1,3,5-trimethylbenzimidazolium iodide | 7181-85-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1,3,5-trimethylbenzimidazolium iodide
• 英文别名: 1,3,5-trimethyl-benzimidazolium; iodide；1,3,5-Trimethyl-benzimidazolium; Jodid；1,3,5-Trimethylbenzimidazoliumjodid
• CAS: 7181-85-3
• 化学式: C₁₀H₁₃N₂*I
• 分子量: 288.131
• InChiKey: QEOTVZXQQDVCPM-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.68
• 重原子数：
  13.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  8.81
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1,3,5-trimethylbenzimidazolium iodide 、 chloro(1,5-cyclooctadiene)rhodium(I) dimer 在 silver(l) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以63%的产率得到chlorido(η²,η²-cycloocta-1,5-diene)(1,3,5-trimethylbenzimidazol-2-ylidene)rhodium(I)
  参考文献：
  名称：

  Rhodium(I) N-Heterocyclic Carbene Bioorganometallics as in Vitro Antiproliferative Agents with Distinct Effects on Cellular Signaling

  摘要：

  Organometallics with N-heterocyclic carbene (NHC) ligands have triggered major interest in inorganic medicinal chemistry. Complexes of the type Rh(I)(NHC)(COD)X (where X is Cl or I, COD is cyclooctadiene, and NHC is a dimethylbenzimidazolylidene) represent a promising type of new metallodrugs that have been explored by advanced biomedical methods only recently. In this work, we have synthesized and characterized several complexes of this type. As observed by mass spectrometry, these complexes remained stable over at least 3 h in aqueous solution, after which hydrolysis of the halido ligands occurred and release of the NHC ligand was evident. Effects against mitochondria and general cell tumor metabolism were noted at higher concentrations, whereas phosphorylation of HSP27, p38, ERK1/2, FAK, and p70S6K was induced substantially already at lower exposure levels. Regarding the antiproliferative activity in tumor cells, a clear preference for iodido over chlorido secondary ligands was noted, as well as effects of the substituents of the NHC ligand.

  DOI：

  10.1021/acs.jmedchem.5b01159
• 作为产物：
  描述：

  4,N,N-trimethyl-2-nitroaniline 在 盐酸 、 tin 作用下， 生成 1,3,5-trimethylbenzimidazolium iodide
  参考文献：
  名称：

  Pinnow; Saemann, Chemische Berichte, 1899, vol. 32, p. 2187

  摘要：

  DOI：

文献信息

• Fischer,O.; Rigaud, Chemische Berichte, 1902, vol. 35, p. 1259
  作者：Fischer,O.、Rigaud

  DOI：——

  日期：——