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标题翻译：作为紫外线吸收剂和抗氧化剂的苯并吡喃酮衍生物的使用及其在SUNSCREENS和/或化妆品组合物中的应用

公开(公告)号：WO2009156324A2

公开(公告)日：2009-12-30

申请号：PCT/EP2009/057587

申请日：2009-06-18

申请人： BASF SE , WAGNER, Barbara , ÖHRLEIN, Reinhold , HERZOG, Bernd , EICHIN, Kai , BAISCH, Gabriele , PORTMANN, Stephanie

发明人： WAGNER, Barbara , ÖHRLEIN, Reinhold , HERZOG, Bernd , EICHIN, Kai , BAISCH, Gabriele , PORTMANN, Stephanie

IPC分类号： A61Q17/00 , A61Q17/04 , A61K8/35 , C07C49/717 , C07H15/203 , C07D311/02

CPC分类号： A61Q17/04 , A61K8/35 , A61Q19/08 , C07C49/747 , C07C62/38 , C07C69/712 , C07C69/757 , C07C305/18 , C07C2602/12 , C07F9/4006 , C07H15/18 , C07H15/203 , C07H15/26

摘要： Described is the use of benzotropolone and their derivatives, especially the compounds of formula (1); wherein R 2 , R 3 , R 4 , R 5 and R 6 independently of one another are hydrogen; OH; C 1 -C 30 alkyl, C 2 -C 30 al- kenyl, C 1 -C 30 alkoxy, C 3 -C 12 cycloalkyl or C 1 C 30 hydroxyalkyl, which may be substituted by one or more E and/or interrupted by one or more D; C 6 -C 20 aryl, which may be substitu¬ ted by one or more G; C 4 -C 20 heteroaryl, which may be substituted by one or more G, C 2 - C 18 alkenyl, C 2 -C 18 alkynyl, C 7 -C 25 aralkyl, CN, or -CO-R 17 ; C 1 -C 30 mono- or dialkylamino; COR 9 ; COOR 9 ; CONR 9 R 10 ; CN; SO 2 R 9 ; OCOOR 9 ; OCOR 9 ; NHCOOR 9 ; NR 9 COR 10 ; NH 2 ; *-(CO)-NH-(CH 2 ) n1 -(PO)-(OR 11 ) 2 ; -(CO)-O-(CH 2 ) n1 -(PO)-(OR 11 ) 2 ; sulphate; sulphonate; phosphate; phosphonate; -(CH 2 ) n2 -[O-(SO 2 )] n3 -OR 11 ; -O-(CH 2 ) n4 (CO) n5 -R 11 ; -(O) n6 -(CH 2 ) n7 -(PO)-(OR 9 ) 2 ; -(O) n6 -(CH 2 ) n7 -SO 2 -OR 9 ; halogen; organosilanyl; organo- siloxanyl; or a sugar residue linked directly in an α- or β-mode via the anomeric oxygen to the benzotropolone system or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar- (CH 2 ) n -(X 1 ) 1 or 0 -benzotropolone system, wherein n = 1 -10 and X 1 = -0-; -(CO)-; -0-C0-; -COO-, -NH-; -S-; -SO 2 -); R 1 , R 7 and R 8 independently of one another are hydrogen; C 1 C 12 alkyl or C 3 -C 12 -cycloalkyl, which may be substituted by one or more E and/or interrupted by one or more D; C 6 - C 20 aryl, which may be substituted by one or more G; C 4 -C 20 heteroaryl, which may be substituted by one or more G, C 2 -C 18 alkenyl, C 2 -C 18 alkynyl, C 7 -C 25 aralkyl, or COOR 9 ; COR 9 ; CONR 9 R 10 ; SO 3 R 9 ; SO 2 R 9 ; PO 3 (R 9 ) 2 ; PO 2 (R 9 ) 2 ; organosilanyl; organosiloxanyl; or a sugar residue linked directly in an α- or β-mode via the anomeric oxygen to the benzotropolone system or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar-(CH 2 ) n -(X 2 ) 1 or 