1-cyano-1-nitrosocyclohexane | 16603-34-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-cyano-1-nitrosocyclohexane
• 英文别名: 1-nitroso-cyclohexanecarbonitrile；1-Nitroso-cyclohexancarbonitril；1-Nitrosocyclohexane-1-carbonitrile
• CAS: 16603-34-2
• 化学式: C₇H₁₀N₂O
• 分子量: 138.169
• InChiKey: POQQGMJYGWOYPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  53.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-cyano-1-nitrosocyclohexane 在 硝酸 作用下， 生成 1-硝基环己烷-1-腈
  参考文献：
  名称：

  Gregor, Collection of Czechoslovak Chemical Communications, 1958, vol. 23, p. 1782,1785

  摘要：

  DOI：
• 作为产物：
  描述：

  环己酮肟 在 溴 作用下， 以 乙醚 、 水 、 溶剂黄146 为溶剂， 生成 1-cyano-1-nitrosocyclohexane
  参考文献：
  名称：

  Pritzkow,W.; Roesler,W., Justus Liebigs Annalen der Chemie, 1967, vol. 703, p. 66 - 76

  摘要：

  DOI：

文献信息

• Electrophilic amination of 2-azadienes
  作者：V. Gouverneur、L. Ghosez

  DOI：10.1016/0040-4020(96)00268-2

  日期：1996.5

  2-Azadienes 1 bearing a trialkylsilyloxy group on position 3 can be regarded as carboxylic acid synthons. Their cycloadditions with several classes of nitroso compounds have been studied in details as well as the transformation of the adducts into α-amino acids. This study showed that arylnitroso compounds such as nitrosobenzene reacted with 2-azadienes to give adducts that are potential precursors

  可以将在位置3上带有三烷基甲硅烷基氧基的2-氮杂二烯1视为羧酸合成子。已经详细研究了它们与几种亚硝基化合物的环加成以及加合物向α-氨基酸的转化。这项研究表明，芳基亚硝基化合物（例如亚硝基苯）与2-氮二烯反应生成加合物，这些加合物是α-N-芳基氨基酸的潜在前体。我们概述了对使用α-氯亚硝基化合物的重要限制。它们与2-氮杂二烯等高度官能化的二烯不相容。另一方面，α-氰基亚硝基和酰基亚硝基化合物与氮杂二烯反应生成加合物，其易于转化为α-氨基酸衍生物。
• <i>C</i>-Nitroso Donors of Nitric Oxide
  作者：Harinath Chakrapani、Michael D. Bartberger、Eric J. Toone

  DOI：10.1021/jo802517t

  日期：2009.2.20

  progenitors in common use. Here, we report that appropriately substituted C-nitroso compounds act solely as donors of neutral nitric oxide through a first-order homolytic C−N bond scission to release up to 88% nitric oxide in DMSO at 25 °C. The reaction produces a carbon radical, and the yield of nitric oxide is dependent on the availability of radical traps. C-Nitroso compounds are sources of biologically

  一氧化氮（NO）的生物活性的完整理解因其各种物种的不同反应谱以及通常使用的NO祖细胞通常复杂的分解行为而变得复杂。在这里，我们报道适当取代的C-亚硝基化合物仅通过一级均相C-N键断裂而充当中性一氧化氮的供体，从而在25°C的DMSO中释放高达88％的一氧化氮。该反应产生碳自由基，一氧化氮的产率取决于自由基陷阱的可用性。C-亚硝基化合物是具有生物活性的中性NO的来源，在兔主动脉环测定中显示出强大的NO生物活性。
• Azodioxides Activated by Electron Acceptors in Geminal or Vicinal Position
  作者：Klaus Rehse、Martin Herpel

  DOI：10.1002/(sici)1521-4184(199803)331:3<104::aid-ardp104>3.0.co;2-r

  日期：1998.3

  Twenty-two nitroso compounds with cyano, acyloxy, or carbonyl groups in geminal position were prepared, eight of them for the first time. In the solid state these compounds dimerize to colorless azodioxides. Exceptions are the 4-nitrobenzoyloxynitroso compounds 7b, f, and g which form bright blue crystals. In vitro (Born test, collagen) considerable antiplatelet activity was observed in each class of compounds. Azodioxides with cyano groups in geminal position (3a, b) were most active (IC50 approximate to 10 mu M) suggesting the importance of strong electron withdrawing groups in geminal position to the azodioxide partial structure. When administered orally to rats (60 mg/kg) all compounds inhibited the thrombus formation in mesenteric arterioles and venules. The acetyloxy derivatives 5d and 5e were most active (18-21% inhibition in arterioles and 11-15% inhibition in venules). In aqueous media at 37 degrees C the cyanonitroso compound 3b and the benzoyloxynitroso compound 7a decomposed to nitric oxide and its reduced form nitrosohydrogen. This suggests that the above pharmacological effects are mediated by a NO dependent mechanism.
• Gowenlock,B.G. et al., Justus Liebigs Annalen der Chemie, 1975, p. 1903 - 1913
  作者：Gowenlock,B.G. et al.

  DOI：——

  日期：——
• Wichterle; Gregor, Collection of Czechoslovak Chemical Communications, 1959, vol. 24, p. 1158,1163
  作者：Wichterle、Gregor

  DOI：——

  日期：——