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    • 9. 发明授权
    • Skin lightening agents, compositions and methods
    • 护肤剂,组合物和方法
    • US07300646B2
    • 2007-11-27
    • US10789293
    • 2004-02-27
    • Bijan HarichianJose RosaMichael James BarrattCarol Annette BoskoJohn Steven Bajor
    • Bijan HarichianJose RosaMichael James BarrattCarol Annette BoskoJohn Steven Bajor
    • A61Q19/02A61Q19/04A61K8/02A61K31/235
    • A61K8/365A61K8/37A61K2800/782A61Q19/02C07C59/52C07C69/732
    • Disclosed are coumarin derived compounds of formula I as skin lightening agents alone or in combination with other skin benefit agents and together with a cosmetic vehicle: Where each or both R1 and/or R2 represents hydrogen (H); linear or branched, saturated or unsaturated C1-C12 alkyl, alkenyl, acyl, or heteroalkyl (preferably, alkoxy) groups; and R3 represents linear or branched, cyclic or acyclic, saturated or unsaturated C1-C12 alkyl, alkenyl, cycloalkyl, cycloalkenyl, or heteroalkyl group; and R4 represents a hydrogen atom (H); straight or branched, cyclic or acyclic, saturated or unsaturated, containing or not containing a heteroatom C1-C22 alkyl, alkenyl, cycloalkyl, cycloalkenyl, heteroalkyl, aryl, or heteroaryl group. In a most preferred embodiment, each R1, R2 and R4 represent H, while R3 represents a methyl group, referred to herein as a 4-methyl 7-hydroxy-coumarin derivative, or coumarin derived resorcinol derivative, which may be prepared by catalytic (nickel or paladium catalyst) hydrogenation of 4-methyl 7-hydroxy-coumarin followed by hydrolysis. The inventive compounds, compositions and methods have effective skin lightening properties, may be less irritating to the skin, and are cost-effective and relatively simple to manufacture. Also disclosed are processes for making the inventive compounds of general formula I from 4-substituted-7-hydroxy coumarin derivatives.
    • 披露式I的香豆素衍生化合物作为单独的皮肤增白剂或与其它皮肤有益剂组合以及化妆品载体:其中R 1和/或R 2中的每一个或两个, / SUB表示氢(H); 链烯基,酰基或杂烷基(优选烷氧基)基团;直链或支链的饱和或不饱和的C 1 -C 12 - R 3表示直链或支链,环状或非环状,饱和或不饱和的C 1 -C 12烷基,烯基,环烷基,环烯基或 杂烷基 和R 4代表氢原子(H); 直链或支链,环状或非环状,饱和或不饱和的,含或不含杂原子的C 1 -C 22烷基,烯基,环烷基,环烯基,杂烷基,芳基或 杂芳基。 在最优选的实施方案中,每个R 1,R 2和R 4均代表H,而R 3代表 甲基,本文称为4-甲基7-羟基香豆素衍生物或香豆素衍生的间苯二酚衍生物,其可以通过4-甲基7-羟基香豆素的催化(镍或咔唑催化剂)氢化,随后水解制备 。 本发明的化合物,组合物和方法具有有效的皮肤发光特性,可能对皮肤刺激性较小,并且成本有效且制造相对简单。 还公开了由4-取代-7-羟基香豆素衍生物制备本发明的通式I化合物的方法。