5,8-dihydro-5,8-methano-1-naphthol | 53308-24-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5,8-dihydro-5,8-methano-1-naphthol
• 英文别名: Tricyclo[6.2.1.02,7]undeca-2(7),3,5,9-tetraen-3-ol
• CAS: 53308-24-0
• 化学式: C₁₁H₁₀O
• 分子量: 158.2
• InChiKey: NXXNKADSBMMFNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5,8-dihydro-5,8-methano-1-naphthol 在 四氧化锇 、 N-甲基吲哚酮 、 水 作用下， 以 丙酮 为溶剂， 以89%的产率得到tricyclo[6.2.1.02,7]undeca-2(7),3,5-triene-3,9,10-triol
  参考文献：
  名称：

  3,5-Bicyclic aryl piperidines: A novel class of α4β2 neuronal nicotinic receptor partial agonists for smoking cessation

  摘要：

  3,5-Bicyclic aryl piperidines are a new class of high-affinity alpha 4 beta 2 nicotinic receptor agents. We have sought nicotinic receptor partial agonists of the alpha 4 beta 2 nicotinic acetylcholine receptor for smoking cessation, and a number of compounds fulfill potency, selectivity, and efficacy requirements in vitro. In vivo, selected agents demonstrate potent partial agonist efficacy on the mesolimbic doparnine system, a key measure of therapeutic potential for smoking cessation. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.035
• 作为产物：
  描述：

  苯酚 生成 5,8-dihydro-5,8-methano-1-naphthol
  参考文献：
  名称：

  Carbamate insecticides from 5,8-dihydro-5,8-methano-1-naphthol and its

  摘要：

  源自5,8-二氢-5,8-甲基-1-萘酚和其取代衍生物的N-取代氨基甲酸酯是具有杀虫活性的新化合物。例如，这些三环酚可以通过环戊二烯与2-环己烯-1-酮（或其取代衍生物）的Diels-Alder缩合反应制备，随后进行脱氢反应。

  公开号：

  US04031237A1

文献信息

• US4031237A
  申请人：——

  公开号：US4031237A

  公开（公告）日：1977-06-21
• 3,5-Bicyclic aryl piperidines: A novel class of α4β2 neuronal nicotinic receptor partial agonists for smoking cessation
  作者：Jotham W. Coe、Paige R. Brooks、Michael C. Wirtz、Crystal G. Bashore、Krista E. Bianco、Michael G. Vetelino、Eric P. Arnold、Lorraine A. Lebel、Carol B. Fox、F. David Tingley、David W. Schulz、Thomas I. Davis、Steven B. Sands、Robert S. Mansbach、Hans Rollema、Brian T. O’Neill

  DOI：10.1016/j.bmcl.2005.08.035

  日期：2005.11

  3,5-Bicyclic aryl piperidines are a new class of high-affinity alpha 4 beta 2 nicotinic receptor agents. We have sought nicotinic receptor partial agonists of the alpha 4 beta 2 nicotinic acetylcholine receptor for smoking cessation, and a number of compounds fulfill potency, selectivity, and efficacy requirements in vitro. In vivo, selected agents demonstrate potent partial agonist efficacy on the mesolimbic doparnine system, a key measure of therapeutic potential for smoking cessation. (c) 2005 Elsevier Ltd. All rights reserved.
• Carbamate insecticides from 5,8-dihydro-5,8-methano-1-naphthol and its
  申请人：Mobil Oil Corporation

  公开号：US04031237A1

  公开（公告）日：1977-06-21

  N-substituted carbamates derived from 5,8-dihydro-5,8-methano-1-naphthol and substituted derivatives therefor are new compounds having insecticidal activity. These tricyclic phenols are prepared, for example, by Diels-Alder condensation of cyclopentadiene with 2-cyclohexen-1-one (or substituted derivative), followed by dehydrogenation.

  源自5,8-二氢-5,8-甲基-1-萘酚和其取代衍生物的N-取代氨基甲酸酯是具有杀虫活性的新化合物。例如，这些三环酚可以通过环戊二烯与2-环己烯-1-酮（或其取代衍生物）的Diels-Alder缩合反应制备，随后进行脱氢反应。