[3H]2β-carbomethoxy-3β-(3',4'-dichlorophenyl)tropane

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 托烷生物碱
• 英文名称: [3H]2β-carbomethoxy-3β-(3',4'-dichlorophenyl)tropane
• 英文别名: [3H]MFZ 2-12；methyl (1R,2S,3S,5S)-3-(3,4-dichlorophenyl)-8-(tritritiomethyl)-8-azabicyclo[3.2.1]octane-2-carboxylate
• 化学式: C₁₆H₁₉Cl₂NO₂
• 分子量: 334.215
• InChiKey: AMIHUYQKNJHXPT-IFBCZPKVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  dicholoropane 在 1-氯乙基氯甲酸酯 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 [3H]2β-carbomethoxy-3β-(3',4'-dichlorophenyl)tropane
  参考文献：
  名称：

  [3H]MFZ 2-12: A Novel Radioligand for the Dopamine Transporter

  摘要：

  In an effort to develop a tritiated dopamine transporter radioligand with higher affinity than the widely used [H-3]WIN 35,428, we have synthesized [H-3]3 beta -carbomethoxy-3 beta-(3 ' .4 ' -dichloroph ([H-3]MFZ 2 12). Unlabeled MFZ 2-12 and the N-demethylated intermediate (MFZ 2-13) inhibited dopamine uptake by the human dopamine transporter with IC50's of 1.1 and 1.4 nM, respectively. The N-nor-intermediate (MFZ 2-13) was treated with CT,I resulting in [H-3]MFZ 2-12, S.A. = 80 Ci/mmol). [H-3]MFZ 2-12 reversibly bound with a KD of 2.8 nM to human dopamine transporter expressed heterologously in EM4 cells. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(01)00271-2