0 -*, wherein n = 1 -10 and X 2 = -C(=0)-; -0-C0-*); R 9 and R 10 independently from each other are hydrogen; C 1 C 18 alkyl or C 3 -C 12 -cycloalkyl which may be substituted by one or more E and/or interrupted by one or more D; C 6 - C 20 aryl, which may be substituted by one or more G; C 4 -C 20 heteroaryl, which may be substituted by one or more G; organosilanyl; organosiloxanyl; or a sugar residue linked directly in an α- or β-mode via the anomeric oxygen or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar- (CH 2 ) n -*, wherein n = 1 -10); or R 9 and R 10 together form a five or six membered ring, R 11 is hydrogen; or C 1 -C 5 alkyl; n 1 , n 2 , n 4 and n 7 independently from each other are a number from 1 to 5; n 3 , n 5 and n 6 independently from each other are a 0; or 1; D is -CO-; -COO-; -S-; -SO-; -SO2-; -O-; -NR 14 -; -S 1 R 19 R 20 -; -POR 11 -; -CR 12 =CR 13 -; or -C≡C-; and E is -0R 18 ; -SR 18 ; -NR 14 R 15 ; -NR 14 COR 15 ; -C0R 17 ; -COOR 16 ; -CONR 14 R 15 ; -CN; halogen; Or SO 3 R 18 ; SO 2 R 18 ; PO 3 (R 18 ) 2 ; PO 2 (R 18 ) 2 ; organosilanyl; organosiloxanyl; or a sugar residue linked directly in an α- or β-mode via the anomeric oxygen or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar- (CH 2 )n-(X 1 ) 1 or 0 -*, wherein n = 1 -10 and X1 = -0-; -C(=0)-; -0-C0-; -COO-; -NH-; -S-; -SO 2 -); G is E; C 1 -C 18 alkyl, which is optionally interrupted by D; C 1 -C 18 perfluoroalkyl; C 1 -C 18 alkoxy, which is optionally substituted by E and/or interrupted by D; wherein R 12 , R 13 , R 14 and R 15 independently of each other are hydrogen; C 6 -C 18 aryl which is optionally substituted by OH, C 1 -C 18 alkyl or C 1 -C 18 alkoxy; C 1 -C 18 alkyl, which is optionally interrupted by -O-; or Ri4 and Ri5 together form a five or six membered ring, Ri6 is hydrogen; C6-Ci8aryl which is optionally substituted by OH, C 1 -C 18 alkyl or d- C 18 alkoxy; C 1 -C 18 alkyl which is optionally interrupted by -O-; R 17 is H; C 6 -C 18 aryl which is optionally substituted by OH, C 1 -C 18 alkyl or C 1 -C 18 alkoxy; or d- C 18 alkyl which is optionally interrupted by -O-; R 18 is hydrogen; C 6 -C 18 aryl, which is optionally substituted by OH, C 1 -C 18 alkyl or d- C 18 alkoxy; C 1 -C 18 alkyl, which is optionally interrupted by -O-; R 19 and R 20 independently of each other are hydrogen; C 1 -C 18 alkyl; C 6 -C 18 aryl which is optionally substituted by C 1 -C 18 alkyl; and R 21 is C 1 -C 18 alkyl; or C 6 -C 18 aryl, which is substituted by C 1 -C 18 alkyl; * means, that this radical is directed to the benzotropolone moiety; for the protection of human and animal hair and skin against UV radiation.

