5-Hydroxy-2,2-dimethyl-2H,6H-pyrano[3,2-b]thioxanthen-6-one | 313692-62-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 5-Hydroxy-2,2-dimethyl-2H,6H-pyrano[3,2-b]thioxanthen-6-one
• 英文别名: 5-hydroxy-2,2-dimethyl-2H,6H-pyran[3,2-b]thioxanthen-6-one
• CAS: 313692-62-5
• 化学式: C₁₈H₁₄O₃S
• 分子量: 310.373
• InChiKey: ABJPFPWOPWFXSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-Hydroxy-2,2-dimethyl-2H,6H-pyrano[3,2-b]thioxanthen-6-one 在 吡啶 、 四氧化锇 、 sodium hydride 、 N-甲基吗啉氧化物 作用下， 以 四氢呋喃 、 正己烷 、 various solvents 、 叔丁醇 为溶剂， 生成 (+/-)-cis-3,4-diacetoxy-3,4-dihydro-5-methoxy-2,2-dimethyl-2H,6H-pyran[3,2-b]thioxanthen-6-one
  参考文献：
  名称：

  Synthesis, cytotoxic activity, NMR study and stereochemical effects of some new pyrano[3,2- b ]thioxanthen-6-ones and Pyrano[2,3- c ]thioxanthen-7-ones

  摘要：

  Some new substituted pyrano[3,2-b]thioxanthen-6-ones and pyrano[2,3-c]thioxanthen-7-ones were prepared and their cytotoxic activity was evaluated using acronycine as the reference compound. The conformation of the molecules was also investigated in an effort to correlate this parameter with the biological activity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00130-4
• 作为产物：
  描述：

  1,3-dihydroxy-9H-thioxanthen-9-one 在 copper(l) iodide 、 potassium carbonate 、 N,N-二乙基苯胺 、 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 11.5h， 生成 5-Hydroxy-2,2-dimethyl-2H,6H-pyrano[3,2-b]thioxanthen-6-one
  参考文献：
  名称：

  Synthesis, cytotoxic activity, NMR study and stereochemical effects of some new pyrano[3,2- b ]thioxanthen-6-ones and Pyrano[2,3- c ]thioxanthen-7-ones

  摘要：

  Some new substituted pyrano[3,2-b]thioxanthen-6-ones and pyrano[2,3-c]thioxanthen-7-ones were prepared and their cytotoxic activity was evaluated using acronycine as the reference compound. The conformation of the molecules was also investigated in an effort to correlate this parameter with the biological activity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00130-4

文献信息

• Synthesis and cytotoxic activity of 2-dialkylaminoethylamino substituted xanthenone and thioxanthenone derivatives
  作者：Ioannis Kostakis、Konstantinos Ghirtis、Nicole Pouli、Panagiotis Marakos、Alexios-Leandros Skaltsounis、Stephane Leonce、Daniel H Caignard、Ghanem Atassi

  DOI：10.1016/s0014-827x(00)00068-9

  日期：2000.7

  The synthesis and biological evaluation of some new pyranoxanthenones and pyranothioxanthenones, substituted with flexible amino side-chains, and their evaluation as potential antitumor agents is described. The cytotoxic activity of the compounds and their eventual selective effect on a phase of the cell cycle were evaluated in vitro, using the murine lymphocytic L1210 leukemia cell line. The new aminoderivatives exhibited highly potent cytotoxicity against the leukemia L1210 cell line when compared to acronycine. All the compounds induced a partial accumulation of cells in the G2 + M phase of the cell cycle. (C) 2000 Elsevier Science S.A. All rights reserved.