6-(N-hydroxy-C-methylcarbonimidoyl)-4H-1,4-benzoxazin-3-one | 477312-20-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 6-(N-hydroxy-C-methylcarbonimidoyl)-4H-1,4-benzoxazin-3-one
• CAS: 477312-20-2
• 化学式: C₁₀H₁₀N₂O₃
• mdl: MFCD09971672
• 分子量: 206.201
• InChiKey: JPFVCHWGLZNTHF-UHFFFAOYSA-N

物化性质

• 沸点：
  451.4±45.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  70.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-(N-hydroxy-C-methylcarbonimidoyl)-4H-1,4-benzoxazin-3-one 在 镍 4-二甲氨基吡啶 、 ammonium hydroxide 、 lithium aluminium tetrahydride 、 氢气 、 potassium carbonate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 丙酮 为溶剂， -78.0 ℃ 、344.74 kPa 条件下， 生成 (E)-3-(2-Fluoro-phenyl)-N-[1-((S)-4-methyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-ethyl]-acrylamide
  参考文献：
  名称：

  (S)-N-[1-(4-Cyclopropylmethyl-3,4-dihydro-2H-benzooxazin-6-yl)-ethyl]-3-(2-fluoro-phenyl)-acrylamide is a potent and efficacious KCNQ2 opener which inhibits induced hyperexcitability of rat hippocampal neurons

  摘要：

  (S)-N-[1-(4-Cyclopropylmethyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-ethyl]-3-(2-fluoro-phenyl)-acrylamide ((S)-2) was identified as a potent and efficacious KCNQ2 opener. This compound demonstrated significant activity in reducing neuronal hyperexcitability in rat hippocampal slices, and the inhibition mediated by (S)-2 was reversed by the KCNQ blocker linopirdine. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.069
• 作为产物：
  描述：

  6-乙酰基-2H-1,4-苯并噁嗪-3(4H)-酮 在 sodium hydroxide 、 盐酸羟胺 作用下， 以 四氢呋喃 为溶剂， 以87%的产率得到6-(N-hydroxy-C-methylcarbonimidoyl)-4H-1,4-benzoxazin-3-one
  参考文献：
  名称：

  (S)-N-[1-(4-Cyclopropylmethyl-3,4-dihydro-2H-benzooxazin-6-yl)-ethyl]-3-(2-fluoro-phenyl)-acrylamide is a potent and efficacious KCNQ2 opener which inhibits induced hyperexcitability of rat hippocampal neurons

  摘要：

  (S)-N-[1-(4-Cyclopropylmethyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-ethyl]-3-(2-fluoro-phenyl)-acrylamide ((S)-2) was identified as a potent and efficacious KCNQ2 opener. This compound demonstrated significant activity in reducing neuronal hyperexcitability in rat hippocampal slices, and the inhibition mediated by (S)-2 was reversed by the KCNQ blocker linopirdine. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.069

文献信息

• (S)-N-[1-(4-Cyclopropylmethyl-3,4-dihydro-2H-benzooxazin-6-yl)-ethyl]-3-(2-fluoro-phenyl)-acrylamide is a potent and efficacious KCNQ2 opener which inhibits induced hyperexcitability of rat hippocampal neurons
  作者：Yong-Jin Wu、Christopher G Boissard、Jie Chen、William Fitzpatrick、Qi Gao、Valentin K Gribkoff、David G Harden、Huan He、Ronald J Knox、Joanne Natale、Rick L Pieschl、John E Starrett、Li-Qiang Sun、Mark Thompson、David Weaver、Dedong Wu、Steven I Dworetzky

  DOI：10.1016/j.bmcl.2004.01.069

  日期：2004.4

  (S)-N-[1-(4-Cyclopropylmethyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-ethyl]-3-(2-fluoro-phenyl)-acrylamide ((S)-2) was identified as a potent and efficacious KCNQ2 opener. This compound demonstrated significant activity in reducing neuronal hyperexcitability in rat hippocampal slices, and the inhibition mediated by (S)-2 was reversed by the KCNQ blocker linopirdine. (C) 2004 Elsevier Ltd. All rights reserved.