N-(2-(((1H-indol-3-yl)methyl)amino)cyclohexyl)-4-fluorobenzamide | 1607449-74-0

• 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: N-(2-(((1H-indol-3-yl)methyl)amino)cyclohexyl)-4-fluorobenzamide
• 英文别名: N-((1S,2R)-2-(((1H-indol-3-yl)methyl)amino)cyclohexyl)-4-fluorobenzamide；4-fluoro-N-[(1S,2R)-2-(1H-indol-3-ylmethylamino)cyclohexyl]benzamide
• CAS: 1607449-74-0
• 化学式: C₂₂H₂₄FN₃O
• 分子量: 365.45
• InChiKey: KCYOCCOLGUUYQZ-RTWAWAEBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  56.9
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  Cis-1,2-diaminocyclohexane 在 sodium tetrahydroborate 、 9-硼双环[3.3.1]壬烷 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， 反应 3.33h， 生成 N-(2-(((1H-indol-3-yl)methyl)amino)cyclohexyl)-4-fluorobenzamide
  参考文献：
  名称：

  Diamine Derivatives as Novel Small-Molecule, Potent, and Subtype-Selective Somatostatin SST3 Receptor Agonists

  摘要：

  A novel class of small-molecule, highly potent, and subtype-selective somatostatin SST3 agonists was discovered through modification of a SST3 antagonist. As an example, (1R,2S)-9 demonstrated not only potent in vitro SST3 agonist activity but also in vivo SST3 agonist activity in a mouse oral glucose tolerance test (OGTT). These agonists may be useful reagents for studying the physiological roles of the SST3 receptor and may potentially be useful as therapeutic agents.

  DOI：

  10.1021/ml500079u

文献信息

• Diamine Derivatives as Novel Small-Molecule, Potent, and Subtype-Selective Somatostatin SST3 Receptor Agonists
  作者：Derun Li、Zhicai Wu、Yang Yu、Richard G. Ball、Liangqin Guo、Edward Sherer、Shuwen He、Qingmei Hong、Zhong Lai、Hongbo Qi、Quang Truong、David X. Yang、Gary G. Chicchi、Kwei-Lan Tsao、Dorina Trusca、Maria Trujillo、Michele Pachanski、George J. Eiermann、Andrew D. Howard、Yun-Ping Zhou、Bei B. Zhang、Ravi P. Nargund、William K. Hagmann

  DOI：10.1021/ml500079u

  日期：2014.6.12

  A novel class of small-molecule, highly potent, and subtype-selective somatostatin SST3 agonists was discovered through modification of a SST3 antagonist. As an example, (1R,2S)-9 demonstrated not only potent in vitro SST3 agonist activity but also in vivo SST3 agonist activity in a mouse oral glucose tolerance test (OGTT). These agonists may be useful reagents for studying the physiological roles of the SST3 receptor and may potentially be useful as therapeutic agents.