Toluene-4-sulfonic acid 2,2-dimethyl-6-oxo-2H,6H-1-oxa-11-thia-naphthacen-5-yl ester | 313692-63-6

• 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: Toluene-4-sulfonic acid 2,2-dimethyl-6-oxo-2H,6H-1-oxa-11-thia-naphthacen-5-yl ester
• 英文别名: (2,2-Dimethyl-6-oxothiochromeno[3,2-g]chromen-5-yl) 4-methylbenzenesulfonate
• CAS: 313692-63-6
• 化学式: C₂₅H₂₀O₅S₂
• 分子量: 464.563
• InChiKey: AVYMJHQCGQAIRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N,N-二乙基乙二胺 、 Toluene-4-sulfonic acid 2,2-dimethyl-6-oxo-2H,6H-1-oxa-11-thia-naphthacen-5-yl ester 以 二甲基亚砜 为溶剂， 反应 1.0h， 以77%的产率得到5-(2-Diethylamino-ethylamino)-2,2-dimethyl-2H-1-oxa-11-thia-naphthacen-6-one
  参考文献：
  名称：

  Synthesis and cytotoxic activity of 2-dialkylaminoethylamino substituted xanthenone and thioxanthenone derivatives

  摘要：

  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.

  DOI：

  10.1016/s0014-827x(00)00068-9
• 作为产物：
  描述：

  对甲苯磺酰氯 、 5-Hydroxy-2,2-dimethyl-2H,6H-pyrano[3,2-b]thioxanthen-6-one 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 3.0h， 以92%的产率得到Toluene-4-sulfonic acid 2,2-dimethyl-6-oxo-2H,6H-1-oxa-11-thia-naphthacen-5-yl ester
  参考文献：
  名称：

  Synthesis and cytotoxic activity of 2-dialkylaminoethylamino substituted xanthenone and thioxanthenone derivatives

  摘要：

  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.

  DOI：

  10.1016/s0014-827x(00)00068-9

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.