(±)-2-(2,6-dioxopiperidin-3-yl)-4-(propylamino)isoindoline-1,3-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: (±)-2-(2,6-dioxopiperidin-3-yl)-4-(propylamino)isoindoline-1,3-dione
• 英文别名: 2-(2,6-Dioxo-3-piperidyl)-4-(propylamino)isoindoline-1,3-dione；2-(2,6-dioxopiperidin-3-yl)-4-(propylamino)isoindole-1,3-dione
• 化学式: C₁₆H₁₇N₃O₄
• 分子量: 315.329
• InChiKey: SCULKDAEKDPCFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  95.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,3-二氧-2-( 2,6-二氧哌啶-3-基) -5-硝基异二氢吲哚 、 丙醛 在 palladium 10% on activated carbon 、 氢气 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、300.01 kPa 条件下， 反应 5.0h， 以95%的产率得到(±)-2-(2,6-dioxopiperidin-3-yl)-4-(propylamino)isoindoline-1,3-dione
  参考文献：
  名称：

  新型沙利度胺类似物的合成和荧光特征

  摘要：

  本文中，我们描述的各种简单的合成Ñ，以确定它们的荧光激发和发射轮廓烷基沙利度胺衍生物。此后，一系列更复杂的片段通过Huisgen 1,3-偶极环加成连接，从而提供了更加多样化的荧光图。甲沙利度胺叠氮化物衍生物也被发现为与两个已知的环辛炔无铜点击反应特别反应性的。

  DOI：

  10.1016/j.tet.2015.08.036

文献信息

• Methods to induce targeted protein degradation through bifunctional molecules
  申请人：Dana-Farber Cancer Institute, Inc.

  公开号：US10464925B2

  公开（公告）日：2019-11-05

  The present application provides bifunctional compounds which act as protein degradation inducing moieties. The present application also relates to methods for the targeted degradation of endogenous proteins through the use of the bifunctional compounds that link a cereblon-binding moiety to a ligand that is capable of binding to the targeted protein which can be utilized in the treatment of proliferative disorders. The present application also provides methods for making compounds of the application and intermediates thereof.

  本申请提供了作为蛋白质降解诱导分子的双功能化合物。本申请还涉及通过使用双官能化合物靶向降解内源性蛋白质的方法，该双官能化合物将脑龙结合分子与能够与靶向蛋白质结合的配体连接起来，可用于治疗增殖性疾病。本申请还提供了制造本申请化合物及其中间体的方法。
• METHODS TO INDUCE TARGETED PROTEIN DEGRADATION THROUGH BIFUNCTIONAL MOLECULES
  申请人：Dana-Farber Cancer Institute, Inc.

  公开号：US20180009779A1

  公开（公告）日：2018-01-11

  The present application provides bifunctional compounds which act as protein degradation inducing moieties. The present application also relates to methods for the targeted degradation of endogenous proteins through the use of the bifunctional compounds that link a cereblon-binding moiety to a ligand that is capable of binding to the targeted protein which can be utilized in the treatment of proliferative disorders. The present application also provides methods for making compounds of the application and intermediates thereof.
• DEGRADATION OF BRUTON'S TYROSINE KINASE (BTK) BY CONJUGATION OF BTK INHIBITORS WITH E3 LIGASE LIGAND AND METHODS OF USE
  申请人：DANA-FARBER CANCER INSTITUTE, INC.

  公开号：US20210030832A1

  公开（公告）日：2021-02-04

  The present application provides bifunctional compounds of Formula X or an enantiomer, diastereomer, or stereoisomer thereof, or pharmaceutically acceptable salt, hydrate, solvate, or prodrug thereof, which act as protein degradation inducing moieties for Bruton's tyrosine kinase (BTK). The present application also relates to methods for the targeted degradation of BTK through the use of bifunctional compounds that link a ubiquitin ligase-binding moiety to a ligand that is capable of binding to BTK which can be utilized in the treatment of disorders modulated by BTK.
• BIFUNCTIONAL MOLECULES FOR DEGRADATION OF EGFR AND METHODS OF USE
  申请人：DANA-FARBER CANCER INSTITUTE, INC.

  公开号：US20220017510A1

  公开（公告）日：2022-01-20

  The present application provides bifunctional compounds of Formula (I): which act as protein degradation inducing moieties for EGFR and/or a mutant thereof. The present application also describes methods for the targeted degradation of EGFR and/or a mutant thereof through the use of the bifunctional compounds that link a ubiquitin ligase-binding moiety to a ligand that is capable of binding to EGFR and/or a mutant thereof which can be utilized in the treatment of disorders modulated by EGFR or a mutant thereof.
• The synthesis and fluorescence profile of novel thalidomide analogues
  作者：Sven S. Kampmann、Brian W. Skelton、George C. Yeoh、Lawrence J. Abraham、Nigel A. Lengkeek、Keith A. Stubbs、Charles H. Heath、Scott G. Stewart

  DOI：10.1016/j.tet.2015.08.036

  日期：2015.10

  Herein we describe the synthesis of various simple N-alkyl thalidomide derivatives in order to determine their fluorescence excitation and emission profile. Following this, a series of more complex fragments were attached through a Huisgen 1,3-dipolar cycloaddition providing a more diverse fluorescence profile. A thalidomide azide derivative was also found to be particularly reactive in a copper-free

  本文中，我们描述的各种简单的合成Ñ，以确定它们的荧光激发和发射轮廓烷基沙利度胺衍生物。此后，一系列更复杂的片段通过Huisgen 1,3-偶极环加成连接，从而提供了更加多样化的荧光图。甲沙利度胺叠氮化物衍生物也被发现为与两个已知的环辛炔无铜点击反应特别反应性的。