Benzyliden-cetazin | 17537-36-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Benzyliden-cetazin
• 英文别名: Benzylaceton-azin；bis-(1-methyl-3-phenyl-allylidene)-hydrazine；Bis-(1-methyl-3-phenyl-allyliden)-hydrazin；Benzalacetonazin；4-phenyl-N-(4-phenylbut-3-en-2-ylideneamino)but-3-en-2-imine
• CAS: 17537-36-9
• 化学式: C₂₀H₂₀N₂
• 分子量: 288.392
• InChiKey: XMYDWVYVIJCLIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Benzyliden-cetazin 、 苯肼 在 乙醇 作用下， 生成 1-(4-phenylbut-3-en-2-ylidene)-2-phenylhydrazone
  参考文献：
  名称：

  Knoepfer, Monatshefte fur Chemie, 1909, vol. 30, p. 33

  摘要：

  DOI：
• 作为产物：
  描述：

  苄叉丙酮 在 一水合肼 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以21%的产率得到Benzyliden-cetazin
  参考文献：
  名称：

  Synthesis and cytotoxic evaluation of some styryl ketones and related compounds

  摘要：

  A number of 1-aryl-4-methyl-1-penten-3-ones 1 were converted to the corresponding Mannich bases 2 and analogues 3. Attempts to form the azines 4 from several members in series 1 led to the isolation of the corresponding pyrazolines 5 or aryl aldehyde azines 6. Replacement of the isopropyl group of a compound in series 1 by methyl and ethyl functions led to ketones that reacted with hydrazine producing the corresponding azines. The Mannich bases displayed greater activity than the precursor ketones towards murine P388 and L1210 leukemia cells as well as to a panel of human tumour cell lines. Certain of the Mannich bases had selective toxicity towards some human tumour cell lines and others to L1210 cells (in contrast to human T lymphocytes). Several drug-resistant cell lines were shown to be free from cross resistance to a number of the Mannich bases.

  DOI：

  10.1016/0223-5234(96)88227-4

文献信息

• Knoepfer, Monatshefte fur Chemie, 1909, vol. 30, p. 33
  作者：Knoepfer

  DOI：——

  日期：——
• Synthesis and cytotoxic evaluation of some styryl ketones and related compounds
  作者：JR Dimmock、P Kumar、JW Quail、U Pugazhenthi、J Yang、M Chen、RS Reid、TM Allen、GY Kao、SPC Cole、G Batist、J Balzarini、E De Clercq

  DOI：10.1016/0223-5234(96)88227-4

  日期：1995.1

  A number of 1-aryl-4-methyl-1-penten-3-ones 1 were converted to the corresponding Mannich bases 2 and analogues 3. Attempts to form the azines 4 from several members in series 1 led to the isolation of the corresponding pyrazolines 5 or aryl aldehyde azines 6. Replacement of the isopropyl group of a compound in series 1 by methyl and ethyl functions led to ketones that reacted with hydrazine producing the corresponding azines. The Mannich bases displayed greater activity than the precursor ketones towards murine P388 and L1210 leukemia cells as well as to a panel of human tumour cell lines. Certain of the Mannich bases had selective toxicity towards some human tumour cell lines and others to L1210 cells (in contrast to human T lymphocytes). Several drug-resistant cell lines were shown to be free from cross resistance to a number of the Mannich bases.