4-{3-[3-(2-Amino-ethyl)-ureido]-phenyl}-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester | 852831-66-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-{3-[3-(2-Amino-ethyl)-ureido]-phenyl}-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester
• CAS: 852831-66-4
• 化学式: C₂₀H₂₆N₄O₅
• 分子量: 402.45
• InChiKey: DTOLZTYXLPKDIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.35
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  131.78
• 氢给体数：
  4.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2-(4-oxo-piperidin-1-yl)-benzonitrile 、 4-{3-[3-(2-Amino-ethyl)-ureido]-phenyl}-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester 在 sodium cyanoborohydride 、 zinc(II) chloride 作用下， 以 甲醇 为溶剂， 反应 0.33h， 以84%的产率得到4-[3-(3-{2-[1-(2-Cyano-phenyl)-piperidin-4-ylamino]-ethyl}-ureido)-phenyl]-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Isosteric N-arylpiperazine replacements in a series of dihydropyridine NPY1 receptor antagonists

  摘要：

  4-Amino-N-arylpiperidines serve as effective bioisosteres for N-arylpiperazines in the series of dihydropyridine NPY1 receptor antagonists. These were prepared by a ZnCl2-mediated reductive amination reaction between elaborated primary amines, 2 or 5, and 4-arylpiperidones. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.005
• 作为产物：
  描述：

  1,4-dihydro-4-(3-aminophenyl)-2,6-dimethyl-3,5-pyridinedicarboxylic acid,dimethyl ester 在 吡啶 作用下， 以 乙腈 为溶剂， 生成 4-{3-[3-(2-Amino-ethyl)-ureido]-phenyl}-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Isosteric N-arylpiperazine replacements in a series of dihydropyridine NPY1 receptor antagonists

  摘要：

  4-Amino-N-arylpiperidines serve as effective bioisosteres for N-arylpiperazines in the series of dihydropyridine NPY1 receptor antagonists. These were prepared by a ZnCl2-mediated reductive amination reaction between elaborated primary amines, 2 or 5, and 4-arylpiperidones. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.005