1-Allyl-6-methyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile | 641621-30-9

• 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: 1-Allyl-6-methyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile
• 英文别名: 6-Methyl-2-oxo-1-prop-2-enylpyridine-3-carbonitrile
• CAS: 641621-30-9
• 化学式: C₁₀H₁₀N₂O
• 分子量: 174.202
• InChiKey: OYBLAOHORHBIEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Allyl-6-methyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 20.0 ℃ 、101.32 kPa 条件下， 以70%的产率得到6-Methyl-2-oxo-1-propyl-1,2-dihydro-pyridine-3-carbonitrile
  参考文献：
  名称：

  Pyridone-Containing farnesyltransferase inhibitors: synthesis and biological evaluation

  摘要：

  Farnesyltransferase inhibitors (FTIs) have been developed as potential anti-cancer agents due to their efficacy in blocking malignant growth in a variety of murine models of human tumors. To that end, we have developed a series of pyridone farnesyltransferase inhibitors with potent in vitro and cellular activity. The synthesis, SAR and biological properties of these compounds will be discussed. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.058
• 作为产物：
  描述：

  3-氰基-6-甲基-2(1H)-吡啶酮 、 3-溴丙烯 在 sodium hydride 、 lithium bromide 作用下， 以 乙二醇二甲醚 、 N,N-二甲基甲酰胺 为溶剂， 以57%的产率得到1-Allyl-6-methyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile
  参考文献：
  名称：

  Pyridone-Containing farnesyltransferase inhibitors: synthesis and biological evaluation

  摘要：

  Farnesyltransferase inhibitors (FTIs) have been developed as potential anti-cancer agents due to their efficacy in blocking malignant growth in a variety of murine models of human tumors. To that end, we have developed a series of pyridone farnesyltransferase inhibitors with potent in vitro and cellular activity. The synthesis, SAR and biological properties of these compounds will be discussed. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.058

文献信息

• US4038065A
  申请人：——

  公开号：US4038065A

  公开（公告）日：1977-07-26
• US4108630A
  申请人：——

  公开号：US4108630A

  公开（公告）日：1978-08-22
• Pyridone-Containing farnesyltransferase inhibitors: synthesis and biological evaluation
  作者：Lisa A. Hasvold、Weibo Wang、Stephen L. Gwaltney,、Todd W. Rockway、Lissa T.J. Nelson、Robert A. Mantei、Stephen A. Fakhoury、Gerard M. Sullivan、Qun Li、Nan-Horng Lin、Le Wang、Haiying Zhang、Jerome Cohen、Wen-Zhen Gu、Kennan Marsh、Joy Bauch、Saul Rosenberg、Hing L. Sham

  DOI：10.1016/j.bmcl.2003.08.058

  日期：2003.11

  Farnesyltransferase inhibitors (FTIs) have been developed as potential anti-cancer agents due to their efficacy in blocking malignant growth in a variety of murine models of human tumors. To that end, we have developed a series of pyridone farnesyltransferase inhibitors with potent in vitro and cellular activity. The synthesis, SAR and biological properties of these compounds will be discussed. (C) 2003 Elsevier Ltd. All rights reserved.