ethyl-2-(2-oxopyridin-1(2H)-yl)propanoate | 1446704-75-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl-2-(2-oxopyridin-1(2H)-yl)propanoate
• 英文别名: Ethyl 2-(2-oxopyridin-1(2H)-yl)propanoate；ethyl 2-(2-oxopyridin-1-yl)propanoate
• CAS: 1446704-75-1
• 化学式: C₁₀H₁₃NO₃
• 分子量: 195.218
• InChiKey: ZFNYKFPTYJBSLZ-UHFFFAOYSA-N

物化性质

• 沸点：
  352.2±25.0 °C(Predicted)
• 密度：
  1.153±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-羟基吡啶 、 2-溴丙酸乙酯 以 neat (no solvent) 为溶剂， 反应 24.0h， 以65%的产率得到ethyl-2-(2-oxopyridin-1(2H)-yl)propanoate
  参考文献：
  名称：

  Specific N-Alkylation of Hydroxypyridines Achieved by a Catalyst- and Base-Free Reaction with Organohalides

  摘要：

  A specific N-alkylation of 2-hydroxypyridines is achieved by reacting with organohalides under catalyst- and base-free conditions. The observed HX-facilitated conversion of pyridyl ether intermediates to 2-pyridone products may account for the success and specific N-alkylation of the reaction under the unexpectedly simple conditions. This new reaction may provide a useful alternative for the synthesis of 2-pyridones and analogous structures because of its >99% N-selectivity, relatively broad scopes of both substrates, and no mandatory use of catalysts and bases.

  DOI：

  10.1021/acs.joc.8b00787

文献信息

• Caspase inhibitors and uses thereof
  申请人：——

  公开号：US20030232846A1

  公开（公告）日：2003-12-18

  This invention provides novel compounds, and pharmaceutically acceptable derivatives thereof, that are useful as caspase inhibitors. These compounds have the general formula I: 1 where R 1 , R 2 , and R 3 are as described herein, Ring A contains zero to two double bonds, each X is independently selected from nitrogen or carbon, at least one X in Ring A is a nitrogen, Ring A is optionally substituted as described, and may be fused to a saturated or unsaturated five to seven membered ring containing zero to three heteroatoms, and provided that when X 3 is a carbon, a substituent on X 3 is attached by an atom other than nitrogen.

  这项发明提供了新颖的化合物及其药用可接受的衍生物，其作为caspase抑制剂有用。这些化合物具有一般式I：其中R1、R2和R3如本文所述，环A含有零至两个双键，每个X独立地选自氮或碳，环A中至少一个X是氮，环A如所述可被取代，且可与含有零至三个杂原子的饱和或不饱和的五至七元环融合，且当X3为碳时，X3上的取代基由非氮原子连接。
• CASPASE INHIBITORS AND USES THEREOF
  申请人：Golec Julian M.C.

  公开号：US20120077830A1

  公开（公告）日：2012-03-29

  This invention provides novel compounds, and pharmaceutically acceptable derivatives thereof, that are useful as caspase inhibitors. These compounds have the general formula I: where R 1 , R 2 , and R 3 are as described herein, Ring A contains zero to two double bonds, each X is independently selected from nitrogen or carbon, at least one X in Ring A is a nitrogen, Ring A is optionally substituted as described, and may be fused to a saturated or unsaturated five to seven membered ring containing zero to three heteroatoms, and provided that when X 3 is a carbon, a substituent on X 3 is attached by an atom other than nitrogen.

  本发明提供了新型化合物及其药学上可接受的衍生物，它们可用作caspase抑制剂。这些化合物的一般式为I：其中R1、R2和R3如本文所述，环A含零至两个双键，每个X独立地选自氮或碳，环A中至少有一个X为氮，环A可按所述进行取代，并且可以与含零至三个杂原子的饱和或不饱和的五至七元环融合，且在X3为碳时，X3上的取代基由非氮原子连接。
• A comparison of N- versus O-alkylation of substituted 2-pyridones under Mitsunobu conditions
  作者：Matthew C. Torhan、Norton P. Peet、John D. Williams

  DOI：10.1016/j.tetlet.2013.05.054

  日期：2013.7

  2-Pyridones are well-known ambident nucleophiles which are capable of reacting with electrophiles through either the nitrogen or oxygen atom to form N-alkyl-2-pyridones or 2-alkoxypyridines, respectively. It has been shown that the ratio of these products can be affected by a number of factors including the nature of the electrophile, the base used for deprotonation, and the solvent. We have now discovered a relationship between the ratio of N- and O-alkylation products and the nature of substituents on the pyridone ring when the Mitsunobu reaction is used to alkylate 2-pyridones. (C) 2013 Elsevier Ltd. All rights reserved.
• US7517987B2
  申请人：——

  公开号：US7517987B2

  公开（公告）日：2009-04-14
• US7906650B2
  申请人：——

  公开号：US7906650B2

  公开（公告）日：2011-03-15