cis-N-dimethylglycoluril | 3720-98-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: cis-N-dimethylglycoluril
• 英文别名: 1,6-dimethylglycoluril；1,6-dimethyl-tetrahydro-imidazo[4,5-d]imidazole-2,5-dione；1,6-dimethyl-(3ar,6ac)-tetrahydro-imidazo[4,5-d]imidazole-2,5-dione；1,6-Dimethyl-(3ar,6ac)-tetrahydro-imidazo[4,5-d]imidazol-2,5-dion；1,6-Dimethyl-tetrahydro-(1H,3H)imidazo<4,5-d>imidazol-2,5-dion
• CAS: 3720-98-7
• 化学式: C₆H₁₀N₄O₂
• 分子量: 170.171
• InChiKey: HLUPMHLFSSGNIU-ZXZARUISSA-N

物化性质

• 熔点：
  268-270 °C(Solv: 1,4-dioxane (123-91-1))
• 沸点：
  587.1±50.0 °C(Predicted)
• 密度：
  1.307±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.05
• 重原子数：
  12.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  64.68
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  cis-N-dimethylglycoluril 在 盐酸 、 氘代盐酸 作用下， 以 水 为溶剂， 反应 24.0h， 生成 (2as,2a1s,5a1s,7as)-2,3,7,8-tetramethyltetrahydro-5H,10H-2,3,4a,5a,7,8,9a,10a-octaazacycloocta[1,2,3-cd:5,6,7-c'd']dipentalene-1,4,6,9(2H,2a1H,5a1H,7H)-tetraone
  参考文献：
  名称：

  与葫芦素形成有关的酸性条件下的甘脲二聚体异构化

  摘要：

  分离了水溶性亚甲基桥连的甘脲二聚体2S。结果表明，2S是甘脲衍生物1与多聚甲醛之间反应的唯一动力学产物。随后将化合物2S分子间转化为其非对映异构体2C。在类似于葫芦素合成的反应条件下，研究了S形至C形二聚体异构化反应的动力学和热力学。

  DOI：

  10.1021/jo302063j
• 作为产物：
  描述：

  在 氘代盐酸 作用下， 生成 cis-N-dimethylglycoluril
  参考文献：
  名称：

  醛通常不参与葫芦[ n ]脲形成反应的原因

  摘要：

  取代的甘脲或甘脲二聚体与二醛（邻苯二甲醛）的反应选择性地产生S形二聚体和S形四聚体。X射线晶体学，PM3计算和产物再提交实验相结合，发现S形异构体在热力学上比C形非对映异构体稳定，这归因于新形成的苯并双环的构象偏爱[3.3.2]癸烷环系统。S形亚基的优先形成是邻苯二甲醛和其他可能的醛通常不参与CB的原因之一[ n形成反应。我们还提供了证据表明，甘脲单体+苯甲醛与S形二聚体+水之间存在平衡，该平衡对1-50 mM范围内的浓度有响应。该结果表明第二个原因，即反应性不足（例如，低的平衡常数），为什么邻苯二甲醛和可能的其他醛不参与CB [ n ]的形成反应。描述一些醛在这些反应中失败的原因是设计克服这些限制的方法的第一步。

  DOI：

  10.1021/jo100186q

文献信息

• SUPRAMOLECULAR HANDCUFFS IN POLYMERIC ARCHITECTURE
  申请人：Rauwald Urs

  公开号：US20100247477A1

  公开（公告）日：2010-09-30

  This invention pertains generally to supramolecular polymers comprising a polymeric molecule linked to a first CB[8] guest molecule and an attachment compound linked to a second CB[8] guest molecule, wherein the first and second CB[8] guest molecules form a ternary host-guest complex with a CB[8] molecule which non-covalently links the polymeric molecule and the attachment compound in a supramolecular polymer. These polymers are useful as vehicles for delivery of a therapeutic compound for use in a method of treatment of the human or animal body, in particular for use in a method of delivering the therapeutic compound to a target site in an individual. The invention also provides methods for the preparation of the supramolecular polymers.

  这项发明涉及一般的超分子聚合物，包括将聚合物分子与第一个CB[8]宾主分子连接，并将附着化合物与第二个CB[8]宾主分子连接，其中第一个和第二个CB[8]宾主分子与CB[8]分子形成三元宿主-客体复合物，CB[8]分子非共价地连接聚合物分子和附着化合物形成超分子聚合物。这些聚合物可用作传递治疗化合物的载体，用于治疗人体或动物体的方法，特别是用于将治疗化合物传递到个体的靶位点的方法。该发明还提供了制备超分子聚合物的方法。
• Glycoluril Dimers Bearing Hydrogen Atoms on Their Convex Face and Their Self-Assembly in the Solid State
  作者：Marek Stancl、Marek Necas、Jan Taraba、Vladimir Sindelar

  DOI：10.1021/jo800699s

  日期：2008.6.1

  6-substituted glycolurils has been developed. The glycolurils have been used for the synthesis of methylene-bridged glycoluril dimers bearing hydrogen atoms on their convex face. Depending on the side walls of the dimers, different modes of self-assembly in the solid state have been described using X-ray crystallography.

  已经开发了合成1，6-取代的甘脲的选择性方法。甘脲已被用于合成在其凸面上带有氢原子的亚甲基桥接的甘脲二聚体。根据二聚体的侧壁，已经使用X射线晶体学描述了固态的不同自组装模式。
• Imidazoimidazoles. I. The Reaction of Ureas With Glyoxal. Tetrahydroimidazo[4,5-d]imidazole-2,5-diones^1,2
  作者：Jay Nematollahi、Roger Ketcham

  DOI：10.1021/jo01044a055

  日期：1963.9
• Disubstituted Cucurbituril-Bonded Silica Gel
  申请人：Kim Kimoon

  公开号：US20080093301A1

  公开（公告）日：2008-04-24

  A disubstituted cucurbituril-bonded silica gel and its use are provided. The disubstituted cucurbituril-bonded silica gel is useful for removal of air pollutants or water contaminants, and separation and purification of biological, organic, inorganic, or ionic substances.
• VISCOUS WELLBORE FLUIDS
  申请人：Scherman Oren A.

  公开号：US20120103615A1

  公开（公告）日：2012-05-03

  A wellbore fluid contains a viscosifying polymer in which portions of the polymer are connected through formation of an inclusion complex involving cucurbituril 8 (i.e. CB[8]) as host molecule. The fluid contains guest molecules with first and second guest groups covalently attached wherein at least one of the guest molecules comprises a polymer chain. The CB [8] host and the guest molecules attach together through reception of first and second guest groups within CB[8] host cavities, thereby connecting polymer chains together as a larger, supramolecular polymer and enhancing viscosity of the fluid. Polymer molecules may be synthetic polymers and guest groups may be attached to monomers before polymerization. Alternatively guest groups may be attached to existing polymers which may be polysaccharide.