2-Hydroxy-6-[2-(3,4,5-trimethoxyphenyl)ethyl]cyclohepta-2,4,6-trien-1-one | 461463-44-5

• 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: 2-Hydroxy-6-[2-(3,4,5-trimethoxyphenyl)ethyl]cyclohepta-2,4,6-trien-1-one
• 英文别名: 2-hydroxy-6-[2-(3,4,5-trimethoxyphenyl)ethyl]cyclohepta-2,4,6-trien-1-one
• CAS: 461463-44-5；107627-26-9
• 化学式: C₁₈H₂₀O₅
• 分子量: 316.354
• InChiKey: LVNKMNUUYQGKQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-Hydroxy-6-[2-(3,4,5-trimethoxyphenyl)ethyl]cyclohepta-2,4,6-trien-1-one 在 二乙胺基三氟化硫 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 7.33h， 生成
  参考文献：
  名称：

  Synthesis and antimicrotubule activity of combretatropone derivatives

  摘要：

  Combretatropone is a hybrid of combretastatin and colchicine in which the a-methoxyphenol of dihydrocombretastatin A-4 is replaced by an alpha-methoxytropone. Derivatives of combretatropone have been synthesized and evaluated for antimicrotubule activity. All combretatropones were less active than the corresponding colchicine derivatives, supporting the idea that loss of ligand conformational entropy upon tubulin binding results in decreased potency for colchicinoid ligands. The structure-activity relationship of the combretatropone series was different than that of the colchicine series. These data indicate that conformationally mobile and conformationally rigid colchicinoids do not interact with the receptor site in the same manner. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00052-4
• 作为产物：
  描述：

  2-Chloro-6-[2-(3,4,5-trimethoxy-phenyl)-ethyl]-cyclohepta-2,4,6-trienone 在 盐酸 、 碘 、 magnesium 作用下， 以 甲醇 、 水 为溶剂， 反应 24.5h， 生成 2-Hydroxy-6-[2-(3,4,5-trimethoxyphenyl)ethyl]cyclohepta-2,4,6-trien-1-one
  参考文献：
  名称：

  Synthesis and antimicrotubule activity of combretatropone derivatives

  摘要：

  Combretatropone is a hybrid of combretastatin and colchicine in which the a-methoxyphenol of dihydrocombretastatin A-4 is replaced by an alpha-methoxytropone. Derivatives of combretatropone have been synthesized and evaluated for antimicrotubule activity. All combretatropones were less active than the corresponding colchicine derivatives, supporting the idea that loss of ligand conformational entropy upon tubulin binding results in decreased potency for colchicinoid ligands. The structure-activity relationship of the combretatropone series was different than that of the colchicine series. These data indicate that conformationally mobile and conformationally rigid colchicinoids do not interact with the receptor site in the same manner. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00052-4