3-(1H-苯并咪唑-1-基)-1,2-丙烷二醇 | 84227-78-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 3-(1H-苯并咪唑-1-基)-1,2-丙烷二醇
• 英文名称: 3-(1H-benzimidazol-1-yl)propane-1,2-diol
• 英文别名: 1-(2,3-dihydroxypropyl)benzimidazole；3-(1H-benzo[d]imidazol-1-yl)propane-1,2-diol；3-(benzimidazol-1-yl)propane-1,2-diol
• CAS: 84227-78-1
• 化学式: C₁₀H₁₂N₂O₂
• 分子量: 192.217
• InChiKey: OCECXHMNCLMMIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  58.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(1H-苯并咪唑-1-基)-1,2-丙烷二醇 、 氯磷酸二乙酯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.5h， 以2%的产率得到3-(benzimidazol-1-yl)propane-1,2-diol bis(diethyl phosphate)
  参考文献：
  名称：

  Benzimidazole-Derived ATP Analogues as Potential Glutamine Synthetase Inhibitors

  摘要：

  A series of mono- and dihydroxyalkyl- and -alkyloxybenzimidazoles and their phosphorylated derivatives have been prepared as adenosine triphoshate analogues for investigation as potential M. Tb. glutamine synthetase inhibitors.

  DOI：

  10.1080/00397910903289263
• 作为产物：
  描述：

  1-[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]-1H-benzimidazole 在 溶剂黄146 作用下， 以 水 为溶剂， 反应 1.0h， 以97%的产率得到3-(1H-苯并咪唑-1-基)-1,2-丙烷二醇
  参考文献：
  名称：

  Benzimidazole-Derived ATP Analogues as Potential Glutamine Synthetase Inhibitors

  摘要：

  A series of mono- and dihydroxyalkyl- and -alkyloxybenzimidazoles and their phosphorylated derivatives have been prepared as adenosine triphoshate analogues for investigation as potential M. Tb. glutamine synthetase inhibitors.

  DOI：

  10.1080/00397910903289263

文献信息

• Studies on Potential Antiviral Compounds, XXII Synthesis and in Vitro Antiviral Activity of 1-(Hydroxyalkyl)-1H-benzimidazoles
  作者：Laura Garuti、Anna Ferranti、Giuseppe Giovanninetti、Giancarlo Scapini、Loredano Franchi、Maria P. Landini

  DOI：10.1002/ardp.19823151206

  日期：——

  A series of 1‐(hydroxyalkyl)‐1H‐benzimidazoles has been prepared and screened in vitro for activity against herpes simplex virus, type 2 (DNA) and poliovirus type 1 (RNA). 5,6‐Dichloro‐1‐[2‐(2‐hydroxyethoxy)ethyl]‐1H‐benzimidazole (9, Table 1) was the most significant compound.

  已经制备了一系列 1-（羟烷基）-1H-苯并咪唑并在体外筛选了它们对单纯疱疹病毒 2 型 (DNA) 和脊髓灰质炎病毒 1 型 (RNA) 的活性。5,6-二氯-1-[2-（2-羟基乙氧基）乙基]-1H-苯并咪唑（9，表1）是最重要的化合物。
• Chemokine receptor binding heterocyclic compounds
  申请人：——

  公开号：US20040220207A1

  公开（公告）日：2004-11-04

  Novel compounds that are useful for targeting chemokine receptors are disclosed. These compounds are complex tertiary amines.

  本发明揭示了用于靶向趋化因子受体的新化合物。这些化合物是复杂的三级胺。
• Dispersants with multiple aromatic imide anchor groups
  申请人：Lubrizol Advanced Materials, Inc.

  公开号：US10442884B2

  公开（公告）日：2019-10-15

  A polyurethane dispersant is described that comprises a reaction product of a polyisocyanate with a) a component supplying a anchoring imide group wherein the carbonyl groups of the imide are bonded to a fused or non-fused aromatic ring, b) at least one solvent-solubilizing chain, and other optional components to build molecular weight or modify the interaction of the dispersant with various particulates or continuous media.

  描述了一种聚氨酯分散剂，它由多异氰酸酯的反应产物与 a) 一种提供锚定亚胺基团的成分（其中亚胺的羰基与融合或未融合的芳香环键合）、b) 至少一种溶剂增溶链和其他可选成分组成，以增加分子量或改变分散剂与各种微粒或连续介质的相互作用。
• Use of tosylated glycerol carbonate to access N-glycerylated aza-aromatic species
  作者：Gytė Vilkauskaitė、Sonata Krikštolaitytė、Osvaldas Paliulis、Patrick Rollin、Arnaud Tatibouët、Algirdas Šačkus

  DOI：10.1016/j.tet.2013.03.002

  日期：2013.5

  Tosylated glycerol carbonate was used for N-glyceryl functionalization of diverse aza-aromatic systems. Depending on the plc of the aza-heterocycle and the reaction conditions applied, original N-alkylated or N-acylated aza-heterocyclic derivatives were obtained. Those compounds carry an electrophilic appendage-either carbonate or epoxide-which allows further useful transformations. (C) 2013 Elsevier Ltd. All rights reserved.
• Acyclic analogs of nucleosides. Synthesis of hydroxyalkylbenzimidazoles and -benzotriazoles
  作者：A. �. Yavorskii、A. V. Stetsenko、S. G. Zavgorodnii、V. L. Florent'ev

  DOI：10.1007/bf00473325

  日期：1988.2