009860
(L'Oreal);Hirota等人, US
4 412 943;EP 0653208 (Pfizer, Inc.);Dowell等人, US 5 393 519;Winchell等人, US
2001/0041170;Chassot等人, US
2003/0172471;DE 20110356 (Wella AG);Walton, US 2005/0220832;Wagner等人, US 2009/0010860;WO 2008/101692
(Beiersdorf AG);WO 2008/129188
(L'Oreal);EP 0922 447 (Beiersdorf AG)中已经描述了包含一些取代单胺或相关结构的各种组合物。
发明概述
本发明至少部分基于下述发现,即在数百种被称作“取代单胺”的化合物中,具有关键结构元素的亚类(下列结构I)有效抑制黑色素生成。
本发明包括包含结构I的取代单胺的护肤组合物,优选皮肤增白组合物。本发明还包括使用这样的组合物护肤的方法,尤其是用于面部和腋下,最尤其用于皮肤增白。
发明详述
除在实施例中或在另行明示之处外,本说明书中指示材料量或反应条件、材料物理性质和/或用途的所有数值应被理解为用词语“大约”修饰。除非另行指明,所有量按最终组合物的重量计。
应该指出,在规定浓度或量的任何范围时,任何特定上限浓度可以与任何特定下限浓度或量结合。
为避免疑问,词语“包含”意在表示“包括”但不一定“由...构成”或“由...组成”。换言之,所列步骤或选项不需要是穷举的。
本文中存在的本发明的公开被认为涵盖如权利要求书中找到的相互多重依赖的所有实施方案,尽管事实上可能找到没有多重依赖性或冗余性的权利要求。
本文所用的“护肤组合物”意在包括局部施用到哺乳动物,尤其是人类的皮肤上的组合物。这种组合物通常可分类为免洗或洗除型,并包括施加到人体上以改善外观、清洁、气味控制或一般美观的任何产品。本发明的组合物可以是液体、乳液、霜、泡沫、磨砂膏(scrub)、凝胶、皂条或化妆水形式,或用工具或经面膜、棉片(pad)或贴剂(patch)施加。护肤组合物的非限制性实例包括免洗护肤液和霜、香波、护发素、沐浴凝胶、皂条、止汗剂、除臭剂、牙科产品、剃须膏、脱毛剂、唇膏、粉底、睫毛膏、免晒美黑产品和防晒乳。本文所用的“皮肤”意在包括面部和身体(例如颈、胸、背、手臂、腋下、手、腿、臀部和头皮)上的皮肤。
本发明的组合物尤其可施用于具有最高的色素沉着过度发生率的皮肤区域——面部和腋下,本发明的组合物最优选是皮肤美白增白组合物、除臭剂和止汗剂。
本文所用的“美白增白”是指肤色的增白以及皮肤上的斑点(色素沉着过度),如老年斑和雀斑的淡化(lightening)。
取代单胺
本发明的组合物包括结构I的取代单胺:
I
其中R1选自环己基、苯基、用下列取代基单-和二-取代的苯基:C1-C5烷基、C1-C5烷氧基、苯氧基;且R2是氢或甲基。优选地,为了实现改进的黑色素生成抑制,R1是用一个或两个独立地选自氢、甲基、乙基、甲氧基和苯氧基的取代基单-或二-取代的苯基;且R2选自氢和甲基。
要理解的是,结构I还包括胺盐(例如卤素盐、甲苯磺酸盐、甲磺酸盐、羧酸盐和氢氧化物)。
取代单胺的量可以为该组合物的按重量计0.001%至20%,优选0.01至10%,更优选0.1至大约10%,最好0.1至大约5%。
制造取代单胺的方法
试剂 & 分析方法
除非另行指明,所有试剂和溶剂获自商业来源(Sigma-Aldrich,
EMD Chemicals)并且不经进一步提纯即使用。使用Buchi Syncore反应器(Buchi Corporation, New Castle, DE)进行平行反应和平行溶剂脱除。使用薄层色谱法(TLC)进行反应监测。使用硅胶60 F254板(EMD Chemicals)进行TLC并通过UV(254纳米)、在乙醇(EtOH)中的4%磷钼酸(PMA)、在乙醇中的4%茚三酮和/或使用碘室直观化。使用配有Waters 2996光电二极管阵列检测器并用Empower Pro软件(Waters
Corp.)操作的Waters 2695 Separations Module进行高效液相色谱法(HPLC)。在保持在30℃的Restek Pinnacle DB C18柱(5um,
4.6 X 150mm)上以1毫升/分钟进行分离。通过将1毫克样品溶解在1毫升流动相A:B(1:1)中并将5微升注射到柱上,制备用于HPLC的样品。流动相由A = 在水中的0.1%三氟乙酸(TFA)和B = 在乙腈(ACN)中的0.1% TFA构成,使用从95:5 A:B至5:95 A:B (梯度, 25min)的梯度洗脱、接着100% B (等度, 5min)进行。使用Finnigan Mat LCQ质谱仪通过样品(50 ppm)直接浸在甲醇中来进行液相色谱法/质谱法(LC-MS),并使用(+)模式的电喷射离子化(ESI+)监测总离子计数。使用Eft-60 NMR
Spectrometer (Anasazi instruments, Inc.)进行1H和13C核磁共振(NMR)能谱法并使用WinNuts软件(Acorn NMR, Inc.)加工。使用Meltemp装置(Laboratory
Devices)测定熔点。通过HPLC-UV/Vis测定纯度。
一般程序:取代单胺(3)的合成
