11-Benzyl-11-aza-tricyclo[7.3.1.0^2,7]trideca-2(7),3,5-trien-4-ol | 1026283-31-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 11-Benzyl-11-aza-tricyclo[7.3.1.0^2,7]trideca-2(7),3,5-trien-4-ol
• 英文别名: 11-Benzyl-11-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol
• CAS: 1026283-31-7
• 化学式: C₁₉H₂₁NO
• 分子量: 279.382
• InChiKey: ALBPNTIQLVVSRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  11-Benzyl-11-aza-tricyclo[7.3.1.0^2,7]trideca-2(7),3,5-trien-4-ol 在 palladium dihydroxide 甲酸铵 作用下， 以 甲醇 为溶剂， 生成 11-aza-tricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol
  参考文献：
  名称：

  In pursuit of α4β2 nicotinic receptor partial agonists for smoking cessation: Carbon analogs of (−)-cytisine

  摘要：

  The preparation and biological activity of analogs of (-)-cytisine, an alpha 4 beta 2 nicotinic receptor partial agonist, are discussed. All-carbon-containing phenyl ring replacements of the pyridone ring system, generated via Heck cyclization protocols, exhibited weaker affinity and lower efficacy partial agonist profiles relative to (-)-cytisine. In vivo, selected compounds exhibit lower efficacy partial agonist profiles than that of (-)-cytisine. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.036
• 作为产物：
  描述：

  3-hydroxy-5,8-dihydro-5,8-methano-benzocyclohepten-9-one 在 氢氧化钾 、 sodium periodate 、 四氧化锇 、 (CH₂)5NCH₃O 、 三乙酰氧基硼氢化钠 、 乙二醇 、 肼 作用下， 以 1,2-二氯乙烷 、 丙酮 为溶剂， 反应 2.0h， 生成 11-Benzyl-11-aza-tricyclo[7.3.1.0^2,7]trideca-2(7),3,5-trien-4-ol
  参考文献：
  名称：

  In pursuit of α4β2 nicotinic receptor partial agonists for smoking cessation: Carbon analogs of (−)-cytisine

  摘要：

  The preparation and biological activity of analogs of (-)-cytisine, an alpha 4 beta 2 nicotinic receptor partial agonist, are discussed. All-carbon-containing phenyl ring replacements of the pyridone ring system, generated via Heck cyclization protocols, exhibited weaker affinity and lower efficacy partial agonist profiles relative to (-)-cytisine. In vivo, selected compounds exhibit lower efficacy partial agonist profiles than that of (-)-cytisine. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.036

文献信息

• In pursuit of α4β2 nicotinic receptor partial agonists for smoking cessation: Carbon analogs of (−)-cytisine
  作者：Jotham W. Coe、Michael G. Vetelino、Crystal G. Bashore、Michael C. Wirtz、Paige R. Brooks、Eric P. Arnold、Lorraine A. Lebel、Carol B. Fox、Steven B. Sands、Thomas I. Davis、David W. Schulz、Hans Rollema、F. David Tingley、Brian T. O’Neill

  DOI：10.1016/j.bmcl.2005.04.036

  日期：2005.6

  The preparation and biological activity of analogs of (-)-cytisine, an alpha 4 beta 2 nicotinic receptor partial agonist, are discussed. All-carbon-containing phenyl ring replacements of the pyridone ring system, generated via Heck cyclization protocols, exhibited weaker affinity and lower efficacy partial agonist profiles relative to (-)-cytisine. In vivo, selected compounds exhibit lower efficacy partial agonist profiles than that of (-)-cytisine. (c) 2005 Elsevier Ltd. All rights reserved.