5-chloro-11-methoxycarbonyl-4,11-diaza-tricyclo[7.3.1.0(2,7)]trideca-2,4,6-triene | 1258604-64-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 5-chloro-11-methoxycarbonyl-4,11-diaza-tricyclo[7.3.1.0(2,7)]trideca-2,4,6-triene
• CAS: 1258604-64-6
• 化学式: C₁₃H₁₅ClN₂O₂
• 分子量: 266.727
• InChiKey: AWNRWBROHNQAOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.46
• 重原子数：
  18.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  42.43
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-chloro-11-methoxycarbonyl-4,11-diaza-tricyclo[7.3.1.0(2,7)]trideca-2,4,6-triene 在 盐酸 、 水 、 ammonium hydroxide 作用下， 以 水 为溶剂， 反应 16.0h， 以72%的产率得到5-chloro-4,11-diaza-tricyclo[7.3.1.0(2,7)]trideca-2,4,6-triene
  参考文献：
  名称：

  Synthesis of a cytisine/epibatidine hybrid: a radical approach

  摘要：

  With the aim of developing a new ligand of neuronal nicotinic receptors (nAChRs) ionic and radical routes to the synthesis of a cytisine/epibatidine hybrid were studied The key step of the convergent synthesis was an unprecedented intramolecular coupling between a primary radical and a pyridine heterocycle The target compound 6 11-diaza was formed with its 4 11-diaza regioisomer (611 ''/411 '' 70/30) Both compounds exhibited a nanomolar affinity at the alpha(4)beta(2) nAChR subtype slightly better for the unexpected regioisomer [K-1 (nM) target compound and its regiolsomer 3 5 and 0 5 nM respectively] (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.09.079
• 作为产物：
  描述：

  cis-6'-chloro-5-iodomethyl-1,2,3,4,5,6-hexahydro-[3,3']bipyridinyl-1-carboxylic acid methyl ester 在 过氧化双月桂酰 、 三氟化硼乙醚 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 71.0h， 以37%的产率得到5-chloro-11-methoxycarbonyl-6,11-diaza-tricyclo[7.3.1.0(2,7)]trideca-2(7),3,5-triene
  参考文献：
  名称：

  Synthesis of a cytisine/epibatidine hybrid: a radical approach

  摘要：

  With the aim of developing a new ligand of neuronal nicotinic receptors (nAChRs) ionic and radical routes to the synthesis of a cytisine/epibatidine hybrid were studied The key step of the convergent synthesis was an unprecedented intramolecular coupling between a primary radical and a pyridine heterocycle The target compound 6 11-diaza was formed with its 4 11-diaza regioisomer (611 ''/411 '' 70/30) Both compounds exhibited a nanomolar affinity at the alpha(4)beta(2) nAChR subtype slightly better for the unexpected regioisomer [K-1 (nM) target compound and its regiolsomer 3 5 and 0 5 nM respectively] (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.09.079