1-Butyl-3-[2-[(7-chloroquinolin-4-yl)amino]ethyl]thiourea | 1160709-33-0

• 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-Butyl-3-[2-[(7-chloroquinolin-4-yl)amino]ethyl]thiourea
• CAS: 1160709-33-0
• 化学式: C₁₆H₂₁ClN₄S
• 分子量: 336.889
• InChiKey: ZPTNISBVKBFPNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 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-Butyl-3-[2-[(7-chloroquinolin-4-yl)amino]ethyl]thiourea 以 二氯甲烷 为溶剂， 反应 0.5h， 以73%的产率得到2-Butylimino-3-[2-[(7-chloroquinolin-4-yl)amino]ethyl]-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：

  4-(2-氨基乙基)氨基-7-氯喹啉 、 丁基异硫氰酸酯 以 乙腈 为溶剂， 以78%的产率得到1-Butyl-3-[2-[(7-chloroquinolin-4-yl)amino]ethyl]thiourea
  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

文献信息

• Synthesis of novel thiourea, thiazolidinedione and thioparabanic acid derivatives of 4-aminoquinoline as potent antimalarials
  作者：Naresh Sunduru、Kumkum Srivastava、S. Rajakumar、S.K. Puri、J.K. Saxena、Prem M.S. Chauhan

  DOI：10.1016/j.bmcl.2009.03.026

  日期：2009.5

  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.