1,4-diethyl phthalazinylhydrazocarboxylate | 239077-04-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 1,4-diethyl phthalazinylhydrazocarboxylate
• 英文别名: 3,3'-phthalazine-1,4-diyl-di-carbazic acid diethyl ester；3,3'-Phthalazin-1,4-diyl-di-carbazidsaeure-diaethylester；ethyl N-[[4-(2-ethoxycarbonylhydrazinyl)phthalazin-1-yl]amino]carbamate
• CAS: 239077-04-4
• 化学式: C₁₄H₁₈N₆O₄
• 分子量: 334.335
• InChiKey: FPUDXELKDKXEMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  127
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,4-diethyl phthalazinylhydrazocarboxylate 在 lead(IV) acetate 作用下， 以 二氯甲烷 为溶剂， 反应 0.02h， 以91%的产率得到1,4-diethyl phthalazinyldiazenecarboxylate
  参考文献：
  名称：

  Toward Enediyne Mimics:  Methanolysis of Azoesters and a Bisazoester

  摘要：

  Enediyne anticancer antibiotics have attracted tremendous interest in the past decade. The inherent difficulty in synthesizing these structurally complex natural products with the strained enediyne moiety has motivated a search for simpler molecules that mimic enediyne chemistry. The ultimate objective is to identify molecules that produce 1,4-benzenoid diradicals, which are known to induce DNA cleavage in the natural products. Toward this goal, several aromatic azoesters have been synthesized, and EPR reveals the presence of radical intermediates in their methanolysis. A 1,4-bisazoester has also been synthesized, and its methanolysis products have been studied by reversed-phase HPLC. The formation of 1,2-dicyanobenzene from the 1,4-bisazoester is consistent with the existence of a 1,4-diradical intermediate.

  DOI：

  10.1021/jo990750v
• 作为产物：
  描述：

  双肼酞嗪 、 氯甲酸乙酯 生成 1,4-diethyl phthalazinylhydrazocarboxylate
  参考文献：
  名称：

  Biniecki et al., Bulletin de l'Academie Polonaise des Sciences, Serie des Sciences Chimiques, 1958, vol. 6, p. 227

  摘要：

  DOI：

文献信息

• Toward Enediyne Mimics:  Methanolysis of Azoesters and a Bisazoester
  作者：Veeraraghavan Srinivasan、David J. Jebaratnam、David E. Budil

  DOI：10.1021/jo990750v

  日期：1999.7.1

  Enediyne anticancer antibiotics have attracted tremendous interest in the past decade. The inherent difficulty in synthesizing these structurally complex natural products with the strained enediyne moiety has motivated a search for simpler molecules that mimic enediyne chemistry. The ultimate objective is to identify molecules that produce 1,4-benzenoid diradicals, which are known to induce DNA cleavage in the natural products. Toward this goal, several aromatic azoesters have been synthesized, and EPR reveals the presence of radical intermediates in their methanolysis. A 1,4-bisazoester has also been synthesized, and its methanolysis products have been studied by reversed-phase HPLC. The formation of 1,2-dicyanobenzene from the 1,4-bisazoester is consistent with the existence of a 1,4-diradical intermediate.
• Biniecki et al., Bulletin de l'Academie Polonaise des Sciences, Serie des Sciences Chimiques, 1958, vol. 6, p. 227
  作者：Biniecki et al.

  DOI：——

  日期：——