5-nitro-1-(2-phenylethyl)-1H-indole | 1058739-45-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5-nitro-1-(2-phenylethyl)-1H-indole
• 英文别名: 5-nitro-1-(2-phenylethyl)indole
• CAS: 1058739-45-9
• 化学式: C₁₆H₁₄N₂O₂
• 分子量: 266.299
• InChiKey: AUDVUEJMTRDUSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  5-nitro-1-(2-phenylethyl)-1H-indole 在 钯 氢气 、 silica gel 、 正己烷 、 乙酸乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 3.33h， 以to give 1.14 g of 1-(2-phenylethyl)-1H-indol-5-amine as a brown oil的产率得到1-(2-phenylethyl)-1H-indol-5-amine
  参考文献：
  名称：

  NOVEL AMINE DERIVATIVE OR SALT THEREOF

  摘要：

  一种新的胺衍生物，其通式为（1）（其中：G1、G2和G3相同或不同，代表CH或氮原子；R1代表氯原子、可选取代的C3-8环烷基团等；R2代表—COOR5（在公式中，R5代表氢原子或羧保护基）等；R3代表氢原子等；R4代表可选取代的紧缩双环碳氢基团、可选取代的双环杂环基团等），或其盐，在治疗或预防与过度角质细胞增殖有关的疾病过程中非常有用。

  公开号：

  US20150299189A1
• 作为产物：
  描述：

  乙基溴苯 在 potassium carbonate 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 19.0h， 生成 5-nitro-1-(2-phenylethyl)-1H-indole
  参考文献：
  名称：

  Discovery of Tertiary Amine and Indole Derivatives as Potent RORγt Inverse Agonists

  摘要：

  A novel series of tertiary amines as retinoid-related orphan receptor gamma-t (ROR gamma t) inverse agonists was discovered through agonist/inverse agonist conversion. The level of ROR gamma t inhibition can be enhanced by modulating the conformational disruption of H12 in ROR gamma t LBD. Linker exploration and rational design led to the discovery of more potent indole-based ROR gamma t inverse agonists.

  DOI：

  10.1021/ml4003875

文献信息

• Olefin-Oriented Selective Synthesis of Linear and Branched N-Alkylated Heterocycles by Hydroamination
  作者：Sushmita、Trapti Aggarwal、Kapil Mohan Saini、Akhilesh K. Verma

  DOI：10.1002/ejoc.202000373

  日期：2020.6.16

  Selective base‐Mediated hydroamination of N‐heterocycles with olefins for the construction of Linear and branched N‐alkylated heterocycles is described. This protocol provided the synthesis of exclusive N‐alkylated product instead of the C‐3 Michael addition product.

  描述了N-杂环与烯烃的选择性碱介导加氢胺化反应，用于构建直链和支链N-烷基化杂环。该协议提供了专有的N-烷基化产物而不是C-3 Michael加成产物的合成。
• SUBSTITUTED ARYLSULPHONYLGLYCINES, THE PREPARATION THEREOF AND THE USE THEREOF AS PHARMACEUTICAL COMPOSITIONS
  申请人：Wagner Holger

  公开号：US20100130557A1

  公开（公告）日：2010-05-27

  The present invention relates to substituted arylsulphonylglycines of general formula (I) wherein R, X, Y and Z are defined as in claim 1 , the tautomers, enantiomers, diastereomers, mixtures thereof and salts thereof, which have valuable pharmacological properties, particularly the suppression of the interaction of glycogen phosphorylase a with the GL subunit of glycogen-associated protein phosphatase 1 (PP1), and their use as pharmaceutical compositions.

  本发明涉及一般式（I）的取代芳基磺酰甘氨酸，其中R、X、Y和Z如权利要求1中所定义，其互变异构体、对映异构体、二对映异构体、混合物及其盐具有有价值的药理学性质，尤其是抑制糖原磷酸化酶a与糖原相关蛋白磷酸酶1（PP1）的GL亚单位的相互作用，并可用作制药组合物。
• NOVEL AMINE DERIVATIVE OR SALT THEREOF
  申请人：TOYAMA CHEMICAL CO., LTD.

  公开号：US20150299189A1

  公开（公告）日：2015-10-22

  A novel amine derivative expressed by general formula (1) (in the formula: G 1 , G 2 , and G 3 are the same or different and represent CH or a nitrogen atom; R 1 represents a chlorine atom, an optionally-substituted C 3-8 cycloalkyl group, or the like; R 2 represents —COOR 5 (in the formula, R 5 represents a hydrogen atom or a carboxyl protective group), or the like; R 3 represents a hydrogen atom, or the like; and R 4 represents an optionally-substituted condensed bicyclic hydrocarbon group, an optionally-substituted bicyclic heterocyclic group, or the like), or a salt thereof is useful in procedures such as the treatment or prevention of conditions related to excessive keratinocyte proliferation.

  一种新的胺衍生物，其通式为（1）（其中：G1、G2和G3相同或不同，代表CH或氮原子；R1代表氯原子、可选取代的C3-8环烷基团等；R2代表—COOR5（在公式中，R5代表氢原子或羧保护基）等；R3代表氢原子等；R4代表可选取代的紧缩双环碳氢基团、可选取代的双环杂环基团等），或其盐，在治疗或预防与过度角质细胞增殖有关的疾病过程中非常有用。
• NOVEL AMINE DERIVATIVE OR SALT THEREOF AS TNF ALPHA INHIBITORS
  申请人：FUJIFILM Toyama Chemical Co., Ltd.

  公开号：EP2915804B1

  公开（公告）日：2019-03-27
• Synthesis and evaluation of aniline headgroups for alkynyl thienopyrimidine dual EGFR/ErbB-2 kinase inhibitors
  作者：Alex G. Waterson、Kimberly G. Petrov、Keith R. Hornberger、Robert D. Hubbard、Douglas M. Sammond、Stephon C. Smith、Hamilton D. Dickson、Thomas R. Caferro、Kevin W. Hinkle、Kirk L. Stevens、Scott H. Dickerson、David W. Rusnak、Glenn M. Spehar、Edgar R. Wood、Robert J. Griffin、David E. Uehling

  DOI：10.1016/j.bmcl.2009.01.080

  日期：2009.3

  Aniline 'headgroups' were synthesized and incorporated into an alkynyl thienopyrimidine series of EGFR and ErbB-2 inhibitors. Potent inhibition of enzyme activity and cellular proliferation was observed. In certain instances, protein binding was reduced and oral exposure was found to be somewhat improved relative to compounds containing the reference aniline. (C) 2009 Elsevier Ltd. All rights reserved.