N-(1,4-Benzodioxan-2-ylmethyl)-N',N''-bis(tert-butoxycarbonyl)guanidine | 247226-20-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: N-(1,4-Benzodioxan-2-ylmethyl)-N',N''-bis(tert-butoxycarbonyl)guanidine
• 英文别名: DiBoc guanoxan；tert-butyl N-[N'-(2,3-dihydro-1,4-benzodioxin-3-ylmethyl)-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamimidoyl]carbamate
• CAS: 247226-20-6
• 化学式: C₂₀H₂₉N₃O₆
• 分子量: 407.467
• InChiKey: JDUFJVOSKFSPBR-UHFFFAOYSA-N

物化性质

• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  108
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-(1,4-Benzodioxan-2-ylmethyl)-N',N''-bis(tert-butoxycarbonyl)guanidine 在 四氯化锡 作用下， 生成 胍生
  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
• 作为产物：
  描述：

  2-羟基甲基-1,4-苯二恶 在 palladium on activated charcoal 吡啶 、 sodium azide 、 氢气 、 三乙胺 作用下， 生成 N-(1,4-Benzodioxan-2-ylmethyl)-N',N''-bis(tert-butoxycarbonyl)guanidine
  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

• Synthesis of Biologically Important Guanidine-Containing Molecules Using Triflyl-Diurethane Protected Guanidines
  作者：Tracy J. Baker

  DOI：10.1055/s-1999-3653

  日期：1999.8
• 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.