N-[5-[2-[(2-bromoacetyl)amino]ethylcarbamoyl]-1-methylpyrrol-3-yl]-1-methyl-4-[(1-methylpyrrole-2-carbonyl)amino]pyrrole-2-carboxamide | 349656-67-3

• 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: N-[5-[2-[(2-bromoacetyl)amino]ethylcarbamoyl]-1-methylpyrrol-3-yl]-1-methyl-4-[(1-methylpyrrole-2-carbonyl)amino]pyrrole-2-carboxamide
• CAS: 349656-67-3
• 化学式: C₂₂H₂₆BrN₇O₄
• 分子量: 532.397
• InChiKey: OOAAJZMJXDXALO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  131
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[5-[2-[(2-bromoacetyl)amino]ethylcarbamoyl]-1-methylpyrrol-3-yl]-1-methyl-4-[(1-methylpyrrole-2-carbonyl)amino]pyrrole-2-carboxamide 、 3α[N-(N',N'-dimethylaminopropane)carbamoyl]cholesterol 以 氯仿 为溶剂， 反应 12.0h， 以92%的产率得到3-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxycarbonylamino]propyl-dimethyl-[2-[2-[[1-methyl-4-[[1-methyl-4-[(1-methylpyrrole-2-carbonyl)amino]pyrrole-2-carbonyl]amino]pyrrole-2-carbonyl]amino]ethylamino]-2-oxoethyl]azanium;bromide
  参考文献：
  名称：

  Novel distamycin analogues: facile synthesis of cholesterol conjugates of distamycin-like oligopeptides

  摘要：

  A facile route towards the synthesis of the first examples of cholesterol-conjugated distamycin analogues is described. These compounds retain their strong binding capacity to double-stranded (ds)-DNA. Aqueous suspensions of these analogues exhibited closed, vesicle-like structures under transmission electron microscope. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(01)00489-0
• 作为产物：
  描述：

  (2,5-Dioxopyrrolidin-1-yl) 1-methyl-4-[[1-methyl-4-[(1-methylpyrrole-2-carbonyl)amino]pyrrole-2-carbonyl]amino]pyrrole-2-carboxylate 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 1.33h， 生成 N-[5-[2-[(2-bromoacetyl)amino]ethylcarbamoyl]-1-methylpyrrol-3-yl]-1-methyl-4-[(1-methylpyrrole-2-carbonyl)amino]pyrrole-2-carboxamide
  参考文献：
  名称：

  Novel distamycin analogues: facile synthesis of cholesterol conjugates of distamycin-like oligopeptides

  摘要：

  A facile route towards the synthesis of the first examples of cholesterol-conjugated distamycin analogues is described. These compounds retain their strong binding capacity to double-stranded (ds)-DNA. Aqueous suspensions of these analogues exhibited closed, vesicle-like structures under transmission electron microscope. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(01)00489-0