2-[4-(2-Methoxy-phenyl)-piperazin-1-ylmethyl]-3,5-dihydro-pyrimido[5,4-b]indol-4-one | 239093-19-7

• 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: 2-[4-(2-Methoxy-phenyl)-piperazin-1-ylmethyl]-3,5-dihydro-pyrimido[5,4-b]indol-4-one
• 英文别名: 2-[[4-(2-Methoxyphenyl)piperazin-1-yl]methyl]-3,5-dihydropyrimido[5,4-b]indol-4-one；2-[[4-(2-methoxyphenyl)piperazin-1-yl]methyl]-3,5-dihydropyrimido[5,4-b]indol-4-one
• CAS: 239093-19-7
• 化学式: C₂₂H₂₃N₅O₂
• 分子量: 389.457
• InChiKey: DTAWOOJSGFAQGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  73
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[4-(2-Methoxy-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， 以35%的产率得到
  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：

  3-氨基-2-吲哚羧酸乙酯 在 盐酸 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 8.0h， 生成 2-[4-(2-Methoxy-phenyl)-piperazin-1-ylmethyl]-3,5-dihydro-pyrimido[5,4-b]indol-4-one
  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

文献信息

• Synthesis and anti-HIV-1 activities of new pyrimido[5,4-b]indoles
  作者：Isidro Merino、Antonio Monge、Marı́a Font、Juan José Martı́nez de Irujo、Elena Alberdi、Esteban Santiago、Isidro Prieto、Juan José Lasarte、Pablo Sarobe、Francisco Borrás

  DOI：10.1016/s0014-827x(99)00035-x

  日期：1999.4

  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.