N,N-dimethyl-7-nitroquinolin-2-amine | 114058-71-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N,N-dimethyl-7-nitroquinolin-2-amine
• CAS: 114058-71-8
• 化学式: C₁₁H₁₁N₃O₂
• 分子量: 217.227
• InChiKey: RQOATCWTNUHTPB-UHFFFAOYSA-N

物化性质

• 熔点：
  168-170 °C(Solvent: Methanol)
• 沸点：
  386.7±27.0 °C(predicted)
• 密度：
  1.303±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  62
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N-dimethyl-7-nitroquinolin-2-amine 在 盐酸 、 tin(ll) chloride 作用下， 反应 12.0h， 以50%的产率得到N²,N²-dimethyl-2,7-quinolinediamine
  参考文献：
  名称：

  7-Aminoquinolines. A novel class of agents active against herpes viruses

  摘要：

  A series of 7-aminoquinoline derivatives was synthesized and evaluated for their capacity to produce cytotoxicity in KB cells and to inhibit the replication of herpes simplex virus (HSV) type 1. All compounds tested inhibited the replication of HSV-1 with 50% inhibitory concentrations in the range of 2-50 micrograms/mL. The antiviral activity of many compounds, however, was separated from cytotoxicity to replicating uninfected cells by only two- to fivefold higher than those required for antiviral activity. Nonetheless, six compounds (10, 28, 29, 32, 34, and 36) were identified in which the separation was greater than fivefold. All compounds examined were more potent inhibitors of viral DNA synthesis than the cellular DNA synthesis.

  DOI：

  10.1021/jm00402a016
• 作为产物：
  描述：

  7-硝基喹啉-2-醇 在 三氯氧磷 作用下， 以 甲醇 为溶剂， 反应 21.0h， 生成 N,N-dimethyl-7-nitroquinolin-2-amine
  参考文献：
  名称：

  7-Aminoquinolines. A novel class of agents active against herpes viruses

  摘要：

  A series of 7-aminoquinoline derivatives was synthesized and evaluated for their capacity to produce cytotoxicity in KB cells and to inhibit the replication of herpes simplex virus (HSV) type 1. All compounds tested inhibited the replication of HSV-1 with 50% inhibitory concentrations in the range of 2-50 micrograms/mL. The antiviral activity of many compounds, however, was separated from cytotoxicity to replicating uninfected cells by only two- to fivefold higher than those required for antiviral activity. Nonetheless, six compounds (10, 28, 29, 32, 34, and 36) were identified in which the separation was greater than fivefold. All compounds examined were more potent inhibitors of viral DNA synthesis than the cellular DNA synthesis.

  DOI：

  10.1021/jm00402a016

文献信息

• NASR, M.;DRACH, J. C.;SMITH, S. H.;SHIPMAN, CH. , (JR);BURCKHALTER, J. H., J. MED. CHEM., 31,(1988) N 7, C. 1347-1351
  作者：NASR, M.、DRACH, J. C.、SMITH, S. H.、SHIPMAN, CH. , (JR)、BURCKHALTER, J. H.

  DOI：——

  日期：——
• 7-Aminoquinolines. A novel class of agents active against herpes viruses
  作者：Mohamed Nasr、John C. Drach、Sandra H. Smith、Charles Shipman、J. H. Burckhalter

  DOI：10.1021/jm00402a016

  日期：1988.7

  A series of 7-aminoquinoline derivatives was synthesized and evaluated for their capacity to produce cytotoxicity in KB cells and to inhibit the replication of herpes simplex virus (HSV) type 1. All compounds tested inhibited the replication of HSV-1 with 50% inhibitory concentrations in the range of 2-50 micrograms/mL. The antiviral activity of many compounds, however, was separated from cytotoxicity to replicating uninfected cells by only two- to fivefold higher than those required for antiviral activity. Nonetheless, six compounds (10, 28, 29, 32, 34, and 36) were identified in which the separation was greater than fivefold. All compounds examined were more potent inhibitors of viral DNA synthesis than the cellular DNA synthesis.