2-Phenyl-cyclopentantrion-1,3,4 | 6362-68-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Phenyl-cyclopentantrion-1,3,4
• 英文别名: 3-Phenylcyclopentane-1,2,4-trione
• CAS: 6362-68-1
• 化学式: C₁₁H₈O₃
• 分子量: 188.183
• InChiKey: XMNJNWOFCMTYOF-UHFFFAOYSA-N

物化性质

• 沸点：
  375.1±42.0 °C(Predicted)
• 密度：
  1.321±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  51.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Phenyl-cyclopentantrion-1,3,4 在 lithium aluminium tetrahydride 、 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 生成 2-hydroxy-3-phenylcyclopent-2-en-1-one
  参考文献：
  名称：

  Giannella; Gualtieri; Melchiorre, Farmaco, Edizione Scientifica, 1973, vol. 28, # 8, p. 597 - 610

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 盐酸 作用下， 生成 2-Phenyl-cyclopentantrion-1,3,4
  参考文献：
  名称：

  Wislicenus; Melms, Justus Liebigs Annalen der Chemie, 1924, vol. 436, p. 108

  摘要：

  DOI：

文献信息

• Insecticidal heterolignans—Tubuline polymerization inhibitors with activity against chewing pests
  作者：Jens Frackenpohl、Isabelle Adelt、Horst Antonicek、Christian Arnold、Patricia Behrmann、Nicole Blaha、Jutta Böhmer、Oliver Gutbrod、Roman Hanke、Sabine Hohmann、Marc van Houtdreve、Peter Lösel、Olga Malsam、Martin Melchers、Valentina Neufert、Elisabeth Peschel、Udo Reckmann、Thomas Schenke、Hans-Peter Thiesen、Robert Velten、Kathrin Vogelsang、Hans-Christoph Weiss

  DOI：10.1016/j.bmc.2009.01.042

  日期：2009.6

  Starting from natural product podophyllotoxin 1 substituted heterolignans were identified with promising insecticidal in vivo activity. The impact of substitution in each segment of the core structure was investigated in a detailed SAR study, and variation of substituents in both aromatic moieties afforded derivatives 5 and 43 with broad insecticidal activity against lepidopteran and coleopteran species. In vitro measurements supported by modeling studies indicate that heterolignans 3-134 act as tubuline polymerization inhibitors interacting with the colchicine-binding site. Insect specific structure-activity effects were observed showing that the insecticidal SAR described herein differs from reported cytotoxicity studies. (C) 2009 Elsevier Ltd. All rights reserved.