2-(4-Methoxy-benzyloxymethyl)-6-oxo-1,6-dihydro-[3,4']bipyridinyl-5-carbonitrile | 400063-08-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(4-Methoxy-benzyloxymethyl)-6-oxo-1,6-dihydro-[3,4']bipyridinyl-5-carbonitrile
• 英文别名: 2-(((4-Methoxybenzyl)oxy)methyl)-6-oxo-1,6-dihydro-[3,4'-bipyridine]-5-carbonitrile；6-[(4-methoxyphenyl)methoxymethyl]-2-oxo-5-pyridin-4-yl-1H-pyridine-3-carbonitrile
• CAS: 400063-08-3
• 化学式: C₂₀H₁₇N₃O₃
• 分子量: 347.373
• InChiKey: VYWBOSBSCCSZAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  84.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  三氟乙酸 、 2-(4-Methoxy-benzyloxymethyl)-6-oxo-1,6-dihydro-[3,4']bipyridinyl-5-carbonitrile 反应 2.0h， 以98%的产率得到2-Hydroxymethyl-6-oxo-1,6-dihydro-[3,4']bipyridinyl-5-carbonitrile; compound with trifluoro-acetic acid
  参考文献：
  名称：

  Synthesis, crystal structure determination, and biological properties of the DNA-dependent protein kinase (DNA-PK) inhibitor 3-cyano-6-hydrazonomethyl-5-(4-pyridyl)pyrid-[1H]-2-one (OK-1035)

  摘要：

  The first reported synthesis of the DNA-PK inhibitor 3-cyano-6-hydrazonomethyl-5-(4-pyridyl)pyrid-[1H]-2-one (OK-1035) is described. The structure of OK-1035 was validated by X-ray crystallography. An IC50 value of 100 muM was determined for inhibition of DNA-PK, and this is approximately 12-fold higher than that reported previously. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00537-6
• 作为产物：
  描述：

  (4-甲氧基苄氧基)乙酸 在 正丁基锂 、 sodium methylate 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 正己烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 28.25h， 生成 2-(4-Methoxy-benzyloxymethyl)-6-oxo-1,6-dihydro-[3,4']bipyridinyl-5-carbonitrile
  参考文献：
  名称：

  Synthesis, crystal structure determination, and biological properties of the DNA-dependent protein kinase (DNA-PK) inhibitor 3-cyano-6-hydrazonomethyl-5-(4-pyridyl)pyrid-[1H]-2-one (OK-1035)

  摘要：

  The first reported synthesis of the DNA-PK inhibitor 3-cyano-6-hydrazonomethyl-5-(4-pyridyl)pyrid-[1H]-2-one (OK-1035) is described. The structure of OK-1035 was validated by X-ray crystallography. An IC50 value of 100 muM was determined for inhibition of DNA-PK, and this is approximately 12-fold higher than that reported previously. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00537-6

文献信息

• Synthesis, crystal structure determination, and biological properties of the DNA-dependent protein kinase (DNA-PK) inhibitor 3-cyano-6-hydrazonomethyl-5-(4-pyridyl)pyrid-[1H]-2-one (OK-1035)
  作者：Martin Stockley、William Clegg、Gabriele Fontana、Bernard T Golding、Niall Martin、Laurent J.M Rigoreau、Graeme C.M Smith、Roger J Griffin

  DOI：10.1016/s0960-894x(01)00537-6

  日期：2001.11

  The first reported synthesis of the DNA-PK inhibitor 3-cyano-6-hydrazonomethyl-5-(4-pyridyl)pyrid-[1H]-2-one (OK-1035) is described. The structure of OK-1035 was validated by X-ray crystallography. An IC50 value of 100 muM was determined for inhibition of DNA-PK, and this is approximately 12-fold higher than that reported previously. (C) 2001 Elsevier Science Ltd. All rights reserved.