Dimethyl 3-(methylthio)-1,2,4-triazine-5,6-dicarboxylate | 108005-26-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: Dimethyl 3-(methylthio)-1,2,4-triazine-5,6-dicarboxylate
• 英文别名: dimethyl 3-methylthio-1,2,4-triazine-5,6-dicarboxylate；Dimethyl 3-methylsulfanyl-1,2,4-triazine-5,6-dicarboxylate
• CAS: 108005-26-1
• 化学式: C₈H₉N₃O₄S
• 分子量: 243.243
• InChiKey: RQZJFGJEUSSVKG-UHFFFAOYSA-N

物化性质

• 熔点：
  93-95 °C
• 沸点：
  379.7±45.0 °C(Predicted)
• 密度：
  1.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  117
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Dimethyl 3-(methylthio)-1,2,4-triazine-5,6-dicarboxylate 在 sodium hydride 作用下， 以 neat (no solvent) 为溶剂， 反应 15.5h， 生成 Dimethyl 5-(3-indolyl)-2-methyl-3-(methylthio)-2,5-dihydro-1,2,4-triazine-5,6-dicarboxylate
  参考文献：
  名称：

  Indole as a dienophile in inverse electron demand Diels-Alder reactions: reactions with 1,2,4-triazines and 1,2-diazines

  摘要：

  DOI：

  10.1021/jo00297a050
• 作为产物：
  描述：

  dimethyl 2,3-dioxobutanedioate 、 S-甲基异硫氨基脲盐酸盐 以 乙醇 为溶剂， 反应 16.0h， 以98%的产率得到Dimethyl 3-(methylthio)-1,2,4-triazine-5,6-dicarboxylate
  参考文献：
  名称：

  Indole as a dienophile in inverse electron demand Diels-Alder reactions: reactions with 1,2,4-triazines and 1,2-diazines

  摘要：

  DOI：

  10.1021/jo00297a050

文献信息

• Intramolecular Inverse Electron Demand Diels–Alder Reactions of Tryptamine with Tethered Heteroaromatic Azadienes
  作者：Scott C. Benson、Lily Lee、Lydie Yang、John K. Snyder

  DOI：10.1016/s0040-4020(00)00003-x

  日期：2000.2

  1,2,4,5-Tetrazines and 1,2,4-triazines tethered to tryptamine via the ethylamine side chain undergo intramolecular inverse electron demand cycloadditions to produce adducts with the [ABazaCE]-ring skeleton of the Aspidosperma alkaloids.

  通过乙胺侧链束缚在色胺上的1,2,4,5-四嗪和1,2,4-三嗪经历分子内逆电子需量环加成反应，生成了具有白色胚芽孢生物碱的[ABazaCE]环骨架的加合物。
• Inverse electron demand Diels-Alder reactions of indole V. Reactions of 3-substituted indoles with heteroaromatic azadienes
  作者：Scott C. Benson、Lily Lee、John K. Snyder

  DOI：10.1016/0040-4039(96)01017-9

  日期：1996.7

  The inverse electron demand Diels-Alder reactions of 3-substituted indoles with 1,2,4-triazines and 1,2,4,5-tetrazines proceeded in excellent yields both inter- and intramolecularly. The cycloaddition of tryptophan with a tethered 1,2,4-triazine produced a diastereomerically pure cycloadduct.

  3-取代的吲哚与1,2,4-三嗪和1,2,4,5-四嗪的电子反需求Diels-Alder反应在分子间和分子内均以优异的产率进行。色氨酸与束缚的1,2,4-三嗪的环加成反应生成非对映体纯的环加合物。
• New small molecule inhibitors of hepatitis C virus
  作者：Wanguo Wei、Cuifang Cai、Smitha Kota、Virginia Takahashi、Feng Ni、A. Donny Strosberg、John K. Snyder

  DOI：10.1016/j.bmcl.2009.10.070

  日期：2009.12

  New small molecule inhibitors of HCV were discovered by screening a small library of indoline alkaloid-type compounds. An automated assay format was employed which allowed identification of dimerization inhibitors of core, the capsid protein of the virus. These compounds were subsequently shown to block production of infectious virus in hepatoma cells. (C) 2009 Elsevier Ltd. All rights reserved.
• Cycloaddition Reactions with Azabenzenes, XVIII. Synthesis of [2]Pyrindines
  作者：Hans Neunhoeffer、Hans Neuhoeffer、Bernd Philipp、Brigit Schildhauer、Ralf Eckrich、Uwe Krichbaum

  DOI：10.3987/com-92-s(t)109

  日期：——

  The reaction of 1,2,4-triazines (1) and 1-cyclopentenylpyrrolidine (2) afforded 6,7-dihydro-5H-[2]-pyrindines (3) in good yields. Oxidation of 3 to the N-oxides (4), reaction of 4 with acetic anhydride to 5-acetoxy-6,7-dihydro-5H-[2]pyrindines (5) and elimination of acetic acid afforded [2]pyrindines (7). 2-Methyl-2H-[2]pyrindines (9) were also prepared.
• [EN] SMALL MOLECULE INHIBITORS OF HEPATITIS C VIRUS<br/>[FR] INHIBITEURS DU VIRUS DE L'HÉPATITE C SE PRÉSENTANT SOUS LA FORME DE PETITES MOLÉCULES
  申请人：UNIV BOSTON

  公开号：WO2011056630A3

  公开（公告）日：2011-09-09