5-iodoisophthalonitrile | 181220-76-8

• 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: 5-iodoisophthalonitrile
• 英文别名: 3,5-dicyanophenyl iodide；5-iodobenzene-1,3-dicarbonitrile
• CAS: 181220-76-8
• 化学式: C₈H₃IN₂
• 分子量: 254.03
• InChiKey: PYRKTKSBDZCFAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  5-iodoisophthalonitrile 、 8-巯基腺嘌呤 在 copper(l) iodide 、 2,9-dimethyl-1,10-phenanthroline hydrate 、 sodium t-butanolate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Structure–Activity Relationship in a Purine-Scaffold Compound Series with Selectivity for the Endoplasmic Reticulum Hsp90 Paralog Grp94

  摘要：

  Grp94 is involved in the regulation of a restricted number of proteins and represents a potential target in a host of diseases, including cancer, septic shock, autoimmune diseases, chronic inflammatory conditions, diabetes, coronary thrombosis, and stroke. We have recently identified a novel allosteric pocket located in the Grp94 N-terminal binding site that can be used to design ligands with a 2-log selectivity over the other Hsp90 paralogs. Here we perform extensive SAR investigations in this ligand series and rationalize the affinity and paralog selectivity of choice derivatives by molecular modeling. We then use this to design 18c, a derivative with good potency for Grp94 (IC50 = 0.22 mu M) and selectivity over other paralogs (>100- and 33-fold for Hsp90 alpha/beta and Trap-1, respectively). The paralog selectivity and target-mediated activity of 18c was confirmed in cells through several functional readouts. Compound 18c was also inert when tested against a large panel of kinases. We show that 18c has biological activity in several cellular models of inflammation and cancer and also present here for the first time the in vivo profile of a Grp94 inhibitor.

  DOI：

  10.1021/acs.jmedchem.5b00197
• 作为产物：
  描述：

  3,5-dicyanophenyl 4-methoxybenzenesulfonate 在 4-氟苯乙烯 、 copper(I) cyanide di(lithium chloride) 、 苯基氯化镁 、 四丁基碘化铵 、 cobalt acetylacetonate 、 碘 作用下， 以 四氢呋喃 、 N,N-二甲基丙烯基脲 为溶剂， 反应 2.5h， 以64%的产率得到5-iodoisophthalonitrile
  参考文献：
  名称：

  钴催化的磺酸盐/铜交换物用于制备高度功能化的电子不足的芳基铜试剂

  摘要：

  苯酚中的有机铜试剂：一种新的钴催化的芳基磺酸盐/铜交换反应可以在温和的条件下（25–45°C，1–6 h；参见示例）由带有电子缺陷取代基的磺酸盐合成高度官能化的芳基铜试剂。敏感的官能团（例如醛，酯和腈）具有良好的耐受性。

  DOI：

  10.1002/anie.200905379

文献信息

• CONDENSED CYCLIC COMPOUND AND ORGANIC LIGHT-EMNITTING DEVICE INCLUDING THE SAME
  申请人：Samsung Electronics Co., Ltd.

  公开号：US20190315760A1

  公开（公告）日：2019-10-17

  A condensed cyclic compound represented by Formula 1: wherein, in Formula 1, groups and variables are the same as described in the specification.

  由公式1表示的一种紧凑的环状化合物：在公式1中，各组和变量与说明书中描述的相同。
• HETEROCYCLIC COMPOUND AND ORGANIC LIGHT EMITTING ELEMENT INCLUDING SAME
  申请人：LG CHEM, LTD.

  公开号：US20200048230A1

  公开（公告）日：2020-02-13

  Provided is a heterocyclic compound of Chemical Formula 1: and an organic light emitting device including the same.

  提供了化学式为1的杂环化合物以及包括该化合物的有机发光器件。
• NOVEL HETEROCYCLIC COMPOUND AND ORGANIC LIGHT EMITTING DEVICE USING SAME
  申请人：LG CHEM, LTD.

  公开号：EP3730488A1

  公开（公告）日：2020-10-28

  The present invention provides a novel heterocyclic compound and an organic light emitting device including the same.

  本发明提供了一种新型杂环化合物和包括该杂环化合物的有机发光器件。
• COMPOUND, LUMINESCENT MATERIAL, DELAYED FLUORESCENT MATERIAL, AND ORGANIC OPTICAL DEVICE
  申请人：Kyulux, Inc.

  公开号：EP4101850A1

  公开（公告）日：2022-12-14

  The compound represented by the following formula is useful as a light-emitting material. R1 or R2 is Het-LA-∗ or CN-LA-∗; one to three of R1 to R5 are diarylamino groups; the rest are a hydrogen atom or an aryl group; Het is a heteroaryl group; and LA is a single bond or an arylene group.

  下式所代表的化合物可用作发光材料。R1 或 R2 是 Het-LA-∗ 或 CN-LA-∗；R1 至 R5 中的一至三个是二芳基氨基；其余是氢原子或芳基；Het 是杂芳基；LA 是单键或芳基。
• Organometallic compound, organic light-emitting device including the organometallic compound, and diagnostic composition including the organometallic compound
  申请人：Samsung Electronics Co., Ltd.

  公开号：US10811622B2

  公开（公告）日：2020-10-20

  An organometallic compound represented by Formula 1: wherein, in Formula 1, groups and variables are the same as described in the specification.

  由式 1 表示的有机金属化合物： 其中，在公式 1 中，组和变量与说明书中描述的相同。