2-chloro-4-cyanophenyl trifluoromethanesulfonate | 943141-58-0

• 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: 2-chloro-4-cyanophenyl trifluoromethanesulfonate
• 英文别名: 3-Chloro-4-(trifluoromethanesulfonyloxy)benzonitrile；(2-chloro-4-cyanophenyl) trifluoromethanesulfonate
• CAS: 943141-58-0
• 化学式: C₈H₃ClF₃NO₃S
• 分子量: 285.631
• InChiKey: DTHBRPFQPGTPMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  75.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-chloro-4-cyanophenyl trifluoromethanesulfonate 在 aluminum (III) chloride 、 lithium aluminium tetrahydride 、 四(三苯基膦)钯 、 sodium carbonate 、 lithium chloride 作用下， 以 乙二醇二甲醚 、 乙醚 、 水 为溶剂， 反应 19.5h， 生成 (3-chloro-4-(furan-3-yl)phenyl)methanaminium chloride
  参考文献：
  名称：

  A fragment-based approach leading to the discovery of a novel binding site and the selective CK2 inhibitor CAM4066

  摘要：

  Recently we reported the discovery of a potent and selective CK2 alpha inhibitor CAM4066. This compound inhibits CK2 activity by exploiting a pocket located outside the ATP binding site (alpha D pocket). Here we describe in detail the journey that led to the discovery of CAM4066 using the challenging fragment linking strategy. Specifically, we aimed to develop inhibitors by linking a high-affinity fragment anchored in the alD site to a weakly binding warhead fragment occupying the ATP site. Moreover, we describe the remarkable impact that molecular modelling had on the development of this novel chemical tool. The work described herein shows potential for the development of a novel class of CK2 inhibitors. (C) 2017 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2017.04.037
• 作为产物：
  描述：

  4-苯甲氧基-3-氯-苯甲腈 在 吡啶 、 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 2-chloro-4-cyanophenyl trifluoromethanesulfonate
  参考文献：
  名称：

  金刚烷基取代的类视黄醇衍生分子，通过诱导凋亡抑制癌细胞的生长和血管生成，并与小的异二聚体伴侣核受体结合：修饰其羧酸盐基团对细胞凋亡，增殖和蛋白质酪氨酸磷酸酶活性的影响。

  摘要：

  小异二聚体伴侣（SHP）核受体配体（E）-4- [3'-（1-金刚烷基）-4'-羟基苯基] -3-氯肉桂酸（3-Cl-AHPC）的凋亡和抗增殖活性考察了由6- [3'-（1-金刚烷基）-4'-羟基苯基] -2-萘甲酸（AHPN）衍生的化合物，以及几种羧基等位或氢键接受类似物。3-Cl-AHPC仍然是最有效的凋亡因子，而四唑，噻唑烷-2,4-二酮，甲基二腈，异羟肟酸，硼酸，2-氧醛和乙基膦酸氢键受体类似物的活性较低或更低。 KG-1急性髓细胞性白血病和MDA-MB-231乳腺癌，H292肺和DU-145前列腺癌细胞凋亡的有效诱导剂。同样，3-Cl-AHPC是最有效的细胞增殖抑制剂。4- [3'-（1-金刚烷基）-4' -羟基苯基] -3-氯苯基四唑，（2E）-5- {2- [3'-（1-金刚烷基）-2-氯-4'-羟基-4-联苯]乙烯基} -1H-四唑，5- { 4- [3'-（1-金刚烷基）-4'-羟基苯基]

  DOI：

  10.1021/jm0613323

文献信息

• Novel non-ATP competitive small molecules targeting the CK2 α/β interface
  作者：Paul Brear、Andrew North、Jessica Iegre、Kathy Hadje Georgiou、Alexandra Lubin、Laura Carro、William Green、Hannah F. Sore、Marko Hyvönen、David R. Spring

  DOI：10.1016/j.bmc.2018.05.011

  日期：2018.7

  Increased CK2 levels are prevalent in many cancers. Combined with the critical role CK2 plays in many cell-signaling pathways, this makes it a prime target for down regulation to fight tumour growth. Herein, we report a fragment-based approach to inhibiting the interaction between CK2 alpha and CK2 beta at the alpha-beta interface of the holoenzyme. A fragment, CAM187, with an IC50 of 44 mu M and a molecular weight of only 257 gmol(-1) has been identified as the most promising compound. Importantly, the lead fragment only bound at the interface and was not observed in the ATP binding site of the protein when co-crystallised with CK2 alpha. The fragment-like molecules discovered in this study represent unique scaffolds to CK2 inhibition and leave room for further optimisation.
• [EN] ANTI VIRAL COMPOUNDS<br/>[FR] COMPOSÉS ANTIVIRAUX
  申请人：PASTEUR INSTITUT KOREA

  公开号：WO2010046780A2

  公开（公告）日：2010-04-29

  There is provided small molecule anti-human immunodeficiency virus (anti-HIV) compounds as well as a phenotypic cell-based high throughput screening (HTS) assay for their identification.