结构ID | 化学名 | R1 | 纯度(%) | LC-MS (%相对丰度) |
3a | N-(3,4-二甲氧基苄基)-2-苯乙胺 | 3,4-二甲氧基苯基 | 99.5 | 272.1 (100) |
3b | N-(4-甲氧基苄基)-2-苯乙胺 | 4-甲氧基苯基 | 94.3 | 242.0 (100) |
3c | N-(3-苯氧基苄基)-2-苯乙胺 | 3-苯氧基苯基 | 99.5 | 304.1 (100) |
3d | N-(2,5-二甲氧基苄基)-2-苯乙胺 | 2,5-二甲氧基苯基 | 99.1 | 272.1 (100) |
3e | N-(3,4-二甲基苄基)-2-苯乙胺 | 3,4-二甲基苯基 | 98.3 | 240.1 (100) |
3f | N-(环己基甲基)-2-苯乙胺 | 环己基 | 99.5 | 218.2 (100) |
3g | N-(3,5-二甲氧基苄基)-2-苯乙胺 | 3,5-二甲氧基苯基 | 94.2 | 272.1 (100) |
将醛1(1摩尔)添加到苯乙胺2(181毫克,1.5毫摩尔)在甲醇(MeOH)(2毫升)中的溶液中并将该溶液在密封容器中在室温下搅拌3小时以便形成亚胺。加入聚苯乙烯硼氢化物树脂(PS-BH3)(1克,2.5毫摩尔)并将该混合物在室温(R.T.)下搅拌16小时。使用在氯仿(CHCl3)中的5%甲醇和PMA染色通过TLC监测反应,直至醛完全消失。此时,加入CHCl3(3毫升),接着聚苯乙烯醛树脂(PS-CHO)(500毫克1.25毫摩尔)并将该混合物搅拌20小时。在通过TLC监测出苯乙胺完全消失后,滤出固体并用甲醇(5毫升)洗涤,减压除去溶剂。使用下列(MeOH
: CHCl3)组合物:3a、3b、3d、3e、3f (5 : 95);3c、3g(3 : 97),通过硅胶上的快速色谱法提纯粗产物。通过HPLC测定产物纯度并通过LC-MS
(ESI+)确认产物身份。
具体程序:各种化合物的合成
将2-(3,4-二甲氧基苯基)-N-苯乙基乙胺(3h) – 苯乙胺2(222毫克,1.83毫摩尔)添加到3,4-二甲氧基苯乙基溴4(300毫克,1.22毫摩尔)在DMF(3毫升)中的溶液中并将该溶液在室温下搅拌4小时。此时,TLC(氯仿中的5%甲醇)显示原材料完全消失并形成主要产物。该溶液在叔丁基甲基醚(MTBE)
: 1N氢氧化钠NaOH(10毫升:7毫升)之间分相,分离,有机层用饱和NaCl(10毫升)洗涤,用Na2SO4干燥并除去溶剂以产生油。使用在氯仿中的5%甲醇通过快速色谱法提纯粗产物。通过LC-MS分析(ESI+)确认所需产物的特性[m/z [M+H]+ 286.2
(100%)]并通过HPLC分析(λmax @ 272nm)确认纯度(99.4%)。
将N-(3,4-二甲氧基苄基)-N-甲基-2-苯乙胺(7) – 3,4-二甲氧基苯甲醛5(166毫克,1毫摩尔)添加到聚苯乙烯氰基硼氢化物树脂(PS-BH3CN)(1克,2.5毫摩尔)在1,2-二氯乙烯(DCE)(3.7毫升)中的混合物中,接着加入N-甲基苯乙胺6(203毫克,1.5毫摩尔)和冰醋酸(AcOH)(370微升)并将该混合物在密封容器中在室温下搅拌16小时。此时,TLC(氯仿中的5%甲醇)显示产物的清楚形成。加入硅胶结合的丙酰氯(SG-COCl)(545毫克,0.6毫摩尔),接着DCE(3毫升)并将该混合物搅拌20小时。此时,TLC显示N-甲基苯乙胺完全消失。滤出固体并用甲醇(5毫升)洗涤,减压除去溶剂。使用在CHCl3中的3% MeOH通过硅胶上的快速色谱法提纯粗产物。通过LC-MS分析(ESI+)确认所需产物的特性[m/z [M+H]+ 286.2
(100%)]并通过HPLC分析(λmax @ 272nm)确认纯度(99.5%)。
将N-(3,4-二甲氧基苄基)-3-甲基丁-1-胺(9) - 异丙基乙胺8(175微升,1.5毫摩尔)添加到3,4-二甲氧基苯甲醛5(166毫克,1毫摩尔)在MeOH(2毫升)中的溶液中,并将该溶液在密封容器中在室温下搅拌3小时以便形成亚胺。加入聚苯乙烯硼氢化物树脂(1克,2.5毫摩尔)并将该混合物在室温下搅拌16小时。此时,TLC(氯仿中的5%甲醇)显示产物的清楚形成。加入聚苯乙烯醛树脂(500毫克1.25毫摩尔),接着CHCl3(3毫升)并将该混合物搅拌20小时。此时,TLC显示极少量的异丙基乙胺。滤出固体并用甲醇(5毫升)洗涤,减压除去溶剂。使用在CHCl3中的8% MeOH通过硅胶上的快速色谱法提纯粗产物。通过LC-MS分析(ESI+)确认所需产物的特性[m/z [M+H]+ 238.0
(100%)]并通过HPLC分析(λmax @ 272nm)确认纯度(99.1%)。
护肤组合物
本发明的组合物还包括化妆品可接受的载体。载体的量可以为该组合物的按重量计大约1至大约99.9%,优选大约70至大约95%,最好大约80至大约90%。可用的载体包括水、润肤剂、脂肪酸、脂肪醇、保湿剂、增稠剂及其组合。该载体可以含水、无水或是乳状液。该组合物优选含水,尤其是W/O或O/W或三重W/O/W种类的水油乳状液。水在存在时可以为按重量计大约5至大约95%,优选大约20至大约70%,最好大约35至大约60%的量。
