3-(2,3-Dihydro-1,4-dioxino[2,3-b]pyridine)yl-N-methyl-methanamine | 258883-72-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(2,3-Dihydro-1,4-dioxino[2,3-b]pyridine)yl-N-methyl-methanamine
• 英文别名: (2,3-dihydro[1,4]dioxino[2,3-b]pyridin-3-ylmethyl)methylamine；1-(2,3-dihydro-[1,4]dioxino[2,3-b]pyridin-3-yl)-N-methylmethanamine
• CAS: 258883-72-6
• 化学式: C₉H₁₂N₂O₂
• 分子量: 180.206
• InChiKey: GBCVCUKTVDAPKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  43.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  8-(4-溴丁基)-8-氮杂螺[4.5]癸烷-7,9-二酮 、 3-(2,3-Dihydro-1,4-dioxino[2,3-b]pyridine)yl-N-methyl-methanamine 在 三乙胺 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以89%的产率得到8-[4-[N-(2,3-Dihydro-1,4-dioxino[2,3-b]pyridine-3-ylmethyl)-N-methylamino]butyl]-8-azaspiro[4.5]decane-7,9-dione
  参考文献：
  名称：

  Synthesis of various analog derivatives of ORG13514 as 5-HT1A ligands

  摘要：

  In connection with the development of new potential 5-HT1A ligands, multistep synthesis of N-substituted-3-aminomethyl-2,3-dihydro-1,4-dioxinol[2,3-b]pyridine derivatives as ORG13514 analogs are described. Their biological activity as 5-HT1A type ligands is reported and compared with ORG13514 affinity and selectivity for 5-HT1A receptors. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(99)00106-8
• 作为产物：
  描述：

  3-(2,3-Dihydro-1,4-dioxino[2,3-b]pyridine)yl-N-methyl-N-benzyl-methanamine 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、310.26 kPa 条件下， 反应 24.0h， 以82%的产率得到3-(2,3-Dihydro-1,4-dioxino[2,3-b]pyridine)yl-N-methyl-methanamine
  参考文献：
  名称：

  Synthesis of various analog derivatives of ORG13514 as 5-HT1A ligands

  摘要：

  In connection with the development of new potential 5-HT1A ligands, multistep synthesis of N-substituted-3-aminomethyl-2,3-dihydro-1,4-dioxinol[2,3-b]pyridine derivatives as ORG13514 analogs are described. Their biological activity as 5-HT1A type ligands is reported and compared with ORG13514 affinity and selectivity for 5-HT1A receptors. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(99)00106-8

文献信息

• Efficient synthesis of 2- and 3-substituted-2,3-dihydro [1,4]dioxino[2,3-b]pyridine derivatives
  作者：S Lazar、M Soukri、J.M Leger、C Jarry、M Akssira、R Chirita、I.C Grig-Alexa、A Finaru、G Guillaumet

  DOI：10.1016/j.tet.2004.06.041

  日期：2004.7

  A versatile new approach for the synthesis in three steps of 2-substituted-2,3-dihydro[1,4]dioxino[2,3-b]pyridines B via a Smiles rearrangement using easily available reagents is described. A study illustrating the influence of experimental conditions on the progress of the reaction is reported.

  描述了一种通用的新方法，该方法通过使用易于获得的试剂的Smiles重排以三步合成2-取代的2,3-二氢[1,4]二恶英[2,3- b ]吡啶B。据报道，研究表明了实验条件对反应进程的影响。
• Synthesis and Anticalcium Activity of New Compounds Containing the 2,3-Dihydro-1,4-dioxino[2,3-b]pyridine System
  作者：I. Sánchez、MD. Pujol、G. Guillaumet、R. Massingham、A. Monteil、G. Dureng、E. Winslow

  DOI：10.3797/scipharm.aut-00-14

  日期：——

  Summary: New compounds (3 and 4) possesing the 2,3-dihydro-1,4-dioxino[2,3-b]pyridine group were synthesized and tested as calcium antagonist agents. Both of them showed moderate anticalcium activity.

  摘要：合成了新的化合物（3和4），它们拥有2,3-二氢-1,4-二氧杂[2,3-b]吡啶基团，并作为钙拮抗剂进行了测试。它们两者都表现出适度的抗钙活性。
• Synthesis of 2-Substituted-2,3- dihydro-1,4-dioxino[2,3-<i>b</i>]pyridine Derivatives
  作者：Mustapha Soukri、Said Lazar、Mohamed Akssira、Gérald Guillaumet

  DOI：10.1021/ol005761l

  日期：2000.6.1

  [GRAPHICS]A variety of 2-substituted-2,3-dihydro-1,4 dioxino[2,3-b]pyridines B have been synthesized from the readily available 2-nitro-3-oxiranylmethoxypyridine 1 via a Smiles rearrangement. We demonstrate how variations of reaction conditions affect the product distribution of A and B.