| 1487428-74-9

• 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
• CAS: 1487428-74-9
• 化学式: C₂₀H₂₁ClN₄O
• 分子量: 368.866
• InChiKey: VSXPOBDYNJFGHY-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.99
• 重原子数：
  26.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  80.04
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  、 3,4-二甲氧基-3-环丁烯-1,2-二酮 在 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲醇 为溶剂， 反应 14.08h， 生成 (2S)-2-[[2-[[(1S)-1-benzyl-2-[2-[(7-chloro-4-quinolyl)amino]ethylamino]-2-oxo-ethyl]amino]-3,4-dioxo-cyclobuten-1-yl]amino]-N-[2-[(7-chloro-4-quinolyl)amino]ethyl]-3-phenyl-propanamide
  参考文献：
  名称：

  Squaric acid/4-aminoquinoline conjugates: Novel potent antiplasmodial agents

  摘要：

  We report the synthesis and structure activity relationship (SAR) analysis of a series of hybrid compounds containing a squaric moiety conjugated with heterocyclic moieties from well-known antimalarials. This novel series of compounds presents improved antiplasmodial activity compared with the squaric derivatives described in our previous work. Three compounds, 8b (IC50 = 99 nM), 8c (IC50 = 95 nM), and 8d (IC50 = 105 nM) had greater in vitro potency than chloroquine 1 (IC50 = 140 nM) against chloroquine resistant Plasmodium falciparum. In addition, they were noncytotoxic against NIH 3T3 and Hek 293T cells. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.08.037
• 作为产物：
  描述：

  N¹-(8-chloroquinolin-4-yl)ethane-1,2-diamine 、 BOC-L-苯丙氨酸琥珀酰亚胺酯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 40.5h， 以85%的产率得到
  参考文献：
  名称：

  Squaric acid/4-aminoquinoline conjugates: Novel potent antiplasmodial agents

  摘要：

  We report the synthesis and structure activity relationship (SAR) analysis of a series of hybrid compounds containing a squaric moiety conjugated with heterocyclic moieties from well-known antimalarials. This novel series of compounds presents improved antiplasmodial activity compared with the squaric derivatives described in our previous work. Three compounds, 8b (IC50 = 99 nM), 8c (IC50 = 95 nM), and 8d (IC50 = 105 nM) had greater in vitro potency than chloroquine 1 (IC50 = 140 nM) against chloroquine resistant Plasmodium falciparum. In addition, they were noncytotoxic against NIH 3T3 and Hek 293T cells. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.08.037