{(1S,2S,3R,6S)-9-[1-Thiophen-2-yl-meth-(Z)-ylidene]-7-aza-tricyclo[4.3.1.0^3,7]dec-2-yl}-methanol | 450335-60-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚里西啶
• 英文名称: {(1S,2S,3R,6S)-9-[1-Thiophen-2-yl-meth-(Z)-ylidene]-7-aza-tricyclo[4.3.1.0^3,7]dec-2-yl}-methanol
• CAS: 450335-60-1
• 化学式: C₁₅H₁₉NOS
• 分子量: 261.388
• InChiKey: MUJMCJPASLGZMK-NYXDXJQUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.61
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  23.47
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  {(1S,2S,3R,6S)-9-[1-Thiophen-2-yl-meth-(Z)-ylidene]-7-aza-tricyclo[4.3.1.0^3,7]dec-2-yl}-methanol 在 甲醇 、 叠氮磷酸二苯酯 、 三乙胺 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 N-{(1S,2R,3R,6S)-9-[1-Thiophen-2-yl-meth-(Z)-ylidene]-7-aza-tricyclo[4.3.1.0^3,7]dec-2-ylmethyl}-acetamide
  参考文献：
  名称：

  Thiophene derivatives: a new series of potent norepinephrine and serotonin reuptake inhibitors

  摘要：

  A series of (1S,3S,6R,10S)-(Z)-9-(thienylmethylene- or substituted thienylmethylene)-7-azatricyclo[4.3.1.0(3.7)]decanes was prepared and evaluated for the ability to block dopamine, serotonin, and norepinephrine reuptake by their respective transporters. Compound 5b is a NET-selective inhibitor, 5c is a mixed NET- and SERT-selective inhibitor, while 11 is a SERT-selective inhibitor. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00103-8
• 作为产物：
  描述：

  (1S,3S,6R,10S)-(Z)-9-(2-thienylmethylene)-7-azatricyclo[4.3.1.0^3,7]decane-10-carboxylic acid methyl ester 在 二异丁基氢化铝 作用下， 以 四氢呋喃 为溶剂， 生成 {(1S,2S,3R,6S)-9-[1-Thiophen-2-yl-meth-(Z)-ylidene]-7-aza-tricyclo[4.3.1.0^3,7]dec-2-yl}-methanol
  参考文献：
  名称：

  Thiophene derivatives: a new series of potent norepinephrine and serotonin reuptake inhibitors

  摘要：

  A series of (1S,3S,6R,10S)-(Z)-9-(thienylmethylene- or substituted thienylmethylene)-7-azatricyclo[4.3.1.0(3.7)]decanes was prepared and evaluated for the ability to block dopamine, serotonin, and norepinephrine reuptake by their respective transporters. Compound 5b is a NET-selective inhibitor, 5c is a mixed NET- and SERT-selective inhibitor, while 11 is a SERT-selective inhibitor. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00103-8