Dimethyl 4-[3-[[2-[3-[4-(3-methoxyphenyl)piperidin-1-yl]propylamino]-3,4-dioxocyclobuten-1-yl]amino]phenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

• 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: Dimethyl 4-[3-[[2-[3-[4-(3-methoxyphenyl)piperidin-1-yl]propylamino]-3,4-dioxocyclobuten-1-yl]amino]phenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• 化学式: C₃₆H₄₂N₄O₇
• 分子量: 642.752
• InChiKey: WLDLLIAZCKCCRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  47
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  135
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  4(3-Methoxyphenyl)piperidine-1-propanenitrile 在 氨 、 氢气 、 镍 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 100.0 ℃ 、344.74 kPa 条件下， 反应 17.0h， 生成 Dimethyl 4-[3-[[2-[3-[4-(3-methoxyphenyl)piperidin-1-yl]propylamino]-3,4-dioxocyclobuten-1-yl]amino]phenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
  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

文献信息

• 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.