6-Methyl-5-nitro-2,3-dihydrofuro[2,3-b]pyridine | 1224432-55-6

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 6-Methyl-5-nitro-2,3-dihydrofuro[2,3-b]pyridine
• 英文别名: 6-methyl-5-nitro-2,3-dihydrofuro[2,3-b]pyridine
• CAS: 1224432-55-6
• 化学式: C₈H₈N₂O₃
• 分子量: 180.163
• InChiKey: LMPDQUPGTQXXKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  67.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-Methyl-5-nitro-2,3-dihydrofuro[2,3-b]pyridine 在 tin(II) chloride dihdyrate 作用下， 以 乙醇 为溶剂， 以62%的产率得到2,3-Dihydro-6-methylfuro[2,3-b]pyridin-5-amine
  参考文献：
  名称：

  Synthesis and structure–activity relationships of N3-pyridylpyrazinones as corticotropin-releasing factor-1 (CRF1) receptor antagonists

  摘要：

  A series of N-3-pyridylpyrazinones was investigated as corticotropin-releasing factor-1 receptor antagonists. It was observed that the binding affinity of analogues containing a pyridyl group was influenced not only by the substitution pattern on the pyridyl group, but also by the pK(a) of the pyridyl nitrogen. Analogues containing a novel 6-(difluoromethoxy)-2,5-dimethylpyridin-3-amine group were among the most potent N-3-pyridylpyrazinones synthesized. The synthesis and SAR of N-3-pyridylpyrazinones is described herein. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.129
• 作为产物：
  描述：

  三甲基碘化亚砜 、 2,3-dihydro-5-nitrofuro<2,3-b>pyridine 在 sodium hydride 作用下， 以 二甲基亚砜 为溶剂， 以25%的产率得到6-Methyl-5-nitro-2,3-dihydrofuro[2,3-b]pyridine
  参考文献：
  名称：

  Synthesis and structure–activity relationships of N3-pyridylpyrazinones as corticotropin-releasing factor-1 (CRF1) receptor antagonists

  摘要：

  A series of N-3-pyridylpyrazinones was investigated as corticotropin-releasing factor-1 receptor antagonists. It was observed that the binding affinity of analogues containing a pyridyl group was influenced not only by the substitution pattern on the pyridyl group, but also by the pK(a) of the pyridyl nitrogen. Analogues containing a novel 6-(difluoromethoxy)-2,5-dimethylpyridin-3-amine group were among the most potent N-3-pyridylpyrazinones synthesized. The synthesis and SAR of N-3-pyridylpyrazinones is described herein. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.129

文献信息

• Synthesis and structure–activity relationships of N3-pyridylpyrazinones as corticotropin-releasing factor-1 (CRF1) receptor antagonists
  作者：Richard A. Hartz、Vijay T. Ahuja、William D. Schmitz、Thaddeus F. Molski、Gail K. Mattson、Nicholas J. Lodge、Joanne J. Bronson、John E. Macor

  DOI：10.1016/j.bmcl.2010.01.129

  日期：2010.3

  A series of N-3-pyridylpyrazinones was investigated as corticotropin-releasing factor-1 receptor antagonists. It was observed that the binding affinity of analogues containing a pyridyl group was influenced not only by the substitution pattern on the pyridyl group, but also by the pK(a) of the pyridyl nitrogen. Analogues containing a novel 6-(difluoromethoxy)-2,5-dimethylpyridin-3-amine group were among the most potent N-3-pyridylpyrazinones synthesized. The synthesis and SAR of N-3-pyridylpyrazinones is described herein. (C) 2010 Elsevier Ltd. All rights reserved.