润肤剂材料可充当化妆品可接受的载体。这些可以是硅油、合成酯和烃的形式。润肤剂的量可以为该组合物的按重量计大约0.1至大约95%,优选大约1至大约50%。
可以将硅油分成挥发性和非挥发性种类。本文所用的术语“挥发性”是指在环境温度下具有可测得的蒸气压的那些材料。挥发性硅油优选选自含有3至9,优选4至5个硅原子的环状(环聚二甲基硅氧烷(cyclomethicone))或线性聚二甲基硅氧烷。
可用作润肤剂材料的非挥发性硅油包括聚烷基硅氧烷、聚烷基芳基硅氧烷和聚醚硅氧烷共聚物。此处可用的基本非挥发性聚烷基硅氧烷包括例如在25℃下的粘度为大约5 x 10-6至0.1 m2/s的聚二甲基硅氧烷。本组合物中可用的优选非挥发性润肤剂包括在25℃下的粘度为大约1 x
10-5至大约4 x 10-4 m2/s的聚二甲基硅氧烷。
另一类非挥发性有机硅是乳化和非乳化有机硅弹性体。这类的代表是可作为Dow Corning 9040、General Electric SFE 839和Shin-Etsu
KSG-18获得的聚二甲基硅氧烷/乙烯基聚二甲基硅氧烷交联聚合物。硅酮蜡,如Silwax
WS-L(聚二甲基硅氧烷共聚醇月桂酸酯)也可用。
酯润肤剂包括:
1) 具有10至24个碳原子的饱和脂肪酸的烷基酯。其实例包括新戊酸山嵛酯、异壬酸异壬酯、肉豆蔻酸异丙酯和硬脂酸辛酯。
2) 醚酯,如乙氧基化饱和脂肪醇的脂肪酸酯。
3) 多元醇酯。乙二醇单-和二-脂肪酸酯、二乙二醇单-和二-脂肪酸酯、聚乙二醇(200-6000)单-和二-脂肪酸酯、丙二醇单-和二-脂肪酸酯、聚丙二醇2000单硬脂酸酯、乙氧基化丙二醇单硬脂酸酯、单-和二-脂肪酸甘油酯、聚甘油聚脂肪酸酯、乙氧基化单硬脂酸甘油酯、1,3-丁二醇单硬脂酸酯、1,3-丁二醇二硬脂酸酯、聚氧乙烯多元醇脂肪酸酯、山梨糖醇酐脂肪酸酯和聚氧乙烯山梨糖醇酐脂肪酸酯是令人满意的多元醇酯。特别可用的是季戊四醇、三羟甲基丙烷和C1-C30醇的新戊二醇酯。
4) 蜡酯,如蜂蜡、鲸蜡和三山嵛精(tribehenin)蜡。
5) 脂肪酸的糖酯,如聚山嵛酸蔗糖酯和聚棉籽油酸蔗糖酯。
作为合适的化妆品可接受的载体的烃包括矿脂、矿物油、C11-C13异链烷烃,尤其是可作为Permethyl 101A购自Presperse
Inc.的异十六烷。
具有10至30个碳原子的脂肪酸也适合作为化妆品可接受的载体。这类的实例是壬酸、月桂酸、肉豆蔻酸、棕榈酸、硬脂酸、异硬脂酸、油酸、羟硬脂酸和山嵛酸。
具有10至30个碳原子的脂肪醇是另一类可用的化妆品可接受的载体。这类的实例是硬脂醇、月桂醇、肉豆蔻醇和鲸蜡醇。
可以使用多元醇类型的保湿剂作为化妆品可接受的载体。典型的多元醇包括甘油、聚亚烷基二醇,更优选亚烷基多元醇和它们的衍生物,包括丙二醇、二丙二醇、聚丙二醇、聚乙二醇和它们的衍生物、山梨糖醇、羟丙基山梨糖醇、己二醇、1,3-丁二醇、异戊二醇、1,2,6-己三醇、乙氧基化甘油、丙氧基化甘油及其混合物。保湿剂的量可以为该组合物的按重量计0.5至50%,优选1至15%。
增稠剂可用作本发明的组合物的化妆品可接受的载体的一部分。典型增稠剂包括交联丙烯酸酯(例如Carbopol 982®)、疏水改性的丙烯酸酯(例如Carbopol 1382®)、纤维素衍生物和天然树胶。可用的纤维素衍生物包括羧甲基纤维素钠、羟丙基甲基纤维素、羟丙基纤维素、羟乙基纤维素、乙基纤维素和羟甲基纤维素。适合本发明的天然树胶包括瓜尔胶、黄原胶、菌核、角叉菜胶、果胶和这些树胶的组合。也可以使用无机物作为增稠剂,特别是粘土,如膨润土和水辉石、锻制二氧化硅和硅酸盐,如硅酸镁铝(Veegum®)。增稠剂的量可以为该组合物的按重量计0.0001至10%,通常0.001至1%,最好0.01至0.5%。
任选成分
本发明的组合物优选包括附加皮肤增白化合物,从而以最佳成本获得最佳皮肤增白性能。示例性物质是胎盘提取物、乳酸、烟酰胺、熊果苷、曲酸、阿魏酸、氢醌、间苯二酚和衍生物,包括4-取代间苯二酚和它们的组合。更优选地,此类附加皮肤增白化合物是酪氨酸酶抑制剂,以补充取代单胺的黑素生成抑制活性,最优选为选自曲酸、氢醌和4-取代间苯二酚的化合物。这些试剂的量可以为该组合物的按重量计大约0.1至大约10%,优选大约0.5至大约2%。本发明的皮肤增白辅助活性剂优选是维生素B3或其衍生物,并选自烟酰胺、烟酸酯、非血管舒张的烟酸酯、烟酰基氨基酸、羧酸的烟酰基醇酯、烟酸N-氧化物、烟酰胺N-氧化物和它们的混合物。
防晒剂是本发明的组合物的另一优选成分。特别优选的是如对甲氧基肉桂酸乙基己酯(可作为Parsol MCX®获得)、阿伏苯宗(可作为Parsol 1789®获得)、水杨酸辛酯(可作为Dermablock
OS®获得)、对苯二亚甲基二樟脑磺酸(tetraphthalylidene dicamphor sulfonic acid)(可作为Mexoryl
SX®获得)、二苯甲酮-4和二苯甲酮-3(Oxybenzone)之类的材料。可以使用无机防晒活性剂,如微细二氧化钛、氧化锌、聚乙烯和各种其它聚合物。术语“微细”是指平均粒度为大约10至大约200纳米,优选大约20至大约100纳米的颗粒。当存在时,防晒剂的量通常为该组合物的按重量计0.1至30%,优选2至20%,最好4至10%。
更优选的本发明的组合物包括附加的皮肤增白化合物,尤其是酪氨酸酶抑制剂和防晒化合物。
