4(3-Methoxyphenyl)piperidine-1-propanenitrile | 186185-87-5

• 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: 4(3-Methoxyphenyl)piperidine-1-propanenitrile
• 英文别名: 3-[4-(3-Methoxyphenyl)piperidin-1-yl]propanenitrile
• CAS: 186185-87-5
• 化学式: C₁₅H₂₀N₂O
• 分子量: 244.337
• InChiKey: LJTDAJCZGBMDLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4(3-Methoxyphenyl)piperidine-1-propanenitrile 在 氨 、 氢气 、 镍 作用下， 以 甲醇 、 水 为溶剂， 反应 17.0h， 生成
  参考文献：
  名称：

  Dihydropyridine neuropeptide Y Y 1 receptor antagonists 2

  摘要：

  Structure-activity studies around the urea linkage in BMS-193885 (4a) identified the cyanoguanidine moiety as an effective urea replacement in a series of dihydropyridine NPY Y-1 receptor antagonists. In comparison to urea 4a (K-i = 3.3 nM), cyanoguanidine 20 (BMS-205749) displayed similar binding potency at the Y-1 receptor (K-i = 5.1 nM) and full functional antagonism (K-b = 2.6 nM) in SK-N-MC cells. Cyanoguanidine 20 also demonstrated improved permeability properties in Caco-2 cells in comparison to urea 4a (43 vs 19 nm/s). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.10.016
• 作为产物：
  描述：

  4-(3-甲氧基苯基)哌啶 、 丙烯腈 以 乙腈 为溶剂， 以96%的产率得到4(3-Methoxyphenyl)piperidine-1-propanenitrile
  参考文献：
  名称：

  Dihydropyridine NPY antagonists: piperidine derivatives

  摘要：

  一系列非肽类NPY拮抗剂已经合成，由Formula I的哌啶和四氢吡啶衍生物以及4-苯基-1,4-二氢吡啶组成。作为NPY诱导的进食行为的拮抗剂，预计这些化合物将作为有效的压食剂，促进减重和治疗进食障碍。

  公开号：

  US05668151A1

文献信息

• Dihydropyridine NPY antagonists: piperidine derivatives
  申请人：Bristol-Myers Squibb Company

  公开号：US05668151A1

  公开（公告）日：1997-09-16

  A series of non-peptidergic antagonists of NPY have been synthesized and are comprised of piperidine and tetrahydropyridine derivatives of 4-phenyl-1,4-dihydropyridines of Formula I. ##STR1## As antagonists of NPY-induced feeding behavior, these compounds are expected to act as effective anorexiant agents in promoting weight loss and treating eating disorders.

  一系列非肽类NPY拮抗剂已经合成，由Formula I的哌啶和四氢吡啶衍生物以及4-苯基-1,4-二氢吡啶组成。作为NPY诱导的进食行为的拮抗剂，预计这些化合物将作为有效的压食剂，促进减重和治疗进食障碍。
• Dihydropyridine neuropeptide Y Y 1 receptor antagonists 2
  作者：Graham S Poindexter、Marc A Bruce、J.Guy Breitenbucher、Mendi A Higgins、S.-Y Sit、Jeffrey L Romine、Scott W Martin、Sally A Ward、Rachel T McGovern、Wendy Clarke、John Russell、Ildiko Antal-Zimanyi

  DOI：10.1016/j.bmc.2003.10.016

  日期：2004.1

  Structure-activity studies around the urea linkage in BMS-193885 (4a) identified the cyanoguanidine moiety as an effective urea replacement in a series of dihydropyridine NPY Y-1 receptor antagonists. In comparison to urea 4a (K-i = 3.3 nM), cyanoguanidine 20 (BMS-205749) displayed similar binding potency at the Y-1 receptor (K-i = 5.1 nM) and full functional antagonism (K-b = 2.6 nM) in SK-N-MC cells. Cyanoguanidine 20 also demonstrated improved permeability properties in Caco-2 cells in comparison to urea 4a (43 vs 19 nm/s). (C) 2003 Elsevier Ltd. All rights reserved.