2-(3-butylureido)-6-methyl-4-pyrimidinone | 59415-44-0

• 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-(3-butylureido)-6-methyl-4-pyrimidinone
• 英文别名: N-[(butylamino)carbonyl]-6-methylisocytosine；n-butyl-1-ureido-4[1H]pyrimidinone；1-(n-Butyl)-3-(6-methyl-4-oxo-1,4-dihydropyrimidin-2-yl)-urea；1-butyl-3-(4-methyl-6-oxo-1H-pyrimidin-2-yl)urea
• CAS: 59415-44-0
• 化学式: C₁₀H₁₆N₄O₂
• 分子量: 224.263
• InChiKey: FEERTKQZMHJACG-UHFFFAOYSA-N

物化性质

• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  82.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(3-butylureido)-6-methyl-4-pyrimidinone 、 dodecanoic acid (7-dodecanoylamino-1,8-naphthyridin-2-yl)amide 以 甲苯 为溶剂， 生成 C₃₂H₅₂N₄O₂*C₁₀H₁₆N₄O₂
  参考文献：
  名称：

  UPy功能化碳纳米管的超分子宏观结构

  摘要：

  碳纳米管（CNT）由于其纳米级尺寸以及独特的物理和化学特性，被认为是制造柔性显示器的极佳材料。通过使用2‐ureido‐4 [1 H ]嘧啶酮（UPy）的识别特性，展示了一种通用且简单的方法，用于通过结合两种功能化方法制备的UPy‐CNT /聚合物复合材料构建宏观结构： 1）多壁CNT表面上UPy垂饰（共价连接UPy-多壁碳纳米管）和2）定向自组装的UPy-多壁碳纳米管的聚合物轴承UPy吊坠（内双- UPy 1和双- UPy 2）通过四重互补DDAA–AADD氢键识别（D =供体，A =受体）。

  DOI：

  10.1002/chem.201502022
• 作为产物：
  描述：

  2-氨基-4-羟基-6-甲基嘧啶 以 四氢呋喃 、 氯仿 为溶剂， 反应 24.0h， 生成 2-(3-butylureido)-6-methyl-4-pyrimidinone
  参考文献：
  名称：

  Generation-Independent Dimerization Behavior of Quadruple Hydrogen-Bond-Containing Oligoether Dendrons

  摘要：

  A new series of self-assembling G1-G3 dendronized dimers bearing oligoether dendrons and a dimeric 2-ureido-4-pyrimidinone (UPy) quadruple hydrogen-bonding core were prepared and characterized. It was found that the nonpolar microenvironment created by the dendrons preserved the UPy unit in its DDAA tautomeric form. As a result, the stabilities of the dimers were exceptionally strong for all three generations (K-dim(.) > 2 x 10(7) M-1 in CDCl3 at 25 degrees C). Furthermore, the steric size of the dendrons did not exhibit a significant effect on their dimerization behavior.

  DOI：

  10.1021/ol0603716
• 作为试剂：
  描述：

  2,3,3-trimethyl-1-(3-sulfonatepropyl)-3H-indolium 在 2-(3-butylureido)-6-methyl-4-pyrimidinone 作用下， 以 氘代氯仿 为溶剂， 反应 1.0h， 生成 (R/S)-3-(3',3'-dimethylspiro[chromene-2,2'-indolin]-1'-yl)propane-1-sulfonate
  参考文献：
  名称：

  全超分子手性氢键分子镊

  摘要：

  分子镊子是开放式、具有空腔的 U 形分子结构，在超分子化学的各种应用中具有很高的潜力。然而，它们的共价合成通常是乏味的，并且获得的结构缺乏结构响应性，超出了支架有限的构象灵活性。在此，我们对一种新型超分子结构（一种完全非共价分子镊子）的设计、合成、组装和转化进行了概念验证研究。超分子镊子由一组四个构件组装而成，由两个相同的分子角条和两个扁平的芳香延伸翼组成，仅使用氢键。手性辅助聚集过程用于使用对映体纯双环角棒确保支架弯曲方向性。为了解决与平衡从循环聚集体中自互补角条的强合作自恋自分类向分子镊子中的综合自分类转变相关的挑战，应用了合理的去对称化策略。动态超分子镊子已显示出丰富的超分子化学，允许聚合拓扑结构的刺激响应变化和溶剂响应超分子聚合。

  DOI：

  10.1021/jacs.2c01455

文献信息

• Generation-Independent Dimerization Behavior of Quadruple Hydrogen-Bond-Containing Oligoether Dendrons
  作者：Chun-Ho Wong、Hak-Fun Chow、Sin-Kam Hui、Kong-Hung Sze

  DOI：10.1021/ol0603716

  日期：2006.4.1

  A new series of self-assembling G1-G3 dendronized dimers bearing oligoether dendrons and a dimeric 2-ureido-4-pyrimidinone (UPy) quadruple hydrogen-bonding core were prepared and characterized. It was found that the nonpolar microenvironment created by the dendrons preserved the UPy unit in its DDAA tautomeric form. As a result, the stabilities of the dimers were exceptionally strong for all three generations (K-dim(.) > 2 x 10(7) M-1 in CDCl3 at 25 degrees C). Furthermore, the steric size of the dendrons did not exhibit a significant effect on their dimerization behavior.
• Strong Dimerization of Ureidopyrimidones via Quadruple Hydrogen Bonding
  作者：Felix H. Beijer、Rint P. Sijbesma、Huub Kooijman、Anthony L. Spek、E. W. Meijer

  DOI：10.1021/ja974112a

  日期：1998.6.13

  6-Methyl-2-butylureidopyrimidone dimerizes via four hydrogen bonds in the solid state as well as in CHCl3 solution via a donor-donor-acceptor-acceptor (DDAA) array of hydrogen bonding sites in the 4[1H]-pyrimidinone tautomer. An intramolecular hydrogen bond from the pyrimidine NH group to the urea oxygen atom preorganizes the molecules for dimerization. The dimerization constant of the dimer in CHCl3 exceeds 10(6) M-1. In CHCl3 containing DMSO, the dimer is in equilibrium with the monomeric 6[1H]-pyrimidinone tautomer. In 6-phenyl-2-butylureidopyrimidone, the 4[1H]-pyrimidinone tautomer coexists with the pyrimidin-4-ol form, which dimerizes with similar high dimerization constants via four hydrogen bonds in a DADA array. The latter tautomer predominates in derivatives with electronegative 6-substituents, like 6-nitrophenyl- and 6-trifluoromethyl-2-butylureidopyrimidone. Due to its simple preparation and high dimerization constant, the ureidopyrimidone functionality is a useful building block far supramolecular chemistry.
• Ink composition containing a particular type of dye, and corresponding ink jet printing process.
  申请人：Agfa Graphics N.V.

  公开号：EP1717283B1

  公开（公告）日：2008-07-16
• COMPOSITION COSMÉTIQUE, PROCÉDÉ DE TRAITEMENT COSMÉTIQUE, KIT ET COMPOSÉ
  申请人：L'Oréal

  公开号：EP2521530B1

  公开（公告）日：2019-06-26
• MOLECULES CARRYING ASSOCIATIVE GROUPS AND USE THEREOF AS PLASTICISERS
  申请人：Dufaure Nicolas

  公开号：US20130210972A1

  公开（公告）日：2013-08-15

  The invention relates to the field of plasticisers, compounds used as additives in polymers for facilitating the transformation thereof or modifying the mechanical properties thereof, especially rigidity.