9,10-bis((2-methyl-2-(1-methyl-4,5-dihydro-1H-imidazol-2-yl)hydrazineylidene)methyl)anthracene hydroiodide | 81067-93-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 9,10-bis((2-methyl-2-(1-methyl-4,5-dihydro-1H-imidazol-2-yl)hydrazineylidene)methyl)anthracene hydroiodide
• CAS: 81067-93-8
• 化学式: C₂₆H₃₀N₈*2HI
• 分子量: 710.403
• InChiKey: VFILMNPETANOBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.75
• 重原子数：
  35.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  62.4
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  比生群 、 碘甲烷 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.75h， 生成 9,10-bis((2-methyl-2-(1-methyl-4,5-dihydro-1H-imidazol-2-yl)hydrazineylidene)methyl)anthracene hydroiodide
  参考文献：
  名称：

  Antitumor agents. II. Bis(guanylhydrazones) of anthracene-9,10-dicarboxaldehydes

  摘要：

  9,10-Anthracenedicarboxaldehyde bis[(4,5-dihydro-1H-imidazol-2-yl)hydrazone] (bisantrene, VI-1) showed anticancer activity in mice vs. both leukemias and solid tumors. Increases in life span vs. the following neoplasms were: P-388 leukemia, 137%; B-16 melanoma, 122%; Lieberman plasma cell tumor, greater than 85%; colon tumor 26, 150%; Ridgway osteogenic sarcoma, 85%. There were significant numbers of long-term survivors. Both DNA and RNA synthesis were strongly inhibited. The drug was resistant to biodegradation and was bound strongly to tissues; in monkeys the half-life for disappearance from serum was 6 days. Related hydrazones were synthesized, and structure-activity relationships are discussed. Two routes to ring-substituted anthracene-9,10-dicarboxaldehyde intermediates were developed.

  DOI：

  10.1021/jm00347a006