2-(dimethylamino)ethyl 4-[[(benzyloxy)carbonyl](4-{[(benzyloxy)carbonyl]amino}butyl)amino]benzoate | 866102-79-6

• 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: 2-(dimethylamino)ethyl 4-[[(benzyloxy)carbonyl](4-{[(benzyloxy)carbonyl]amino}butyl)amino]benzoate
• 英文别名: 2-(Dimethylamino)ethyl 4-[phenylmethoxycarbonyl-[4-(phenylmethoxycarbonylamino)butyl]amino]benzoate
• CAS: 866102-79-6
• 化学式: C₃₁H₃₇N₃O₆
• 分子量: 547.651
• InChiKey: IPMYPZGRBZTZGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  40
• 可旋转键数：
  17
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  97.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(dimethylamino)ethyl 4-[[(benzyloxy)carbonyl](4-{[(benzyloxy)carbonyl]amino}butyl)amino]benzoate 在 palladium on activated charcoal 氢气 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 4.0h， 生成 2-(dimethylamino)ethyl 4-{[4-(acetylamino)butyl]amino}benzoate
  参考文献：
  名称：

  Modifications to the Tetracaine Scaffold Produce Cyclic Nucleotide-Gated Channel Blockers with Widely Varying Efficacies

  摘要：

  Five new tetracaine analogues were synthesized and evaluated for potency of blockade of cyclic nucleotide-gated channels relative to a multiply charged tetracaine analogue described previously (4). Increased positive charge at the tertiary amine end of tetracaine results in higher potency and voltage dependence of block. Modifications that reduce the hydrophobic character at the butyl tail are deleterious to block. The tetracaine analogues described here have apparent affinities for CNGA1 channels that vary over nearly 8 orders of magnitude.

  DOI：

  10.1021/jm0502485
• 作为产物：
  描述：

  N-[4-(acetylamino)butyl]-N-(4-cyanophenyl)acetamide 在 sodium phosphate buffer 、 氢溴酸 、 N,N'-羰基二咪唑 作用下， 以 乙二醇二甲醚 为溶剂， 反应 38.0h， 生成 2-(dimethylamino)ethyl 4-[[(benzyloxy)carbonyl](4-{[(benzyloxy)carbonyl]amino}butyl)amino]benzoate
  参考文献：
  名称：

  Modifications to the Tetracaine Scaffold Produce Cyclic Nucleotide-Gated Channel Blockers with Widely Varying Efficacies

  摘要：

  Five new tetracaine analogues were synthesized and evaluated for potency of blockade of cyclic nucleotide-gated channels relative to a multiply charged tetracaine analogue described previously (4). Increased positive charge at the tertiary amine end of tetracaine results in higher potency and voltage dependence of block. Modifications that reduce the hydrophobic character at the butyl tail are deleterious to block. The tetracaine analogues described here have apparent affinities for CNGA1 channels that vary over nearly 8 orders of magnitude.

  DOI：

  10.1021/jm0502485

文献信息

• Modifications to the Tetracaine Scaffold Produce Cyclic Nucleotide-Gated Channel Blockers with Widely Varying Efficacies
  作者：Timothy Strassmaier、Ramalinga Uma、Ambarish S. Ghatpande、Tapasree Bandyopadhyay、Michelle Schaffer、John Witte、Patrick G. McDougal、R. Lane Brown、Jeffrey W. Karpen

  DOI：10.1021/jm0502485

  日期：2005.9.1

  Five new tetracaine analogues were synthesized and evaluated for potency of blockade of cyclic nucleotide-gated channels relative to a multiply charged tetracaine analogue described previously (4). Increased positive charge at the tertiary amine end of tetracaine results in higher potency and voltage dependence of block. Modifications that reduce the hydrophobic character at the butyl tail are deleterious to block. The tetracaine analogues described here have apparent affinities for CNGA1 channels that vary over nearly 8 orders of magnitude.