2-氨基-5-碘-6-甲基-4-羟基嘧啶 | 22294-57-1

• 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-氨基-5-碘-6-甲基-4-羟基嘧啶
• 英文名称: 2-amino-5-iodo-6-methyl-pyrimidin-4(3H)-one
• 英文别名: 2-amino-5-iodo-6-methyl-3H-pyrimidin-4-one；2-amino-5-iodo-6-methylpyrimidin-4(3H)-one；2-Amino-5-iodo-6-methyl-4-pyrimidinol；2-amino-5-iodo-4-methyl-1H-pyrimidin-6-one
• CAS: 22294-57-1
• 化学式: C₅H₆IN₃O
• 分子量: 251.027
• InChiKey: LIZYQAUQOBJSBC-UHFFFAOYSA-N

物化性质

• 熔点：
  219-220°
• 沸点：
  298.8±43.0 °C(Predicted)
• 密度：
  2.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  67.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  2-氨基-5-碘-6-甲基-4-羟基嘧啶 在 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 2-acetylamino-6-methyl-4-phenylaminopyrimidine hydrochloride
  参考文献：
  名称：

  Synthesis and biological activity of the 2-amino-4-(4-iodophenyl)amino-6-methylpyrimidine isosteric analogs

  摘要：

  Transformation of the structure of 6-methylisocytosine results in the isosteric analogs of 2-amino-4-(4-iodophenyl)amino-6-methylpyrimidine exhibiting tuberculocidal properties. The level of biological activity of the synthesized compounds depends on the site of location of the halogen atom.

  DOI：

  10.1134/s1070363213030213
• 作为产物：
  描述：

  2-氨基-4-羟基-6-甲基嘧啶 在 N-碘代丁二酰亚胺 作用下， 以 水 、 溶剂黄146 为溶剂， 生成 2-氨基-5-碘-6-甲基-4-羟基嘧啶
  参考文献：
  名称：

  Interferon induction

  摘要：

  一种诱导体内干扰素形成的方法和治疗组合物。向宿主施用公式的干扰素诱导剂：## SPC1 ## 其中X是从溴和碘组成的组中选择的成员，当X是溴时，Y是从甲基和乙基组成的组中选择的成员；或者Y是从甲基、乙基、正丙基、苄基和氯组成的组中选择的成员，当X是碘时。

  公开号：

  US03932617A1

文献信息

• Selective Rearrangements of Quadruply Hydrogen-Bonded Dimer Driven by Donor–Acceptor Interaction
  作者：Xiao-Zhong Wang、Xiao-Qiang Li、Xue-Bin Shao、Xin Zhao、Peng Deng、Xi-Kui Jiang、Zhan-Ting Li、Ying-Qi Chen

  DOI：10.1002/chem.200204513

  日期：2003.6.16

  rown-10 moiety is connected to the hydrogen-bonding moiety, and two acceptor-assembling monomers, 2 and 3, in which the electron-deficient pyromellitic diimide or naphthalene diimide group is incorporated, respectively, are synthesized and characterized. 1H NMR and 2D-NOESY studies show that all these compounds exist as stable homodimers in chloroform. Mixing 1 equiv of 1 with 1 equiv of 2 in chloroform

  通过引入额外的供体-受体相互作用，已开发出一种通用方法来控制梅耶尔的AADD四重氢键均二聚体的选择性重排。因此，在其中一种供体组装单体1中，其中富电子的双（对亚苯基）-34-crown-10部分与氢键合部分连接，而在两种供体组装单体2和3中，合成并表征了分别结合有电子缺陷的均苯四甲酸二酰亚胺或萘二酰亚胺基团。1H NMR和2D-NOESY研究表明，所有这些化合物均以稳定的均二聚体形式存在于氯仿中。在氯仿中混合1当量1和1当量2导致形成异二聚体1.2，产率约为60％，由于1的双（对亚苯基）-34-crown-10部分与2的均苯四甲二酰亚胺基团之间发生了静电相互作用，因此通过混合1当量的1可以实现选择性形成异二聚体1.3（> 97％）在氯仿中具有3当量的1当量，这导致1的双（对亚苯基）-[34] crown-10部分与3的萘二酰亚胺基团之间的静电相互作用增强。异二聚体1.2和1.3的结构具有通过1
• 5-Substituted 2-amino-6-phenyl-4(3H)-pyrimidinones. Antiviral- and interferon-inducing agents
  作者：Wendell Wierenga、Harvey I. Skulnick、Dale A. Stringfellow、Sheldon D. Weed、Harold E. Renis、Emerson E. Eidson

  DOI：10.1021/jm00177a004

  日期：1980.3
• Self-assembly of a new series of quadruply hydrogen bonded heterotrimers driven by the donor–acceptor interaction
  作者：Xiao-Qiang Li、Mu-Xin Jia、Xiao-Zhong Wang、Xi-Kui Jiang、Zhan-Ting Li、Guang-Ju Chen、Yi-Hua Yu

  DOI：10.1016/j.tet.2005.07.075

  日期：2005.10

  This paper describes the self-assembly of a new series of heterotrimers in chloroform-d by utilizing the cooperative interaction of hydrogen bonding and donor-acceptor interaction. Compounds 1 and 11, in which an 2-ureido-4[1H]-pyrimidinone unit is connected to 34-crown-10 or 36-crown-10, were used as donor monomer, and 2 and 19, in which an 2-ureido-4[1H]-pyrimidinone unit is connected to NDI, were used as acceptor monomer, while linear compound 4, which contains two diamido-1,8-naphthyridines, was used as template. A large tri-p-(t-butyl)phenylmethoxyl group was introduced to 19 in order to compare its assembling behavior with that of 2. Mixing 4 with dimer 1 (.) 2 caused 1 (.) 2 to fully decompose and to afford 55% of 'in-in'-oriented heterotrimer 1 (.) 4 (.) 2. Adding 4 to the solution of 2 (.) 11 or 11 (.) 19 in chloroform-d also led to full dissociation of the dimers. However, in these systems the 'in-in'-arranged heterotrimer 2 (.) 4 (.) 11 or 11 (.) 4 (.) 19 could be produced exclusively. (c) 2005 Elsevier Ltd. All rights reserved.
• H-Bonded Supramolecular Polymer for the Selective Dispersion and Subsequent Release of Large-Diameter Semiconducting Single-Walled Carbon Nanotubes
  作者：Igor Pochorovski、Huiliang Wang、Jeremy I. Feldblyum、Xiaodong Zhang、Alexander L. Antaris、Zhenan Bao

  DOI：10.1021/jacs.5b01704

  日期：2015.4.8

  Semiconducting, single-walled carbon nanotubes (SWNTs) are promising candidates for applications in thin-film transistors, solar cells, and biological imaging. To harness their full potential, however, it is necessary to separate the semiconducting from the metallic SWNTs present in the as-synthesized SWNT mixture. While various polymers are able to selectively disperse semiconducting SWNTs, the subsequent removal of the polymer is challenging. However, many applications require semiconducting SWNTs in their pure form. Toward this goal, we have designed a 2-ureido-6[1H]-pyrimidinone (UPy)-based H-bonded supramolecular polymer that can selectively disperse semiconducting SWNTs. The dispersion purity is inversely related to the dispersion yield. In contrast to conventional polymers, the polymer described herein was shown to disassemble into monomeric units upon addition of an H-bond-disrupting agent, enabling isolation of dispersant-free, semiconducting SWNTs.