2-(2,3-dihydroxypropyl)amino-3-nitropyrazine | 87885-48-1

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 2-(2,3-dihydroxypropyl)amino-3-nitropyrazine
• 英文别名: 3-[(3-Nitro-2-pyrazinyl)amino]-1,2-propanediol；3-[(3-nitropyrazin-2-yl)amino]propane-1,2-diol
• CAS: 87885-48-1
• 化学式: C₇H₁₀N₄O₄
• 分子量: 214.181
• InChiKey: SARBWROXWNPLST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  124
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-氯-3-硝基吡嗪 生成 2-(2,3-dihydroxypropyl)amino-3-nitropyrazine
  参考文献：
  名称：

  摘要：

  DOI：

文献信息

• Nucleophilic substitution by 3-amino-1,2-propanediol in nitropyrazines and nitroquinoxalines
  作者：George D. Hartman、John E. Schwering

  DOI：10.1002/jhet.5570200419

  日期：1983.7

  Treatment of 2-chloro-3-nitropyrazine and 2-chloro-5-nitropyrazine with 3-amino-1, 2-propanediol affords products derived from displacement of chloride, while similar reaction of methyl 3-nitropyrazinoate and 2-chloro-3-nitroquinoxaline gives clean nitro group replacement. Analogous reaction of methyl 6-chloro-3-nitropyrazinoate affords a mixture containing products derived from competitive displacement

  用3-氨基-1，2-丙二醇处理2-氯-3-硝基吡嗪和2-氯-5-硝基吡嗪，得到的产物是氯化物的取代，而3-硝基吡嗪酸甲酯和2-氯-3-的类似反应硝基喹喔啉可提供干净的硝基取代基。6-氯-3-硝基吡嗪酸甲酯的类似反应提供了一种混合物，该混合物含有竞争性取代氯化物和亚硝酸盐的产物。
• 2,6-disubstituted derivatives of 3-nitropyrazines useful as adjuncts to
  申请人：Merck & Co., Inc.

  公开号：US04709035A1

  公开（公告）日：1987-11-24

  2,6-Disubstituted derivatives of 3-nitropyrazine are disclosed to have activity in increasing the sensitivity of tumor cells to radiation. Also disclosed are methods of preparing such compounds and pharmaceutical compositions including such compounds.

  公开了3-硝基吡嗪的2,6-二取代衍生物具有增加肿瘤细胞对辐射敏感性的活性。还公开了制备这种化合物的方法和包括这种化合物的制药组合物。
• Substituted nitropyrazine compounds, process for their preparation and pharmaceutical compositions containing them
  申请人：Merck & Co., Inc.

  公开号：EP0111151A1

  公开（公告）日：1984-06-20

  2 or 6 substituted and 2, 6-disubstituted derivatives of 3-nitropyrazine and processes for their preparation are disclosed. Said derivatives have an activity in increasing the sensitivity of tumor cells to radiation. Also disclosed are pharmaceutical compositions containing said derivatives as active ingredients.

  本研究公开了 3-硝基吡嗪的 2 或 6 取代和 2，6-二取代衍生物及其制备方法。所述衍生物具有增加肿瘤细胞对辐射敏感性的活性。还公开了含有上述衍生物作为活性成分的药物组合物。
• Synthesis and activity of novel nitropyrazines for use as hypoxic cell radiosensitizers
  作者：George D. Hartman、Richard D. Hartman、John E. Schwering、Nigel R. Jones、Peter Wardman、Margaret E. Watts、Michael Woodcock

  DOI：10.1021/jm00378a018

  日期：1984.12

  A series of eight novel nitropyrazines has been prepared by oxidation of sulfoximine intermediates. The partition coefficient, one-electron reduction potential, sensitizer enhancement ratio, and chronic and acute aerobic cytotoxicity have been measured for each. Two representatives of this series were tested in the Ames test and were not found to be mutagenic.
• HARTMAN, G. D.;SCHWERING, J. E., J. HETEROCYCL. CHEM., 1983, 20, N 4, 947-950
  作者：HARTMAN, G. D.、SCHWERING, J. E.

  DOI：——

  日期：——