N-[2-[1,3-benzodioxol-5-ylmethyl(methyl)amino]ethyl]-2-imidazol-1-yl-6-methylpyrimidine-4-carboxamide | 1346695-40-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: N-[2-[1,3-benzodioxol-5-ylmethyl(methyl)amino]ethyl]-2-imidazol-1-yl-6-methylpyrimidine-4-carboxamide
• CAS: 1346695-40-6
• 化学式: C₂₀H₂₂N₆O₃
• 分子量: 394.433
• InChiKey: SPTBHBVYPVCTMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  94.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  C₁₄H₁₁NO₈ 在 palladium 10% on activated carbon 、 氢气 、 sodium 、 氯化铵 、 对甲苯磺酸 、 N,N-二异丙基乙胺 、 potassium iodide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 80.0~100.0 ℃ 、101.33 kPa 条件下， 反应 32.0h， 生成 N-[2-[1,3-benzodioxol-5-ylmethyl(methyl)amino]ethyl]-2-imidazol-1-yl-6-methylpyrimidine-4-carboxamide
  参考文献：
  名称：

  Identification and SAR of selective inducible nitric oxide synthase (iNOS) dimerization inhibitors

  摘要：

  We have identified and synthesized a series of imidazole containing dimerization inhibitors of inducible nitric oxide synthase (iNOS). The necessity of key imidazole and piperonyl functionality was demonstrated and SAR studies led to the identification of compound 35, which showed a dose dependant inhibition in multiple pain models, including tactile allodynia induced by spinal nerve ligation (Chung model). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.112

文献信息

• Identification and SAR of selective inducible nitric oxide synthase (iNOS) dimerization inhibitors
  作者：Timothy C. Gahman、Mark R. Herbert、Henk Lang、Angie Thayer、Kent T. Symons、Phan Manh Nguyen、Mark E. Massari、Sara Dozier、Yan Zhang、Marciano Sablad、Tadimeti S. Rao、Stewart A. Noble、Andrew K. Shiau、Christian A. Hassig

  DOI：10.1016/j.bmcl.2011.08.112

  日期：2011.11

  We have identified and synthesized a series of imidazole containing dimerization inhibitors of inducible nitric oxide synthase (iNOS). The necessity of key imidazole and piperonyl functionality was demonstrated and SAR studies led to the identification of compound 35, which showed a dose dependant inhibition in multiple pain models, including tactile allodynia induced by spinal nerve ligation (Chung model). (C) 2011 Elsevier Ltd. All rights reserved.