1,8-dihydroxy-10-[2-(4-methoxyphenyl)ethyl]-9(10H)-anthracenone

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,8-dihydroxy-10-[2-(4-methoxyphenyl)ethyl]-9(10H)-anthracenone
• 英文别名: 1,8-dihydroxy-10-[2-(4-methoxyphenyl)ethyl]-10H-anthracen-9-one
• 化学式: C₂₃H₂₀O₄
• 分子量: 360.409
• InChiKey: WTXTWORPIIDVMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,8-dihydroxy-10-[2-(4-methoxyphenyl)ethyl]-9(10H)-anthracenone 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以40%的产率得到1,8-dihydroxy-10-[2-(4-hydroxyphenyl)ethyl]-9(10H)-anthracenone
  参考文献：
  名称：

  10-ω-Phenylalkyl-9(10H)-anthracenones as inhibitors of keratinocyte growth with reduced membrane damaging properties

  摘要：

  Work aimed at further improving the benefit to risk ratio of the antipsoriatic agent anthralin has led to 10-omega-phenylalkyl-9(10H)-anthracenones, members of which are equally potent as inhibitors of the growth of HaCaT keratinocytes. In contrast to anthralin, induction of membrane injury is strongly reduced as documented by the release of LDH activity from cytoplasm of keratinocytes. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00580-0
• 作为产物：
  描述：

  4-甲氧基苯乙基溴 、 地蒽酚 在 potassium carbonate 、 potassium iodide 作用下， 以 丙酮 为溶剂， 反应 12.0h， 以16%的产率得到1,8-dihydroxy-10-[2-(4-methoxyphenyl)ethyl]-9(10H)-anthracenone
  参考文献：
  名称：

  10-ω-Phenylalkyl-9(10H)-anthracenones as inhibitors of keratinocyte growth with reduced membrane damaging properties

  摘要：

  Work aimed at further improving the benefit to risk ratio of the antipsoriatic agent anthralin has led to 10-omega-phenylalkyl-9(10H)-anthracenones, members of which are equally potent as inhibitors of the growth of HaCaT keratinocytes. In contrast to anthralin, induction of membrane injury is strongly reduced as documented by the release of LDH activity from cytoplasm of keratinocytes. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00580-0

文献信息

• 10-ω-Phenylalkyl-9(10H)-anthracenones as inhibitors of keratinocyte growth with reduced membrane damaging properties
  作者：Klaus Müller、Klaus Breu

  DOI：10.1016/s0960-894x(98)00580-0

  日期：1998.11

  Work aimed at further improving the benefit to risk ratio of the antipsoriatic agent anthralin has led to 10-omega-phenylalkyl-9(10H)-anthracenones, members of which are equally potent as inhibitors of the growth of HaCaT keratinocytes. In contrast to anthralin, induction of membrane injury is strongly reduced as documented by the release of LDH activity from cytoplasm of keratinocytes. (C) 1998 Elsevier Science Ltd. All rights reserved.