摘要翻译：描述了苯佐龙醇及其衍生物，特别是式（1）的化合物的用途; 其中R2，R3，R4，R5和R6彼此独立地是氢; 哦; C 1 -C 30烷基，C 2 -C 30亚烯基，C 1 -C 30烷氧基，C 3 -C 12环烷基或C 1 -C 30羟烷基，其可以被一个或多个E取代和/或被一个或多个D中断; 可以被一个或多个G取代的C 6 -C 20芳基; 可以被一个或多个G，C 2 -C 18烯基，C 2 -C 18炔基，C 7 -C 25芳烷基，CN或-CO-R 17取代的C 4 -C 20杂芳基; C 1 -C 30单 - 或二烷基氨基; COR 9; COOR9; CONR9R10; CN; SO 2 R 9; OCOOR9; OCOR9; NHCOOR9; NR9COR10; NH2; * - （CO）-NH-（CH 2）N 1 - （PO） - （OR 11）2; - （CO）-O-（CH 2）N 1 - （PO） - （OR 11）2; 硫酸盐; 磺酸盐; 磷酸盐; 膦酸盐; - （CH 2）N 2 - [O-（SO2）] N3-OR11; -O-（CH2）N4（CO）N5-R11; - （O）N 6 - （CH 2）N 7 - （PO） - （OR 9）2; - （O）N 6 - （CH 2）N7-SO2-OR 9; 卤素; organosilanyl; 有机硅氧烷基或通过异头氧直接连接到苯佐洛酮系统或通过直链或支链亚烷基，亚烯基，链二烯或烷基三烯间隔物（糖 - （CH 2）n - （X1）1或O - 苯并异噻唑酮系统，其中n = 1-10且X1 = -0-; - （CO） - ; -O-C0-; -COO-，-NH-; -S-; -SO2-）; R 1，R 7和R 8彼此独立地是氢; C 1 -C 12烷基或C 3 -C 12环烷基，其可以被一个或多个E取代和/或被一个或多个D中断; 可以被一个或多个G取代的C 6 -C 20芳基; 可以被一个或多个G，C 2 -C 18烯基，C 2 -C 18炔基，C 7 -C 25芳烷基或COOR 9取代的C 1 -C 20杂芳基; COR 9; CONR9R10; SO3R9; SO 2 R 9; PO3（R 9）2; PO2（R 9）2; organosilanyl; 有机硅氧烷; 或直链或α-支链的亚烷基，链烯二烯或三亚胺间隔基（糖 - （CH 2）n - （X 2）1或O - *，其中n = 1-10，X2 = -C（= O） - ; - O-C0- *）; R9和R10彼此独立地是氢; 可以被一个或多个E取代和/或被一个或多个D中断的C 1 -C 18烷基或C 3 -C 12 - 环烷基; 可以被一个或多个G取代的C 6 -C 20芳基; 可以被一个或多个G取代的C 4 -C 20杂芳基; organosilanyl; 有机硅氧烷; 或通过端基异构体氧或经由直链或支链的亚烷基，亚烯基，链二烯或烷基三烯间隔物（糖 - （CH 2）n - ），其中n = 1-10）直接连接在α-或β-模式中的糖残基; 或R 9和R 10一起形成五元或六元环，R 11为氢; 或C 1 -C 5烷基; n1，n2，n4和n7彼此独立地为1至5的数; n3，n5和n6彼此独立地为0; 或1; D是-CO-; -COO-; -S-; -所以-; -SO2-; -O-; NR 14; -S1R19R20-; -POR11-; -CR12 = CR13-; 或-C = C-; E为-0R18; -SR18; -NR14R15; -NR14COR15; -C0R17; -COOR16; -CONR14R15; -CN; 卤素; 或SO3R18; SO2R18; PO3（R18）2; PO2（R18）2; organosilanyl; 有机硅氧烷; 或通过异头氧直接或通过直链或支链亚烷基，亚烯基，链二烯或烷三胺间隔基（糖 - （CH 2）n - （X1）1或0- *）直接连接在α-或β-模式上的糖残基，其中 n = 1-10且X1 = -0-; -C（= O） - ; - O-O-COO-; -NH-; -S-; -SO2-）; G是E 任选地被D中断的C 1 -C 18烷基; C1-C18perfluoroalkyl; 任选被E取代和/或被D中断的C1-C18烷氧基; 其中R 12，R 13，R 14和R 15彼此独立地是氢; 任选被OH，C 1 -C 18烷基或C 1 -C 18烷氧基取代的C 6 -C 18芳基; 任选地被-O-间隔的C 1 -C 18烷基; 或R 14和R 15一起形成五或六元环，R 6是氢; 任选被OH，C 1 -C 18烷基或C 1 -C 18烷氧基取代的C 6 -C 18芳基; 任选被-O-间隔的C 1 -C 18烷基; R17为H; 任选被OH，C 1 -C 18烷基或C 1 -C 18烷氧基取代的C 6 -C 18芳基; 或任选被-O-中断的C 1 -C 18烷基; R18是氢; 任选被OH，C 1 -C 18烷基或C 1 -C 18烷氧基取代的C 6 -C 18芳基; 任选地被-O-间隔的C 1 -C 18烷基; R 19和R 20彼此独立地是氢; C1-C18烷基; 任选被C 1 -C 18烷基取代的C 6 -C 18芳基; 和R 21是C 1 -C 18烷基; 或被C 1 -C 18烷基取代的C 6 -C 18芳基; *表示该基团针对苯佐洛尔酮部分; 用于保护人和动物的头发和皮肤免受紫外线辐射。

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