本发明的组合物的另一优选成分是类维生素A。本文所用的“类维生素A”包括维生素A的所有天然和/或合成类似物或在皮肤中具有维生素A的生物活性的类似视黄醇的化合物以及这些化合物的几何异构体和立体异构体。类维生素A优选是视黄醇、视黄醇酯(例如,视黄醇的C2-C22烷基酯,包括棕榈酸视黄酯、乙酸视黄酯、丙酸视黄酯)、视黄醛和/或视黄酸(包括所有反式视黄酸和/或13-顺式-视黄酸),更优选为除视黄酸外的类维生素A。这些化合物是本领域中公知的并可购自许多来源,例如Sigma Chemical Company (St. Louis, Mo.)和Boerhinger Mannheim (Indianapolis, Ind.)。在1987年6月30日授予Parish等人的美国专利Nos. 4,677,120;1989年12月5日授予Parish等人的美国专利No. 4,885,311;1991年9月17日授予Purcell等人的美国专利No. 5,049,584;1992年6月23日授予Purcell等人的美国专利No. 5,124,356;和1992年9月22日授予Purcell等人的美国专利No. Reissue 34,075中描述了此处可用的其它类维生素A。其它合适的类维生素A是生育酚视黄酸酯[视黄酸的生育酚酯(反式-或顺式-)、阿达帕林{6-[3-(1-金刚烷基)-4-甲氧基苯基]-2-萘甲酸}和他扎罗汀(6-[2-(4,4-二甲基硫代苯并二氢吡喃-6-基)-乙炔基]烟酸乙酯)。优选的类维生素A是视黄醇、棕榈酸视黄酯、乙酸视黄酯、丙酸视黄酯、视黄醛及其组合。类维生素A优选相当纯净,更优选基本纯净。本发明的组合物可含有安全和有效量的类维生素A,以使所得组合物安全有效地用于调节角蛋白组织状况,优选用于调节皮肤中的视觉和/或触觉不连续性,更优选用于调节皮肤老化迹象,再更优选用于调节与皮肤老化相关的皮肤纹理中的视觉和/或触觉不连续性。该组合物优选含有大约0.005%至大约2%,更优选0.01%至大约2%类维生素A。视黄醇优选以大约0.01%至大约0.15%的量使用;视黄醇酯优选以大约0.01%至大约2%(例如大约1%)的量使用;视黄酸优选以大约0.01%至大约0.25%的量使用;生育酚视黄酸酯、阿达帕林和他扎罗汀优选以大约0.01%至大约2%的量使用。
在本发明的组合物中还可存在表面活性剂。在存在时,表面活性剂的总浓度可以为该组合物的按重量计大约0.1至大约40%,优选大约1至大约20%,最好大约1至大约5%。表面活性剂可选自阴离子型、非离子型、阳离子型和两性活性剂。特别优选的非离子型表面活性剂是具有与每摩尔疏水物2至100摩尔环氧乙烷或环氧丙烷缩合的C10-C20脂肪醇或酸疏水物;与2至20摩尔环氧烷缩合的C2-C10烷基酚;乙二醇的单-和二-脂肪酸酯;单脂肪酸甘油酯(fatty acid monoglyceride);山梨糖醇酐单-和二-C8-C20-脂肪酸;和聚氧乙烯山梨糖醇酐及其组合的那些。烷基聚糖苷和糖脂肪酰胺(例如甲基葡糖酰胺)也是合适的非离子型表面活性剂。
优选的阴离子型表面活性剂包括皂、烷基醚硫酸盐和磺酸盐、烷基硫酸盐和磺酸盐、烷基苯磺酸盐、烷基和二烷基磺基丁二酸盐、C8-C20酰基羟乙基磺酸盐、C8-C20烷基醚磷酸盐、C8-C20肌氨酸盐及其组合。
防腐剂可合意地并入本发明的化妆品组合物中以防止可能有害的微生物的生长。适用于本发明的组合物的传统防腐剂是对羟基苯甲酸的烷基酯。更最近开始使用的其它防腐剂包括乙内酰脲衍生物、丙酸盐和各种季铵化合物。化妆品化学家熟悉适当的防腐剂并照常规选择它们以满足防腐挑战试验和提供产品稳定性。特别优选的防腐剂是苯氧基乙醇、对羟基苯甲酸甲酯、对羟基苯甲酸丙酯、咪唑烷基脲、去氢乙酸钠和苄醇。应根据该组合物的用途和防腐剂与该乳状液中的其它成分之间的可能的不相容性选择防腐剂。防腐剂优选以该组合物的0.01重量%至2重量%的量使用。
本发明的组合物可包括维生素。示例性的维生素是维生素A(视黄醇)、维生素B2、维生素B3(烟酰胺)、维生素B6、维生素B12、维生素C、维生素D、维生素E、维生素K和生物素。也可以使用维生素衍生物。例如,维生素C衍生物包括抗坏血酸四异棕榈酸酯、抗坏血酸磷酸酯镁和抗坏血酸糖苷。维生素E衍生物包括生育酚乙酸酯、生育酚棕榈酸酯和生育酚亚油酸酯。也可以使用DL-泛醇和衍生物。特别合适的维生素B6衍生物是吡哆醇棕榈酸酯。类黄酮也可用,特别是葡糖基橙皮苷、芸香苷和大豆异黄酮(包括染料木黄酮、大豆甙元、雌马酚和它们的葡糖基衍生物)及其混合物。当存在时,维生素或类黄酮的总量可以为该组合物的按重量计0.0001至10%,优选0.01%至1%,最好0.1至0.5%。
另一类可用的物质可以是酶,例如氧化酶、蛋白酶、脂肪酶和组合。特别优选的是可作为Biocell SOD购自Brooks Company, USA的超氧化物歧化酶。
可存在去角质促进剂。实例是单羧酸。单羧酸可以是取代或未取代的,具有最多16的碳链长度。特别优选的羧酸是α-羟基羧酸、β-羟基羧酸或多羟基羧酸。术语“酸”意在不仅包括游离酸,还包括其盐和C1-C30烷基或芳基酯,和去除水生成的内酯以形成环状或线性内酯结构。代表性的酸是乙醇酸、乳酸、苹果酸和酒石酸。特别优选的代表性的盐是乳酸铵。水杨酸是β-羟基羧酸的代表。当存在时,这些材料的量可以为该组合物的大约0.01至大约15重量%。其它酚酸包括阿魏酸、水杨酸、曲酸和它们的盐。
