ethyl 1-ethyl-4-oxopiperidine-3-carboxylate hydrochloride | 15637-51-1

• 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: ethyl 1-ethyl-4-oxopiperidine-3-carboxylate hydrochloride
• 英文别名: 1-ethyl-4-oxo-piperidine-3-carboxylic acid ethyl ester; hydrochloride；1-Aethyl-4-oxo-piperidin-3-carbonsaeure-aethylester; Hydrochlorid；Ethyl 1-ethyl-4-oxopiperidin-1-ium-3-carboxylate;chloride；ethyl 1-ethyl-4-oxopiperidin-1-ium-3-carboxylate;chloride
• CAS: 15637-51-1
• 化学式: C₁₀H₁₇NO₃*ClH
• 分子量: 235.711
• InChiKey: ONGKGFKEAAFHLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.88
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  46.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 1-ethyl-4-oxopiperidine-3-carboxylate hydrochloride 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 正丁基锂 、 N,N'-二环己基碳二亚胺 、 四甲基胍 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 二氯甲烷 为溶剂， 反应 74.17h， 生成 [(1RS,5RS,6SR)-3-ethyl-6-hydroxy-9-methylene-3-azabicyclo[3.3.1]nonan-1-yl]methyl 2-aminobenzoate
  参考文献：
  名称：

  Methyllycaconitine analogues have mixed antagonist effects at nicotinic acetylcholine receptors

  摘要：

  Bicyclic analogues of methyllycaconitine (MLA), such as 12, have been synthesised that incorporate the C1-OMe substituent present in the natural product. Electrophysiology experiments using Xenopus oocytes expressing nicotinic acetylcholine receptors (nAChRs) were conducted on these analogues and a related tricyclic analogue 2. The most potent compound, 2, was an antagonist at all receptors studied but displayed different antagonist effects at each receptor subtype. This study more clearly defines the biological effects of MLA analogues at nAChRs and demonstrates that these analogues are not selective ligands for the alpha 7 nAChR subtype. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.04.054

文献信息

• Pyridindenes and process for their manufacture
  申请人：HOFFMANN LA ROCHE

  公开号：US02546652A1

  公开（公告）日：1951-03-27
• Methyllycaconitine analogues have mixed antagonist effects at nicotinic acetylcholine receptors
  作者：David Barker、Diana H.-S. Lin、Jane E. Carland、Cindy P.-Y. Chu、Mary Chebib、Margaret A. Brimble、G. Paul Savage、Malcolm D. McLeod

  DOI：10.1016/j.bmc.2005.04.054

  日期：2005.7

  Bicyclic analogues of methyllycaconitine (MLA), such as 12, have been synthesised that incorporate the C1-OMe substituent present in the natural product. Electrophysiology experiments using Xenopus oocytes expressing nicotinic acetylcholine receptors (nAChRs) were conducted on these analogues and a related tricyclic analogue 2. The most potent compound, 2, was an antagonist at all receptors studied but displayed different antagonist effects at each receptor subtype. This study more clearly defines the biological effects of MLA analogues at nAChRs and demonstrates that these analogues are not selective ligands for the alpha 7 nAChR subtype. (c) 2005 Elsevier Ltd. All rights reserved.