2-(2-methyl-1-oxopropyl)-9H-thioxanthen-9-one | 73498-52-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫色烯
• 英文名称: 2-(2-methyl-1-oxopropyl)-9H-thioxanthen-9-one
• 英文别名: 2-isobutyrylthioxanthen-9-one；2-(2-methylpropanoyl)thioxanthen-9-one
• CAS: 73498-52-9
• 化学式: C₁₇H₁₄O₂S
• 分子量: 282.363
• InChiKey: YMBWIXVWQJRUNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  59.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-methyl-1-oxopropyl)-9H-thioxanthen-9-one 在 对甲苯磺酸 、 magnesium 作用下， 以 甲苯 为溶剂， 反应 22.0h， 生成
  参考文献：
  名称：

  Acylthioxanthenes: agents which selectively reduce decerebrate rigidity in the cat

  摘要：

  A series of 2-acylthioxanthene-delta 9 (gamma)-propylamines was synthesized, and their effect of reducing the intercollicular decerebrate rigidity in the cat was evaluated. The compound exhibiting the greatest separation between the dosage that reduced rigidity and that which caused sedation was (Z)-2-propionyl-9-[3-(dimethylamino)propylidene]thioxanthene. The separation of Z and E isomers was monitored by 1H NMR spectroscopy, using an europium shift reagent.

  DOI：

  10.1021/jm00180a014
• 作为产物：
  描述：

  2-(4-Isobutyryl-phenylsulfanyl)-benzoic acid 在 PPA 、 Polyphosphoric acid (PPA) 作用下， 反应 4.0h， 以57%的产率得到2-(2-methyl-1-oxopropyl)-9H-thioxanthen-9-one
  参考文献：
  名称：

  Acylthioxanthenes: agents which selectively reduce decerebrate rigidity in the cat

  摘要：

  A series of 2-acylthioxanthene-delta 9 (gamma)-propylamines was synthesized, and their effect of reducing the intercollicular decerebrate rigidity in the cat was evaluated. The compound exhibiting the greatest separation between the dosage that reduced rigidity and that which caused sedation was (Z)-2-propionyl-9-[3-(dimethylamino)propylidene]thioxanthene. The separation of Z and E isomers was monitored by 1H NMR spectroscopy, using an europium shift reagent.

  DOI：

  10.1021/jm00180a014

文献信息

• Redox properties and radical anions of 2-substituted thioxanthen-9-ones and their 2-methyl S-oxide derivatives
  作者：Nadezhda V. Vasilieva、Irina G. Irtegova、Vladimir A. Loskutov、Leonid A. Shundrin

  DOI：10.1016/j.mencom.2013.11.010

  日期：2013.11

  The electrochemical reduction of 2-substituted thioxanthen-9-ones in MeCN is a one-electron process with the formation of long-lived radical anions, in which the thioxanthen-9-one fragment is planar according to EPR measurements and UB3LYP/6-31+G* calculations. The electrochemical reduction of 2-methylthioxanthen-9-one sulfoxide and sulfone are EEC and BE processes, respectively, their radical anions are not planar, and the electrochemical oxidation of the title compounds is irreversible with consecutive oxidation of the sulfur atom, except for the sulfone, whose oxidation was not observed at the limit of the anodic potential (2.5 V vs. s.c.e.).
• Synthesis of 10-(4-heptyloxyphenyl)-2-[2-methyl-2-(4-methylphenylsulfonyl)-1-oxopropyl)-9-oxothioxanthenium hexafluorophosphate(V)
  作者：V. A. Loskutov、V. V. Shelkovnikov

  DOI：10.1134/s1070428009010230

  日期：2009.1