(9ci)-N,N-二甲基-1H-苯并咪唑-1-甲胺 | 129996-40-3

• 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: (9ci)-N,N-二甲基-1H-苯并咪唑-1-甲胺
• 英文名称: 1-[(dimethylamino)methyl]benzimidazole
• 英文别名: N,N-dimethylaminomethyl-1H-benzimidazole；1-(benzimidazol-1-yl)-N,N-dimethylmethanamine
• CAS: 129996-40-3
• 化学式: C₁₀H₁₃N₃
• 分子量: 175.233
• InChiKey: GQAYWXJPQFELEY-UHFFFAOYSA-N

物化性质

• 熔点：
  38-49 °C
• 沸点：
  287.4±42.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  21.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  邻苯二胺 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 (9ci)-N,N-二甲基-1H-苯并咪唑-1-甲胺
  参考文献：
  名称：

  Murti, Yogesh; Arora, Rashmi; Pathak, Devender, Journal of the Indian Chemical Society, 2010, vol. 87, # 5, p. 627 - 631

  摘要：

  DOI：

文献信息

• Facile Synthesis of <i>N</i>-Dialkylaminomethyl-Substituted Heterocycles
  作者：Brian E. Love

  DOI：10.1021/jo061723p

  日期：2007.1.1

  Iminium ions are generated by treatment of aminals with succinic anhydride. These iminium ions are trapped by heterocycles, giving the corresponding N-dialkylamino-methyl-substituted heterocycles, which are easily separated from the succinic acid monoamide byproducts by means of an aqueous base wash. The heterocyclic products are obtained in good yield and in a high state of purity without need of

  亚胺离子是通过用琥珀酸酐处理缩醛胺而产生的。这些亚胺离子被杂环捕获，得到相应的N-二烷基氨基-甲基取代的杂环，这些杂环可通过碱水洗涤容易地从琥珀酸单酰胺副产物中分离出来。以高收率和高纯度获得杂环产物，而无需重结晶或蒸馏。
• Fadda; Etman; Ali, Pharmazie, 1991, vol. 46, # 1, p. 52 - 53
  作者：Fadda、Etman、Ali

  DOI：——

  日期：——
• Synthesis, pharmacological screening, quantum chemical and in vitro permeability studies of N-Mannich bases of benzimidazoles through bovine cornea
  作者：E. Philip Jesudason、S.K. Sridhar、E.J. Padma Malar、P. Shanmugapandiyan、Mohammed Inayathullah、V. Arul、D. Selvaraj、R. Jayakumar

  DOI：10.1016/j.ejmech.2008.03.043

  日期：2009.5

  A novel series of N-Mannich bases of benzimidazole derivatives were synthesized and characterized by H-1 NMR, IR spectral studies and elemental analysis. The compounds were screened for analgesic and anti-inflammatory activity. 1-((Diethylamino)-methyl)-2-styryl benzimidazole 4 at 40 mg/kg was found to be equipotent to paracetamol. 1-((Piperidin-1-yl) methyl)-2-styryl-benzimidazole 6 at 40 mg/kg was found to be more potent than Diclofenac. Corneal permeability and quantum chemical calculations were performed to correlate the hydrogen bonding ability with permeability and activity. The energies of the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) were correlated with pharmacological activity. The semi-empirical PM3 calculations (quantum chemical calculations) revealed that E-LUMO and energy gap Delta E were capable of accounting for the high in vitro bovine corneal permeability and activity of the compounds. (C) 2008 Elsevier Masson SAS. All rights reserved.
• Murti, Yogesh; Arora, Rashmi; Pathak, Devender, Journal of the Indian Chemical Society, 2010, vol. 87, # 5, p. 627 - 631
  作者：Murti, Yogesh、Arora, Rashmi、Pathak, Devender

  DOI：——

  日期：——