(2-(2,4-dichlorophenyl)-1-(methylsulfonyl)-1H-indol-3-yl)methanamine | 1611441-09-8

• 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: (2-(2,4-dichlorophenyl)-1-(methylsulfonyl)-1H-indol-3-yl)methanamine
• 英文别名: 1-[2-(2,4-Dichlorophenyl)-1-(Methylsulfonyl)-1h-Indol-3-Yl]methanamine；[2-(2,4-dichlorophenyl)-1-methylsulfonylindol-3-yl]methanamine
• CAS: 1611441-09-8
• 化学式: C₁₆H₁₄Cl₂N₂O₂S
• 分子量: 369.271
• InChiKey: MTMKFBZYRGNPDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 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：
  73.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  芦竹碱 在 四(三苯基膦)钯 、 pyridinium hydrobromide perbromide 、 3,5,3'-Trijodothyronin (T3) 、 sodium hydride 、 sodium carbonate 、 一水合肼 、 lithium chloride 作用下， 以 四氢呋喃 、 乙醇 、 氯仿 、 水 、 N,N-二甲基甲酰胺 、 甲苯 、 mineral oil 为溶剂， 反应 16.5h， 生成 (2-(2,4-dichlorophenyl)-1-(methylsulfonyl)-1H-indol-3-yl)methanamine
  参考文献：
  名称：

  Discovery of dipeptidyl peptidase IV (DPP4) inhibitors based on a novel indole scaffold

  摘要：

  Dipeptidyl peptidase IV (DPP4) inhibitors are proven in the treatment of type 2 diabetes. We designed and synthesized a series of novel indole compounds that selectively inhibit the activity of DPP4 over dipeptidyl peptidase 9 (DPP9) (>200 fold). We further co-crystallized DPP4 with indole sulfonamide (compound 1) to confirm a proposed binding mode. Good metabolic stability of the indole compounds represents another positive attribute for further development. (C) 2014 Sheng Ye and Zhiyuan Zhang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2014.03.047

文献信息

• Discovery of dipeptidyl peptidase IV (DPP4) inhibitors based on a novel indole scaffold
  作者：Peng-Fei Xiao、Rui Guo、Shao-Qiang Huang、Heng-Jun Cui、Sheng Ye、Zhiyuan Zhang

  DOI：10.1016/j.cclet.2014.03.047

  日期：2014.5

  Dipeptidyl peptidase IV (DPP4) inhibitors are proven in the treatment of type 2 diabetes. We designed and synthesized a series of novel indole compounds that selectively inhibit the activity of DPP4 over dipeptidyl peptidase 9 (DPP9) (>200 fold). We further co-crystallized DPP4 with indole sulfonamide (compound 1) to confirm a proposed binding mode. Good metabolic stability of the indole compounds represents another positive attribute for further development. (C) 2014 Sheng Ye and Zhiyuan Zhang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.