N-(N,N-diethylaminomethyl)-2-piperidone | 86931-32-0

• 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: N-(N,N-diethylaminomethyl)-2-piperidone
• 英文别名: 1-(diethylaminomethyl)-2-piperidone；1-diethylaminomethyl-piperidin-2-one；1-[(Diethylamino)methyl]piperidin-2-one；1-(diethylaminomethyl)piperidin-2-one
• CAS: 86931-32-0
• 化学式: C₁₀H₂₀N₂O
• 分子量: 184.282
• InChiKey: RCYVDMTWLPRTFR-UHFFFAOYSA-N

物化性质

• 沸点：
  110-112 °C(Press: 1 Torr)
• 密度：
  0.978±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  烟酸乙酯 、 N-(N,N-diethylaminomethyl)-2-piperidone 在 sodium hydride 作用下， 以37%的产率得到sodium (1-((diethylamino)methyl)-2-oxopiperidin-3-ylidene)(pyridin-3-yl)methanolate
  参考文献：
  名称：

  Synthesis of H-bonding probes of α7 nAChR agonist selectivity

  摘要：

  The alpha 7 subtype of the nicotinic acetylcholine receptor (nAChR) is the target of studies aimed at identifying features that will lead to the development of selective therapeutics. Five arylidine anabaseines, three with pyridine rings and two with the pyrrole rings, were synthesized in 35-65% yield via aldol condensation. The compounds are homologs of benzylidine anabaseine and were chosen for synthesis because they provide either a hydrogen bond acceptor (pyridines) or hydrogen bond donor (pyrroles) that may interact with the receptor within the benzylidine selectivity motif. Initial analysis of the new compounds at 100 mu M concentration reveal that the two pyrrole anabaseines are good partial agonists of the alpha 7 nAChR, having 40% of the efficacy of ACh, efficacy comparable to 4OH-GTS-21, and dramatically enhanced efficacy relative to the 2- and 4-pyridinyl compounds. The pyrrole compounds were confirmed to be alpha 7 selective, displaying preference for this receptor over muscle and heteromeric neuronal receptor subtypes. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.044
• 作为产物：
  描述：

  三甲基硅烷基二乙胺 、 N-(chloromethyl)-2-piperidinone 以65%的产率得到
  参考文献：
  名称：

  ANISIMOVA, N. A.;BELAVIN, I. YU.;ORLOVA, N. A.;SERGEEV, V. N.;SHIPOV, A. +, ZH. OBSHCH. XIMII, 1983, 53, N 5, 1198-1199

  摘要：

  DOI：

文献信息

• [EN] ANABASEINE DERIVATIVES USEFUL IN THE TREATMENT OF NEURODEGENERATIVE DISEASES<br/>[FR] DERIVES D'ANABASEINE UTILES POUR LE TRAITEMENT DE MALADIES NEURODEGENERATIVES
  申请人：MEMORY PHARM CORP

  公开号：WO2004019943A1

  公开（公告）日：2004-03-11

  The compounds of the present invention are of formula (I): wherein A, R3, R4 is as defined herein, are useful as ligands for nicotinic receptors.

  本发明的化合物的化学式为（I）：其中A、R3、R4如本文所定义，可用作尼古丁受体的配体。
• Heterocyclic compounds, methods for the preparation thereof, and uses thereof
  申请人：MEMORY PHARMACEUTICALS CORP.

  公开号：US20040229868A1

  公开（公告）日：2004-11-18

  The compounds of the present invention are of formula I: 1 wherein A, R 3 , R 4 is as defined herein, are useful as ligands for nicotinic receptors.

  本发明的化合物的化学式为I:1，其中A、R3、R4如本文所定义，可用作尼古丁受体的配体。
• Novel anabaseine derivatives, pharmaceutical compositions and methods of use thereof
  申请人：Habgood J. Gregory

  公开号：US20070232651A1

  公开（公告）日：2007-10-04

  Disclosed are novel anabaseine derivatives that act as agonists of the α7 nAChR. Also disclosed are pharmaceutical compositions, methods of treating inflammatory conditions, methods of treating CNS disorders, methods for inhibiting cytokine release from mammalian cells and methods for the preparation of the novel compounds.

  本发明涉及新型的阿那巴西因衍生物，其作为α7 nAChR的激动剂。本发明还涉及制药组合物、治疗炎症疾病的方法、治疗中枢神经系统疾病的方法、抑制哺乳动物细胞细胞因子释放的方法以及制备新型化合物的方法。
• HETEROCYCLIC COMPOUNDS, METHODS FOR THE PREPARATION THEREOF, AND USES THEREOF
  申请人：Herbert Brian

  公开号：US20100173891A1

  公开（公告）日：2010-07-08

  The compounds of the present invention are of formula I: wherein A, R 3 , R 4 is as defined herein, are useful as ligands for nicotinic receptors.

  本发明的化合物为公式I：其中A、R3、R4如此处所定义，可用作尼古丁受体的配体。
• NOVEL ANABASEINE DERIVATIVES, PHARMACEUTICAL COMPOSITIONS AND METHODS OF USE THEREOF
  申请人：Habgood Gregory J.

  公开号：US20100311773A1

  公开（公告）日：2010-12-09

  Disclosed are novel anabaseine derivatives that act as agonists of the α7 nAChR. Also disclosed are pharmaceutical compositions, methods of treating inflammatory conditions, methods of treating CNS disorders, methods for inhibiting cytokine release from mammalian cells and methods for the preparation of the novel compounds.

  本发明涉及一种新型的阿那巴西因衍生物，它们作为α7 nAChR的激动剂。还公开了制药组合物、治疗炎症状况的方法、治疗中枢神经系统疾病的方法、抑制哺乳动物细胞细胞因子释放的方法以及制备新型化合物的方法。