tert-butyl N-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propyl]-N-phenylcarbamate | 117654-95-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tert-butyl N-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propyl]-N-phenylcarbamate
• CAS: 117654-95-2
• 化学式: C₁₉H₃₀N₂O₄
• 分子量: 350.458
• InChiKey: ALUUGOSDKFVFAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,8-二溴辛烷 、 tert-butyl N-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propyl]-N-phenylcarbamate 在 sodium hydride 、 sodium iodide 作用下， 生成 1,18-Bis(phenyl)-1,5,14,18-tetra(t-butoxycarbonyl)-1,5,14,18-tetraazaoctadecane
  参考文献：
  名称：

  Antimalarial polyamine analogs

  摘要：

  A series of novel tetraamines of the general formula RNH(CH2)(x)NH(CH2)(y)(NH(CH2)(x)NHR was synthesized and examined for activity against growth of Plasmodium falciparum in vitro. Within the series, dibenzyl analogues (R = benzyl) were found to be the most effective growth inhibitors, with IC50 values of about 10-6 M. Further modifications of the tetraamine provided the optimum chain length for antimalarial activity of y = 7, x = 3. Compound 8 (MDL 27,695) with the structure y = 7, x = 3, R = benzyl, in combination with the ornithine decarboxylase inhibitor alpha-(difluoromethyl)ornithine, resulted in radical cures when tested against experimental Plasmodium berghei infections in mice. The structure-activity relationships of the series are discussed.

  DOI：

  10.1021/jm00106a015
• 作为产物：
  描述：

  3-(苯氨基)丙腈 在 lithium aluminium tetrahydride 、 三氯化铝 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 36.0h， 生成 tert-butyl N-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propyl]-N-phenylcarbamate
  参考文献：
  名称：

  Antimalarial polyamine analogs

  摘要：

  A series of novel tetraamines of the general formula RNH(CH2)(x)NH(CH2)(y)(NH(CH2)(x)NHR was synthesized and examined for activity against growth of Plasmodium falciparum in vitro. Within the series, dibenzyl analogues (R = benzyl) were found to be the most effective growth inhibitors, with IC50 values of about 10-6 M. Further modifications of the tetraamine provided the optimum chain length for antimalarial activity of y = 7, x = 3. Compound 8 (MDL 27,695) with the structure y = 7, x = 3, R = benzyl, in combination with the ornithine decarboxylase inhibitor alpha-(difluoromethyl)ornithine, resulted in radical cures when tested against experimental Plasmodium berghei infections in mice. The structure-activity relationships of the series are discussed.

  DOI：

  10.1021/jm00106a015

文献信息

• EDWARDS, M. L.;STEMERICK, D. M.;BITONTI, A. J.;DUMONT, J. A.;MCCANN, P. P+, J. MED. CHEM., 34,(1991) N, C. 569-574
  作者：EDWARDS, M. L.、STEMERICK, D. M.、BITONTI, A. J.、DUMONT, J. A.、MCCANN, P. P+

  DOI：——

  日期：——
• Novel polyamine derivatives
  申请人：MERRELL DOW PHARMACEUTICALS INC.

  公开号：EP0277635B1

  公开（公告）日：1994-01-05
• Antimalarial polyamine analogs
  作者：Michael L. Edwards、D. M. Stemerick、A. J. Bitonti、J. A. Dumont、P. P. McCann、P. Bey、A. Sjoerdsma

  DOI：10.1021/jm00106a015

  日期：1991.2

  A series of novel tetraamines of the general formula RNH(CH2)(x)NH(CH2)(y)(NH(CH2)(x)NHR was synthesized and examined for activity against growth of Plasmodium falciparum in vitro. Within the series, dibenzyl analogues (R = benzyl) were found to be the most effective growth inhibitors, with IC50 values of about 10-6 M. Further modifications of the tetraamine provided the optimum chain length for antimalarial activity of y = 7, x = 3. Compound 8 (MDL 27,695) with the structure y = 7, x = 3, R = benzyl, in combination with the ornithine decarboxylase inhibitor alpha-(difluoromethyl)ornithine, resulted in radical cures when tested against experimental Plasmodium berghei infections in mice. The structure-activity relationships of the series are discussed.