2-嘧啶亚胺代甲酰肼 | 1005-03-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 2-嘧啶亚胺代甲酰肼
• 英文名称: pyrimidine-2-carbamidrazone
• 英文别名: pyrimidine-2-carboxyamidorazone；pyrimidine-2-carboxamidrazone；Pyrimidine-2-carboximidhydrazide；N'-aminopyrimidine-2-carboximidamide
• CAS: 1005-03-4
• 化学式: C₅H₇N₅
• 分子量: 137.144
• InChiKey: HXNCJZYYCKSCAK-UHFFFAOYSA-N

物化性质

• 熔点：
  109-110 °C
• 沸点：
  305.8±25.0 °C(Predicted)
• 密度：
  1.48±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  90.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-嘧啶亚胺代甲酰肼 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙醇 为溶剂， 反应 50.0h， 生成 (5-amino-3-(pyrimidin-2-yl)-1,2,4-triazin-6-yl)(2-(6-chlorobenzo[d]isoxazol-3-yl)pyrrolidin-1-yl)methanone
  参考文献：
  名称：

  Design and synthesis of (5-amino-1, 2, 4-triazin-6-yl)(2-(benzo[d] isoxazol-3-yl) pyrrolidin-1-yl)methanone derivatives as sodium channel blocker and anticonvulsant agents

  摘要：

  A series of novel (5-amino-3-substituted-1, 2, 4-triazin-6-yl) (2-(6-halo-substituted benzo[d]isoxazol-3-yl) pyrrolidin-1-yl) methanone 5a-5r was synthesized. Their anticonvulsant activities were evaluated by the maximal electroshock (MES) test and neurotoxicity was evaluated by the rotorod test. The MES test showed that (5-amino-3-phenyl-1, 2, 4-triazin-6-yl)(2-(6-fluorobenzo[d]isoxazol-3-yl) pyrrolidin-1-yl) methanone 5c was found to be the most potent compound with ED50 value of 6.20 mg/kg (oral/rat) and a protective index (PI = ED50/TD50) value of >48.38, which was much higher than the PI of the reference drug phenytoin. To explain the possible mechanism of action of selected derivatives 5 b, 5 c, 5 i and 5 o, their influence on sodium channel was evaluated in vitro.

  DOI：

  10.3109/14756366.2013.815177
• 作为产物：
  描述：

  2-氰基嘧啶 在 hydrazine hydrate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以100%的产率得到2-嘧啶亚胺代甲酰肼
  参考文献：
  名称：

  一锅法通过芳烃介导的3-（嘧啶-2-基）-1转化10-（1 H -1,2,3-三唑-1-基）嘧啶[1,2- a ]吲哚，2,4-三嗪

  摘要：

  已开发出一种有效的合成方法，用于合成10-（1 H -1,2,3-三唑-1-基）嘧啶并[1,2- a ]吲哚，包括氟化衍生物。容易获得的3-（嘧啶-2-基）-1,2,4-三嗪的1,2,4-三嗪环的转化是通过与原位生成的芳烃中间体反应进行的。已经开发了用于合成起始5，6-二芳基-和6-芳基-3-（嘧啶-2-基）-1，2，4-三嗪的改进方法。研究了芳烃中间体的性质对反应路径的影响。通过单晶X射线晶体学确认所获得的嘧啶并[1,2- a ]吲哚的结构。

  DOI：

  10.1016/j.tetlet.2016.07.052

文献信息

• Organic Compound, Benzoxazole Derivative, and Light-Emitting Element, Light-Emitting Device, and Electronic Device Using Benzoxazole Derivative
  申请人：Kadoma Hiroshi

  公开号：US20120178933A1

  公开（公告）日：2012-07-12

  Novel benzoxazole derivatives are provided to reduce driving voltage of light-emitting elements, and to reduce power consumption of light-emitting elements, light-emitting devices, and electronic devices. A benzoxazole derivative represented by the general formula (G1) is provided. Since the benzoxazole derivative represented by the general formula (G1) has an electron-injecting property, the benzoxazole derivative can be suitably used for light-emitting elements, light-emitting devices, and electronic devices.

  提供了新型苯并噁唑衍生物，以降低发光元件的驱动电压，并降低发光元件、发光装置和电子设备的功耗。提供了一种由通用式（G1）表示的苯并噁唑衍生物。由于通用式（G1）表示的苯并噁唑衍生物具有注入电子的特性，因此该苯并噁唑衍生物可适用于发光元件、发光装置和电子设备。
• Synthesis of symmetrical di(pyrimidin-2-yl)-1,2,4-triazoles and di(pyrimidin-2-yl)-1,2,4,5-tetrazines
  作者：V. P. Krivopalov、M. B. Bushuev、Yu. V. Gatilov、O. P. Shkurko

