1-[3-[(7-Chloroquinolin-4-yl)amino]propyl]-3-prop-2-enylthiourea | 1160709-38-5

• 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: 1-[3-[(7-Chloroquinolin-4-yl)amino]propyl]-3-prop-2-enylthiourea
• CAS: 1160709-38-5
• 化学式: C₁₆H₁₉ClN₄S
• 分子量: 334.873
• InChiKey: GISDGBZKEDNZAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  81.1
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  草酰氯 、 1-[3-[(7-Chloroquinolin-4-yl)amino]propyl]-3-prop-2-enylthiourea 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 3-[3-[(7-Chloroquinolin-4-yl)amino]propyl]-2-prop-2-enylimino-1,3-thiazolidine-4,5-dione
  参考文献：
  名称：

  Synthesis of novel thiourea, thiazolidinedione and thioparabanic acid derivatives of 4-aminoquinoline as potent antimalarials

  摘要：

  In search of new 4-aminoquinolines which are not recognized by CQR mechanism, thiourea, thiazolidinedione and thioparabanic acid derivatives of 4-aminoquinoline were synthesized and screened for their antimalarial activities. Thiourea derivative 3 found to be the most active against CQ sensitive strain 3D7 of Plasmodium falciparum in an in vitro model with an IC50 of 6.07 ng/mL and also showed an in vivo suppression of 99.27% on day 4 against CQ resistant strain N-67 of Plasmodium yoelii. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.026
• 作为产物：
  描述：

  N-(7-chloroquinolin-4-yl)propane-1,3-diamine 、 天然芥菜籽油 以 乙腈 为溶剂， 生成 1-[3-[(7-Chloroquinolin-4-yl)amino]propyl]-3-prop-2-enylthiourea
  参考文献：
  名称：

  Synthesis of novel thiourea, thiazolidinedione and thioparabanic acid derivatives of 4-aminoquinoline as potent antimalarials

  摘要：

  In search of new 4-aminoquinolines which are not recognized by CQR mechanism, thiourea, thiazolidinedione and thioparabanic acid derivatives of 4-aminoquinoline were synthesized and screened for their antimalarial activities. Thiourea derivative 3 found to be the most active against CQ sensitive strain 3D7 of Plasmodium falciparum in an in vitro model with an IC50 of 6.07 ng/mL and also showed an in vivo suppression of 99.27% on day 4 against CQ resistant strain N-67 of Plasmodium yoelii. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.026