式HOOC-(CxHy)-COOH所示的二羧酸,其中x=4至20且y=6至40,如壬二酸、癸二酸、草酸、丁二酸、富马酸、十八碳烯二酸或它们的盐或它们的混合物。
在本发明的组合物中可任选包括各种草药提取物。实例是石榴、白桦(Betula Alba)、绿茶、洋甘菊、甘草和它们的提取物组合。该提取物可以是水溶性或水不溶性的,载在分别亲水或疏水的溶剂中。水和乙醇是优选的提取溶剂。
还可以包括如白藜芦醇、α-硫辛酸、鞣花酸、激动素、视黄氧基三甲基硅烷(retinoxytrimethylsilane)(可以以Silcare
1M-75商标获自Clariant Corp.)、脱氢表雄酮(DHEA)及其组合之类的材料。神经酰胺(包括神经酰胺1、神经酰胺3、神经酰胺3B、神经酰胺6和神经酰胺7)以及类神经酰胺也可用于本发明的许多组合物,但也可以排除。这些材料的量可以为该组合物的按重量计大约0.000001至大约10%,优选大约0.0001至大约1%。
在本发明的组合物中还可包括着色剂、乳浊剂和磨料。这些物质各自可以为该组合物的按重量计大约0.05至大约5%,优选0.1至3%。
本发明的组合物可含有安全和有效量的肽活性剂,其选自五肽、五肽衍生物及其混合物。本文所用的“五肽”是指天然存在的五肽和合成五肽。天然存在和可购得的含有五肽的组合物也可用于此。
优选的可购得的含五肽衍生物的组合物是可购自Sederma, France的Matrixyl.RTM.。
优选以该组合物的按重量计大约0.000001%至大约10%,更优选大约0.000001%至大约0.1%,再更优选大约0.00001%至大约0.01%的量包括五肽和/或五肽衍生物。在使用含五肽的组合物Matrixyl.RTM的实施方案中,所得组合物优选含有所得组合物的按重量计大约0.01%至大约50%,更优选大约0.05%至大约20%,再更优选大约0.1%至大约10%的Matrixyl.RTM。
另外的肽,包括但不限于,二-、三-和四肽及其衍生物和分子量为200-20000的聚氨基酸序列。氨基酸可以是天然存在或合成的、右旋或左旋的、直链或环状的,并可以以安全和有效的量包含在本发明的组合物中。本文所用的“肽”既指天然存在的肽,又指合成肽。天然存在和可购得的含肽组合物也可用于此。
本文所用的合适的二肽包括肌肽。优选的三肽及其衍生物可作为Biopeptide CL.RTM.购得,和由Sigma (St.Louis, Mo.)作为核纤层蛋白出售的铜衍生物。
可以包括润肤剂,例如透明质酸和/或其前体N-乙酰葡糖胺。N-乙酰葡糖胺可存在于鲨鱼软骨或香菇中并可购自Maypro
Industries, Inc (New York)。
本发明的止汗剂/除臭剂护肤产品可进一步包括公知止汗金属盐——铝、锌、锆和锆铝混合物的硫酸盐、氯化物、氯氢氧化物、四氯水合甘氨酸盐(tetrachlorohydrex glycinates)、明矾、甲酸盐、乳酸盐、苄基磺酸盐、丁二酸盐、酚磺酸盐等。止汗剂/除臭剂的典型含量为该组合物的按重量计大约0%至大约35%,优选大约0%至大约25%。该组合物可进一步包括能与止汗金属盐形成络合物的络合剂,如有机酸或其衍生物。此类络合剂的实例包括,但不限于乙酸、丙酸、草酸、丙二酸、丁二酸、酒石酸、甘氨酸等以及它们的化妆品可接受的盐。络合剂的典型含量为该组合物的按重量计大约0%至大约15%,优选大约0%至大约10%。
本发明的组合物可包含常规除臭剂基质作为化妆品可接受的载体。除臭剂是指为个人除臭益处使用的、例如施加在腋下区域的、可能含有或不含止汗活性剂的在棒、滚涂或推进剂介质中的产品。
除臭剂组合物通常可以是紧实固体、软固体、凝胶、霜和液体形式并使用适合该组合物的物理特性的涂施器分配。
通过滚涂产品输递的除臭剂组合物通常包含液体载体。这种液体载体可以是疏水的或包含亲水和疏水液体的混合物。它们可以是乳液或微乳液的形式。液体载体或载体混合物常常占该组合物的30至95重量%,在许多情况下40至80%。
疏水液体载体通常可包含在硅氧烷、烃、支化脂族醇、具有不高于25 ℃的熔点和至少100℃的沸点的酯和醚的化学类别内选择的一种或多种材料。
本文中的组合物中可用的亲水载体液体通常包含水和/或一元或多元醇或水混溶性同系物。一元醇通常是短链,这是指它们含有最多6个碳,实际上最常是乙醇或有时异丙醇。多元醇常包含乙二醇或丙二醇,或可以使用同系物,如二乙二醇。
可以使用传统涂施器,如滚涂产品或通过经由产生喷雾的孔泵出或压出来施加保持液体形式的组合物。这种组合物可以例如使用下述一种或多种增稠剂增稠。
通常使用胶凝剂或结构化剂获得的紧实固体形式的组合物可以使用棒涂施器施加,软固体、凝胶和霜可以使用具有带有至少一个孔(经此可以在温和压力下挤出软固体、凝胶或霜)的分配头的涂施器施加。
可用于实现此的合适的增稠剂或胶凝剂是通过使用更高粘度的水溶性或分散性材料,包括各种乳化剂,和/或用水溶性或水分散性聚合物,包括聚丙烯酸酯和水溶性或分散性天然聚合物,如水溶性多糖或淀粉衍生物,如藻酸盐、角叉菜胶、琼脂糖增稠或胶凝,水分散性聚合物包括纤维素衍生物。
根据所需增稠或结构化程度和所选聚合物在液体/混合物中的效率,通常在1至20%的范围内选择这样的聚合物在水不混溶液体中的浓度。
