N-(p-Chlorophenylmethyl)-2(1H)-benzimidazolone | 131705-70-9

• 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: N-(p-Chlorophenylmethyl)-2(1H)-benzimidazolone
• 英文别名: 3-[(4-chlorophenyl)methyl]-1H-benzimidazol-2-one
• CAS: 131705-70-9
• 化学式: C₁₄H₁₁ClN₂O
• mdl: MFCD03673081
• 分子量: 258.707
• InChiKey: KAVIELWLXMKZMP-UHFFFAOYSA-N

物化性质

• 密度：
  1.344±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(p-Chlorophenylmethyl)-2(1H)-benzimidazolone 在 三氯氧磷 作用下， 生成 2-氯-1-[(4-氯苯基)甲基]苯并咪唑
  参考文献：
  名称：

  Discovery of novel, orally available benzimidazoles as melanin concentrating hormone receptor 1 (MCHR1) antagonists

  摘要：

  Melanin concentrating hormone (MCH) is an important mediator of energy homeostasis and plays role in several disorders such as obesity, stress, depression and anxiety. The synthesis and biological evaluation of novel benzimidazole derivatives as MCHR1 antagonists are described. The in vivo proof of principle for weight loss with a lead compound from this series is exemplified. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.086
• 作为产物：
  描述：

  在 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 N-(p-Chlorophenylmethyl)-2(1H)-benzimidazolone
  参考文献：
  名称：

  Use of polymer supported thiophenol for the synthesis and purification of a benzimidazol-2-one library

  摘要：

  An efficient solution phase synthesis of substituted benzimidazol-2-ones is described. Polymer-supported thiophenol is used to remove excess alkylating agents. A library of 24 mono- and di-substituted benzimidazol-2-ones has been prepared in 60-99% yield and 65-99% purity. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00185-4

文献信息

• Direct Synthesis of N-Monosubstituted Benzimidazol-2-ones via Ph3P–I2-Mediated Reaction of Hydroxamic Acids
  作者：Wong Phakhodee、Nittaya Wiriya、Dolnapa Yamano、Surat Hongsibsong、Mookda Pattarawarapan

  DOI：10.1055/s-0040-1719897

  日期：2022.9

  A facile approach for the synthesis of benzimidazolones via a Ph3P–I2 promoted reaction of hydroxamic acids is reported. Upon Lossen-type rearrangement of the O-activated hydroxamic acids, the in situ generated isocyanates undergo an intramolecular attack by ortho N-nucleophiles producing the cyclized products in good yields under mild conditions. The method allows the direct preparation of a single

  报道了一种通过Ph 3 P-I 2促进的异羟肟酸反应合成苯并咪唑酮的简便方法。在 O 活化异羟肟酸的 Lossen 型重排后，原位生成的异氰酸酯受到邻N-亲核试剂的分子内攻击，在温和条件下以良好的收率产生环化产物。该方法允许使用易于获得的起始材料和具有广泛底物范围的低成本试剂直接制备 N-单取代衍生物的单一区域异构体。
• PIPERIDINES
  申请人：Gross F. Michael

  公开号：US20080058376A1

  公开（公告）日：2008-03-06

  Compounds, compositions and methods are provided which are useful in the treatment of diseases through the inhibition of sodium ion flux through voltage-dependent sodium channels. More particularly, the invention provides substituted piperidines, and compositions containing these compounds. Also provided are methods using the compounds of the invention for the treatment of central or peripheral nervous system disorders, particularly pain and chronic pain by blocking sodium channels associated with the onset or recurrance of the indicated conditions. The compounds, compositions and methods of the present invention are of particular use for treating neuropathic or inflammatory pain by the inhibition of ion flux through a channel that includes a PN3 subunit.

  本发明提供了用于通过抑制电压依赖性钠通道中的钠离子通量来治疗疾病的化合物、组合物和方法。更具体地，本发明提供了取代哌啶的化合物和含有这些化合物的组合物。还提供了使用本发明的化合物治疗中枢或外周神经系统障碍，特别是疼痛和慢性疼痛的方法，通过阻断与所述病症的发作或复发相关的钠通道。本发明的化合物、组合物和方法特别适用于通过抑制包括PN3亚单位的通道中的离子通量来治疗神经病理性或炎症性疼痛。
• Caroti; Ceccotti; Da Settimo, Il Farmaco, 1989, vol. 44, # 3, p. 227 - 255
  作者：Caroti、Ceccotti、Da Settimo、Primofiore、Franzone、Reboani、Cravanzola

  DOI：——

  日期：——
• Kus; Goker; Ayhan, Il Farmaco, 1996, vol. 51, # 6, p. 413 - 417
  作者：Kus、Goker、Ayhan、Ertan、Altanlar、Akin

  DOI：——

  日期：——
• CAROTI, P.;CECCOTTI, C.;DA, SETTIMO F.;PRIMOFIORE, G.;FRANZONE, J. S.;REB+, FARMACO, 44,(1989) N, C. 227-255
  作者：CAROTI, P.、CECCOTTI, C.、DA, SETTIMO F.、PRIMOFIORE, G.、FRANZONE, J. S.、REB+

  DOI：——

  日期：——