N1-(5-chloro-2-nitrophenyl)-N3,N3-dimethylbenzene-1,3-diamine | 1616475-61-6

• 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: N1-(5-chloro-2-nitrophenyl)-N3,N3-dimethylbenzene-1,3-diamine
• 英文别名: N¹-(5-chloro-2-nitrophenyl)-N³,N³-dimethylbenzene-1,3-diamine；N-(5-chloro-2-nitrophenyl)-N,N-dimethylbenzene-1,3-diamine
• CAS: 1616475-61-6
• 化学式: C₁₄H₁₄ClN₃O₂
• 分子量: 291.737
• InChiKey: KRCBTPKIFQYJEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.06
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  58.41
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N1-(5-chloro-2-nitrophenyl)-N3,N3-dimethylbenzene-1,3-diamine 在 tris-(dibenzylideneacetone)dipalladium(0) 、 palladium 10% on activated carbon 、 氢气 、 potassium carbonate 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 N,N'-二异丙基碳二亚胺 作用下， 以 1,4-二氧六环 、 甲醇 、 乙腈 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 77.0h， 生成 N-(1-(3-isopropylphenyl)-6-(pyridin-3-ylamino)-1H-benzo[d]imidazol-2-yl)benzamide
  参考文献：
  名称：

  Aryl-substituted aminobenzimidazoles targeting the hepatitis C virus internal ribosome entry site

  摘要：

  We describe the exploration of N1-aryl-substituted benzimidazoles as ligands for the hepatitis C virus (HCV) internal ribosome entry site (IRES) RNA. The design of the compounds was guided by the co-crystal structure of a benzimidazole viral translation inhibitor in complex with the RNA target. Structure-binding activity relationships of aryl-substituted benzimidazole ligands were established that were consistent with the crystal structure of the translation inhibitor complex. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.05.009
• 作为产物：
  描述：

  N,N-二甲基-3-硝基苯胺 在 tris-(dibenzylideneacetone)dipalladium(0) 、 palladium 10% on activated carbon 、 氢气 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 甲醇 、 甲苯 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 41.0h， 生成 N1-(5-chloro-2-nitrophenyl)-N3,N3-dimethylbenzene-1,3-diamine
  参考文献：
  名称：

  Aryl-substituted aminobenzimidazoles targeting the hepatitis C virus internal ribosome entry site

  摘要：

  We describe the exploration of N1-aryl-substituted benzimidazoles as ligands for the hepatitis C virus (HCV) internal ribosome entry site (IRES) RNA. The design of the compounds was guided by the co-crystal structure of a benzimidazole viral translation inhibitor in complex with the RNA target. Structure-binding activity relationships of aryl-substituted benzimidazole ligands were established that were consistent with the crystal structure of the translation inhibitor complex. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.05.009