tert-butyl N-[1-[bis[3-[(6-chloro-2-methoxyacridin-9-yl)amino]propyl]amino]-3-(9H-fluoren-9-ylmethoxycarbonylamino)-1-oxopropan-2-yl]carbamate | 291754-90-0

• 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: tert-butyl N-[1-[bis[3-[(6-chloro-2-methoxyacridin-9-yl)amino]propyl]amino]-3-(9H-fluoren-9-ylmethoxycarbonylamino)-1-oxopropan-2-yl]carbamate
• CAS: 291754-90-0
• 化学式: C₅₇H₅₇Cl₂N₇O₇
• 分子量: 1023.03
• InChiKey: OFEPHVCXRWYKQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.8
• 重原子数：
  73
• 可旋转键数：
  21
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  165
• 氢给体数：
  4
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[1-[bis[3-[(6-chloro-2-methoxyacridin-9-yl)amino]propyl]amino]-3-(9H-fluoren-9-ylmethoxycarbonylamino)-1-oxopropan-2-yl]carbamate 在 哌啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 tert-butyl N-[3-amino-1-[bis[3-[(6-chloro-2-methoxyacridin-9-yl)amino]propyl]amino]-1-oxopropan-2-yl]carbamate
  参考文献：
  名称：

  Antimalarial, Antitrypanosomal, and Antileishmanial Activities and Cytotoxicity of Bis(9-amino-6-chloro-2-methoxyacridines):  Influence of the Linker

  摘要：

  Forty bis(9-amino-6-chloro-2-methoxyacridines), in which acridine moieties are joined by alkanediamines, polyamines, or polyamines substituted by a side chain, were synthesized and tested for their in vitro activity upon the erythrocytic stage of Plasmodium falciparum, trypomastigote stage of Trypanosoma brucei, and amastigote stage of Trypanosoma cruzi and Leishmania infantum as well as for their cytotoxic effects upon MRC-5 cells. Results clearly showed the importance of the nature of the linker and of its side chain for antiparasitic activity, cytotoxicity, and cellular localization. Among several compounds devoid of cytotoxic effects at 25 mu M upon MRC-5 cells, one displayed IC50 values ranging from 8 to 18 nM against different P. falciparum strains while three others totally inhibited T. brucei at 1.56 mu M.

  DOI：

  10.1021/jm990946n
• 作为产物：
  描述：

  3,3'-二氨基二丙基胺 在 potassium carbonate 、 N,N-二异丙基乙胺 、 bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 tert-butyl N-[1-[bis[3-[(6-chloro-2-methoxyacridin-9-yl)amino]propyl]amino]-3-(9H-fluoren-9-ylmethoxycarbonylamino)-1-oxopropan-2-yl]carbamate
  参考文献：
  名称：

  Antimalarial, Antitrypanosomal, and Antileishmanial Activities and Cytotoxicity of Bis(9-amino-6-chloro-2-methoxyacridines):  Influence of the Linker

  摘要：

  Forty bis(9-amino-6-chloro-2-methoxyacridines), in which acridine moieties are joined by alkanediamines, polyamines, or polyamines substituted by a side chain, were synthesized and tested for their in vitro activity upon the erythrocytic stage of Plasmodium falciparum, trypomastigote stage of Trypanosoma brucei, and amastigote stage of Trypanosoma cruzi and Leishmania infantum as well as for their cytotoxic effects upon MRC-5 cells. Results clearly showed the importance of the nature of the linker and of its side chain for antiparasitic activity, cytotoxicity, and cellular localization. Among several compounds devoid of cytotoxic effects at 25 mu M upon MRC-5 cells, one displayed IC50 values ranging from 8 to 18 nM against different P. falciparum strains while three others totally inhibited T. brucei at 1.56 mu M.

  DOI：

  10.1021/jm990946n