4-(bromomethyl)isophthalonitrile | 50670-74-1

• 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-(bromomethyl)isophthalonitrile
• 英文别名: 2,4-dicyanobenzyl bromide；4-(Bromomethyl)benzene-1,3-dicarbonitrile
• CAS: 50670-74-1
• 化学式: C₉H₅BrN₂
• 分子量: 221.056
• InChiKey: CFFZTMBPISCLDW-UHFFFAOYSA-N

物化性质

• 沸点：
  319.1±32.0 °C(Predicted)
• 密度：
  1.58±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-((5,6,7,8-tetrahydroquinolin-8-ylamino)methyl)-1H-benzo[d]imidazole-1-carboxylate 、 4-(bromomethyl)isophthalonitrile 在 N,N-二异丙基乙胺 、 potassium iodide 作用下， 以 乙腈 为溶剂， 反应 72.0h， 以326 mg的产率得到tert-butyl 2-(((2,4-dicyanobenzyl)(5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)-1H-benzo[d]imidazole-1-carboxylate
  参考文献：
  名称：

  Synthesis and SAR of novel CXCR4 antagonists that are potent inhibitors of T tropic (X4) HIV-1 replication

  摘要：

  An early lead from the AMD070 program was optimized and a structure-activity relationship was developed for a novel series of heterocyclic containing compounds. Potent CXCR4 antagonists were identified based on anti-HIV-1 activity and Ca(2+) flux inhibition that displayed good pharmacokinetics in rat and dog. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.023
• 作为产物：
  描述：

  4-甲基-异酞腈 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 8.0h， 生成 4-(bromomethyl)isophthalonitrile
  参考文献：
  名称：

  Synthesis and SAR of novel CXCR4 antagonists that are potent inhibitors of T tropic (X4) HIV-1 replication

  摘要：

  An early lead from the AMD070 program was optimized and a structure-activity relationship was developed for a novel series of heterocyclic containing compounds. Potent CXCR4 antagonists were identified based on anti-HIV-1 activity and Ca(2+) flux inhibition that displayed good pharmacokinetics in rat and dog. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.023

文献信息

• Para-phenyl stilbene derivatives
  申请人：Sandoz Ltd.

  公开号：US04032558A1

  公开（公告）日：1977-06-28

  Stilbene derivatives having at least one further phenyl substituent in the para-position to a benzene ring in the stilbene are optical brighteners particularly suitable for incorporation on spinning masses.

  具有至少一个苯环对位进一步苯基取代基的Stilbene衍生物是光学增白剂，特别适合于纺丝质量的添加。
• Chemokine receptor binding heterocyclic compounds
  申请人：——

  公开号：US20030028022A1

  公开（公告）日：2003-02-06

  Compounds which modulate chemokine receptor activities are disclosed. These compounds are preferably tertiary amines comprising tetrahydroquinoline and benzimidazole.

  本发明揭示了调节趋化因子受体活性的化合物。这些化合物通常为包含四氢喹啉和苯并咪唑的三级胺。
• <i>In Vivo</i> Simultaneous Imaging of Plasma Membrane and Lipid Droplets in Hepatic Steatosis using Red-Emissive Two-Photon Probes
  作者：Hyo Won Lee、Tanmay Kumar Pati、In-Jeong Lee、Jeong-Mi Lee、Bo Ra Kim、Sun Young Kwak、Hwan Myung Kim

  DOI：10.1021/acs.analchem.2c03285

  日期：2022.11.1

  absorption cross sections (δmax > 790 GM), and high selectivity to the plasma membrane. In cultured cells and in vivo hepatic tissue imaging, THQ-Mem showed bright TP-excited fluorescence (TPEF) and remarkable selectivity for the plasma membrane. Furthermore, simultaneous in vivo imaging with THQ-Mem and a TP lipid droplet probe could serve as an efficient tool to monitor morphological and physiological

  质膜是细胞外缘的磷酸甘油酯双层，在生物系统中起着多种重要作用。活体样品中质膜的可视化对于生物功能的各种应用很重要。我们开发了一种两亲性双光子 (TP) 荧光探针 ( THQ-Mem ) 以选择性地监测活样品中的质膜。该探针表现出红色发射 (620–700 nm)、大 TP 吸收截面 (δ max > 790 GM) 和对质膜的高选择性。在培养细胞和体内肝组织成像中，THQ-Mem显示出明亮的 TP 激发荧光 (TPEF) 和对质膜的显着选择性。此外，体内同时使用THQ-Mem和 TP 脂滴探针成像可以作为监测质膜和脂滴形态和生理变化的有效工具。
• CHEMOKINE RECEPTOR BINDING HETEROCYCLIC COMPOUNDS
  申请人：ANORMED INC.

  公开号：EP1317451A1

  公开（公告）日：2003-06-11
• US4032558A
  申请人：——

  公开号：US4032558A

  公开（公告）日：1977-06-28