由于其长期证实的制造紧实固体和更近期证实的制造软固体的能力而合意的一类结构化剂包含蜡。在此,术语蜡不仅包含具有蜡感的固体形式并在30-40℃下不溶于水但在略高的温度,通常50至95℃下熔融的天然来源的材料,如蜂蜡、小烛树蜡或巴西棕榈蜡,还包括具有类似性质的材料。其它这样的蜡包括烃蜡,例如石蜡、地蜡和微晶蜡;合成蜡,如2000至10000道尔顿的聚乙烯;天然蜡的蜡质衍生物或蜡质组分。可以使用在各类胶凝剂/结构化剂内的材料的混合物。
当本文中所用的止汗剂组合物包含气雾剂组合物时,其除上文所述的基质组合物外还包含推进剂,重量比通常为95:5至40:60,在许多配方中该重量比为90:10至50:50。
该推进剂方便地是低沸点材料,通常沸点低于-5℃,例如烷,如丙烷、丁烷或异丁烷,可能含有一定比例的戊烷或异戊烷,或氢氟烃或类似碳含量的碳氟化合物。在气雾剂罐的填充过程中,利用其中生成的升高的压力将推进剂气体液化。
本发明的护肤组合物中可用的硬化剂的实例包括,但不限于,低级烷醇胺、二胺和酰胺,其中这些材料包含至少两个低级烷醇基团,优选大约2至大约4个具有大约2至大约4个碳原子的低级烷醇基团。此类硬化剂的实例包括,但不限于,四羟基烷基二胺化合物,如四羟基丙基乙二胺,polyoxamine化合物,如乙二胺的聚氧乙烯、聚氧丙烯嵌段共聚物,和烷醇酰胺化合物,如椰子二乙醇酰胺和月桂基单乙醇酰胺。硬化剂的典型含量为该组合物的大约0重量%至大约5重量%。
本文中的护肤组合物中可用的其它成分可选自下列任何和所有:皮肤调理剂、肤感柔和剂(skin feel mildness agent)、悬浮剂、辅助增稠剂、粘度控制剂、分散剂、增溶/澄清剂、稳定剂、乳浊剂/珠光剂、螯合剂/多价螯合剂、助水溶物、杀菌剂/杀真菌剂、抗氧化剂、pH控制剂、缓冲剂、着色剂和芳香剂/香料、水、其它任选成分(辅助剂)等。
本发明的组合物还可任选并入水不溶性基底中以例如以处理过的擦巾形式施加到皮肤上。
尽管上文概述了本发明,但本领域技术人员显而易见的是,可以在不背离如本文描述和要求保护的本发明的范围和精神的情况下作出修改、变动和变更。现在在下列非限制性实施例中进一步例证本发明。
实施例1
在黑素生成活性的抑制方面研究在本发明的范围内的结构I的各种代表性取代单胺。
根据供应商指示培养含有获自深色皮肤个体的黑素细胞的黑种人组织等效模型MEL-300(MatTek: Ashland, MA)。将组分以10 µM的最终浓度添加到维持培养基相(无局部处理)中14天,此时终止实验并评估组织的黑色素含量。每周三次改变培养基和处理。使用DMSO作为赋形剂(vehicle)对照,所有处理至少一式两份进行。
为了量化总黑色素,将各黑种人组织放入单独的Eppendorf管(2毫升)中,向其中加入250微升SolvableTM组织增溶剂(Packard Bioscience Co., Cat# 6NE9100)。将各管涡旋并在60℃下培养18小时。然后将各样品离心(在13,000 RPM下5分钟)以除去任何微粒。将100或200微升上清液转移到96孔微滴定板中并在490纳米下读取吸光度。使用合成黑色素(Sigma Cat# M8631)由标准曲线计算总黑色素含量。在Microsoft Excel中使用t-试验分析数据的显著性以产生p-值(小于0.01的p-值代表99%置信度,0.05的p值代表95%置信度,两者都统计显著)。
所得结果概括在表I中。结果表明,本发明中所含的化合物抑制黑素生成。
表1
对比例2
此实施例研究本发明内的化合物的结构关键性。
由表1中的化合物3a(在本发明的范围内)与实施例2中的化合物9(在本发明的范围外)的比较可以看出,末端苯基环是抑制黑素生成活性的关键。
实施例3
根据本发明制备下列皮肤增白产品:
成分 | 重量%组成 |
水 | 适量至100 |
硬脂酸 | 18.00 |
鲸蜡醇 | 0.40 |
单硬脂酸甘油酯 | 0.60 |
硅油 | 0.50 |
鲸蜡硬脂醇硫酸酯钠 | 1.0 |
山梨糖醇酐酯和乙氧基化脂肪酸酯的混合物 | 1.5 |
烷基丙烯酸酯交联聚合物 | 0.15 |
多元醇 | 10.00 |
防腐剂 | 0.5 |
烟酰胺 | 1.00 |
本发明的化合物3f | 2.00 |
Parsol MCX | 0.4 |
二苯甲酮 | 0.75 |
二氧化钛 | 0.6 |
实施例4
制备在本发明的范围内的护肤产品:
在合适的容器中合并水相成分并加热至75℃。在单独的合适容器中,合并油相成分并加热至75℃。接着将油相添加到水相中并研磨所得乳状液(例如,用TekmarTM T-25磨机)。然后,将增稠剂添加到该乳状液中并在搅拌的同时将该乳状液冷却至45℃。在45℃下,加入剩余成分。冷却该产物并搅拌至30℃,倒入合适的容器中。将该组合物长期局部施加到色素沉着过度的皮肤区域上。
实施例5
下面略述化妆水形式的本发明的代表性的护肤组合物:
成分 | 重量% |
水 | 余量 |
EDTA二钠 | 0.05 |
对羟基苯甲酸甲酯 | 0.15 |
硅酸镁铝 | 0.60 |
三乙醇胺 | 1.20 |
本发明的化合物3f | 1.00 |
黄原胶 | 0.20 |
Natrosol® 250HHR (乙基纤维素) | 0.50 |
丁二醇 | 3.00 |
甘油 | 2.00 |
硬脂酰乳酸钠 | 0.10 |
单硬脂酸甘油酯 | 1.50 |
