5-(3,4-dimethoxybenzyl)-1-dimethylsulfamoyl-4-iodoimidazole | 198127-95-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-(3,4-dimethoxybenzyl)-1-dimethylsulfamoyl-4-iodoimidazole
• 英文别名: 5-[(3,4-dimethoxyphenyl)methyl]-4-iodo-N,N-dimethylimidazole-1-sulfonamide
• CAS: 198127-95-6
• 化学式: C₁₄H₁₈IN₃O₄S
• 分子量: 451.285
• InChiKey: ZZCLZZNNOJOFDR-UHFFFAOYSA-N

物化性质

• 沸点：
  540.2±60.0 °C(Predicted)
• 密度：
  1?+-.0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  82
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-(3,4-dimethoxybenzyl)-1-dimethylsulfamoyl-4-iodoimidazole 在 正丁基锂 、 乙基溴化镁 、 水 作用下， 反应 17.75h， 生成 2-(3,4-dichloro-α-hydroxybenzyl)-5-(3,4-dimethoxybenzyl)-1-dimethylsulfamoylimidazole
  参考文献：
  名称：

  Polyfunctionalisation of imidazole via sequential imidazolyl anion formation

  摘要：

  A method for achieving the sequential functionalisation of the imidazole ring in the order C-5-->C-4-->C-2 is described. The chemistry proceeds via the regioselective formation of positionally stable imidazolyl anions which are reacted with electrophiles (aldehydes, alkyl halides, azides, formamides, isocyanates) to afford substituted imidazoles in 31-90% yield. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00939-3
• 作为产物：
  描述：

  N,N-二甲基-4,5-二碘-1H-咪唑-1-磺酰胺 、 alkaline earth salt of/the/ methylsulfuric acid 在 乙基溴化镁 作用下， 以 四氢呋喃 为溶剂， 反应 2.75h， 以55%的产率得到5-(3,4-dimethoxybenzyl)-1-dimethylsulfamoyl-4-iodoimidazole
  参考文献：
  名称：

  Design and novel synthesis of aryl-heteroaryl-imidazole MAP kinase inhibitors

  摘要：

  Inhibitors of the MAP kinase p38, potentially useful for the treatment of rheumatoid arthritis and inflammatory diseases, were found to exhibit antifungal activity. We have developed a new diversity-oriented strategy leading to concise and efficient syntheses of known and new members of this compound class. The strategy is based on carbon-carbon cross-coupling reactions using N-protected 4,5-diiodo-irrtidazoles as the starting templates. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01834-3

文献信息

• Polyfunctionalisation of imidazole via sequential imidazolyl anion formation
  作者：David S. Carver、Stephen D. Lindell、Elizabeth A. Saville-Stones

  DOI：10.1016/s0040-4020(97)00939-3

  日期：1997.10

  A method for achieving the sequential functionalisation of the imidazole ring in the order C-5-->C-4-->C-2 is described. The chemistry proceeds via the regioselective formation of positionally stable imidazolyl anions which are reacted with electrophiles (aldehydes, alkyl halides, azides, formamides, isocyanates) to afford substituted imidazoles in 31-90% yield. (C) 1997 Elsevier Science Ltd.
• Design and novel synthesis of aryl-heteroaryl-imidazole MAP kinase inhibitors
  作者：Markus R Dobler

  DOI：10.1016/s0040-4039(03)01834-3

  日期：2003.9

  Inhibitors of the MAP kinase p38, potentially useful for the treatment of rheumatoid arthritis and inflammatory diseases, were found to exhibit antifungal activity. We have developed a new diversity-oriented strategy leading to concise and efficient syntheses of known and new members of this compound class. The strategy is based on carbon-carbon cross-coupling reactions using N-protected 4,5-diiodo-irrtidazoles as the starting templates. (C) 2003 Elsevier Ltd. All rights reserved.