N-(2-溴-5-吡啶)-2,2,2-三氟-乙酰胺 | 960605-42-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: N-(2-溴-5-吡啶)-2,2,2-三氟-乙酰胺
• 英文名称: N-(6-Bromopyridin-3-yl)-2,2,2-trifluoroacetamide
• CAS: 960605-42-9
• 化学式: C₇H₄BrF₃N₂O
• 分子量: 269.021
• InChiKey: JJJDFVXHQFAIFK-UHFFFAOYSA-N

物化性质

• 沸点：
  313.6±42.0 °C(Predicted)
• 密度：
  1.813±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(2-溴-5-吡啶)-2,2,2-三氟-乙酰胺 、 Methyl 2-[3-(2-bromo-1,3-thiazol-5-yl)propanoylamino]benzoate 在 四(三苯基膦)钯 六甲基二锡 、 copper(l) iodide 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 以382 mg的产率得到Methyl 2-[3-[2-[5-[(2,2,2-trifluoroacetyl)amino]pyridin-2-yl]-1,3-thiazol-5-yl]propanoylamino]benzoate
  参考文献：
  名称：

  Discovery of Biaryl Anthranilides as Full Agonists for the High Affinity Niacin Receptor

  摘要：

  Biaryl anthranilides are reported as potent and selective full agonists for the high affinity niacin receptor GPR109A. The SAR presented outlines approaches to reduce serum shift and both CYPCYP2C8 and CYP2C9 liabilities, while improving PK and maintaining excellent receptor activity. Compound 2i exhibited good in vivo antilipolytic efficacy while providing a significantly improved therapeutic index over vasodilation (flushing) with respect to niacin in the mouse model.

  DOI：

  10.1021/jm700942d
• 作为产物：
  描述：

  5-氨基-2-溴吡啶 、 三氟乙酸酐 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以0.83 g的产率得到N-(2-溴-5-吡啶)-2,2,2-三氟-乙酰胺
  参考文献：
  名称：

  Discovery of Biaryl Anthranilides as Full Agonists for the High Affinity Niacin Receptor

  摘要：

  Biaryl anthranilides are reported as potent and selective full agonists for the high affinity niacin receptor GPR109A. The SAR presented outlines approaches to reduce serum shift and both CYPCYP2C8 and CYP2C9 liabilities, while improving PK and maintaining excellent receptor activity. Compound 2i exhibited good in vivo antilipolytic efficacy while providing a significantly improved therapeutic index over vasodilation (flushing) with respect to niacin in the mouse model.

  DOI：

  10.1021/jm700942d

文献信息

• Discovery of Biaryl Anthranilides as Full Agonists for the High Affinity Niacin Receptor
  作者：Hong C. Shen、Fa-Xiang Ding、Silvi Luell、Michael J. Forrest、Ester Carballo-Jane、Kenneth K. Wu、Tsuei-Ju Wu、Kang Cheng、Larissa C. Wilsie、Mihajlo L. Krsmanovic、Andrew K. Taggart、Ning Ren、Tian-Quan Cai、Qiaolin Deng、Qing Chen、Junying Wang、Michael S. Wolff、Xinchun Tong、Tom G. Holt、M. Gerard Waters、Milton L. Hammond、James R. Tata、Steven L. Colletti

  DOI：10.1021/jm700942d

  日期：2007.12.13

  Biaryl anthranilides are reported as potent and selective full agonists for the high affinity niacin receptor GPR109A. The SAR presented outlines approaches to reduce serum shift and both CYPCYP2C8 and CYP2C9 liabilities, while improving PK and maintaining excellent receptor activity. Compound 2i exhibited good in vivo antilipolytic efficacy while providing a significantly improved therapeutic index over vasodilation (flushing) with respect to niacin in the mouse model.