1',5'-dichloridispiro | 75905-56-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1',5'-dichloridispiro
• 英文别名: 1',5'-Dichloro-dispiro[oxirane-2,9'(10'H)-anthracene-10',2"-oxirane]；1',5'-dichloro-dispiro[oxirane-2,9'(10'H)-anthracene-10',2"oxirane]
• CAS: 75905-56-5
• 化学式: C₁₆H₁₀Cl₂O₂
• 分子量: 305.16
• InChiKey: BQTHWHWCTAZXOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  25.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1',5'-dichloridispiro 在 boron fluoride etherate 作用下， 以 甲苯 为溶剂， 生成 1,5-dichloro-9,10-dihydro-9,10-anthracenedicarboxaldehyde
  参考文献：
  名称：

  Synthesis of substituted 9,10-anthracene-dicarboxaldehydes and

  摘要：

  提供一种制备取代的9,10-蒽二醛和取代的9,10-二氢-9,10-蒽二醛的方法，其可用作制备抗菌剂的中间体。

  公开号：

  US04211726A1
• 作为产物：
  描述：

  三甲基碘化锍 、 1,5-二氯蒽醌 在 sodium hydride 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 以85%的产率得到1',5'-dichloridispiro
  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

文献信息

• Synthesis of substituted 9,10-anthracene-dicarboxaldehydes and
  申请人：American Cyanamid Company

  公开号：US04211726A1

  公开（公告）日：1980-07-08

  There is provided a process for the manufacture of substituted 9,10-anthracenedicarboxaldehydes and substituted 9,10-dihydro-9,10-anthracenedicarboxaldehydes useful as intermediates in the preparation of antibacterial agents.

  提供一种制备取代的9,10-蒽二醛和取代的9,10-二氢-9,10-蒽二醛的方法，其可用作制备抗菌剂的中间体。
• US4211726A
  申请人：——

  公开号：US4211726A

  公开（公告）日：1980-07-08
• Antitumor agents. II. Bis(guanylhydrazones) of anthracene-9,10-dicarboxaldehydes
  作者：K. C. Murdock、R. G. Child、Yang I Lin、J. D. Warren、P. F. Fabio、Ving J. Lee、P. T. Izzo、S. A. Lang、Robert B. Angier

  DOI：10.1021/jm00347a006

  日期：1982.5

  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.