2-<(6-amino-3-chloro-5-nitropyrazinyl)amino>ethanol | 86845-62-7

• 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-<(6-amino-3-chloro-5-nitropyrazinyl)amino>ethanol
• 英文别名: 2[(6-Amino-3-chloro-5-nitropyrazin-2-yl)amino]ethanol；Ethanol, 2-((6-amino-3-chloro-5-nitropyrazinyl)amino)-；2-[(6-amino-3-chloro-5-nitropyrazin-2-yl)amino]ethanol
• CAS: 86845-62-7
• 化学式: C₆H₈ClN₅O₃
• 分子量: 233.614
• InChiKey: KWDLVOGNRSOYSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  130
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5,6-dichloro-3-nitropyrazinamine 、 C.I.酸性橙108 在 三乙胺 作用下， 以 异丙醇 为溶剂， 生成 2-<(6-amino-3-chloro-5-nitropyrazinyl)amino>ethanol
  参考文献：
  名称：

  Amino derivatives of chloro nitro amino pyrazines useful as adjuncts to

  摘要：

  通过将3-氨基-5,6-二氯吡嗪羧酸转化为5,6-二氯-3-硝基吡嗪胺，并用胺处理该化合物以产生相应的2-取代氨基化合物，制备了6-氨基-3-氯-5-硝基吡嗪-2-基的2-取代氨基衍生物。

  公开号：

  US04418062A1

文献信息

• Amino and amido derivatives of chloro nitro amino and alkylamino pyrazines useful as adjuncts to radiation therapy
  申请人：Merck & Co., Inc.

  公开号：EP0096125A1

  公开（公告）日：1983-12-21

  2-Substituted amino derivatives of 6-amino-3-chloro-5-nitropyrazin-2-yl are prepared by converting 3-amino-5,6-dichloropyrazinecarboxylic acid to 5,6-dichloro-3-nitropyrazinamine and treating said compound with an amine to produce the corresponding 2-substituted amino compound. 2,6-Di(alkylamino) derivatives of chloronitropyrazines are prepared from dichloronitropyrazinamine by diazotization of the amine followed by halogen exchange to produce an intermediate dichloro-halo nitropyrazine followed by reaction with one or two motes of an alkyl amine to effect replacement of one or two of the pyrazine halogens. N-acyl derivatives of 6-lalkylamino)-5-chloro-3-nitro- pyrazinamines are prepared by treatment of 5,6-dichloro-3-nitropyrazinamine with an acylating agent to produce the corresponding acylated pyrazinamine followed by treatment of said acylate dpyrazinamine with a lower alkylamine to replace one of the chloro substituents and produce a 2-acylamino-6-(alkylamino)-5-chloro-3-nitro pyrazinamine.

  通过将 3-氨基-5,6-二氯吡嗪羧酸转化为 5,6-二氯-3-硝基吡嗪胺，并用胺处理上述化合物以生成相应的 2-取代氨基化合物，制备 6-氨基-3-氯-5-硝基吡嗪-2-基的 2-取代氨基衍生物。 2,6-二(烷基氨基)氯代硝基吡嗪衍生物是由二氯硝基吡嗪胺制备的，方法是将胺重氮化，然后进行卤素交换，生成中间体二氯卤代硝基吡嗪，再与一或两个烷基胺反应，以实现吡嗪卤素的一或两个置换。 6-烷基氨基）-5-氯-3-硝基吡嗪胺的 N-酰基衍生物的制备方法是用酰化剂处理 5,6-二氯-3-硝基吡嗪胺，生成相应的酰化吡嗪胺，然后用低级烷基胺处理所述酰化吡嗪胺，以取代其中一个氯取代基，生成 2-酰氨基-6-（烷基氨基）-5-氯-3-硝基吡嗪胺。
• Hartman, George D.; Hartman, Richard D., Journal of Heterocyclic Chemistry, 1983, vol. 20, p. 1089 - 1092
  作者：Hartman, George D.、Hartman, Richard D.

  DOI：——

  日期：——
• 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.;HARTMAN, R. D., J. HETEROCYCL. CHEM., 1983, 20, N 4, 1089-1091
  作者：HARTMAN, G. D.、HARTMAN, R. D.

  DOI：——

  日期：——
• HARTMAN, G. D.
  作者：HARTMAN, G. D.

  DOI：——

  日期：——