4-Chloro-2-[4-(2-ethoxy-phenyl)-piperazin-1-ylmethyl]-5H-pyrimido[5,4-b]indole | 756804-26-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-Chloro-2-[4-(2-ethoxy-phenyl)-piperazin-1-ylmethyl]-5H-pyrimido[5,4-b]indole
• CAS: 756804-26-9
• 化学式: C₂₃H₂₄ClN₅O
• 分子量: 421.929
• InChiKey: DWNMKEQYYASRMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.49
• 重原子数：
  30.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  57.28
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  吗啉 、 N,N-二甲基乙二胺 、 4-Chloro-2-[4-(2-ethoxy-phenyl)-piperazin-1-ylmethyl]-5H-pyrimido[5,4-b]indole 在 sodium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 以30%的产率得到N'-{2-[4-(2-Ethoxy-phenyl)-piperazin-1-ylmethyl]-5H-pyrimido[5,4-b]indol-4-yl}-N,N-dimethyl-ethane-1,2-diamine
  参考文献：
  名称：

  Synthesis and anti-HIV-1 activities of new pyrimido[5,4-b]indoles

  摘要：

  A set of new pyrimido[5,4-b]indole derivatives that are structurally related to some non-nucleoside HIV-I reverse transcriptase inhibitors were synthesized and biologically evaluated for their activity as inhibitors of wild and mutant HIV-1 RT types in an 'in vitro' recombinant HIV-1 RT screening assay, as well as anti-infectives in HLT4lacZ-1(IIIB) cells. Preliminary structure-activity relationships suggest that activity is promoted by simultaneous substitution in positions 2 and 4, especially when chains of alkyldiamine type are present, and by electron-releasing substituents (methoxy) in positions 7 and 8. The inactivity or the very low activity of title derivatives does not suggest interest in AIDS therapy. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(99)00035-x
• 作为产物：
  描述：

  2-[4-(2-Ethoxy-phenyl)-piperazin-1-ylmethyl]-3,5-dihydro-pyrimido[5,4-b]indol-4-one 在 三氯氧磷 作用下， 以 1,4-二氧六环 为溶剂， 反应 18.0h， 生成 4-Chloro-2-[4-(2-ethoxy-phenyl)-piperazin-1-ylmethyl]-5H-pyrimido[5,4-b]indole
  参考文献：
  名称：

  Synthesis and anti-HIV-1 activities of new pyrimido[5,4-b]indoles

  摘要：

  A set of new pyrimido[5,4-b]indole derivatives that are structurally related to some non-nucleoside HIV-I reverse transcriptase inhibitors were synthesized and biologically evaluated for their activity as inhibitors of wild and mutant HIV-1 RT types in an 'in vitro' recombinant HIV-1 RT screening assay, as well as anti-infectives in HLT4lacZ-1(IIIB) cells. Preliminary structure-activity relationships suggest that activity is promoted by simultaneous substitution in positions 2 and 4, especially when chains of alkyldiamine type are present, and by electron-releasing substituents (methoxy) in positions 7 and 8. The inactivity or the very low activity of title derivatives does not suggest interest in AIDS therapy. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(99)00035-x