anthracene-1,4-dicarbonyl chloride | 860733-55-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: anthracene-1,4-dicarbonyl chloride
• 英文别名: Anthracen-1,4-dicarbonylchlorid
• CAS: 860733-55-7
• 化学式: C₁₆H₈Cl₂O₂
• 分子量: 303.144
• InChiKey: UXBXRJXSICRQJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  anthracene-1,4-dicarbonyl chloride 、 N,N-二甲基乙二胺 以 甲苯 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  1,4-Disubstituted Anthracene Antitumor Agents

  摘要：

  Three different types of 1,4-disubstituted anthracenes were synthesized, and their cytotoxicity in a panel of tumor cells was compared with that of the corresponding 9,10-disubstituted anthracenes. The panel contained human myeloma, melanoma, colon, and lung cancer cells and sensitive and multidrug-resistant murine L1210 leukemia cells. These compounds had [[(dimethylamino>ethyl]amino]methyl, N-[(dimethylamino)ethyl]carbamoyl, and carboxaldehyde (4,5-dihydro-1H-imidazol-2-yl)hydrazone side chains. The 1,4-diamide was more potent across the tumor panel than the corresponding 9,10-isomer, but the 1,4-diamine and the 1,4-hydrazone were less potent than their 9,10-isomers. Although the 1,Li-hydrazone was active against P388 leukemia in mice, it was inactive against L1210 leukemia. Within each pair of compounds, the one with greater average potency against tumor cells gave a greater increase in the transition melt temperature of DNA.

  DOI：

  10.1021/jm970308+
• 作为产物：
  描述：

  9,10-dioxo-9,10-dihydro-1,4-anthracene dicarboxylic acid 在 ammonium hydroxide 、 氯化亚砜 、 锌 作用下， 反应 5.0h， 生成 anthracene-1,4-dicarbonyl chloride
  参考文献：
  名称：

  1,4-Disubstituted Anthracene Antitumor Agents

  摘要：

  Three different types of 1,4-disubstituted anthracenes were synthesized, and their cytotoxicity in a panel of tumor cells was compared with that of the corresponding 9,10-disubstituted anthracenes. The panel contained human myeloma, melanoma, colon, and lung cancer cells and sensitive and multidrug-resistant murine L1210 leukemia cells. These compounds had [[(dimethylamino>ethyl]amino]methyl, N-[(dimethylamino)ethyl]carbamoyl, and carboxaldehyde (4,5-dihydro-1H-imidazol-2-yl)hydrazone side chains. The 1,4-diamide was more potent across the tumor panel than the corresponding 9,10-isomer, but the 1,4-diamine and the 1,4-hydrazone were less potent than their 9,10-isomers. Although the 1,Li-hydrazone was active against P388 leukemia in mice, it was inactive against L1210 leukemia. Within each pair of compounds, the one with greater average potency against tumor cells gave a greater increase in the transition melt temperature of DNA.

  DOI：

  10.1021/jm970308+

文献信息

• Waldmann; Oblath, Chemische Berichte, 1938, vol. 71, p. 366,368
  作者：Waldmann、Oblath

  DOI：——

  日期：——
• Alpha, alpha-anthracene-dicarbonyl-chloride and process of preparing the same
  申请人：DU PONT

  公开号：US01991688A1

  公开（公告）日：1935-02-19
• Vat dyestuff and intermediated of the pyrene-quinone and perylenequinone series
  申请人：DU PONT

  公开号：US01991687A1

  公开（公告）日：1935-02-19
• VERFAHREN ZUR HERSTELLUNG EINES POLYBENZAZOLPOLYMERS (P)
  申请人：BASF SE

  公开号：EP3512905A1

  公开（公告）日：2019-07-24
• VERFAHREN ZUR HERSTELLUNG VON FASERN, FOLIEN UND FORMKÖRPERN EINES POLYBENZAZOLPOLYMERS (P)
  申请人：BASF SE

  公开号：EP3762447A1

  公开（公告）日：2021-01-13