(E)-(R)-N-[2-benzoyl-4-{3-[5-(4-nitrophenyl)-2-furyl]acryloyl-amino}phenyl]-N-tert-butoxycarbonyphenylalanine amide | 866835-66-7

• 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
• 英文名称: (E)-(R)-N-[2-benzoyl-4-{3-[5-(4-nitrophenyl)-2-furyl]acryloyl-amino}phenyl]-N-tert-butoxycarbonyphenylalanine amide
• 英文别名: tert-butyl N-[(2R)-1-[2-benzoyl-4-[[(E)-3-[5-(4-nitrophenyl)furan-2-yl]prop-2-enoyl]amino]anilino]-1-oxo-3-phenylpropan-2-yl]carbamate
• CAS: 866835-66-7
• 化学式: C₄₀H₃₆N₄O₈
• 分子量: 700.748
• InChiKey: XYYUCGQJZZIOAH-HCKHTNDQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  52
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  173
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (E)-(R)-N-[2-benzoyl-4-{3-[5-(4-nitrophenyl)-2-furyl]acryloyl-amino}phenyl]-N-tert-butoxycarbonyphenylalanine amide 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 生成 (2R)-2-amino-N-[2-benzoyl-4-[[(E)-3-[5-(4-nitrophenyl)furan-2-yl]prop-2-enoyl]amino]phenyl]-3-phenylpropanamide
  参考文献：
  名称：

  Structure–Activity relationships of novel anti-malarial agents. Part 6: N-(4-Arylpropionylamino-3-benzoylphenyl)-[5-(4-nitrophenyl)-2-furyl]acrylic acid amides

  摘要：

  We have demonstrated that the p-trifluoromethylphenylpropionylamino residue at the 2-position of the core structure leads to an active benzophenone-type anti-malarial agent. The attempt to improve water solubility by introduction of an amino group into the alpha-position of the arylpropionyl residue resulted in decreased activity. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00179-3
• 作为产物：
  描述：

  N-(2-benzoyl-4-nitrophenyl)trifluoroacetamide 在 吡啶 、 potassium carbonate 、 tin(ll) chloride 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 乙酸乙酯 、 甲苯 为溶剂， 反应 9.5h， 生成 (E)-(R)-N-[2-benzoyl-4-{3-[5-(4-nitrophenyl)-2-furyl]acryloyl-amino}phenyl]-N-tert-butoxycarbonyphenylalanine amide
  参考文献：
  名称：

  Structure–Activity relationships of novel anti-malarial agents. Part 6: N-(4-Arylpropionylamino-3-benzoylphenyl)-[5-(4-nitrophenyl)-2-furyl]acrylic acid amides

  摘要：

  We have demonstrated that the p-trifluoromethylphenylpropionylamino residue at the 2-position of the core structure leads to an active benzophenone-type anti-malarial agent. The attempt to improve water solubility by introduction of an amino group into the alpha-position of the arylpropionyl residue resulted in decreased activity. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00179-3

文献信息

• Kettler; Wiesner; Fucik, Pharmazie, 2005, vol. 60, # 9, p. 677 - 682
  作者：Kettler、Wiesner、Fucik、Sakowski、Ortmann、Dahse、Jomaa、Schlitzer, Martin

  DOI：——

  日期：——
• Structure–Activity relationships of novel anti-malarial agents. Part 6: N-(4-Arylpropionylamino-3-benzoylphenyl)-[5-(4-nitrophenyl)-2-furyl]acrylic acid amides
  作者：Jochen Wiesner、Katharina Fucik、Katja Kettler、Jacek Sakowski、Regina Ortmann、Hassan Jomaa、Martin Schlitzer

  DOI：10.1016/s0960-894x(03)00179-3

  日期：2003.5

  We have demonstrated that the p-trifluoromethylphenylpropionylamino residue at the 2-position of the core structure leads to an active benzophenone-type anti-malarial agent. The attempt to improve water solubility by introduction of an amino group into the alpha-position of the arylpropionyl residue resulted in decreased activity. (C) 2003 Elsevier Science Ltd. All rights reserved.