tert-butyl N-[(2S)-1-[3-[(7-chloroquinolin-4-yl)amino]propylamino]-1-oxopropan-2-yl]carbamate | 1394837-55-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl N-[(2S)-1-[3-[(7-chloroquinolin-4-yl)amino]propylamino]-1-oxopropan-2-yl]carbamate
• CAS: 1394837-55-8
• 化学式: C₂₀H₂₇ClN₄O₃
• 分子量: 406.912
• InChiKey: ZFLRBBCNYDDSKJ-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  92.4
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(2S)-1-[3-[(7-chloroquinolin-4-yl)amino]propylamino]-1-oxopropan-2-yl]carbamate 在 N-甲基吗啉 、 盐酸 、 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.5h， 生成 benzyl N-[(2S)-1-[[(2S)-1-[3-[(7-chloroquinolin-4-yl)amino]propylamino]-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]carbamate
  参考文献：
  名称：

  Discovery of oxybisbenzoylamides as a new class of antimalarial agents

  摘要：

  从先前描述的疟原虫的双重抑制剂出发，得到了一种新的抗疟药物药效团。

  DOI：

  10.1039/c5md00115c
• 作为产物：
  描述：

  4,7-二氯喹啉 在 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 作用下， 生成 tert-butyl N-[(2S)-1-[3-[(7-chloroquinolin-4-yl)amino]propylamino]-1-oxopropan-2-yl]carbamate
  参考文献：
  名称：

  Antiplasmodial activities of 4-aminoquinoline–statine compounds

  摘要：

  We report the discovery of new potent inhibitors of the growth of Plasmodium falciparum chloroquine (CQ)-resistant W2 strain. These compounds were designed using the double drug approach by introducing a residue able to enhance the accumulation of plasmepsins inhibitors into the food vacuole. Some of the molecules were more active than CQ against CQ-resistant strain and showed good selectivity against cathepsin D. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.069

文献信息

• Discovery of oxybisbenzoylamides as a new class of antimalarial agents
  作者：A. Pancotti、S. Parapini、M. Dell'Agli、L. Gambini、C. Galli、E. Sangiovanni、N. Basilico、E. Bosisio、D. Taramelli、S. Romeo

  DOI：10.1039/c5md00115c

  日期：——

  A new antimalarial pharmacophore has been obtained starting from previously described dual inhibitors of Plasmodium falciparum.

  从先前描述的疟原虫的双重抑制剂出发，得到了一种新的抗疟药物药效团。
• Antiplasmodial activities of 4-aminoquinoline–statine compounds
  作者：Nadia Vaiana、Melissa Marzahn、Silvia Parapini、Peng Liu、Mario Dell’Agli、Andrea Pancotti、Enrico Sangiovanni、Nicoletta Basilico、Enrica Bosisio、Ben M. Dunn、Donatella Taramelli、Sergio Romeo

  DOI：10.1016/j.bmcl.2012.07.069

  日期：2012.9

  We report the discovery of new potent inhibitors of the growth of Plasmodium falciparum chloroquine (CQ)-resistant W2 strain. These compounds were designed using the double drug approach by introducing a residue able to enhance the accumulation of plasmepsins inhibitors into the food vacuole. Some of the molecules were more active than CQ against CQ-resistant strain and showed good selectivity against cathepsin D. (C) 2012 Elsevier Ltd. All rights reserved.