硬脂醇 | 1.50 |
棕榈酸异硬脂醇酯 | 3.00 |
硅油 | 1.00 |
胆固醇 | 0.25 |
山梨糖醇酐硬脂酸酯 | 1.00 |
丁基化羟基甲苯 | 0.05 |
维生素E乙酸酯 | 0.01 |
PEG-100硬脂酸酯 | 2.00 |
硬脂酸 | 3.00 |
对羟基苯甲酸丙酯 | 0.10 |
Parsol MCX® | 2.00 |
辛酸/癸酸甘油三酯 | 0.50 |
羟基辛酸 | 0.01 |
C12-15烷基辛酸酯 | 3.00 |
(异十三烷氧基)丙酸(支化)或(异十三烷氧基)乙酸(支化) | 2.00 |
维生素A棕榈酸酯 | 0.10 |
没药醇 | 0.01 |
维生素A乙酸酯 | 0.01 |
香料(20%苧烯和3%γ萜品烯) | 0.03 |
视黄醇50C | 0.02 |
实施例6
描述根据本发明的油包水局部液体化妆粉底:
成分 | 重量% |
(异十三烷氧基)丙酸(支化)或(异十三烷氧基)乙酸(支化) | 2.00 |
环聚二甲基硅氧烷 | 9.25 |
油醇油酸酯 | 2.00 |
聚二甲基硅氧烷共聚醇 | 20.00 |
滑石 | 3.38 |
颜料(氧化铁) | 10.51 |
Spheron L-1500 (二氧化硅) | 0.50 |
Synthetic Wax Durachem 0602 | 0.10 |
山嵛酸二十烷醇酯 | 0.30 |
环聚二甲基硅氧烷 | 1.00 |
三羟基硬脂精 | 0.30 |
月桂醇聚醚-7 | 0.50 |
对羟基苯甲酸丙酯 | 0.25 |
芳香剂 | 0.1 |
水 | 余量 |
本发明的化合物3b | 3.00 |
对羟基苯甲酸甲酯 | 0.12 |
丙二醇 | 8.00 |
烟酰胺 | 4.00 |
甘油 | 3.00 |
氯化钠 | 2.00 |
脱氢乙酸钠 | 0.30 |
实施例7
略述气溶胶包装的发泡清洁剂:
成分 | 重量% |
葵花籽油 | 10.00 |
甘油 | 10.00 |
马来酸化大豆油 | 5.00 |
有机硅氨基甲酸乙酯(Silicone Urethane) | 1.00 |
聚甘油-4油酸酯(Polyglycero-4 Oleate) | 1.00 |
C14-16烯烃磺酸钠 | 15.00 |
十二烷基醚硫酸钠(25%活性) | 15.00 |
椰油酰氨基丙基甜菜碱 | 15.00 |
DC 1784® (硅酮乳状液50%) | 5.00 |
聚季铵盐-11 | 1.00 |
本发明的化合物3f | 1.00 |
香料(20%苧烯) | 1.00 |
水 | 余量 |
实施例8
略述本发明的示例性皂条:
成分 | 重量% |
钠皂(85/15牛脂/椰油) | 77.77 |
本发明的化合物3e | 3.50 |
聚二甲基硅氧烷 | 2.00 |
氯化钠 | 0.77 |
二氧化钛 | 0.40 |
巴西酸乙二醇酯(Ethylene Brassylate) | 1.50 |
EDTA二钠 | 0.02 |
羟乙膦酸钠 | 0.02 |
荧光增白剂 | 0.024 |
水 | 余量 |
实施例9
描述本发明中可用的香波组合物:
成分 | 重量% |
月桂醇聚醚硫酸铵 | 12.00 |
月桂基硫酸铵 | 2.00 |
椰油酰氨基丙基甜菜碱 | 2.00 |
月桂酰两性基乙酸钠 | 2.00 |
甘油 | 12.00 |
本发明的化合物7 | 5.50 |
二硬脂酸乙二醇酯 | 1.50 |
椰油单乙醇酰胺 | 0.80 |
鲸蜡醇 | 0.60 |
聚季铵盐-10 | 0.50 |
聚二甲基硅氧烷 | 1.00 |
巯氧吡啶锌 | 1.00 |
柠檬酸钠 | 0.40 |
柠檬酸 | 0.39 |
二甲苯磺酸钠 | 1.00 |
香料(10%苧烯) | 0.40 |
苯甲酸钠 | 0.25 |
Kathon CG® | 0.0008 |
苄醇 | 0.0225 |
水 | 余量 |
实施例10
此实施例例示包含本发明的取代单胺化合物的止汗剂/除臭剂配方。
成分 | 重量% |
(异十三烷氧基)丙酸(支化) | 2.00 |
环五硅氧烷 | 39 |
聚二甲基硅氧烷 | 20 |
三氯水合甘氨酸铝锆(Aluminum Zirconium Trichlorohydrex Glycinate) | 15 |
本发明的化合物7 | 5.0 |
C18-C36酸甘油三酯 | 5.0 |
微晶蜡 | 3.0 |
甘油 | 8.0 |
二氧化硅 | 2.5 |
聚二甲基硅氧烷交联聚合物 | 1.0 |
巴西酸乙二醇酯 | 0.5 |
EDTA二钠 | 0.4 |
丁基化羟基甲苯 | 0.3 |
柠檬酸 | 0.3 |
尽管就目前优选的实施方案作出描述,要理解的是,这种公开内容不应被解释为限制。本领域技术人员在阅读上述公开内容后无疑会想到各种修改和变动。因此,所附权利要求意在被解释为涵盖落在本发明的真实精神和范围内的所有这样的修改和变动。
Claims (8)
1.皮肤增白水油乳状液,其包含:
(a)0.001%至20%的结构I的取代单胺:
其中R1选自环己基、苯基、用独立地选自C1-C5烷基、C1-C5烷氧基、和苯氧基的取代基单-和二-取代的苯基;且R2是氢或甲基;和
(b)选自胎盘提取物、乳酸、烟酰胺、熊果苷、曲酸、阿魏酸、氢醌、间苯二酚和4-取代间苯二酚的附加皮肤增白活性剂,和
