2-fluoro-4-formyl-N-(2-(pyrrolidin-1-yl)ethyl)benzamide | 937732-89-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-fluoro-4-formyl-N-(2-(pyrrolidin-1-yl)ethyl)benzamide
• CAS: 937732-89-3
• 化学式: C₁₄H₁₇FN₂O₂
• 分子量: 264.3
• InChiKey: DHDQUJDDDZDWEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.46
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  49.41
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  7-fluoro-4-oxo-N-piperidin-4-yl-4H-chromene-2-carboxamide 、 2-fluoro-4-formyl-N-(2-(pyrrolidin-1-yl)ethyl)benzamide 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 以67%的产率得到7-fluoro-N-[1-(3-fluoro-4-{[(2-pyrrolidin-1-ylethyl)amino]carbonyl}benzyl)piperidin-4-yl]-4-oxo-4H-chromene-2-carboxamide
  参考文献：
  名称：

  Identification of diamino chromone-2-carboxamides as MCHr1 antagonists with minimal hERG channel activity

  摘要：

  A series of potent 2-carboxychromone-based melanin-concentrating hormone receptor I (MCHrl) antagonists were synthesized and evaluated for hERG (human Ether-a-go-go Related Gene) channel affinity and functional blockade. Basic dialkyl-amine-terminated analogs were found to weakly bind the hERG channel and provided marked improvement in a functional patch-clamp assay versus previously reported antagonists of the series. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.11.068
• 作为产物：
  描述：

  1-(2-氨乙基)吡咯烷 在 镍 N-甲基吗啉 、 吡啶 、 sodium dihydrogenphosphate 、 1-羟基苯并三唑 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-fluoro-4-formyl-N-(2-(pyrrolidin-1-yl)ethyl)benzamide
  参考文献：
  名称：

  Identification of diamino chromone-2-carboxamides as MCHr1 antagonists with minimal hERG channel activity

  摘要：

  A series of potent 2-carboxychromone-based melanin-concentrating hormone receptor I (MCHrl) antagonists were synthesized and evaluated for hERG (human Ether-a-go-go Related Gene) channel affinity and functional blockade. Basic dialkyl-amine-terminated analogs were found to weakly bind the hERG channel and provided marked improvement in a functional patch-clamp assay versus previously reported antagonists of the series. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.11.068