3-(4-fluoromethylphenyl)-2-nortropene | 234448-44-3

• 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: 3-(4-fluoromethylphenyl)-2-nortropene
• 英文别名: 3-(4-Trifluoromethylphenyl)-2-nortropene；3-[4-(trifluoromethyl)phenyl]-8-azabicyclo[3.2.1]oct-2-ene
• CAS: 234448-44-3
• 化学式: C₁₄H₁₄F₃N
• 分子量: 253.267
• InChiKey: TVAPTTJJXRUWFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(4-fluoromethylphenyl)-2-nortropene 、 草酸 以 四氢呋喃 为溶剂， 生成 3-(4-trifluoromethylphenyl)-2-nortropene oxalate
  参考文献：
  名称：

  Synthesis and monoamine transporter affinity of 3α-arylmethoxy-3β-arylnortropanes

  摘要：

  A series of 3-arylnortrop-2-enes and 3 alpha-arylmethoxy-3 beta-arylnortropanes were synthesized and evaluated for binding affinity at monoamine transporters. The 3-(3,4-dichlorophenyl)nortrop-2-ene (6e) exhibited high affinity for the SERT (K-i = 0.3 nM). The 3 alpha-arylmethoxy-3 beta-arylnortropanes were generally SERT selective with the 3 alpha-(3,4-dichlorophenylmethoxy)-3 beta phenylnortrop-2-ene (7c) possessing subnanomolar potency (K-i = 0.061 nM). However, 3 alpha-(3,4-dichlorophenylmethoxy)-3 beta-phenylnortrop-2-ene (7b) exhibited high affinity at all three transporters [(DAT K-i = 22 nM), (SERT K-i = 6 nM) and (NET K-i = 101 nM)]. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.087
• 作为产物：
  描述：

  8-ethoxycarbonyl-3-(4-trifluorophenyl)-8-azabicyclo[3.2.1]oct-2-ene 在 一水合肼 、 potassium hydroxide 作用下， 以 乙二醇 为溶剂， 反应 3.0h， 以88%的产率得到3-(4-fluoromethylphenyl)-2-nortropene
  参考文献：
  名称：

  Synthesis and monoamine transporter affinity of 3α-arylmethoxy-3β-arylnortropanes

  摘要：

  A series of 3-arylnortrop-2-enes and 3 alpha-arylmethoxy-3 beta-arylnortropanes were synthesized and evaluated for binding affinity at monoamine transporters. The 3-(3,4-dichlorophenyl)nortrop-2-ene (6e) exhibited high affinity for the SERT (K-i = 0.3 nM). The 3 alpha-arylmethoxy-3 beta-arylnortropanes were generally SERT selective with the 3 alpha-(3,4-dichlorophenylmethoxy)-3 beta phenylnortrop-2-ene (7c) possessing subnanomolar potency (K-i = 0.061 nM). However, 3 alpha-(3,4-dichlorophenylmethoxy)-3 beta-phenylnortrop-2-ene (7b) exhibited high affinity at all three transporters [(DAT K-i = 22 nM), (SERT K-i = 6 nM) and (NET K-i = 101 nM)]. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.087

文献信息

• Novel azabicyclo derivatives and their use
  申请人：——

  公开号：US20010047028A1

  公开（公告）日：2001-11-29

  The present invention relates to 8-azabicyclo[3.2.1]oct-2-ene derivatives in their labelled form. Furthermore, the present invention relates to the use of said derivatives in their labelled or unlabelled form in diagnostic methods, in particular for in vivo receptor imaging (neuroimaging).

  本发明涉及8-氮杂双环[3.2.1]辛-2-烯衍生物及其标记形式。此外，本发明还涉及所述衍生物在其标记或非标记形式中在诊断方法中的使用，特别是用于体内受体成像（神经成像）。
• Azabicyclo derivatives and their use
  申请人：NeuroSearch A/S

  公开号：US06617459B2

  公开（公告）日：2003-09-09

  The present invention relates to 8-azabicyclo[3.2.1]oct-2-ene derivatives in their labelled form. Furthermore, the present invention relates to the use of said derivatives in their labelled or unlabelled form in diagnostic methods, in particular for in vivo receptor imaging (neuroimaging).

  本发明涉及8-氮杂双环[3.2.1]辛-2-烯衍生物及其标记形式。此外，本发明涉及所述衍生物在其标记或未标记形式中在诊断方法中的使用，特别是用于体内受体成像（神经成像）。
• 8-AZABICYCLO 3.2.1]OCT-2-ENE DERIVATIVES IN LABELLED AND USE OF 8-AZABICYCLO 3.2.1]OCT-2-ENE DERIVATIVES IN LABELLED AND UNLABELLED FORM
  申请人：NEUROSEARCH A/S

  公开号：EP1068204A1

  公开（公告）日：2001-01-17
• NOVEL AZABICYCLO DERIVATIVES AND THEIR USE
  申请人：NEUROSEARCH A/S

  公开号：EP1149095A1

  公开（公告）日：2001-10-31
• US6617459B2
  申请人：——

  公开号：US6617459B2

  公开（公告）日：2003-09-09