2,3-Dimethoxypyrido<2,3-b>pyrazine | 103518-15-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶吡嗪类
• 英文名称: 2,3-Dimethoxypyrido<2,3-b>pyrazine
• 英文别名: 2,3-Dimethoxy-pyrido[2,3-b]pyrazine；2,3-Dimethoxypyrido[2,3-b]pyrazine
• CAS: 103518-15-6
• 化学式: C₉H₉N₃O₂
• 分子量: 191.189
• InChiKey: AOLULOKZOGPFJI-UHFFFAOYSA-N

物化性质

• 沸点：
  272.9±35.0 °C(Predicted)
• 密度：
  1.264±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  57.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,3-Dimethoxypyrido<2,3-b>pyrazine 在 lithium aluminium tetrahydride 、 氧气 作用下， 以 乙醚 为溶剂， 反应 30.0h， 生成 2-methoxypyrido[2,3-b]pyrazine
  参考文献：
  名称：

  Budesinsky, Milos; Trka, Antonin; Stransky, Karel, Collection of Czechoslovak Chemical Communications, 1986, vol. 51, # 4, p. 956 - 963

  摘要：

  DOI：
• 作为产物：
  描述：

  1,4-二氢-吡啶并[2,3-b]吡嗪-2,3-二酮 在 sodium methylate 、 三乙胺 、 三氯氧磷 作用下， 反应 3.5h， 生成 2,3-Dimethoxypyrido<2,3-b>pyrazine
  参考文献：
  名称：

  Chemical defense of giant springtailTetrodontophora bielanensis (Waga) (Insecta: Collembola)

  摘要：

  The giant springtail, Tetrodontophora bielanensis (Waga), is characterized by integumental openings (pseudocells) from which small droplets of a sticky defensive fluid are secreted after molestation. The secretion originates initially from secretory cells below the pseudocellae; subsequent irritations result in release of hemolymph, which was identified by both chemical and microscopical methods as well as by scanning electron microscopy. Bioassays with topically treated ground beetles Nebria brevicollis showed that the pseudocellular quid evokes a total disorientation and cleansing behavior of the beetle. The main constituents were identified as the following pyrido-pyrazines: 2.3-dimethoxpyrido[2.3-b]pyrazine (1), 3-isopropyl-2-methoxy pyrido[2,3-b] pyrazine (2), and 2-methoxy-4H-pyrido[2,3-b]pyrazine-3-one (3). These alkaloids are mainly present in the pseudocellar quids of female and male springtails but are absent in their food or feces. Minor amounts are found in the hemolymph of adults, while larvae contain traces of 2 only. All compounds were synthesized and tested for activity. In natural concentrations, the synthetic alkaloids elicited the same effects from the ground beetles as the pseudocellar fluid.

  DOI：

  10.1007/bf02029954

文献信息

• PYRIDOPYRAZINE DERIVATIVES AND THEIR USE
  申请人：SEIPELT Irene

  公开号：US20070123494A1

  公开（公告）日：2007-05-31

  The present invention provides new pyridopyrazine compounds which are suitable for the treatment or prevention of physiological and/or pathophysiological states mediated and/or modulated by signal transduction pathways and/or enzymes in mammals and in particular in humans.

  本发明提供了新的吡啶吡嗪化合物，适用于治疗或预防哺乳动物，尤其是人类中由信号转导途径和/或酶介导和/或调节的生理和/或病理状态。
• US8937068B2
  申请人：——

  公开号：US8937068B2

  公开（公告）日：2015-01-20
• Chemical defense of giant springtailTetrodontophora bielanensis (Waga) (Insecta: Collembola)
  作者：K. Dettner、A. Scheuerlein、P. Fabian、S. Schulz、W. Francke

  DOI：10.1007/bf02029954

  日期：1996.5

  The giant springtail, Tetrodontophora bielanensis (Waga), is characterized by integumental openings (pseudocells) from which small droplets of a sticky defensive fluid are secreted after molestation. The secretion originates initially from secretory cells below the pseudocellae; subsequent irritations result in release of hemolymph, which was identified by both chemical and microscopical methods as well as by scanning electron microscopy. Bioassays with topically treated ground beetles Nebria brevicollis showed that the pseudocellular quid evokes a total disorientation and cleansing behavior of the beetle. The main constituents were identified as the following pyrido-pyrazines: 2.3-dimethoxpyrido[2.3-b]pyrazine (1), 3-isopropyl-2-methoxy pyrido[2,3-b] pyrazine (2), and 2-methoxy-4H-pyrido[2,3-b]pyrazine-3-one (3). These alkaloids are mainly present in the pseudocellar quids of female and male springtails but are absent in their food or feces. Minor amounts are found in the hemolymph of adults, while larvae contain traces of 2 only. All compounds were synthesized and tested for activity. In natural concentrations, the synthetic alkaloids elicited the same effects from the ground beetles as the pseudocellar fluid.
• Budesinsky, Milos; Trka, Antonin; Stransky, Karel, Collection of Czechoslovak Chemical Communications, 1986, vol. 51, # 4, p. 956 - 963
  作者：Budesinsky, Milos、Trka, Antonin、Stransky, Karel、Streibl, Milan

  DOI：——

  日期：——