2,5-bis<<(4-dimethylamino)phenyl>amino>-3,6-dichloro-1,4-benzoquinone | 95887-85-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,5-bis<<(4-dimethylamino)phenyl>amino>-3,6-dichloro-1,4-benzoquinone
• 英文别名: 2,5-dichloro-3,6-bis-(4-dimethylamino-anilino)-[1,4]benzoquinone；2,5-Dichlor-3,6-bis-(4-dimethylamino-anilino)-[1,4]benzochinon；2,5-Dichloro-3,6-bis[4-(dimethylamino)anilino]cyclohexa-2,5-diene-1,4-dione
• CAS: 95887-85-7
• 化学式: C₂₂H₂₂Cl₂N₄O₂
• 分子量: 445.348
• InChiKey: HUHYHBBVBUIOGX-UHFFFAOYSA-N

物化性质

• 沸点：
  570.3±50.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  64.7
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  四氯苯醌 、 N,N-二甲基-对苯二胺 以 乙醇 为溶剂， 以70%的产率得到2,5-bis<<(4-dimethylamino)phenyl>amino>-3,6-dichloro-1,4-benzoquinone
  参考文献：
  名称：

  Amino-substituted p-benzoquinones

  摘要：

  Based on the observation of outstanding antineoplastic activity of a number of amino-substituted anthraquinones, thioxanthones, and N-(aminoethyl)-substituted naphthalimides, four types of amino-substituted p-benzoquinones were designed, synthesized, and their biological activity evaluated. Although none of these compounds exhibited inhibitory activity against P388 leukemia, 2,5-bis[[4-[(dimethylamino)methyl]phenyl]amino]-3,6-dibromo-1,4- benzoquinone and the corresponding dichloro compound demonstrated good inhibitory activity against the proliferating human colon adenocarcinoma in vitro. The dichloro compound was also found to be active against the leukemia L1210 screening in vitro. 2,5-Bis[[2-(dimethylamino)ethyl]amino]-1,4-benzoquinone possessed inhibitory activity against Neisseria catarrhali.

  DOI：

  10.1021/jm00159a041

文献信息

• Shibata, Technology Reports of the Tohoku University, vol. 7, p. 155
  作者：Shibata

  DOI：——

  日期：——
• Amino-substituted p-benzoquinones
  作者：Abraham E. Mathew、Robert K. Y. Zee-Cheng、C. C. Cheng

  DOI：10.1021/jm00159a041

  日期：1986.9

  Based on the observation of outstanding antineoplastic activity of a number of amino-substituted anthraquinones, thioxanthones, and N-(aminoethyl)-substituted naphthalimides, four types of amino-substituted p-benzoquinones were designed, synthesized, and their biological activity evaluated. Although none of these compounds exhibited inhibitory activity against P388 leukemia, 2,5-bis[[4-[(dimethylamino)methyl]phenyl]amino]-3,6-dibromo-1,4- benzoquinone and the corresponding dichloro compound demonstrated good inhibitory activity against the proliferating human colon adenocarcinoma in vitro. The dichloro compound was also found to be active against the leukemia L1210 screening in vitro. 2,5-Bis[[2-(dimethylamino)ethyl]amino]-1,4-benzoquinone possessed inhibitory activity against Neisseria catarrhali.