4',7-Diethyl-purpurogallin | 3940-49-6

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物 - 环庚三烯酮
• 英文名称: 4',7-Diethyl-purpurogallin
• 英文别名: 1,7-diethyl-2,3,4,6-tetrahydroxy-benzocyclohepten-5-one；1,7-Diaethyl-2,3,4,6-tetrahydroxy-benzocyclohepten-5-on；1,7-Diethyl-2,3,4,6-tetrahydroxybenzo[7]annulen-5-one
• CAS: 3940-49-6
• 化学式: C₁₅H₁₆O₅
• 分子量: 276.289
• InChiKey: JAVMJBFCXLWVFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  98
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 4',7-Diethyl-purpurogallin 生成 2',3'-Di-O-methyl-4',7-diethyl-purpurogallin
  参考文献：
  名称：

  某些邻苯三酚和紫杉醇衍生物的氧化

  摘要：

  讨论了许多4-和5-单取代和4,6-二取代的邻苯三酚的氧化产物。4-烷基邻苯三酚产生相应的4'，7-二烷基紫杉醇，并阐明了由这些化合物与碱性过氧化氢进一步氧化而得的产物的结构。5-单和4,6-二烷基邻苯三酚衍生物的氧化分别产生特征性的白色和黄色二聚体。证据表明，前者为三环十二烷，后者为二苯并二恶英结构。描述了在用碱处理时，二苯并二恶英二聚体向苯并环戊二恶英异构体的转化。

  DOI：

  10.1016/0040-4020(67)85149-4
• 作为产物：
  描述：

  4-ethyl-pyrogallol 在 potassium iodate 作用下， 生成 4',7-Diethyl-purpurogallin
  参考文献：
  名称：

  某些邻苯三酚和紫杉醇衍生物的氧化

  摘要：

  讨论了许多4-和5-单取代和4,6-二取代的邻苯三酚的氧化产物。4-烷基邻苯三酚产生相应的4'，7-二烷基紫杉醇，并阐明了由这些化合物与碱性过氧化氢进一步氧化而得的产物的结构。5-单和4,6-二烷基邻苯三酚衍生物的氧化分别产生特征性的白色和黄色二聚体。证据表明，前者为三环十二烷，后者为二苯并二恶英结构。描述了在用碱处理时，二苯并二恶英二聚体向苯并环戊二恶英异构体的转化。

  DOI：

  10.1016/0040-4020(67)85149-4

文献信息

• Murakami et al., Nippon Kagaku Zasshi, 1954, vol. 75, p. 620
  作者：Murakami et al.

  DOI：——

  日期：——
• EP2296760B1
  申请人：——

  公开号：EP2296760B1

  公开（公告）日：2016-03-16
• USE OF BENZOTROPOLONE DERIVATIVES AS UV ABSORBERS AND ANTIOXIDANTS AND THEIR USE IN SUNSCREENS AND/OR COSMETIC COMPOSITIONS
  申请人：Wagner Barbara

  公开号：US20110123468A1

  公开（公告）日：2011-05-26

  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 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, 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 =—O—; —(CO)—; —O—CO—; —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(═O)—; —O—CO—*); 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 —OR 18 ; —SR 18 ; —NR 14 R 15 ; —NR 14 COR 15 ; —COR 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=—O—; —C(═O)—; —O—CO—; —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.
• US9707417B2
  申请人：——

  公开号：US9707417B2

  公开（公告）日：2017-07-18
• [EN] USE OF BENZOTROPOLONE DERIVATIVES AS UV ABSORBERS AND ANTIOXIDANTS AND THEIR USE IN SUNSCREENS AND/OR COSMETIC COMPOSITIONS<br/>[FR] UTILISATION DE DÉRIVÉS DE BENZOTROPOLONE EN TANT QU'ABSORBEURS UV ET ANTIOXYDANTS, ET LEUR UTILISATION DANS DES ÉCRANS SOLAIRES ET/OU DES COMPOSITIONS COSMÉTIQUES
  申请人：BASF SE

