1-(4-nitrophenyl)-2-methylindol | 391913-77-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-(4-nitrophenyl)-2-methylindol
• 英文别名: 2-methyl-1-(4-nitrophenyl)indole
• CAS: 391913-77-2
• 化学式: C₁₅H₁₂N₂O₂
• 分子量: 252.272
• InChiKey: VUFGPAJBGMYPQR-UHFFFAOYSA-N

物化性质

• 熔点：
  123-126 °C
• 沸点：
  349.3±34.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  50.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-nitrophenyl)-2-methylindol 在 palladium 10% on activated carbon ammonium formate 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 反应 2.0h， 生成 1-(4-氨基苯基)-2-甲基吲哚
  参考文献：
  名称：

  Substituted 1-(4-aminophenyl)indoles and their use as anti-inflammatory agents

  摘要：

  1-（4-氨基苯基）吲哚，可选择在吲哚环的2-、4-、5-、6-和7-位置以及苯环的4-位置的氨基基团上进行取代，这些吲哚抑制T淋巴细胞中的IL-2产生。

  公开号：

  US06353007B1
• 作为产物：
  描述：

  2-甲基吲哚 、 对氟硝基苯 在 potassium tert-butylate 作用下， 以 二甲基亚砜 为溶剂， 反应 5.5h， 生成 1-(4-nitrophenyl)-2-methylindol
  参考文献：
  名称：

  Substituted 1-(4-aminophenyl)indoles and their use as anti-inflammatory agents

  摘要：

  1-（4-氨基苯基）吲哚，可选择在吲哚环的2-、4-、5-、6-和7-位置以及苯环的4-位置的氨基基团上进行取代，这些吲哚抑制T淋巴细胞中的IL-2产生。

  公开号：

  US06353007B1

文献信息

• Green synthesis of predominant (111) facet CuO nanoparticles: Heterogeneous and recyclable catalyst for N-arylation of indoles
  作者：Nikhil V. Suramwar、Sanjay R. Thakare、Nandkishor N. Karade、Niren T. Khaty

  DOI：10.1016/j.molcata.2012.03.017

  日期：2012.7

  Well faceted CuO nanoparticles were synthesized by thermal-assisted green strategy at reflux temperature in a short period of time. A possible growth mechanism of such highly faceted nanostructures based on typical biomolecule-crystal interactions in aqueous solution is tentatively proposed. The large surface area (223.36 m(2)/g) and rich exposed active sites are expected to endow such nanostructures with excellent performances in catalysis as demonstrated here for remarkable catalytic activity with respect to the N-arylation of indoles. Nanoparticles were characterized by X-ray diffraction, scanning electron microscopy and transmission electron microscopy. Both the activity and selectivity of the N-arylation reactions could be tuned by varying the concentration of CuO nanoparticles. Nanoparticles catalyst were recycled and reused for further catalytic reactions with minimal loss in activity. A variety of indole derivatives afforded corresponding N-arylation product with excellent yields (up to 98%). (C) 2012 Elsevier B.V. All rights reserved.
• SUBSTITUTED 1-(4-AMINOPHENYL)INDOLES AND THEIR USE AS ANTI-INFLAMMATORY AGENTS
  申请人：Boehringer Ingelheim Pharmaceuticals, Inc.

  公开号：EP1303508A1

  公开（公告）日：2003-04-23
• US6353007B1
  申请人：——

  公开号：US6353007B1

  公开（公告）日：2002-03-05
• [EN] SUBSTITUTED 1-(4-AMINOPHENYL)INDOLES AND THEIR USE AS ANTI-INFLAMMATORY AGENTS<br/>[FR] 1-(4-AMINOPHENYL) INDOLES SUBSTITUES ET LEUR UTILISATION COMME ANTI-INFLAMMATOIRES
  申请人：BOEHRINGER INGELHEIM PHARMA

  公开号：WO2002006273A1

  公开（公告）日：2002-01-24

  1-(4-Aminophenyl) indoles optionally substituted on the 2-,4-,5-,6- and 7- positions of the indole ring and on the amino group on the 4- position of the phenyl ring, which indoles inhibit IL-2 production in T-lymphocytes.