  DOI：10.1007/s11172-010-0317-7

  日期：2010.9

  The reactions of pyrimidine-2-carbonitrile and 4,6-dimethylpyrimidine-2-carbonitrile with hydrazine hydrate were investigated. Intermediates in the route of successive transformations of pyrimidine-2-carbonitrile (pyrimidine-2-carbamidrazone and 1,2-bis[amino(pyrimidin-2-yl)methylidene]hydrazine) into trinuclear heterocyclic compounds, viz., symmetrical di(pyrimidin-2-yl)-1,4-dihydro-1,2,4,5-tetrazines and di(pyrimidin-2-yl)-4H-1,2,4-triazol-4-amines (potential polydentate ligands), were isolated. The oxidative dehydrogenation of di(pyrimidin-2-yl)-1,4-dihydro-1,2,4,5-tetrazines afforded the corresponding 3,6-di(pyrimidin-2-yl)-1,2,4,5-tetrazines.

  研究了嘧啶-2-甲腈和4,6-二甲基嘧啶-2-甲腈与水合肼的反应。嘧啶-2-甲腈（嘧啶-2-卡腙和1,2-双[氨基（嘧啶-2-基）亚甲基]肼）连续转化为三核杂环化合物，即对称二（嘧啶）过程中的中间体-2-基)-1,4-二氢-1,2,4,5-四嗪和二(嘧啶-2-基)-4H-1,2,4-三唑-4-胺（潜在的多齿配体），被孤立了。二(嘧啶-2-基)-1,4-二氢-1,2,4,5-四嗪的氧化脱氢得到相应的3,6-二(嘧啶-2-基)-1,2,4， 5-四嗪。
• Heterocyclic compounds for treating hepatitis C virus
  申请人：Vourloumis Dionisios

  公开号：US20050075375A1

  公开（公告）日：2005-04-07

  The invention is directed to heterocyclic compounds and pharmaceutical compositions of the same for treating Hepatitis C virus.

  这项发明涉及杂环化合物和其制备的药物组合物，用于治疗丙型肝炎病毒。
• 10.1002/smll.202405701
  作者：Vijayakumar, Samyyappan、Mohanachandran, Anjana P.、Rakhi, Raghavan B.、Shankar, Sreejith、Pillai, Renjith S.、Ajayaghosh, Ayyappanpillai

  DOI：10.1002/smll.202405701

  日期：——

  Aza-fused aromatic π–conjugated networks are an important class of 2D graphitic analogs, which are generally constructed using aromatic precursors. Herein, the study describes a new synthetic approach and electrochemical properties of a self-exfoliating benzotristriazine 2D network (BTTN) constructed using aliphatic precursors, under relatively mild conditions. The obtained BTTN exhibits a nanodisc-like

  氮杂熔融芳烃 π 共轭网络是一类重要的 2D 石墨类似物，通常使用芳香族前驱体构建。在此，该研究描述了在相对温和的条件下使用脂肪族前体构建的自剥离苯并三嗪 2D 网络 （BTTN） 的新合成方法和电化学特性。获得的 BTTN 表现出纳米盘状形态，其自剥离趋势归因于存在结构不同的大环，层间具有高电子排斥力。BTTN 的苯并三嗪重复单元具有电活性，与传统的石墨 aza 熔融 π 共轭网络相比，具有更高的碳/氮比。在三电极和双电极测量中，自剥离的 BTTN 纳米圆盘在 1 A g-1 下分别显示出 485 和 333 F g-1 的出色电化学能量存储。对称纽扣电池结构中的 BTTN 在 1 kW kg-1 的功率密度下表现出 46 Wh kg-1 的高比能量值，并且在 5 A g-1 的较高电流密度下，在 10 000 次充电-放电循环中表现出 96% 的出色循环稳定性，在 30 000 次充放电循环中表现出
• Design and synthesis of (5-amino-1, 2, 4-triazin-6-yl)(2-(benzo[<i>d</i>] isoxazol-3-yl) pyrrolidin-1-yl)methanone derivatives as sodium channel blocker and anticonvulsant agents
  作者：Sachin Malik、Suroor A. Khan

  DOI：10.3109/14756366.2013.815177

  日期：2014.8.1

  A series of novel (5-amino-3-substituted-1, 2, 4-triazin-6-yl) (2-(6-halo-substituted benzo[d]isoxazol-3-yl) pyrrolidin-1-yl) methanone 5a-5r was synthesized. Their anticonvulsant activities were evaluated by the maximal electroshock (MES) test and neurotoxicity was evaluated by the rotorod test. The MES test showed that (5-amino-3-phenyl-1, 2, 4-triazin-6-yl)(2-(6-fluorobenzo[d]isoxazol-3-yl) pyrrolidin-1-yl) methanone 5c was found to be the most potent compound with ED50 value of 6.20 mg/kg (oral/rat) and a protective index (PI = ED50/TD50) value of >48.38, which was much higher than the PI of the reference drug phenytoin. To explain the possible mechanism of action of selected derivatives 5 b, 5 c, 5 i and 5 o, their influence on sodium channel was evaluated in vitro.