2-bromo-4-(trifluoromethyl)imidazole

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 2-bromo-4-(trifluoromethyl)imidazole
• 英文别名: 2-bromo-4-(trifluoromethyl)-1H-imidazole；2-bromo-5-(trifluoromethyl)-1H-imidazole
• 化学式: C₄H₂BrF₃N₂
• 分子量: 214.972
• InChiKey: VFGFJTUKOPRNEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  碘乙烷 、 2-bromo-4-(trifluoromethyl)imidazole 在 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以120 mg的产率得到2-bromo-1-ethyl-4-(trifluoromethyl)-1H-imidazole
  参考文献：
  名称：

  [EN] NITROGEN-CONTAINING FUSED BICYCLIC COMPOUNDS AND THEIR USE AS UBIQUITIN-SPECIFIC-PROCESSING PROTEASE 1 (USP1) INHIBITORS
  [FR] COMPOSÉS BICYCLIQUES FUSIONNÉS CONTENANT DE L'AZOTE EN TANT QU'INHIBITEURS DE PROTÉASE 1 DE TRAITEMENT SPÉCIFIQUE DE L'UBIQUITINE

  摘要：

  本公开提供具有以下式（I）的化合物：（I）及其药学上可接受的盐和溶剂化合物，其中X1、X2、X3、X4、X5、X6、X7、X8、R1、R2、R6、R6'、R7和R7'的定义如规范中所述。本公开还涉及使用式（I）的化合物来抑制USP1蛋白和/或治疗对USP1蛋白和USP1活性抑制具有响应的疾病。本公开的化合物特别适用于治疗癌症。

  公开号：

  WO2021247606A1
• 作为产物：
  描述：

  2-bromo-4-(trifluoromethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 以160 mg的产率得到2-bromo-4-(trifluoromethyl)imidazole
  参考文献：
  名称：

  [EN] NITROGEN-CONTAINING FUSED BICYCLIC COMPOUNDS AND THEIR USE AS UBIQUITIN-SPECIFIC-PROCESSING PROTEASE 1 (USP1) INHIBITORS
  [FR] COMPOSÉS BICYCLIQUES FUSIONNÉS CONTENANT DE L'AZOTE EN TANT QU'INHIBITEURS DE PROTÉASE 1 DE TRAITEMENT SPÉCIFIQUE DE L'UBIQUITINE

  摘要：

  本公开提供具有以下式（I）的化合物：（I）及其药学上可接受的盐和溶剂化合物，其中X1、X2、X3、X4、X5、X6、X7、X8、R1、R2、R6、R6'、R7和R7'的定义如规范中所述。本公开还涉及使用式（I）的化合物来抑制USP1蛋白和/或治疗对USP1蛋白和USP1活性抑制具有响应的疾病。本公开的化合物特别适用于治疗癌症。

  公开号：

  WO2021247606A1

文献信息

• 화합물, 이를 포함하는 유기광전자소자 및 표시장치
  申请人：CHEIL INDUSTRIES INC. 제일모직주식회사(119980034532) Corp. No ▼ 170111-0000076BRN ▼504-81-00025

  公开号：KR20150066887A

  公开（公告）日：2015-06-17

  화합물, 이를 포함하는 유기광전자소자 및 상기 유기광전자소자를 포함하는 표시장치에 관한 것으로, 하기 화학식 1로 표시되는 화합물을 제공한다. [화학식 1] 상기 화학식 1의 치환기 정의는 명세서 내에 기재된 바와 같다.

  本文介绍了一种化合物，包括有机光电子器件和包括所述有机光电子器件的显示器，其中所述化合物由化学式1表示。 [化学式1] 所述化学式1中的取代基定义如规范书中所述。
• Discovery of novel hedgehog antagonists from cell-based screening: Isosteric modification of p38 bisamides as potent inhibitors of SMO
  作者：Bin Yang、Alexander W. Hird、Daniel John Russell、Benjamin P. Fauber、Les A. Dakin、Xiaolan Zheng、Qibin Su、Robert Godin、Patrick Brassil、Erik Devereaux、James W. Janetka

  DOI：10.1016/j.bmcl.2012.04.104

  日期：2012.7

  Cell-based subset screening of compounds using a Gli transcription factor reporter cell assay and shh stimulated cell differentiation assay identified a series of bisamide compounds as hedgehog pathway inhibitors with good potency. Using a ligand-based optimization strategy, heteroaryl groups were utilized as conformationally restricted amide isosteres replacing one of the amides which significantly increased their potency against SMO and the hedgehog pathway while decreasing activity against p38 alpha kinase. We report herein the identification of advanced lead compounds such as imidazole 11c and 11f encompassing good p38 alpha selectivity, low nanomolar potency in both cell assays, excellent physiochemical properties and in vivo pharmacokinetics. (C) 2012 Elsevier Ltd. All rights reserved.
• Syntheses of (Trifluoromethyl)imidazoles with Additional Electronegative Substituents. An Approach to Receptor-Activated Affinity Labels
  作者：Yoshio Hayakawa、Hiroshi Kimoto、Louis A. Cohen、Kenneth L. Kirk

  DOI：10.1021/jo9814952

  日期：1998.12.1

  Electrophilic substitution in 2- and 4-(trifluoromethyl)imidazoles provides derivatives containing one or two nitro, chloro, bromo, or iodo groups. Fluoro and chloro derivatives were also prepared by photochemical trifluoromethylation of the respective haloimidazole. The results demonstrate that (trifluoromethyl)imidazoles behave fairly typically under the conditions of electrophilic nitration and halogenation. Of the alternative routes to the desired bifunctional and trifunctional imidazoles, electrophilic substitution on the preformed (trifluoromethyl)imidazole appears to be the method of choice in most cases. A large number of the products show herbicidal or insecticidal activity.
• [EN] NITROGEN-CONTAINING FUSED BICYCLIC COMPOUNDS AND THEIR USE AS UBIQUITIN-SPECIFIC-PROCESSING PROTEASE 1 (USP1) INHIBITORS<br/>[FR] COMPOSÉS BICYCLIQUES FUSIONNÉS CONTENANT DE L'AZOTE EN TANT QU'INHIBITEURS DE PROTÉASE 1 DE TRAITEMENT SPÉCIFIQUE DE L'UBIQUITINE
  申请人：KSQ THERAPEUTICS INC

  公开号：WO2021247606A1

  公开（公告）日：2021-12-09

  The present disclosure provides compounds having Formula (I): (I) and the pharmaceutically acceptable salts and solvates thereof, wherein X1, X2, X3, X4, X5, X6, X7, X8, R1, R2, R6, R6', R7, and R7' are defined as set forth in the specification. The present disclosure is also directed to the use of compounds of Formula (I) to inhibit a USP1 protein and/or to treat a disorder responsive to the inhibition of USP1 proteins and USP1 activity. Compounds of the present disclosure are especially useful for treating cancer.

  本公开提供具有以下式（I）的化合物：（I）及其药学上可接受的盐和溶剂化合物，其中X1、X2、X3、X4、X5、X6、X7、X8、R1、R2、R6、R6'、R7和R7'的定义如规范中所述。本公开还涉及使用式（I）的化合物来抑制USP1蛋白和/或治疗对USP1蛋白和USP1活性抑制具有响应的疾病。本公开的化合物特别适用于治疗癌症。