4-(4-bromophenoxy)-2-chloroquinazoline | 64778-05-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(4-bromophenoxy)-2-chloroquinazoline
• CAS: 64778-05-8
• 化学式: C₁₄H₈BrClN₂O
• mdl: MFCD17348607
• 分子量: 335.587
• InChiKey: BJIFLNLPSDOPSY-UHFFFAOYSA-N

物化性质

• 熔点：
  160.1-160.2 °C(Solv: N,N-dimethylformamide (68-12-2))
• 沸点：
  409.1±33.0 °C(Predicted)
• 密度：
  1.607±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  19
• 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：
  35
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-bromophenoxy)-2-chloroquinazoline 、 对氨基苯腈 反应 2.0h， 生成 4-(4-(4-bromophenoxy)quinazolin-2-ylamino)benzonitrile
  参考文献：
  名称：

  Hybrid diarylbenzopyrimidine non-nucleoside reverse transcriptase inhibitors as promising new leads for improved anti-HIV-1 chemotherapy

  摘要：

  Molecular hybridization of the known anti-HIV-1 template DPC083 and etravirine based on docking model overlay has been generated a novel series of diarylbenzopyrimidine analogues (DABPs) (5a-z). These new hybrids were assessed for their activity against HIV in MT-4 cell cultures. Most of these compounds showed good activity against wild-type HIV-1 and mutant viruses. In particular, compound 5r showed the most potent activity against wild-type HIV-1 with an EC50 value of 1.8 nM, and with a selectivity index up to 111,954. It also proved more active against mutant L100I, K103N, Y188L, and K103N + Y181C RT HIV-1 strains than efavirenz. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.081
• 作为产物：
  描述：

  2,4-二氯喹唑啉 、 4-溴苯酚 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 12.08h， 生成 4-(4-bromophenoxy)-2-chloroquinazoline
  参考文献：
  名称：

  Hybrid diarylbenzopyrimidine non-nucleoside reverse transcriptase inhibitors as promising new leads for improved anti-HIV-1 chemotherapy

  摘要：

  Molecular hybridization of the known anti-HIV-1 template DPC083 and etravirine based on docking model overlay has been generated a novel series of diarylbenzopyrimidine analogues (DABPs) (5a-z). These new hybrids were assessed for their activity against HIV in MT-4 cell cultures. Most of these compounds showed good activity against wild-type HIV-1 and mutant viruses. In particular, compound 5r showed the most potent activity against wild-type HIV-1 with an EC50 value of 1.8 nM, and with a selectivity index up to 111,954. It also proved more active against mutant L100I, K103N, Y188L, and K103N + Y181C RT HIV-1 strains than efavirenz. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.081