3-(3-piperidinyloxy)-pyridine

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(3-piperidinyloxy)-pyridine
• 英文别名: 3-(3-Piperidinyloxy)pyridine；3-piperidin-3-yloxypyridine
• 化学式: C₁₀H₁₄N₂O
• 分子量: 178.234
• InChiKey: GHJPZQCAVQYABA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  34.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-BOC-3-羟基哌啶 在 三苯基膦 、 三氟乙酸 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 21.0h， 生成 3-(3-piperidinyloxy)-pyridine
  参考文献：
  名称：

  Novel Potent Ligands for the Central Nicotinic Acetylcholine Receptor:  Synthesis, Receptor Binding, and 3D-QSAR Analysis

  摘要：

  In the past few years the focus on central acetylcholine receptors has shifted from compounds with affinity for muscarinic acetylcholine receptors (mAChR) to compounds with affinity for nicotinic acetylcholine receptors (nAChR). The therapeutic potential includes treatment of a variety of diseases, e.g., Alzheimer's disease, Parkinson's disease, and Tourette's syndrome. This work describes the synthesis of six novel series of potent ligands with nanomolar affinity for the alpha 4 beta 2 nAChR subtype. Structure-activity relationship (SAR) was evaluated by the calculation of a 3D-QSAR model. 3D-QSAR analysis of the compounds using the GRID/GOLPE methodology resulted in a model of high quality (R-2 = 0.97, Q(2) = 0.81). The coefficient plots reveal that the steric interactions between the target and our compounds are of major importance for the affinity. Bulky substituents in the B-position of the pyridine ring will reduce the affinity of the compounds, whereas bulky ring systems including a sp(3)-nitrogen will increase the affinity of the compounds.

  DOI：

  10.1021/jm990973d

文献信息

• Pyridyl ethers and thioethers as ligands for nicotinic acetylcholine receptor and its therapeutic application
  申请人：——

  公开号：US20030207858A1

  公开（公告）日：2003-11-06

  The present invention provides compounds of the formula: 1 wherein m is 0, 1 or 2; p is 0 or 1; Y is O, S, S(O) or S(O) 2 and R 1 to R 7 are various substituents as selective modulators of the nicotinic acetylcholine receptor useful in the treatment of pain, Alzheimer's disease, memory loss or dementia or loss of motor function.

  本发明提供了以下式的化合物： 其中m为0、1或2；p为0或1；Y为O、S、S(O)或S(O)2；R1至R7为各种取代基，作为选择性调节尼古丁乙酰胆碱受体的药物，用于治疗疼痛、阿尔茨海默病、记忆丧失或痴呆症或运动功能丧失。
• [EN] PYRIDYL ETHERS AND THIOETHERS AS LIGANDS FOR NICOTINIC ACETYLCHOLINE RECEPTOR AND ITS THERAPEUTIC APPLICATION<br/>[FR] PYRIDYL ETHERS ET THIOETHERS TENANT LIEU DE LIGANDS POUR LE RECEPTEUR DE L'ACETYCHOLINE NICOTINIQUE, ET APPLICATION THERAPEUTIQUE
  申请人：ORTHO MCNEIL PHARM INC

  公开号：WO2000010997A1

  公开（公告）日：2000-03-02

  The present invention provides compounds of formula (I) wherein m is 0, 1 or 2; p is 0 or 1; Y is O, S, S(O) or S(O)2 and R1 to R7 are various substituents as selective modulators of the nicotinic acetylcholine receptor useful in the treatment of pain, Alzheimer's disease, memory loss or dementia or loss of motor function.

  本发明提供了式（I）的化合物，其中m为0、1或2；p为0或1；Y为O、S、S（O）或S（O）2，R1至R7为不同的取代基，作为选择性调节剂，对尼古丁乙酰胆碱受体具有有用的治疗作用，可用于疼痛、阿尔茨海默病、记忆丧失或痴呆症或运动功能丧失的治疗。
• PYRIDYL ETHERS AND THIOETHERS AS LIGANDS FOR NICOTINIC ACETYLCHOLINE RECEPTOR AND ITS THERAPEUTIC APPLICATION
  申请人：Ortho-McNeil Pharmaceutical, Inc.

  公开号：EP1107965B1

  公开（公告）日：2004-08-11
• US6562847B1
  申请人：——

  公开号：US6562847B1

  公开（公告）日：2003-05-13
• US6888001B2
  申请人：——

  公开号：US6888001B2

  公开（公告）日：2005-05-03