N-[4-[(Z)-2-cyano-2-(4-fluorophenyl)-1-hydroxyethenyl]pyridin-2-yl]acetamide | 549505-57-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-[4-[(Z)-2-cyano-2-(4-fluorophenyl)-1-hydroxyethenyl]pyridin-2-yl]acetamide
• CAS: 549505-57-9
• 化学式: C₁₆H₁₂FN₃O₂
• 分子量: 297.289
• InChiKey: ONPNXPJPERPINK-JQIJEIRASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  86
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[4-[(Z)-2-cyano-2-(4-fluorophenyl)-1-hydroxyethenyl]pyridin-2-yl]acetamide 在 盐酸 、 4-二甲氨基吡啶 、 2,2,4,4-四甲基-1,3-环丁烷二硫酮 、 氢溴酸 、 sodium methylate 、 potassium carbonate 、 亚硝酸异戊酯 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 79.0h， 生成 4-(4-(4-fluorophenyl)-1-methyl-2-(methylthio)-1H-imidazol-5-yl)pyridin-2-amine
  参考文献：
  名称：

  Identification of Regioisomers in a Series of N-Substituted Pyridin-4-yl Imidazole Derivatives by Regiospecific Synthesis, GC/MS, and ¹H NMR

  摘要：

  The regiospecific synthesis of 2a (Scheme 3), a novel and potent pyridinyl imidazole inhibitor of p38 MAP (mitogen-activated protein) kinase, and the regioselective preparation of its regioisomer 2b (Scheme 4) are described. Chromatographic and spectroscopic data are presented, which in this class of compounds allow the unambiguous identification of regioisomers prepared by a nonregiospecific synthetic strategy. Biological data demonstrating the importance of the correct regiochemistry for inhibition of p38 are given.

  DOI：

  10.1021/jo026619w
• 作为产物：
  描述：

  2-(乙酰氨基)-4-甲基吡啶 在 potassium permanganate 、 N,N'-羰基二咪唑 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.25h， 生成 N-[4-[(Z)-2-cyano-2-(4-fluorophenyl)-1-hydroxyethenyl]pyridin-2-yl]acetamide
  参考文献：
  名称：

  Identification of Regioisomers in a Series of N-Substituted Pyridin-4-yl Imidazole Derivatives by Regiospecific Synthesis, GC/MS, and ¹H NMR

  摘要：

  The regiospecific synthesis of 2a (Scheme 3), a novel and potent pyridinyl imidazole inhibitor of p38 MAP (mitogen-activated protein) kinase, and the regioselective preparation of its regioisomer 2b (Scheme 4) are described. Chromatographic and spectroscopic data are presented, which in this class of compounds allow the unambiguous identification of regioisomers prepared by a nonregiospecific synthetic strategy. Biological data demonstrating the importance of the correct regiochemistry for inhibition of p38 are given.

  DOI：

  10.1021/jo026619w

文献信息

• Identification of Regioisomers in a Series of N-Substituted Pyridin-4-yl Imidazole Derivatives by Regiospecific Synthesis, GC/MS, and ¹H NMR
  作者：Gerd K. Wagner、Dunja Kotschenreuther、Werner Zimmermann、Stefan A. Laufer

  DOI：10.1021/jo026619w

  日期：2003.5.1

  The regiospecific synthesis of 2a (Scheme 3), a novel and potent pyridinyl imidazole inhibitor of p38 MAP (mitogen-activated protein) kinase, and the regioselective preparation of its regioisomer 2b (Scheme 4) are described. Chromatographic and spectroscopic data are presented, which in this class of compounds allow the unambiguous identification of regioisomers prepared by a nonregiospecific synthetic strategy. Biological data demonstrating the importance of the correct regiochemistry for inhibition of p38 are given.