2-aminopyrimidine methoiodide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-aminopyrimidine methoiodide
• 英文别名: 2-amino-1-methylpyrimidin-1-ium iodide；2-amino-1-methyl-pyrimidinium; iodide；2-Amino-1-methyl-pyrimidinium; Jodid；1-Methyl-1H-pyrimidin-2-on-imin-hydrojodid；1-Methylpyrimidin-2-imine;hydroiodide
• 化学式: C₅H₈N₃*I
• 分子量: 237.043
• InChiKey: MJDSVZURMSNDRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.51
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  42.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-aminopyrimidine methoiodide 在 三乙胺 、 三氯化磷 作用下， 以 甲苯 为溶剂， 反应 20.0h， 生成 N-dichlorophosphanyl-1-methylpyrimidin-2-imine
  参考文献：
  名称：

  嘧啶-/噻唑-/噻唑啉-亚基氨基硫代磷酸二氯化物

  摘要：

  通过硫化相应的氨基二氯膦得到九种新的包含嘧啶、噻唑和噻唑啉环的酰氨基二氯硫代磷 (V) 衍生物，这些氨基二氯膦是在三乙胺存在下由相应的 N-烷基-2-氨基环亚胺鎓卤化物与 PCl3 反应生成的。这些嘧啶-/噻唑-/噻唑啉-亚基氨基硫代磷酸二氯化物被分离为稳定的结晶固体，并通过元素分析、核磁共振和质谱进行了很好的表征。© 2003 Wiley Periodicals, Inc. 杂原子化学 14:498–502, 2003; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.10170

  DOI：

  10.1002/hc.10170
• 作为产物：
  描述：

  1,3,5-三嗪-2,4,6-三胺,N,N'''-1,2-乙二基二[N-[3-[[4,6-二[丁基(2,2,6,6-四甲基-4-哌啶基)氨基]-1,3,5-三嗪-2-基]氨基]丙基]-N,N''-二丁基-N,N''-二(2,2,6,6-四甲基-4-哌啶基)- 、 碘甲烷 生成 2-aminopyrimidine methoiodide
  参考文献：
  名称：

  Brown et al., Journal of the Chemical Society, 1955, p. 4035,4036

  摘要：

  DOI：

文献信息

• Synthesis of symmetrical cyanine dyes with two N-ammonioalkyl groups
  作者：Sergey P. Gromov、Marina V. Fomina、Alexander S. Nikiforov、Artem I. Vedernikov、Lyudmila G. Kuz'mina、Judith A.K. Howard

  DOI：10.1016/j.tet.2013.05.015

  日期：2013.7

  Synthesis of new symmetrical mono-, tri-, and pentamethine cyanine dyes with two N-ammonioalkyl substituents was developed. In the last step of the synthesis, conditions for the removal of the phthalimide protecting group in cyanine dyes using hydrazine monohydrate and an ethanol solution of MeNH2 were selected. The obtained dyes with ammonium groups capable of hydrogen bonding are promising as components

  开发了具有两个N-氨烷基取代基的新型对称的单，三和五亚甲基花青染料的合成。在合成的最后一步中，选择了使用一水合肼和MeNH 2的乙醇溶液除去花青染料中邻苯二甲酰亚胺保护基的条件。所获得的具有能够氢键结合的铵基的染料有望用作光敏超分子系统的组分。
• Meso-ionic compounds. Part 12. Synthesis of 1-alkyl-4-oxopyrimido-[1,2-a]-S-triaziniumolates and their 4-thio-derivatives
  作者：Claude V. Greco、Kanti J. Gala

  DOI：10.1039/p19810000331

  日期：——

  Treatment of 2-alkylaminopyrimidines (1) and (2) with ethoxycarbonyl isocyanate gave the acyclic urea derivatives, namely, 3-alkyl-1-ethyoxycarbonyl-3-(2-pyrimidyl)ureas (3) and (4), which cyclized to 1-alkyl-4-oxopyrimido-[1,2-a]-s-triazin-1-ium-2-olates (6) and (7) in refluxing p-xylene. Structural proof was obtained through spectral analyses, and an alternate synthesis in which (1) and (2) were

  用乙氧基羰基异氰酸酯处理2-烷基氨基嘧啶（1）和（2），得到无环脲衍生物，即3-烷基-1-乙氧基羰基-3-（2-嘧啶基）脲（3）和（4），其环化为1-烷基-4- oxopyrimido- [1,2一] -小号在回流的-三嗪-1-鎓-2- olates（6）和（7）p二甲苯。通过光谱分析和另一种合成方法得到结构证明，其中（1）和（2）与苯氧羰基异氰酸酯反应。
• Monomer Synthesis. Methylation of 2-Aminopyrimidine¹
  作者：C. G. Overberger、Irving C. Kogon

  DOI：10.1021/ja01633a040

  日期：1954.2
• Substituted 4-phenyl-2-aminoimidazoles and 4-phenyl-4,5-dihydro-2-aminoimidazoles as voltage-gated sodium channel modulators
  作者：Nace Zidar、Žiga Jakopin、David J. Madge、Fiona Chan、Jan Tytgat、Steve Peigneur、Marija Sollner Dolenc、Tihomir Tomašić、Janez Ilaš、Lucija Peterlin Mašič、Danijel Kikelj

  DOI：10.1016/j.ejmech.2013.12.034

  日期：2014.3

  Voltage-gated sodium channels play an integral part in neurotransmission and their dysfunction is frequently a cause of various neurological disorders. On the basis of the structure of marine alkaloid clathrodin, twenty eight new analogs were designed, synthesized and tested for their ability to block human Na(v)1.3, Na(v)1.4 and Na(v)1.7 channels, as well as for their selectivity against human cardiac isoform Na(v)1.5, using automated patch clamp electrophysiological assay. Several compounds exhibited promising activities on different Na-v channel isoforms in the medium micromolar range and some of the compounds showed also moderate isoform selectivities. The most promising results were obtained for the Na(v)1.3 channel, for which four compounds were found to possess IC50 values lower than 15 mu M. All of the active compounds bind to the open-inactivated states of the channels and therefore act as state-dependent modulators. The obtained results validate the approach of using natural products driven chemistry for drug discovery starting points and represent a good foundation for future design of selective Na-v modulators. (C) 2013 Elsevier Masson SAS. All rights reserved.
• A Divergent Synthesis of Substituted 2-Aminoimidazoles from 2-Aminopyrimidines
  作者：Denis S. Ermolat’ev、Erik V. Van der Eycken

  DOI：10.1021/jo8008758

  日期：2008.9.1

  A new divergent and efficient synthesis of substituted 2-aminoimidazoles 5 and 6 has been developed starting from the readily available 2-aminopyrimidines 1 and alpha-broinocarbonyl compounds 2, Using conventional heating or microwave irradiation. Thus, the cleavage of 1,2,3-substituted imidazo[1,2-a]pyrimidin-1 -iumsalts 4 with hydrazine or secondary amines led to 1,4,5-trisubstituted 2-aminoimidazoles 5, when the hydrazinolysis of 2-hydroxy-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin-4-ium salts 3, followed by a novel Dimroth-type rearrangement, resulted in formation of 2-amino-1H-imidazoles 6. The relevant pathway of transformations was identified by characterization of the intermediates.