(4-Methylsulfanyl-phenyl)-[1-pyridin-4-yl-meth-(E)-ylidene]-amine | 244301-79-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (4-Methylsulfanyl-phenyl)-[1-pyridin-4-yl-meth-(E)-ylidene]-amine
• CAS: 244301-79-9
• 化学式: C₁₃H₁₂N₂S
• 分子量: 228.318
• InChiKey: VDAZCUPCDHBYEB-XNTDXEJSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.55
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  25.25
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (4-Methylsulfanyl-phenyl)-[1-pyridin-4-yl-meth-(E)-ylidene]-amine 在 dipotassium peroxodisulfate 、 1,5,7-三氮杂双环[4.4.0]癸-5-烯 、 溶剂黄146 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 32.0h， 生成 1-[4-(Methylsulfinyl)phenyl]-4-(4-fluorophenyl)-5-(pyridin-4-yl)imidazole
  参考文献：
  名称：

  1-Substituted 4-Aryl-5-pyridinylimidazoles:  A New Class of Cytokine Suppressive Drugs with Low 5-Lipoxygenase and Cyclooxygenase Inhibitory Potency

  摘要：

  A series of 1-alkyl- or -aryl-4-aryl-5-pyridinylimidazoles (A) were prepared and tested for their ability to bind to a recently discovered protein kinase termed CSBP and to inhibit lipopolysaccharide (LPS)-stimulated TNF production in mice. The kinase, CSBP, appears to be involved in a signaling cascade initiated by a number of inflammatory stimuli and leading to the biosynthesis of the inflammatory cytokines IL-1 and TNF. Two related imidazole classes (B and C) had previously been reported to bind to CSBP and to inhibit LPS-stimulated human monocyte IL-1 and TNF production. The members of the earlier series exhibited varying degrees of potency as inhibitors of the enzymes of arachidonic acid metabolism, PGHS-1 and 5-LO. Several of the more potent CSBP ligands and TNF biosynthesis inhibitors among the present series of N-1-alkylated imidazoles (A) were tested as inhibitors of PGHS-1 and 5-LO and were found to be weak to inactive as inhibitors of these enzymes. One of the compounds, 9 (SE 210313) which lacked measureable activity as an inhibitor of the enzymes of arachidonate metabolism, and had good potency in the binding and in vivo TNF inhibition assays, was tested for antiarthritic activity in the AA rat model of arthritis. Compound 9 significantly reduced edema and increased bone mineral density in this model.

  DOI：

  10.1021/jm960415o
• 作为产物：
  描述：

  4-吡啶甲醛 、 4-氨基茴香硫醚 以 乙醇 为溶剂， 反应 2.0h， 生成 (4-Methylsulfanyl-phenyl)-[1-pyridin-4-yl-meth-(E)-ylidene]-amine
  参考文献：
  名称：

  一系列含席夫碱的tri烷基亚炔基羰基簇的合成，结构表征和溶剂变色研究

  摘要：

  一系列新的席夫含碱triosmium次烷基羰基簇[O的3（μ-H）2（CO）9（μ 3 -数控5 ħ 4 CHNC 6 ħ 4 R）]（R = H，NME 2， SMe，CMe 3，NH 2，Br，Cl，OC n H 2 n +1，n = 1、6、7或9）是通过[Os 3（μ-H）3（CO）9（ μ 3-CCl）]，在室温下存在十倍过量的席夫碱配体NC 5 H 4 CH = NC 6 H 4 R的情况下，用一当量的1,8-二氮杂双环[5.4.0]十一碳-7-烯温度。还使用类似的去质子化方法合成了在顶部碳中心带有4'-甲氧基-4-苯乙烯基唑或4-（4-硝基苄基）吡啶部分的类似的羰基tri鎓羰基簇。所选配合物的分子结构已通过X射线晶体学确定。紫外可见光谱表明，这类化合物在有机介质中显示出显着的负溶剂变色作用。

  DOI：

  10.1016/s0022-328x(99)00091-1