6-Cyclohexyl-2-hydroxycyclohepta-2,4,6-trien-1-one | 855402-63-0

• 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: 6-Cyclohexyl-2-hydroxycyclohepta-2,4,6-trien-1-one
• CAS: 855402-63-0
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: USFHLRMBKIWSBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 samarium diiodide 、 potassium hydroxide 作用下， 生成 6-Cyclohexyl-2-hydroxycyclohepta-2,4,6-trien-1-one
  参考文献：
  名称：

  Tropolones As Lead-Like Natural Products: The Development of Potent and Selective Histone Deacetylase Inhibitors

  摘要：

  Natural products have long been recognized as a rich source of potent therapeutics but further development is often limited by high structural complexity and high molecular weight. In contrast, at the core of the thujaplicins is a lead-like tropolone scaffold characterized by relatively low molecular weight, ample sites for diversification, and metal-binding functionality poised for targeting a range of metalloenzyme drug targets. Here, we describe the development of this underutilized scaffold for the discovery of tropolone derivatives that function as isozyme-selective inhibitors of the validated anticancer drug target, histone deacetylase (HDAC). Several monosubstituted tropolones display remarkable levels of selectivity for HDAC2 and potently inhibit the growth of T-cell lymphocyte cell lines. The tropolones represent a new chemotype of isozyme-selective HDAC inhibitors.

  DOI：

  10.1021/ml400158k

文献信息

• Synthesis of Substituted Tropolones
  作者：W. von E. Doering、Lawrence H. Knox

  DOI：10.1021/ja01098a014

  日期：1953.1
• HINOKITIOL ANALOGUES, METHODS OF PREPARING AND PHARMACEUTICAL COMPOSITIONS THEREOF
  申请人：The Board of Trustees of the University of Illinois

  公开号：US20210163393A1

  公开（公告）日：2021-06-03

  Disclosed are analogues of hinokitiol, methods for preparing them, and pharmaceutical compositions thereof. Also disclosed are methods for their use in treating iron-related diseases.
• [EN] HINOKITIOL ANALOGUES, METHODS OF PREPARING AND PHARMACEUTICAL COMPOSITIONS THEREOF<br/>[FR] ANALOGUES D'HINOKITIOL, PROCÉDÉS DE PRÉPARATION ET COMPOSITIONS PHARMACEUTIQUES DE CEUX-CI
  申请人：UNIV ILLINOIS

  公开号：WO2019200314A2

  公开（公告）日：2019-10-17

  Disclosed are analogues of hinokitiol, methods for preparing them, and pharmaceutical compositions thereof. Also disclosed are methods for their use in treating iron-related diseases.