5,6-Dichlor-2-trichlormethyl-benzimidazol | 3584-64-3

• 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: 5,6-Dichlor-2-trichlormethyl-benzimidazol
• 英文别名: 5,6-dichloro-2-trichloromethyl-1H-benzoimidazole；5,6-Dichloro-2-trichloromethyl-1H-benzimidazole；5,6-dichloro-2-(trichloromethyl)-1H-benzimidazole
• CAS: 3584-64-3
• 化学式: C₈H₃Cl₅N₂
• 分子量: 304.39
• InChiKey: ILVWNVOYMNMQGW-UHFFFAOYSA-N

物化性质

• 熔点：
  252 °C
• 沸点：
  412.8±45.0 °C(Predicted)
• 密度：
  1.787±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5,6-Dichlor-2-trichlormethyl-benzimidazol 在 盐酸 、 N,N'-羰基二咪唑 、 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Anuradha Bai; Tangeda, Sarita Jyostna; Madhavi, Indian Journal of Heterocyclic Chemistry, 2014, vol. 24, # 1, p. 87 - 92

  摘要：

  DOI：
• 作为产物：
  描述：

  4,5-二氯邻苯二胺 、 2,2,2-三氯乙酰亚胺酸甲酯 以 溶剂黄146 为溶剂， 反应 1.0h， 生成 5,6-Dichlor-2-trichlormethyl-benzimidazol
  参考文献：
  名称：

  Benzimidazoles as NMDA Glycine-Site Antagonists: Study on the Structural Requirements in 2-Position of the Ligand

  摘要：

  A series of different substituted benzimidazole derivatives has been synthesized and evaluated for the ability to displace [3H]MDL-105,519 to rat cortical membranes. Two benzimidazole-2-carboxylic acids 9 b and 9 c, in this substitution pattern not yet described as glycine antagonists, showed IC50 values of 0.89 microM (9 b) and 38.0 microM (9 c). Replacement of the carboxylate function in 2-position by a sulfonic acid moiety appreciably increased solubility, but decreased the affinity giving evidence for the strong need of the carboxylate group within the ligand. Further structure-activity studies using benzimidazole-2-one derivatives with an acetic acid moiety adjacent to a ring nitrogen revealed new insights into the importance of amide functionalities within the heterocycle for the affinity of antagonist glycine-site ligands.

  DOI：

  10.1002/(sici)1521-4184(20005)333:5<123::aid-ardp123>3.0.co;2-5

文献信息

• Octahydropyrrolo[3,4-C]pyrrole derivatives
  申请人：Lane Alice Louise Charlotte

  公开号：US20060111416A1

  公开（公告）日：2006-05-25

  The present invention relates to octahydropyrrolo[3,4-c]pyrrole derivatives of formula (I): and to processes for the preparation thereof, compositions containing the same and the uses thereof.

  本发明涉及式(I)的八氢吡咯并[3,4-c]吡咯衍生物，以及其制备方法、含有该衍生物的组合物和用途。
• Synthesis and antiviral/antiproliferative activity of some N-sulphonylbenzimidazoles
  作者：Laura Garuti、Marinella Roberti、Erik De Clercq

  DOI：10.1016/s0960-894x(02)00535-8

  日期：2002.10

  Some benzimidazolyl sulphones were synthesized and evaluated for their antiviral and antiproliferative properties. Compound 10 displayed significant and selective activity against human cytomegalovirus (CMV), compound 14 showed activity against varicella zoster virus (VZV). The compounds were further evaluated for inhibitory effect on the proliferation of murine leukemia cells and human T-lymphocyte

  合成了一些苯并咪唑基砜并评估了它们的抗病毒和抗增殖特性。化合物10显示出对人巨细胞病毒（CMV）的显着和选择性活性，化合物14显示出对水痘带状疱疹病毒（VZV）的活性。进一步评估了该化合物对鼠白血病细胞和人T淋巴细胞细胞增殖的抑制作用。用不同的衍生物观察到明显的细胞毒性。讨论了一些构效关系。
• Octahydropyrrolo[3,4-c]pyrrole derivatives
  申请人：Pfizer Limited

  公开号：EP1671972A1

  公开（公告）日：2006-06-21

  The present invention relates to octahydropyrrolo[3,4-c]pyrrole derivatives of formula (I): and to processes for the preparation thereof, compositions containing the same and the uses thereof.

  本发明涉及式（I）的八氢吡咯并[3,4-c]吡咯衍生物： 及其制备工艺、含有这些衍生物的组合物及其用途。
• 2-(4,5-Dihydroimidazol-2-yl)benzimidazoles as highly selective imidazoline I2/adrenergic α2 receptor ligands
  作者：Francieszek Sączewski、Piotr Tabin、Robin J. Tyacke、Alys Maconie、Jarosław Sączewski、Anita Kornicka、David J. Nutt、Alan L. Hudson

  DOI：10.1016/j.bmc.2006.05.062

  日期：2006.10

  2-(4,5-Dihydroimidazol-2-yl)benzimidazoles have been identified as selective imidazoline I-2/alpha(2)-adrenoceptor ligands. 4-Methyl (2) and 4-chloro (4) derivatives display 12 affinity at nanomolar concentration (K-i = 4.4 and 17.7 nM, respectively) and high I-2/alpha(2) selectivity ratio = 4226 and 5649, respectively. An evidence has been obtained that pK(a) value influences considerably the I-2/alpha(2)-selectivity ratio of this class of imidazoline 12 receptor ligands. (c) 2006 Elsevier Ltd. All rights reserved.
• OCTAHYDROPYRROLO[3,4-C]PYRROLE DERIVATIVES
  申请人：Pfizer Limited

  公开号：EP1846409A1

  公开（公告）日：2007-10-24