4-Azidomethyl-1-phenethyl-1H-indole-7-carboxylic acid | 860644-15-1

• 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: 4-Azidomethyl-1-phenethyl-1H-indole-7-carboxylic acid
• CAS: 860644-15-1
• 化学式: C₁₈H₁₆N₄O₂
• 分子量: 320.351
• InChiKey: QXFWNVKOBZXVBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.39
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  90.99
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-Azidomethyl-1-phenethyl-1H-indole-7-carboxylic acid 在 水 、 三苯基膦 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 为溶剂， 反应 32.0h， 生成 {4-[(4-Aminomethyl-1-phenethyl-1H-indole-7-carbonyl)-amino]-butyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  A three-residue, continuous binding epitope peptidomimetic of ShK toxin as a Kv1.3 inhibitor

  摘要：

  The ShK toxin is a polypeptide that blocks the Kv1.3 potassium channel in T-lymphocytes and has been identified as a potential therapeutic for multiple sclerosis. ShK is well characterised in terms of structure and binding, offering an attractive target for the design of structural and functional mirnetics. Building on our previous success in developing rationally designed peptidomimetics of ShK, we report a novel mimetic of the K22 Y23-R24 residues of the peptide. The mimetic was shown to inhibit the Kv1.3 channel with moderate activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.014
• 作为产物：
  描述：

  1-Phenethyl-1H-indole-4,7-dicarboxylic acid dimethyl ester 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 反应 41.0h， 生成 4-Azidomethyl-1-phenethyl-1H-indole-7-carboxylic acid
  参考文献：
  名称：

  A three-residue, continuous binding epitope peptidomimetic of ShK toxin as a Kv1.3 inhibitor

  摘要：

  The ShK toxin is a polypeptide that blocks the Kv1.3 potassium channel in T-lymphocytes and has been identified as a potential therapeutic for multiple sclerosis. ShK is well characterised in terms of structure and binding, offering an attractive target for the design of structural and functional mirnetics. Building on our previous success in developing rationally designed peptidomimetics of ShK, we report a novel mimetic of the K22 Y23-R24 residues of the peptide. The mimetic was shown to inhibit the Kv1.3 channel with moderate activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.014