(6-Hydroxynaphthalen-1-yl)(pyrrolidin-1-yl)methanone | 1048954-96-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (6-Hydroxynaphthalen-1-yl)(pyrrolidin-1-yl)methanone
• 英文别名: (6-hydroxynaphthalen-1-yl)-pyrrolidin-1-ylmethanone
• CAS: 1048954-96-6
• 化学式: C₁₅H₁₅NO₂
• 分子量: 241.29
• InChiKey: CGSTVJLZGHGIBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-哌啶丙醇 、 (6-Hydroxynaphthalen-1-yl)(pyrrolidin-1-yl)methanone 在 偶氮二甲酸二叔丁酯 作用下， 以 四氢呋喃 为溶剂， 生成 [6-(3-Piperidin-1-ylpropoxy)naphthalen-1-yl]-pyrrolidin-1-ylmethanone
  参考文献：
  名称：

  Refinement of histamine H3 ligands pharmacophore model leads to a new class of potent and selective naphthalene inverse agonists

  摘要：

  The refinement of our original five point pharmacophore model for the H(3) receptor with the addition of a new acceptor feature is presented. The importance of this new acceptor feature for the binding and the selectivity against H(1), H(2) and H(4) has been validated using a newly synthesized naphthalene series. With the SAR deduced from several hundred naphthalene derivatives in various sub-classes the specific role of each pharmacophoric feature, by varying the geometry, size and charge of the molecules, was elucidated. This led to the discovery of a highly potent and selective new compounds series. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.062
• 作为产物：
  描述：

  四氢吡咯 、 6-羟基-1-萘甲酸 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (6-Hydroxynaphthalen-1-yl)(pyrrolidin-1-yl)methanone
  参考文献：
  名称：

  Refinement of histamine H3 ligands pharmacophore model leads to a new class of potent and selective naphthalene inverse agonists

  摘要：

  The refinement of our original five point pharmacophore model for the H(3) receptor with the addition of a new acceptor feature is presented. The importance of this new acceptor feature for the binding and the selectivity against H(1), H(2) and H(4) has been validated using a newly synthesized naphthalene series. With the SAR deduced from several hundred naphthalene derivatives in various sub-classes the specific role of each pharmacophoric feature, by varying the geometry, size and charge of the molecules, was elucidated. This led to the discovery of a highly potent and selective new compounds series. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.062