tert-butyl N-[3-(hexadecylsulfonylamino)propyl]-N-[3-[(2-methylpropan-2-yl)oxycarbonyl-[4-[(2-methylpropan-2-yl)oxycarbonyl-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propyl]amino]butyl]amino]propyl]carbamate | 930265-43-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: tert-butyl N-[3-(hexadecylsulfonylamino)propyl]-N-[3-[(2-methylpropan-2-yl)oxycarbonyl-[4-[(2-methylpropan-2-yl)oxycarbonyl-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propyl]amino]butyl]amino]propyl]carbamate
• CAS: 930265-43-3
• 化学式: C₄₉H₉₇N₅O₁₀S
• 分子量: 948.403
• InChiKey: FJTJDVCWAVHDIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.2
• 重原子数：
  65
• 可旋转键数：
  41
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  182
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[3-(hexadecylsulfonylamino)propyl]-N-[3-[(2-methylpropan-2-yl)oxycarbonyl-[4-[(2-methylpropan-2-yl)oxycarbonyl-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propyl]amino]butyl]amino]propyl]carbamate 在 盐酸 、 甲醇 、 水 作用下， 反应 8.0h， 以97%的产率得到N1-hexadecanylsulfonyl-1,18-diamino-5,9,14-triazaoctadecane tetrahydrochloride
  参考文献：
  名称：

  Polycationic sulfonamides and use thereof

  摘要：

  提供了某些亲脂性多阳离子磺胺类化合物，可用于治疗各种疾病或症状，尤其是败血症。

  公开号：

  US20070287750A1
• 作为产物：
  描述：

  20-cyano-2,2-dimethyl-4-oxo-3-oxa-5,9,14,18-tetraazaeicosane-9,14-dicarboxylic acid bis(1,1-dimethylethyl) ester 在 palladium dihydroxide 氢气 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 25.0 ℃ 、344.74 kPa 条件下， 反应 47.0h， 生成 tert-butyl N-[3-(hexadecylsulfonylamino)propyl]-N-[3-[(2-methylpropan-2-yl)oxycarbonyl-[4-[(2-methylpropan-2-yl)oxycarbonyl-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propyl]amino]butyl]amino]propyl]carbamate
  参考文献：
  名称：

  Polycationic Sulfonamides for the Sequestration of Endotoxin

  摘要：

  Lipopolysaccharides (LPS) play a key role in the pathogenesis of septic shock, a major cause of mortality in the critically ill patient. We had previously shown that monoacylated polyamine compounds specifically bind to and neutralize the activity of LPS with high in vitro potency and afford complete protection in a murine model of endotoxic shock. Fatty acid amides of polyamines may be rapidly cleared from systemic circulation due to their susceptibility to nonspecific serum amidases and, thus, would be predicted to have a short duration of action. In a systematic effort to increase the likelihood of better bioavailability properties together with structural modifications that may result in gains in activity, we now report structure-activity relationships pertaining to endotoxin-binding and -neutralizing activities of homologated polyamine sulfonamides.

  DOI：

  10.1021/jm061198m

文献信息

• Polycationic sulfonamides and use thereof
  申请人：Burns Mark R.

  公开号：US20070287750A1

  公开（公告）日：2007-12-13

  Certain lipophilic polycationic sulfonamides are provided and are useful for treating various diseases or conditions and particularly sepsis.

  提供了某些亲脂性多阳离子磺胺类化合物，可用于治疗各种疾病或症状，尤其是败血症。
• Polycationic Sulfonamides for the Sequestration of Endotoxin
  作者：Mark R. Burns、Scott A. Jenkins、Matthew R. Kimbrell、Rajalakshmi Balakrishna、Thuan B. Nguyen、Benjamin G. Abbo、Sunil A. David

  DOI：10.1021/jm061198m

  日期：2007.2.1

  Lipopolysaccharides (LPS) play a key role in the pathogenesis of septic shock, a major cause of mortality in the critically ill patient. We had previously shown that monoacylated polyamine compounds specifically bind to and neutralize the activity of LPS with high in vitro potency and afford complete protection in a murine model of endotoxic shock. Fatty acid amides of polyamines may be rapidly cleared from systemic circulation due to their susceptibility to nonspecific serum amidases and, thus, would be predicted to have a short duration of action. In a systematic effort to increase the likelihood of better bioavailability properties together with structural modifications that may result in gains in activity, we now report structure-activity relationships pertaining to endotoxin-binding and -neutralizing activities of homologated polyamine sulfonamides.