2-Benzylsulfanyl-4-(4-chlorophenyl)-6-phenylmethoxypyrimidine-5-carbonitrile | 1425974-22-6

• 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: 2-Benzylsulfanyl-4-(4-chlorophenyl)-6-phenylmethoxypyrimidine-5-carbonitrile
• 英文别名: 2-benzylsulfanyl-4-(4-chlorophenyl)-6-phenylmethoxypyrimidine-5-carbonitrile
• CAS: 1425974-22-6
• 化学式: C₂₅H₁₈ClN₃OS
• 分子量: 443.956
• InChiKey: ONYCLHQTWLSTKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  84.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-cyano-6-(4-chlorophenyl)-2-thiouracil 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 12.0h， 生成 2-Benzylsulfanyl-4-(4-chlorophenyl)-6-phenylmethoxypyrimidine-5-carbonitrile 、 1-Benzyl-2-benzylsulfanyl-4-(4-chloro-phenyl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile
  参考文献：
  名称：

  Synthesis of a 2,4,6-trisubstituted 5-cyano-pyrimidine library and evaluation of its immunosuppressive activity in a Mixed Lymphocyte Reaction assay

  摘要：

  A series of novel pyrimidine analogues were synthesized and evaluated for immunosuppressive activity in the Mixed Lymphocyte Reaction assay, which is well-known as the in vitro model for in vivo rejection after organ transplantation. Systematic variation of the substituents at positions 2, 4 and 6 of the pyrimidine scaffold led to the discovery of 2-benzylthio-5-cyano-6-(4-methoxyphenyl)-4-morpholinopyrimidine with an IC50 value of 1.6 mu M in the MLR assay. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.12.032

文献信息

• Synthesis of a 2,4,6-trisubstituted 5-cyano-pyrimidine library and evaluation of its immunosuppressive activity in a Mixed Lymphocyte Reaction assay
  作者：Alessandro Stella、Kristien Van Belle、Steven De Jonghe、Thierry Louat、Jean Herman、Jef Rozenski、Mark Waer、Piet Herdewijn

  DOI：10.1016/j.bmc.2012.12.032

  日期：2013.3

  A series of novel pyrimidine analogues were synthesized and evaluated for immunosuppressive activity in the Mixed Lymphocyte Reaction assay, which is well-known as the in vitro model for in vivo rejection after organ transplantation. Systematic variation of the substituents at positions 2, 4 and 6 of the pyrimidine scaffold led to the discovery of 2-benzylthio-5-cyano-6-(4-methoxyphenyl)-4-morpholinopyrimidine with an IC50 value of 1.6 mu M in the MLR assay. (C) 2013 Elsevier Ltd. All rights reserved.