(E)-tert-butyl 4-{2-fluoro-4-[3-(4-nitrophenyl)acrylamido]phenyl}piperazine-1-carboxylate | 1580002-73-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (E)-tert-butyl 4-{2-fluoro-4-[3-(4-nitrophenyl)acrylamido]phenyl}piperazine-1-carboxylate
• 英文别名: tert-butyl 4-[2-fluoro-4-[[(E)-3-(4-nitrophenyl)prop-2-enoyl]amino]phenyl]piperazine-1-carboxylate
• CAS: 1580002-73-8
• 化学式: C₂₄H₂₇FN₄O₅
• 分子量: 470.501
• InChiKey: XZCFZLFFTYBWAN-IZZDOVSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (E)-tert-butyl 4-{2-fluoro-4-[3-(4-nitrophenyl)acrylamido]phenyl}piperazine-1-carboxylate 在 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 12.67h， 生成 (E)-ethyl 4-{2-fluoro-4-[3-(4-nitrophenyl)acrylamido]phenyl}piperazine-1-carboxylate
  参考文献：
  名称：

  Design, synthesis and antitubercular evaluation of novel series of N-[4-(piperazin-1-yl)phenyl]cinnamamide derivatives

  摘要：

  The analogs of N-[4-(piperazin-1-yl)phenyl]cinnamamide were designed and synthesized by molecular hybridization approach in which part C of the designed molecule was linked through amide and carbamate functionality that improves the physicochemical properties and govern the pharmacokinetic and pharmacodynamic behavior. The systematic modification was done around the Part C to explore the structure activity relationship of antitubercular cinnamamide. All 52 compounds were evaluated for its antitubercular activity against Mycobacterium tuberculosis (M. tb) using Resazurin microtitre plate assay (REMA). Compound 11g with trifluoromethyl substitution exhibited good antitubercular activity of 3.125 mu g/ml. The synthesized N[4-(piperazin-1-yl)phenyl]cinnamamide derivatives showed promising activity against M. tb. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.01.024
• 作为产物：
  描述：

  对硝基肉桂酸 在 吡啶 、 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 (E)-tert-butyl 4-{2-fluoro-4-[3-(4-nitrophenyl)acrylamido]phenyl}piperazine-1-carboxylate
  参考文献：
  名称：

  Design, synthesis and antitubercular evaluation of novel series of N-[4-(piperazin-1-yl)phenyl]cinnamamide derivatives

  摘要：

  The analogs of N-[4-(piperazin-1-yl)phenyl]cinnamamide were designed and synthesized by molecular hybridization approach in which part C of the designed molecule was linked through amide and carbamate functionality that improves the physicochemical properties and govern the pharmacokinetic and pharmacodynamic behavior. The systematic modification was done around the Part C to explore the structure activity relationship of antitubercular cinnamamide. All 52 compounds were evaluated for its antitubercular activity against Mycobacterium tuberculosis (M. tb) using Resazurin microtitre plate assay (REMA). Compound 11g with trifluoromethyl substitution exhibited good antitubercular activity of 3.125 mu g/ml. The synthesized N[4-(piperazin-1-yl)phenyl]cinnamamide derivatives showed promising activity against M. tb. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.01.024