1-[(4-Fluorophenyl)methyl]indol-6-amine | 717109-08-5

• 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: 1-[(4-Fluorophenyl)methyl]indol-6-amine
• CAS: 717109-08-5
• 化学式: C₁₅H₁₃FN₂
• 分子量: 240.28
• InChiKey: VQZYZZOOINQAPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  31
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  杂氮环丁烷 、 聚合甲醛 、 NΑ-FMOC-NΩ-(2,2,5,7,8-五甲基苯并二氢吡喃-6-磺酰基)-L-精氨酸 、 苯甲醛 、 Fmoc-对硝基-L-苯丙氨酸 、 1-[(4-Fluorophenyl)methyl]indol-6-amine 、 alkaline earth salt of/the/ methylsulfuric acid 生成 (2S)-N-benzyl-5-(diaminomethylideneamino)-2-[[(2S)-2-[[1-[(4-fluorophenyl)methyl]-3-(pyrrolidin-1-ylmethyl)indol-6-yl]carbamoylamino]-3-(4-nitrophenyl)propanoyl]amino]pentanamide
  参考文献：
  名称：

  Thrombin receptor (PAR-1) antagonists. Solid-Phase synthesis of indole-Based peptide mimetics by anchoring to a secondary amide

  摘要：

  A novel, 10-step, solid-phase method, based on a secondary amide linker, was developed to construct a diverse library of indole-based SFLLR peptide mimetics as thrombin receptor (protease-activated receptor 1, PAR-I) antagonists. The key steps include stepwise reductive alkylation, urea formation, and Mannich reaction. Screening of the library led to a quick development of the SAR and the significant improvement of PAR-1 activity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00378-x
• 作为产物：
  描述：

  1-(4-Fluoro-benzyl)-6-nitro-1H-indole 在 三氯化铁 、 甲烷 、 偏二甲肼 作用下， 以 甲醇 为溶剂， 生成 1-[(4-Fluorophenyl)methyl]indol-6-amine
  参考文献：
  名称：

  Thrombin receptor (PAR-1) antagonists. Solid-Phase synthesis of indole-Based peptide mimetics by anchoring to a secondary amide

  摘要：

  A novel, 10-step, solid-phase method, based on a secondary amide linker, was developed to construct a diverse library of indole-based SFLLR peptide mimetics as thrombin receptor (protease-activated receptor 1, PAR-I) antagonists. The key steps include stepwise reductive alkylation, urea formation, and Mannich reaction. Screening of the library led to a quick development of the SAR and the significant improvement of PAR-1 activity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00378-x

文献信息

• Thrombin receptor (PAR-1) antagonists. Solid-Phase synthesis of indole-Based peptide mimetics by anchoring to a secondary amide
  作者：Han-Cheng Zhang、David F McComsey、Kimberly B White、Michael F Addo、Patricia Andrade-Gordon、Claudia K Derian、Donna Oksenberg、Bruce E Maryanoff

  DOI：10.1016/s0960-894x(01)00378-x

  日期：2001.8

  A novel, 10-step, solid-phase method, based on a secondary amide linker, was developed to construct a diverse library of indole-based SFLLR peptide mimetics as thrombin receptor (protease-activated receptor 1, PAR-I) antagonists. The key steps include stepwise reductive alkylation, urea formation, and Mannich reaction. Screening of the library led to a quick development of the SAR and the significant improvement of PAR-1 activity. (C) 2001 Elsevier Science Ltd. All rights reserved.