4-cyclopentylbenzene-1,2-diamine | 1449475-73-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-cyclopentylbenzene-1,2-diamine
• 英文别名: 4-Cyclopentylbenzene-1,2-diamine
• CAS: 1449475-73-3
• 化学式: C₁₁H₁₆N₂
• 分子量: 176.261
• InChiKey: GEYLIBQSTUUZIK-UHFFFAOYSA-N

物化性质

• 沸点：
  341.7±35.0 °C(Predicted)
• 密度：
  1.119±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-cyclopentylbenzene-1,2-diamine 、 5,5'-methylenebis(salicylaldehyde) 在 溶剂黄146 作用下， 反应 3.8h， 以67%的产率得到4-[3-(5-cyclopentyl-1H-benzimidazol-2-yl)-4-hydroxybenzyl]-2-(6-cyclopentyl-1H-benzimidazol-2-yl)-phenol
  参考文献：
  名称：

  Synthesis and antimicrobial activity of novel substituted 4-[3-(1H-benzimidazol-2-yl)-4-hydroxybenzyl]-2-(1H-benzimidazol-2-yl)phenol derivatives

  摘要：

  A series of novel substituted bis-benzimidazole derivatives were synthesized by reaction of 5,5'-methylenebis(2-hydroxybenzaldehyde) with various substituted o-phenylenediamines in glacial acetic acid. The structure of the newly synthesized compounds was elucidated by H-1 and C-13 NMR, FT-IR, and MS spectra, and their antimicrobial activity against gram positive and gram negative bacteria and antifungal activity were evaluated. The thienyl-substituted derivative showed significant activity against Bacillus licheniformis. Bacillus subtilis, Staphylococcus aureus, Klebsiella pneumonia (bacteria), and Fusarium solani (fungi). The activities of the fluoro-substituted substituted derivative against some bacterial strains and of the thienyl-substituted derivative against fungi were found to be similar to those of standard drugs.

  DOI：

  10.1134/s1070363217110202
• 作为产物：
  描述：

  环戊基苯 在 palladium 10% on activated carbon 、 水 、 氢气 、 硝酸 、 乙酸酐 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 20.0~90.0 ℃ 、275.8 kPa 条件下， 反应 128.0h， 生成 4-cyclopentylbenzene-1,2-diamine
  参考文献：
  名称：

  [EN] BENZIIMIDAZOLE AND IMIDAZOPYRIDINE DERIVATIVES AS SODIUM CHANNEL MODULATORS
  [FR] DÉRIVÉS D'IMIDAZOPYRIDINE ET DE BENZIIMIDAZOLE EN TANT QUE MODULATEURS DU CANAL SODIUM

  摘要：

  这项发明涉及苯并咪唑和咪唑吡啶衍生物，它们在药物中的应用，含有它们的组合物，它们的制备方法以及用于这些方法的中间体。更具体地，该发明涉及公式(I)的新Nav1.8调节剂或其药用盐，其中R1、R2、R3、R4、R5、R6、R7、X和Y如描述中所定义。Nav1.8调节剂在治疗各种疾病，特别是疼痛方面，具有潜在的用途。

  公开号：

  WO2013114250A1

文献信息

• Chemical Compounds
  申请人：Pfizer Limited

  公开号：US20130274243A1

  公开（公告）日：2013-10-17

  The invention relates to benzimidazole and imidazopyridine derivatives, to their use in medicine, to compositions containing them, to processes for their preparation and to intermediates used in such processes. More particularly the invention relates to new Na v 1.8 modulators of formula (I) or pharmaceutically acceptable salts thereof, wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , X and Y are as defined in the description. Na v 1.8 modulators are potentially useful in the treatment of a wide range of disorders, particularly pain.

  本发明涉及苯并咪唑和咪唑吡啶衍生物，它们在医学上的使用、含有它们的组合物、制备它们的过程以及用于这种过程的中间体。更具体地，本发明涉及公式（I）或其药学上可接受的盐的新型Nav1.8调节剂，其中R1、R2、R3、R4、R5、R6、R7、X和Y如描述中所定义。Nav1.8调节剂在治疗广泛的疾病，尤其是疼痛方面具有潜在的用途。
• Chemical compounds
  申请人：Pfizer Limited

  公开号：US08927587B2

  公开（公告）日：2015-01-06

  The invention relates to benzimidazole and imidazopyridine derivatives, to their use in medicine, to compositions containing them, to processes for their preparation and to intermediates used in such processes. More particularly the invention relates to new Nav1.8 modulators of formula (I) or pharmaceutically acceptable salts thereof, wherein R1, R2, R3, R4, R5, R6, R7. X and Y are as defined in the description. Nav1.8 modulators are potentially useful in the treatment of a wide range of disorders, particularly pain.

  本发明涉及苯并咪唑和咪唑吡啶衍生物，其在医学上的应用，含有它们的组合物，其制备过程以及用于这种过程中的中间体。更具体地，本发明涉及公式（I）的新型Nav1.8调节剂或其药学上可接受的盐，其中R1，R2，R3，R4，R5，R6，R7，X和Y如描述中所定义。Nav1.8调节剂在治疗广泛的疾病，特别是疼痛方面具有潜在的用途。
• Synthesis and Antimicrobial Activity of Novel Substituted 4-[3-(1H-Benzimidazol-2-yl)-4-hydroxybenzyl]-2-(1H-benzimidazol-2-yl)phenol Derivatives
  作者：V. Anil、B. Shankar、G. Bharath、P. Jalapathi

  DOI：10.1134/s1070363217120477

  日期：2017.12

  A series of novel substituted bis-benzimidazole derivatives were synthesized by reaction of 5,5'-methylenebis(2-hydroxybenzaldehyde) with various substituted o-phenylenediamines in glacial acetic acid. The structure of the newly synthesized compounds was elucidated by H-1 and C-13 NMR, FT-IR, and MS spectra, and their antimicrobial activity against gram positive and gram negative bacteria and antifungal activity were evaluated. The thienyl-substituted derivative showed significant activity against Bacillus licheniformis, Bacillus subtilis, Staphylococcus aureus, Klebsiella pneumonia (bacteria), and Fusarium solani (fungi). The activities of the fluoro-substituted substituted derivative against some bacterial strains and of the thienyl-substituted derivative against fungi were found to be similar to those of standard drugs.
• BENZIIMIDAZOLE AND IMIDAZOPYRIDINE DERIVATIVES AS SODIUM CHANNEL MODULATORS
  申请人：Pfizer Inc.

  公开号：EP2809655A1

  公开（公告）日：2014-12-10
• US8927587B2
  申请人：——

  公开号：US8927587B2

  公开（公告）日：2015-01-06