1-(4-(trifluoromethyl)phenyl)-1,3-dihydro-2H-benzo[d]imidazol-2-one | 1042308-21-3

• 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-(4-(trifluoromethyl)phenyl)-1,3-dihydro-2H-benzo[d]imidazol-2-one
• 英文别名: 1-[4-(trifluoromethyl)phenyl]-1H-benzo[d]imidazol-2(3H)-one；1-[4-(Trifluoromethyl)phenyl]-1H-benzoimidazole-2(3H)-one；3-[4-(trifluoromethyl)phenyl]-1H-benzimidazol-2-one
• CAS: 1042308-21-3
• 化学式: C₁₄H₉F₃N₂O
• 分子量: 278.233
• InChiKey: LSLPLXBGVQTMNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  1
• 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：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-(trifluoromethyl)phenyl)-1,3-dihydro-2H-benzo[d]imidazol-2-one 在 copper diacetate 、 对甲苯磺酸 、 三乙胺 、 lithium chloride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 33.0h， 生成
  参考文献：
  名称：

  [EN] BICYCLIC HETEROARYL COMPOUNDS AND USES THEREOF
  [FR] COMPOSÉS HÉTÉROARYLE BICYCLIQUES ET LEURS UTILISATIONS

  摘要：

  Provided are bicyclic heteroaryl compounds of Formula (I), methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds in treating cancer and other diseases.

  公开号：

  WO2023151560A1
• 作为产物：
  描述：

  1-(2-bromophenyl)-3-(4-(trifluoromethyl)phenyl)urea 在 copper(l) iodide 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 L-脯氨酸 作用下， 以 二甲基亚砜 为溶剂， 反应 0.33h， 以81%的产率得到1-(4-(trifluoromethyl)phenyl)-1,3-dihydro-2H-benzo[d]imidazol-2-one
  参考文献：
  名称：

  Copper-Catalyzed Intramolecular Cyclization to N-Substituted 1,3-Dihydrobenzimidazol-2-ones

  摘要：

  An efficient and convenient method was developed for preparing N-substituted 1,3-dihydrobenzimidazol-2-ones from N'-substituted N-(2-halophenyl)ureas via a Cul/DBU-catalyzed cyclization in DMSO under microwave heating. High yields were obtained and a variety of functional groups were tolerated under these conditions, including N'-aryl, alkyl, heterocyclic, various N-(substituted 2-halophenyl) and N-(2-iodopyridyl)ureas.

  DOI：

  10.1021/ol8011106

文献信息

• Chan-Lam cross-coupling reaction based on the Cu 2 S/TMEDA system
  作者：Kateřina Janíková、Lukáš Jedinák、Tereza Volná、Petr Cankař

  DOI：10.1016/j.tet.2017.12.042

  日期：2018.2

  several pinacol or neopentylglycol boronates indicated further potential of the catalyst. The reaction conditions tolerate the hydroxyl and bromo functional groups. The catalytic system also enables to synthesize the mono-N-substituted anilines from primary aliphatic amines. However, the two model compounds for the secondary and aromatic amines, piperidine and aniline, do not react. Two sterically demanding

  基于Chan-Lam交叉偶联反应，开发了一种基于使用稳定铜（I）源的现成Cu 2 S / TMEDA系统的催化剂。用1 H-苯并[ d ]咪唑-2（3 H）-1，1 H-苯并[ d ]咪唑和1 H-咪唑以及缺电子，富电子和在室温下，在大气氧的存在下，对空间需求量高的硼酸，以中等至极好的收率得到交叉偶联的产物。另外，1 H-苯并[ d]的偶联反应]咪唑与几种频哪醇或新戊二醇硼酸酯表明该催化剂的进一步潜力。反应条件容许羟基和溴官能团。该催化体系还能够由伯脂族胺合成单-N-取代的苯胺。但是，仲胺和芳族胺的两种模型化合物哌啶和苯胺不会反应。两个空间要求的产品与受限Ç N键的旋转，通过将合成的Ñ 1的-arylation ħ -苯并[ d ]咪唑-2（3 H ^） -酮与ö-甲苯磺酸，能够确认由Chan-Lam交叉偶联反应制得的阻转异构体。此外，已经报道了一锅Chan-Lam和Suzuki-Miyaura反应的例子。
• 五元杂环类化合物及其医药用途
  申请人：哈尔滨三联药业股份有限公司

  公开号：CN118359543A

  公开（公告）日：2024-07-19

  本发明公开了五元杂环类化合物及其医药用途，该类如式(I)所示化合物或其药学上可接受的盐对PPARα和PPARδ具有强效激动作用，因此该类化合物或其药学上可接受的盐、氘代化合物、互变异构体、内消旋体、外消旋体、立体异构体、代谢产物、代谢前体、前药或溶剂化物可应用于制备PPARα/δ双重激动剂，用于预防或治疗PPARα和/或PPARδ介导的疾病。#imgabs0#
• FUSED CYCLIC UREA DERIVATIVES AS CRHR2 ANTAGONIST
  申请人：RaQualia Pharma Inc.

  公开号：US20210078975A1

  公开（公告）日：2021-03-18

  The present invention relates to fused cyclic urea derivatives which have antagonistic activities against CRHR1 and/or CRHR2, and which are useful in the treatment or prevention of disorders and diseases in which CRHR1 and/or CRHR2 is involved. The invention also relates to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which CRHR1 and/or CRHR2 is involved.
• Copper-Catalyzed Intramolecular Cyclization to N-Substituted 1,3-Dihydrobenzimidazol-2-ones
  作者：Zhaoguang Li、Hongbin Sun、Hualiang Jiang、Hong Liu

  DOI：10.1021/ol8011106

  日期：2008.8.7

  An efficient and convenient method was developed for preparing N-substituted 1,3-dihydrobenzimidazol-2-ones from N'-substituted N-(2-halophenyl)ureas via a Cul/DBU-catalyzed cyclization in DMSO under microwave heating. High yields were obtained and a variety of functional groups were tolerated under these conditions, including N'-aryl, alkyl, heterocyclic, various N-(substituted 2-halophenyl) and N-(2-iodopyridyl)ureas.
• [EN] BICYCLIC HETEROARYL COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS HÉTÉROARYLE BICYCLIQUES ET LEURS UTILISATIONS
  申请人：[en]ETERN BIOPHARMA (SHANGHAI) CO., LTD.

  公开号：WO2023151560A1

  公开（公告）日：2023-08-17

  Provided are bicyclic heteroaryl compounds of Formula (I), methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds in treating cancer and other diseases.