(3aR,4R,8R,8aR)-6-(4-Hydroxy-phenyl)-2,2-dimethyl-hexahydro-1,3-dioxa-6-aza-azulene-4,8-diol | 404961-36-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (3aR,4R,8R,8aR)-6-(4-Hydroxy-phenyl)-2,2-dimethyl-hexahydro-1,3-dioxa-6-aza-azulene-4,8-diol
• 英文别名: (3aR,4R,8R,8aR)-6-(4-hydroxyphenyl)-2,2-dimethyl-3a,4,5,7,8,8a-hexahydro-[1,3]dioxolo[4,5-d]azepine-4,8-diol
• CAS: 404961-36-0
• 化学式: C₁₅H₂₁NO₅
• 分子量: 295.335
• InChiKey: VZTPBBJMOKNOCF-AAVRWANBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  82.4
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3aR,4R,8R,8aR)-6-(4-Hydroxy-phenyl)-2,2-dimethyl-hexahydro-1,3-dioxa-6-aza-azulene-4,8-diol 在 palladium on activated charcoal 、 氢气 、 potassium carbonate 、 calcium carbonate 、 mercury dichloride 作用下， 以 乙醇 、 水 、 丙酮 、 乙腈 为溶剂， 反应 80.0h， 生成
  参考文献：
  名称：

  Synthesis and DNA-binding ability of pyrrolo[2,1-c][1,4]benzodiazepine-azepane conjugates

  摘要：

  A series of pyrrolobenzodiazepine-azepane conjugates linked through different alkane spacers have been prepared and their DNA thermal denaturation studies have been carried out. One of the compound (4b), elevates the DNA helix melting temperature of the CT-DNA by 2.0 degrees C after incubation for 36 h at 37 degrees C. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.090
• 作为产物：
  描述：

  3,4-di-O-isopropylidene-D-mannitol 在 吡啶 、 sodium hydroxide 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 生成 (3aR,4R,8R,8aR)-6-(4-Hydroxy-phenyl)-2,2-dimethyl-hexahydro-1,3-dioxa-6-aza-azulene-4,8-diol
  参考文献：
  名称：

  Polyhydroxylated azepanes as new motifs for DNA minor groove binding agents

  摘要：

  The synthesis of 1,3-bis-[3,4,5,6-tetrahydroxyazepane-N-p- phenoxy] and 1,3-bis-[3,4,5,6-tetrahydroxyazepane-N-p-benzyloxy] propanes is reported. These compounds have been prepared to investigate the potential of incorporating iminosugars as useful recognition elements in DNA minor groove binding agents. The compounds were shown to have very moderate binding affinities for DNA in thermal denaturation and ethidium bromide displacement assays when compared with propamidine. They were also found to possess some in vitro anticancer activity that did not correlate with their DNA binding affinity. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00719-3