5-(2,6-dimethoxyphenyl)-3-vinyl-1,2,4-triazine | 1222866-99-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-(2,6-dimethoxyphenyl)-3-vinyl-1,2,4-triazine
• CAS: 1222866-99-0
• 化学式: C₁₃H₁₃N₃O₂
• 分子量: 243.265
• InChiKey: YVSMHTMMHLGKCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  57.13
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  5-(2,6-dimethoxyphenyl)-3-vinyl-1,2,4-triazine 、 二甲胺 以 甲醇 、 水 为溶剂， 以68%的产率得到2-(5-(2,6-dimethoxyphenyl)-1,2,4-triazin-3-yl)-N,N-dimethylethanamine
  参考文献：
  名称：

  SAR studies on new bis-aryls 5-HT7 ligands: Synthesis and molecular modeling

  摘要：

  Structure-activity relationships of a series of bis-arylic compounds, investigated as 5-HT7R ligands, are reported. The main structural modifications involved a central aryl moiety (phenyl, pyridine, diazine, triazine) and the nature and position of an amine-containing aliphatic chain. The affinity of the synthesized compounds (26 nM-10 mu M) was systematically correlated with other previously reported series of bis-arylic ligands and rationalized by a ligand-based pharmacophore approach. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.01.035
• 作为产物：
  描述：

  5-(2,6-dimethoxyphenyl)-3-(methylsulfonyl)-1,2,4-triazine 、 乙烯基溴化镁 在 氯化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以96%的产率得到5-(2,6-dimethoxyphenyl)-3-vinyl-1,2,4-triazine
  参考文献：
  名称：

  SAR studies on new bis-aryls 5-HT7 ligands: Synthesis and molecular modeling

  摘要：

  Structure-activity relationships of a series of bis-arylic compounds, investigated as 5-HT7R ligands, are reported. The main structural modifications involved a central aryl moiety (phenyl, pyridine, diazine, triazine) and the nature and position of an amine-containing aliphatic chain. The affinity of the synthesized compounds (26 nM-10 mu M) was systematically correlated with other previously reported series of bis-arylic ligands and rationalized by a ligand-based pharmacophore approach. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.01.035

文献信息

• Domino Aza-Michael-<i>ih</i>-Diels–Alder Reaction to Various 3-Vinyl-1,2,4-triazines: Access to Polysubstituted Tetrahydro-1,6-naphthyridines
  作者：Jabrane Jouha、Floris Buttard、Magali Lorion、Clément Berthonneau、Mostafa Khouili、Marie-Aude Hiebel、Gérald Guillaumet、Jean-François Brière、Franck Suzenet

  DOI：10.1021/acs.orglett.7b02132

  日期：2017.9.15

  A straightforward domino aza-Michael-inverseelectron-demand-hetero-Diels Alder/retro-Diels-Alder reaction between primary and secondary propargylamine derivatives and 3-vinyl-1,2,4-triazines is developed highlighting not only the uniqueness of this dual-heterocyclic platform but also a novel and unprecedented path to polysubstituted tetrahydro-1,6-naphthyridine scaffolds.