5,12-dihydro-5,12-ethanonaphthacene-cis-13,14-diyl carbonate | 71440-73-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 并四苯
• 英文名称: 5,12-dihydro-5,12-ethanonaphthacene-cis-13,14-diyl carbonate
• CAS: 71440-73-8；79982-79-9；80009-62-7
• 化学式: C₂₁H₁₄O₃
• 分子量: 314.34
• InChiKey: PNRHWLQFQHELJU-UHFFFAOYSA-N

物化性质

• 沸点：
  576.1±50.0 °C(Predicted)
• 密度：
  1.369±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.33
• 重原子数：
  24.0
• 可旋转键数：
  0.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5,12-dihydro-5,12-ethanonaphthacene-cis-13,14-diyl carbonate 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以58%的产率得到5,12-dihydro-13,14-dihydroxy-5,12-ethanonaphtacene
  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
• 作为产物：
  描述：

  5,12-dihydro-13,14-dihydroxy-5,12-ethanonaphtacene 在 二甲基亚砜 、 三氟乙酸酐 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 二氯甲烷 、 甲苯 为溶剂， 反应 75.5h， 生成 5,12-dihydro-5,12-ethanonaphthacene-cis-13,14-diyl carbonate
  参考文献：
  名称：

  Photochemical synthesis of naphthacene and its derivatives for irreversible photo-responsive fluorescent molecules

  摘要：

  Highly fluorescent naphthacene derivatives and their photoconvertible precursors were synthesized for irreversibly photo-responsive fluorescent molecules. The fluorescence quantum yields (Phi(f)) of the precursors were less than 0.02, and the precursors can be converted to the highly fluorescent naphthacene derivatives (Phi(f) = 0.67-0.70) quantitatively by photo-irradiation. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.014

文献信息

• FR2446285
  申请人：——

  公开号：——

  公开（公告）日：——