  公开号：WO2009156324A2

  公开（公告）日：2009-12-30

  Described is the use of benzotropolone and their derivatives, especially the compounds of formula (1); wherein R2, R3, R4, R5 and R6 independently of one another are hydrogen; OH; C1-C30alkyl, C2-C30al- kenyl, C1-C30alkoxy, C3-C12cycloalkyl or C1C30hydroxyalkyl, which may be substituted by one or more E and/or interrupted by one or more D; C6-C20aryl, which may be substitu¬ ted by one or more G; C4-C20heteroaryl, which may be substituted by one or more G, C2- C18alkenyl, C2-C18alkynyl, C7-C25aralkyl, CN, or -CO-R17; C1-C30mono- or dialkylamino; COR9; COOR9; CONR9R10; CN; SO2R9; OCOOR9; OCOR9; NHCOOR9; NR9COR10; NH2; *-(CO)-NH-(CH2)n1-(PO)-(OR11)2; -(CO)-O-(CH2)n1-(PO)-(OR11)2; sulphate; sulphonate; phosphate; phosphonate; -(CH2)n2-[O-(SO2)]n3-OR11; -O-(CH2)n4(CO)n5-R11; -(O)n6-(CH2)n7-(PO)-(OR9)2; -(O)n6-(CH2)n7-SO2-OR9; 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- (CH2)n-(X1)1 or 0 -benzotropolone system, wherein n = 1 -10 and X1 = -0-; -(CO)-; -0-C0-; -COO-, -NH-; -S-; -SO2-); R1, R7 and R8 independently of one another are hydrogen; C1C12alkyl or C3-C12-cycloalkyl, which may be substituted by one or more E and/or interrupted by one or more D; C6- C20aryl, which may be substituted by one or more G; C4-C20heteroaryl, which may be substituted by one or more G, C2-C18alkenyl, C2-C18alkynyl, C7-C25aralkyl, or COOR9; COR9; CONR9R10; SO3R9; SO2R9; PO3(R9)2; PO2(R9)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-(CH2)n-(X2)1 or 0-*, wherein n = 1 -10 and X2 = -C(=0)-; -0-C0-*); R9 and R10 independently from each other are hydrogen; C1C18alkyl or C3-C12-cycloalkyl which may be substituted by one or more E and/or interrupted by one or more D; C6- C20aryl, which may be substituted by one or more G; C4-C20heteroaryl, 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- (CH2)n-*, wherein n = 1 -10); or R9 and R10 together form a five or six membered ring, R11 is hydrogen; or C1-C5alkyl; n1, n2, n4 and n7 independently from each other are a number from 1 to 5; n3, n5 and n6 independently from each other are a 0; or 1; D is -CO-; -COO-; -S-; -SO-; -SO2-; -O-; -NR14-; -S1R19R20-; -POR11-; -CR12=CR13-; or -C≡C-; and E is -0R18; -SR18; -NR14R15; -NR14COR15; -C0R17; -COOR16; -CONR14R15; -CN; halogen; Or SO3R18; SO2R18; PO3(R18)2; PO2(R18)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- (CH2)n-(X1)1or 0-*, wherein n = 1 -10 and X1 = -0-; -C(=0)-; -0-C0-; -COO-; -NH-; -S-; -SO2-); G is E; C1-C18alkyl, which is optionally interrupted by D; C1-C18perfluoroalkyl; C1-C18alkoxy, which is optionally substituted by E and/or interrupted by D; wherein R12, R13, R14 and R15 independently of each other are hydrogen; C6-C18aryl which is optionally substituted by OH, C1-C18alkyl or C1-C18alkoxy; C1-C18alkyl, 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, C1-C18alkyl or d- C18alkoxy; C1-C18alkyl which is optionally interrupted by -O-; R17 is H; C6-C18aryl which is optionally substituted by OH, C1-C18alkyl or C1-C18alkoxy; or d- C18alkyl which is optionally interrupted by -O-; R18 is hydrogen; C6-C18aryl, which is optionally substituted by OH, C1-C18alkyl or d- C18alkoxy; C1-C18alkyl, which is optionally interrupted by -O-; R19 and R20 independently of each other are hydrogen; C1-C18alkyl; C6-C18aryl which is optionally substituted by C1-C18alkyl; and R21 is C1-C18alkyl; or C6-C18aryl, which is substituted by C1-C18alkyl; * means, that this radical is directed to the benzotropolone moiety; for the protection of human and animal hair and skin against UV radiation.