N-[3-[(1S,3S,6S)-5-amino-3-methyl-4-azabicyclo[4.1.0]hept-4-en-3-yl]-4-fluoro-phenyl]-5-chloro-pyridine-2-carboxamide | 1446318-26-8

• 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: N-[3-[(1S,3S,6S)-5-amino-3-methyl-4-azabicyclo[4.1.0]hept-4-en-3-yl]-4-fluoro-phenyl]-5-chloro-pyridine-2-carboxamide
• 英文别名: N-[3-[(1s,3s,6s)-5-Azanyl-3-Methyl-4-Azabicyclo[4.1.0]hept-4-En-3-Yl]-4-Fluoranyl-Phenyl]-5-Chloranyl-Pyridine-2-Carboxamide；N-[3-[(1S,4S,6S)-2-amino-4-methyl-3-azabicyclo[4.1.0]hept-2-en-4-yl]-4-fluorophenyl]-5-chloropyridine-2-carboxamide
• CAS: 1446318-26-8
• 化学式: C₁₉H₁₈ClFN₄O
• 分子量: 372.83
• InChiKey: MELPDVINWCDKRF-JXBWDGJFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  80.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(5-溴-2-氟苯基)乙酮 在 indium(III) triflate 、 劳森试剂 、 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 盐酸 、 叔丁基过氧化氢 、 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 titanium(IV) tetraethanolate 、 正丁基锂 、 三氟甲磺酸 、 氨 、 三乙酰氧基硼氢化钠 、 碳酸氢钠 、 苯甲醚 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 、 三氟乙酸 、 sodium t-butanolate 、 锌 、 2-二-叔丁膦基-2',4',6'-三异丙基联苯 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 正己烷 、 二氯甲烷 、 水 、 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 150.0h， 生成 N-[3-[(1S,3S,6S)-5-amino-3-methyl-4-azabicyclo[4.1.0]hept-4-en-3-yl]-4-fluoro-phenyl]-5-chloro-pyridine-2-carboxamide
  参考文献：
  名称：

  BACE1 inhibitors: A head group scan on a series of amides

  摘要：

  A series of amides bearing a variety of amidine head groups was investigated as BACE1 inhibitors with respect to inhibitory activity in a BACE1 enzyme as well as a cell-based assay. Determination of their basicity as well as their properties as substrates of P-glycoprotein revealed that a 2-amino-1,3-oxazine head group would be a suitable starting point for further development of brain penetrating compounds for potential Alzheimer's disease treatment. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.05.003

文献信息

• BACE1 inhibitors: A head group scan on a series of amides
  作者：Thomas J. Woltering、Wolfgang Wostl、Hans Hilpert、Mark Rogers-Evans、Emmanuel Pinard、Alexander Mayweg、Martin Göbel、David W. Banner、Jörg Benz、Massimiliano Travagli、Martina Pollastrini、Guido Marconi、Emanuele Gabellieri、Wolfgang Guba、Harald Mauser、Matteo Andreini、Helmut Jacobsen、Eoin Power、Robert Narquizian

  DOI：10.1016/j.bmcl.2013.05.003

  日期：2013.7

  A series of amides bearing a variety of amidine head groups was investigated as BACE1 inhibitors with respect to inhibitory activity in a BACE1 enzyme as well as a cell-based assay. Determination of their basicity as well as their properties as substrates of P-glycoprotein revealed that a 2-amino-1,3-oxazine head group would be a suitable starting point for further development of brain penetrating compounds for potential Alzheimer's disease treatment. (C) 2013 Elsevier Ltd. All rights reserved.