(c)化妆品可接受的载体,其选自水、润肤剂、脂肪酸、脂肪醇、保湿剂、增稠剂及其组合。
2.权利要求1的乳状液,其中R1是用独立地选自甲基、乙基、甲氧基和苯氧基的取代基单-或二-取代的苯基;且R2选自氢和甲基。
3.权利要求1或权利要求2的乳状液,其中R2是氢。
4.权利要求1或权利要求2的乳状液,进一步包含选自α-羟基酸、β-羟基酸、酪氨酸酶抑制剂、有机防晒剂、无机防晒剂、维生素、视黄酯、肽、N-乙酰葡糖胺、抗炎剂和抗氧化剂的成分。
5.权利要求4的乳状液,其中所述维生素是视黄醇。
6.权利要求1或权利要求2的乳状液,进一步包含止汗活性剂。
7.权利要求1或权利要求2的乳状液,进一步包含表面活性剂。
8.根据权利要求1至6任一项的乳状液用于制造皮肤增白药剂的用途。
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US (1) | US8293218B2 (zh) |
EP (1) | EP2598110B1 (zh) |
CN (1) | CN103140211B (zh) |
BR (1) | BR112013002043A2 (zh) |
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TWI572711B (zh) * | 2012-10-16 | 2017-03-01 | 盟智科技股份有限公司 | 半導體製程用的清洗組成物及清洗方法 |
DE102013204097A1 (de) * | 2013-03-11 | 2014-10-30 | Beiersdorf Ag | Wirkstoffkombinationen aus Alkylamidothiazolen und einer oder mehreren kosmetisch oder dermatologisch unbedenklichen UV-Filtersubstanzen |
US9677981B2 (en) | 2013-03-15 | 2017-06-13 | 3M Innovative Properties Company | Sample concentrator and method of use |
US9925128B1 (en) | 2013-05-28 | 2018-03-27 | Donna Marie Kiel | Skin colored antiperspirant deodorant |
CN109862941A (zh) * | 2016-10-21 | 2019-06-07 | 宝洁公司 | 用于提供毛发护理有益效果的浓缩型洗发剂泡沫剂型 |
WO2018232527A1 (en) * | 2017-06-23 | 2018-12-27 | Vivier Canada Inc. | TOPICAL FORMULATIONS OF PUTRESCINE |
EP3706727B1 (en) * | 2017-11-06 | 2024-07-31 | Acelot, Inc. | Small molecule drugs and related methods for treatment of diseases related to a 42 oligomer formation |
WO2021037750A1 (en) * | 2019-08-28 | 2021-03-04 | Unilever Global Ip Limited | Novel compounds for skin lightening |
US20220280405A1 (en) * | 2019-08-28 | 2022-09-08 | Conopco, Inc. , d/b/a UNILEVER | Novel compounds for skin lightening |
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CN1610547A (zh) * | 2001-03-29 | 2005-04-27 | 伊莱利利公司 | 用作5-ht6受体拮抗剂的n-(2-芳乙基)苄胺 |
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US8293218B2 (en) | 2012-10-23 |
US20120027699A1 (en) | 2012-02-02 |
EP2598110A2 (en) | 2013-06-05 |
WO2012013418A3 (en) | 2012-08-23 |
EA021609B1 (ru) | 2015-07-30 |
WO2012013418A2 (en) | 2012-02-02 |
BR112013002043A2 (pt) | 2016-05-31 |
EP2598110B1 (en) | 2015-09-02 |
EA201291446A1 (ru) | 2013-05-30 |
CN103140211A (zh) | 2013-06-05 |
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