4-amino-2-(p-anisyl)-6-(2,4-dichlorophenyl)-pyrimidine-5-carbonitrile | 475995-39-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-amino-2-(p-anisyl)-6-(2,4-dichlorophenyl)-pyrimidine-5-carbonitrile
• 英文别名: 4-amino-6-(2,4-dichlorophenyl)-2-(4-methoxyphenyl)pyrimidine-5-carbonitrile
• CAS: 475995-39-2
• 化学式: C₁₈H₁₂Cl₂N₄O
• 分子量: 371.225
• InChiKey: AAYQGZBPXLBEOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.58
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  84.82
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-amino-2-(p-anisyl)-6-(2,4-dichlorophenyl)-pyrimidine-5-carbonitrile 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 5-Aminomethyl-6-(2,4-dichloro-phenyl)-2-(4-methoxy-phenyl)-pyrimidin-4-ylamine
  参考文献：
  名称：

  Aminomethylpyrimidines as novel DPP-IV inhibitors: A 105-fold activity increase by optimization of aromatic substituents

  摘要：

  The influence of aromatic substitution on a newly discovered class of inhibitors of dipeptidyl peptidase IV was investigated. A 10(5)-fold increase in potency was achieved by the optimization of aromatic substituents in a parallel chemistry program. The observed SAR could be explained by an X-ray structure of the protein-ligand complex.

  DOI：

  10.1016/j.bmcl.2004.01.019
• 作为产物：
  描述：

  2,4-二氯苯甲醛 以 甲醇 为溶剂， 反应 11.0h， 生成 4-amino-2-(p-anisyl)-6-(2,4-dichlorophenyl)-pyrimidine-5-carbonitrile
  参考文献：
  名称：

  De Melo, Sebastiao Jose; Dos Santos, Leila Cabral; Da S. Falcao, Emerson Peter, Journal of Chemical Research - Part S, 2002, # 5, p. 216 - 217

  摘要：

  DOI：

文献信息

• De Melo, Sebastiao Jose; Dos Santos, Leila Cabral; Da S. Falcao, Emerson Peter, Journal of Chemical Research - Part S, 2002, # 5, p. 216 - 217
  作者：De Melo, Sebastiao Jose、Dos Santos, Leila Cabral、Da S. Falcao, Emerson Peter、Srivastava, Rajendra M.、Luu-Duc

  DOI：——

  日期：——
• Aminomethylpyrimidines as novel DPP-IV inhibitors: A 105-fold activity increase by optimization of aromatic substituents
  作者：Jens-Uwe Peters、Silja Weber、Stéphane Kritter、Peter Weiss、Angelina Wallier、Markus Boehringer、Michael Hennig、Bernd Kuhn、Bernd-Michael Loeffler

  DOI：10.1016/j.bmcl.2004.01.019

  日期：2004.3

  The influence of aromatic substitution on a newly discovered class of inhibitors of dipeptidyl peptidase IV was investigated. A 10(5)-fold increase in potency was achieved by the optimization of aromatic substituents in a parallel chemistry program. The observed SAR could be explained by an X-ray structure of the protein-ligand complex.