| 203048-96-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 203048-96-8
• 化学式: C₃₀H₃₂F₂N₂O₃
• 分子量: 506.592
• InChiKey: OQVGLYZCDKTGJW-WLNZHLEZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.0
• 重原子数：
  37.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  55.61
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以72%的产率得到N-[4-(4-aminophenyl)butyl]-3α-[bis(4'-fluorophenyl)methoxy]tropane
  参考文献：
  名称：

  A novel photoaffinity label for the dopamine transporter based on N-substituted 3α-[bis(4′-fluorophenyl)methoxy]tropane

  摘要：

  A novel photoaffinity label for the dopamine transporter (DAT) based on N-substituted 3 alpha-[bis(4'-fluorophenyl)methoxy]tropane has been synthesized in five steps and has been characterized. Preliminary binding studies indicated this ligand bound irreversibly to the dopamine transporter. Preparation of the I-125 analog and its photoactivation in the presence of membrane bound DAT demonstrated it covalently binds to the DAT. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10139-1
• 作为产物：
  描述：

  nor-3α-[bis(4'-fluorophenyl)methoxy]tropane 在 aluminium hydride 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  A novel photoaffinity label for the dopamine transporter based on N-substituted 3α-[bis(4′-fluorophenyl)methoxy]tropane

  摘要：

  A novel photoaffinity label for the dopamine transporter (DAT) based on N-substituted 3 alpha-[bis(4'-fluorophenyl)methoxy]tropane has been synthesized in five steps and has been characterized. Preliminary binding studies indicated this ligand bound irreversibly to the dopamine transporter. Preparation of the I-125 analog and its photoactivation in the presence of membrane bound DAT demonstrated it covalently binds to the DAT. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10139-1

文献信息

• Novel N-Substituted 3α-[Bis(4‘-fluorophenyl)methoxy]tropane Analogues:  Selective Ligands for the Dopamine Transporter
  作者：Gregory E. Agoston、Jae H. Wu、Sari Izenwasser、Clifford George、Jonathan Katz、Richard H. Kline、Amy Hauck Newman

  DOI：10.1021/jm970525a

  日期：1997.12.1

  muscarinic m1 receptors was achieved by substitution of the N-methyl group with other N-alkyl or arylalkyl substituents (eg. n-butyl, allyl, benzyl, 3-phenylpropyl, etc.). Additionally, the most potent and selective analogue in this series at the dopamine transporter, N-(4"-phenyl-n-butyl)-3 alpha-[bis(4'-fluorophenyl)methoxy]tropane analogue failed to substitute for cocaine in rats trained to discriminate cocaine

  已经制备了一系列的N-取代的3α-[双（4'-氟苯基）甲氧基]托烷类似物，其起多巴胺摄取抑制剂的作用。该系列的N-甲基化类似物对多巴胺转运蛋白的亲和力比其母体化合物N-甲基-3α-（二苯基甲氧基）托烷（苯卓平，Cogentin）高得多。但是，像母体化合物一样，它对毒蕈碱受体仍然具有很高的亲和力。由nor-3α-[双（4'-氟苯基）甲氧基]托烷经酰化，然后将酰胺氢化物还原或直接烷基化，制备了一系列N-取代的化合物。在大鼠尾状核壳蛋白中，所有包含碱性托烷氮的化合物都在多巴胺转运蛋白上取代了[3H] WIN 35,428（Ki范围= 8.5-634 nM），并且阻断了多巴胺的吸收（IC50范围= 10-371 nM），而具有非碱性氮的配体实际上是无活性的。没有化​​合物在去甲肾上腺素或5-羟色胺转运蛋白上显示出高结合亲和力。重要的是，通过用其他N-烷基或芳基烷基取代基（例如正丁基，烯丙基，苄基，
• A novel photoaffinity label for the dopamine transporter based on N-substituted 3α-[bis(4′-fluorophenyl)methoxy]tropane
  作者：Gregory E. Agoston、Roxanne Vaughan、John R. Lever、Sari Izenwasser、Phyllis D. Terry、Amy Hauck Newman

  DOI：10.1016/s0960-894x(97)10139-1

  日期：1997.12

  A novel photoaffinity label for the dopamine transporter (DAT) based on N-substituted 3 alpha-[bis(4'-fluorophenyl)methoxy]tropane has been synthesized in five steps and has been characterized. Preliminary binding studies indicated this ligand bound irreversibly to the dopamine transporter. Preparation of the I-125 analog and its photoactivation in the presence of membrane bound DAT demonstrated it covalently binds to the DAT. Published by Elsevier Science Ltd.