4-溴亚氨基-2,6-二氯-2,5-环己二烯-1-酮 | 64693-25-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-溴亚氨基-2,6-二氯-2,5-环己二烯-1-酮
• 英文名称: N-Brom-1,4-dichlor-1,4-benzochinon-4-imin
• 英文别名: 2,5-Cyclohexadien-1-one, 4-bromoimino-2,6-dichloro-；4-bromoimino-2,6-dichlorocyclohexa-2,5-dien-1-one
• CAS: 64693-25-0
• 化学式: C₆H₂BrCl₂NO
• 分子量: 254.898
• InChiKey: GXHZHOWLVGLIOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.4
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2925290090

反应信息

• 作为产物：
  描述：

  2,6-二氯-4-氨基苯酚 在 sodium hydroxide 、 溴 作用下， 生成 4-溴亚氨基-2,6-二氯-2,5-环己二烯-1-酮
  参考文献：
  名称：

  Nitrogen analogs of 1,4-benzoquinones. Activities against the ascitic sarcoma 180 of mice

  摘要：

  Compounds having the basic structure N-(R)-substituted ring-substituted 4-iminocyclohexadienone have been synthesized and tested as antitumor agents against the ascitic sarcoma 180 tumor in Swiss mice. Among these compounds, the dimethylindoanilines [R = 4-(CH3)2NC6H4] are most stable in water at pH 7.0 and at 25 degrees C, the oximes (R = oh) are less stable, and the N-halo compounds (R = Br and Cl) are least stable. The N-halo derivatives have the highest redox potentials under the conditions used, the greatest effect against ascitic sarcoma 180 in Swiss mice, and the greatest acute toxicity when injected ip in the Swiss mice. Discriminant analysis of the results indicates that substituents with positive values of F and negative values of pi increase the antitumor activities, whereas those with positive values of sigma and R should lower the toxicity. The redox potential, a molecular parameter, is the best single variable for discriminating between the groups based on antitumor activities.

  DOI：

  10.1021/jm00199a003

文献信息

• Nitrogen analogs of 1,4-benzoquinones. Activities against the ascitic sarcoma 180 of mice
  作者：Ernest M. Hodnett、Gopalakrishnan Prakash、Jafargholi Amirmoazzami

  DOI：10.1021/jm00199a003

  日期：1978.1

  Compounds having the basic structure N-(R)-substituted ring-substituted 4-iminocyclohexadienone have been synthesized and tested as antitumor agents against the ascitic sarcoma 180 tumor in Swiss mice. Among these compounds, the dimethylindoanilines [R = 4-(CH3)2NC6H4] are most stable in water at pH 7.0 and at 25 degrees C, the oximes (R = oh) are less stable, and the N-halo compounds (R = Br and Cl) are least stable. The N-halo derivatives have the highest redox potentials under the conditions used, the greatest effect against ascitic sarcoma 180 in Swiss mice, and the greatest acute toxicity when injected ip in the Swiss mice. Discriminant analysis of the results indicates that substituents with positive values of F and negative values of pi increase the antitumor activities, whereas those with positive values of sigma and R should lower the toxicity. The redox potential, a molecular parameter, is the best single variable for discriminating between the groups based on antitumor activities.