1,18-Bis(phenyl)-1,5,14,18-tetra(t-butoxycarbonyl)-1,5,14,18-tetraazaoctadecane | 117654-96-3

• 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: 1,18-Bis(phenyl)-1,5,14,18-tetra(t-butoxycarbonyl)-1,5,14,18-tetraazaoctadecane
• 英文别名: tert-butyl N-[3-[N-[(2-methylpropan-2-yl)oxycarbonyl]anilino]propyl]-N-[8-[(2-methylpropan-2-yl)oxycarbonyl-[3-[N-[(2-methylpropan-2-yl)oxycarbonyl]anilino]propyl]amino]octyl]carbamate
• CAS: 117654-96-3
• 化学式: C₄₆H₇₄N₄O₈
• 分子量: 811.116
• InChiKey: IAECIMHDEYPEKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.1
• 重原子数：
  58
• 可旋转键数：
  27
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,18-Bis(phenyl)-1,5,14,18-tetra(t-butoxycarbonyl)-1,5,14,18-tetraazaoctadecane 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 18.0h， 生成 N,N'-Bis-(3-phenylamino-propyl)-octane-1,8-diamine; hydrochloride
  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：

  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

文献信息

• Potentiating cell-mediated immunity utilizing polyamine derivatives
  申请人：MERRELL PHARMACEUTICALS INC.

  公开号：EP0399519A2

  公开（公告）日：1990-11-28

  This invention relates to the use of a compound of the formula: RHN-Z-NH-(CH₂)m-NH-Z-NHR or a pharmaceutically acceptable salt thereof, wherein m is an integer 3 to 12, Z is a saturated C₂-C₆ alkylene moiety of straight or branched chain configuration, each R group is independently H, a C₁-C₆ saturated or unsaturated hydrocarbyl, or -(CH₂)x-(Ar)-X wherein X is H, C₁-C₆ alkoxy, halogen, C₁-C₄ alkyl, or -S(O)xR₁, x is an integer 0, 1 or 2, and R₁ is C₁-C₆ alkyl, for the preparation of a pharmaceutical composition useful for potentiating cell-mediated immunity.

  本发明涉及一种式化合物的用途： RHN-Z-NH-(CH₂)m-NH-Z-NHR 或其药学上可接受的盐，其中 m 是 3 至 12 的整数，Z 是直链或支链构型的饱和 C₂-C₆亚烷基，每个 R 基独立地是 H、C₁-C₆ 饱和或不饱和烃基、或-(CH₂)x-(Ar)-X，其中 X 是 H、C₁-C₆ 烷氧基、卤素、C₁-C₄ 烷基或-S(O)xR₁，x 是整数 0、1 或 2，R₁ 是 C₁-C₆烷基。
• 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
• POLYAMINE DERIVATIVES AS ANTI-CYTOMEGALOVIRAL AGENTS
  申请人：MERRELL DOW PHARMACEUTICALS INC.

  公开号：EP0662829A1

  公开（公告）日：1995-07-19
• US5719193A
  申请人：——

  公开号：US5719193A

  公开（公告）日：1998-02-17