(5S,12R)-5,12-dihydrotetracene-5,12-dicarbaldehyde | 79963-96-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 并四苯
• 英文名称: (5S,12R)-5,12-dihydrotetracene-5,12-dicarbaldehyde
• CAS: 79963-96-5
• 化学式: C₂₀H₁₄O₂
• 分子量: 286.33
• InChiKey: CRKLYPTUSZSOJU-BGYRXZFFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5,12-dihydro-13,14-dihydroxy-5,12-ethanonaphtacene 在 lead(IV) acetate 、 溶剂黄146 作用下， 反应 0.17h， 以39%的产率得到(5S,12R)-5,12-dihydrotetracene-5,12-dicarbaldehyde
  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