4-(4-methylphenyl)amino-3-nitropyridine | 54696-69-4

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 4-(4-methylphenyl)amino-3-nitropyridine
• 英文别名: 3-Nitro-4-(p-toluidino)-pyridin；(3-nitro-[4]pyridyl)-p-tolyl-amine；N-(4-methylphenyl)-3-nitropyridin-4-amine
• CAS: 54696-69-4
• 化学式: C₁₂H₁₁N₃O₂
• mdl: MFCD27500833
• 分子量: 229.238
• InChiKey: BDHDKEJEGMXGIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.083
• 拓扑面积：
  70.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-methylphenyl)amino-3-nitropyridine 在 盐酸 、 sodium dithionite 、 硝酸 、 sodium nitrite 作用下， 以 乙醇 、 水 、 paraffin oil 为溶剂， 反应 9.17h， 生成 4-methyl-N1-(pyridin-4-yl)benzene-1,2-diamine
  参考文献：
  名称：

  Use of the Graebe-Ullmann reaction in the synthesis of 8-methyl-γ-carboline and isomeric aromatic aza-γ-carbolines

  摘要：

  Two variants of the Graebe-Ullmann reaction were used to obtain 8-methyl-5H-pyrido[4,3-b]indole (8-methyl-gamma-carboline) and the conditions for this reaction were optimized. The feasibility of using this method was studied for the synthesis of a series of isomeric aromatic aza-gamma-carbolines from the corresponding 1-(pyridyl)-1H-1,2,3-triazolo[4,5-c]pyridines under thermal and microwave irradiation conditions.

  DOI：

  10.1007/s10593-012-1127-7
• 作为产物：
  描述：

  4-羟基-3-硝基吡啶 在 五氯化磷 、 N,N-二异丙基乙胺 、 三氯氧磷 作用下， 以 乙腈 为溶剂， 反应 11.0h， 生成 4-(4-methylphenyl)amino-3-nitropyridine
  参考文献：
  名称：

  Use of the Graebe-Ullmann reaction in the synthesis of 8-methyl-γ-carboline and isomeric aromatic aza-γ-carbolines

  摘要：

  Two variants of the Graebe-Ullmann reaction were used to obtain 8-methyl-5H-pyrido[4,3-b]indole (8-methyl-gamma-carboline) and the conditions for this reaction were optimized. The feasibility of using this method was studied for the synthesis of a series of isomeric aromatic aza-gamma-carbolines from the corresponding 1-(pyridyl)-1H-1,2,3-triazolo[4,5-c]pyridines under thermal and microwave irradiation conditions.

  DOI：

  10.1007/s10593-012-1127-7

文献信息

• NOVEL 1,3-DIHYDRO-2H-BENZIMIDAZOL-2-ONE DERIVATIVES SUBSTITUTED WITH HETEROCYCLES AS RESPIRATORY SYNCYTIAL VIRUS ANTIVIRAL AGENTS
  申请人：Jansen R&D Ireland

  公开号：US20150111868A1

  公开（公告）日：2015-04-23

  The present invention is concerned with novel 1,3-dihydro-2H-benzimidazol-2-one derivatives substituted with heterocycles having formula (I) stereoisomeric forms thereof, and the pharmaceutically acceptable addition salts, and the solvates thereof, wherein R 4 , R 5 , Z and Het have the meaning defined in the claims. The compounds according to the present invention are useful as inhibitors on the replication of the respiratory syncytial virus (RSV). The invention further concerns the preparation of such novel compounds, compositions comprising these compounds, and the compounds for use in the treatment of respiratory syncytial virus infection.

  本发明涉及具有式(I)的杂环取代的新颖1,3-二氢-2H-苯并咪唑-2-酮衍生物及其立体异构体形式，以及药学上可接受的加盐和溶剂化物，其中R4、R5、Z和Het在权利要求中定义的含义。根据本发明的化合物在抑制呼吸道合胞病毒（RSV）复制方面具有用途。本发明进一步涉及制备这种新颖化合物、包含这些化合物的组合物，以及用于治疗呼吸道合胞病毒感染的化合物。
• Bishop et al., Journal of the Chemical Society, 1952, p. 437,439
  作者：Bishop et al.

  DOI：——

  日期：——
• 1,3-DIHYDRO-2H-BENZIMIDAZOL-2-ONE DERIVATIVES SUBSTITUTED WITH HETEROCYCLES AS RESPIRATORY SYNCYTIAL VIRUS ANTIVIRAL AGENTS
  申请人：Janssen Sciences Ireland UC

  公开号：EP2864323B1

  公开（公告）日：2017-04-19
• US9845321B2
  申请人：——

  公开号：US9845321B2

  公开（公告）日：2017-12-19
• Use of the Graebe-Ullmann reaction in the synthesis of 8-methyl-γ-carboline and isomeric aromatic aza-γ-carbolines
  作者：R. S. Alekseev、A. V. Kurkin、M. A. Yurovskaya

  DOI：10.1007/s10593-012-1127-7

  日期：2012.11

  Two variants of the Graebe-Ullmann reaction were used to obtain 8-methyl-5H-pyrido[4,3-b]indole (8-methyl-gamma-carboline) and the conditions for this reaction were optimized. The feasibility of using this method was studied for the synthesis of a series of isomeric aromatic aza-gamma-carbolines from the corresponding 1-(pyridyl)-1H-1,2,3-triazolo[4,5-c]pyridines under thermal and microwave irradiation conditions.