2-Methoxy-3-isopropylpyrido<2,3-b>pyrazine | 103518-16-7

• 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-Methoxy-3-isopropylpyrido<2,3-b>pyrazine
• 英文别名: 3-Isopropyl-2-methoxy-pyrido[2,3-b]pyrazine；3-Isopropyl-2-methoxypyrido[2,3-b]pyrazine；2-methoxy-3-propan-2-ylpyrido[2,3-b]pyrazine
• CAS: 103518-16-7
• 化学式: C₁₁H₁₃N₃O
• 分子量: 203.244
• InChiKey: SRMZEDJVEFZIQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  47.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Methoxy-3-isopropylpyrido<2,3-b>pyrazine 在 palladium on activated charcoal 氢气 作用下， 以 溶剂黄146 为溶剂， 反应 20.0h， 以4.3 mg的产率得到2-Methoxy-3-isopropyl-3,4-dihydropyrido<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：

  3-甲基-2-氧代丁酰乙酯 在 sodium methylate 、 三乙胺 、 三氯氧磷 作用下， 反应 4.5h， 生成 2-Methoxy-3-isopropylpyrido<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

• 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：——