1-<2-(Hexahydro)-1(2H)-azocinylethyl>-2-hydroxyguanidin | 105868-70-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-<2-(Hexahydro)-1(2H)-azocinylethyl>-2-hydroxyguanidin
• 英文别名: 2-[2-(Azocan-1-yl)ethyl]-1-hydroxyguanidine
• CAS: 105868-70-0
• 化学式: C₁₀H₂₂N₄O
• 分子量: 214.311
• InChiKey: JXRAAUAWDGQPSW-UHFFFAOYSA-N

物化性质

• 沸点：
  341.0±44.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  73.9
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  七亚甲基亚胺 在 lithium aluminium tetrahydride 、 羟胺 、 potassium carbonate 、 三乙胺 作用下， 生成 1-<2-(Hexahydro)-1(2H)-azocinylethyl>-2-hydroxyguanidin
  参考文献：
  名称：

  N-Hydroxyl derivatives of guanidine based drugs as enzymatic NO donors

  摘要：

  Recent research suggests that NO may play a role in the physiological effects of some guanidine-containing drugs. In this guanethidine together with their N-hydroxyl derivatives were report, three guanidine-containing drugs (guanadrel, guanoxan, and guanethidine) together with their N-hydroxyl derivatives were synthesized and their NO-releasing abilities catalyzed by nitric oxide synthases (NOSs) and horseradish peroxidase were evaluated. The guanidine containing compounds could not release NO in the presence of NOS or peroxidase. The corresponding N-hydroxyl compounds exhibited Weak NO-releasing ability under the catalyzed of NOS and good NO-releasing ability tinder the oxidation by horseradish peroxidase in the presence of H2O2. These compounds also displayed vasodilatory activity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00456-5

文献信息

• In-vitro-Untersuchungen zur mikrosomalen N-Oxidation einiger Guanidine
  作者：Bernd Clement

  DOI：10.1002/ardp.19863191102

  日期：——

  Guanidine 1 bzw. 5 unter Verwendung von synthetisiertem Vergleichsmaterial auf eine N‐Hydroxylierung durch mikrosomale Enzyme untersucht. Die mögliche Isolierung und der Nachweis (DC/MS) der potentiellen Metaboliten, den 2‐Hydroxyguanidinen 2 bzw. 7, konnten in Vorversuchen sichergestellt werden. Innerhalb der in vitro‐Biotransformationsstudien mit mikrosomalen Fraktionen von Kaninchenleberhomogenaten ließen

  使用合成的参考材料，通过微粒体酶检测了一些胍 1 和 5 的 N-羟基化。在初步测试中可以确保潜在代谢物 2-羟基胍 2 和 7 的可能分离和检测 (DC/MS)。然而，在兔肝匀浆微粒体部分的体外生物转化研究中，没有发现 N-羟基化产物 2 或 7。这些结果将结合其他含氮官能团的生物转化研究进行讨论。
• N-Hydroxyl derivatives of guanidine based drugs as enzymatic NO donors
  作者：Ming Xian、Xiaopeng Li、Xiaoping Tang、Xinchao Chen、Zhongling Zheng、James J Galligan、David L Kreulen、Peng G Wang

  DOI：10.1016/s0960-894x(01)00456-5

  日期：2001.9

  Recent research suggests that NO may play a role in the physiological effects of some guanidine-containing drugs. In this guanethidine together with their N-hydroxyl derivatives were report, three guanidine-containing drugs (guanadrel, guanoxan, and guanethidine) together with their N-hydroxyl derivatives were synthesized and their NO-releasing abilities catalyzed by nitric oxide synthases (NOSs) and horseradish peroxidase were evaluated. The guanidine containing compounds could not release NO in the presence of NOS or peroxidase. The corresponding N-hydroxyl compounds exhibited Weak NO-releasing ability under the catalyzed of NOS and good NO-releasing ability tinder the oxidation by horseradish peroxidase in the presence of H2O2. These compounds also displayed vasodilatory activity. (C) 2001 Elsevier Science Ltd. All rights reserved.