55003-81-1

• 常用中文名：2-(2,6-二氧代哌啶-3-基)-5-硝基异吲哚-1,3-二酮
• 常用英文名：2-(2,6-dioxopiperidin-3-yl)-5-nitroisoindoline-1,3-dione
• CAS号：55003-81-1
• 分子式：C₁₃H₉N₃O₆
• 分子量：303.23
• 相关类别： 信号通路 蛋白裂解靶向嵌合体 E3 Ligase的配体
• 发布时间：2017-04-13 04:05:22
• 更新时间：2026-07-01 10:07:12
• CRBN配体-9(化合物4d)是CRBN配体(Ki:8.9μM)。CRBN配体-9可用于合成PROTACs[1][2]。

名称

• 中文名: 43 2-(26-二氧代哌啶-3-基)-5-硝基异吲哚-13-二酮
• 英文名: 2-(2,6-dioxopiperidin-3-yl)-5-nitroisoindole-1,3-dione
• 中文别名: 波马利多明杂质2; 2-(2,6-二氧代哌啶-3-基)-5-硝基吲哚啉-1,3-二酮; 2-(2,6-二氧代-3-哌啶基)-5-硝基异吲哚啉-1,3-二酮; 2-(2,6-二氧代哌啶-3-基)-5-硝基异二氢吲哚-1,3-二酮
• 英文别名: N-(2,6-dioxopiperidin-3-yl)-4-nitrophthalimide; 6-dioxopiperidin-3-yl)-5-nitroisoindoline-1; 2-(2,6-Dioxo-3-piperidinyl)-5-nitro-1H-isoindole-1,3(2H)-dione; 1H-Isoindole-1,3(2H)-dione,2-(2,6-dioxo-3-piperidinyl)-5-nitro; 2-(4'-Nitro-phthalimido)-glutarimid; CRBN ligand-9; N (2,6 dioxopiperidin 3 yl) 4 nitrophthalimide,N(2,6dioxopiperidin3yl)4nitrophthalimide; 2-(2,6-dioxo-piperidin-3-yl)-5-nitro-isoindole-1,3-dione; 1H-Isoindole-1,3(2H)-dione, 2-(2,6-dioxo-3-piperidinyl)-5-ni; 1,3-dioxo-2-(2,6-dioxopiperidin-3-yl)-5-nitroisoindoline; CRBN ligand-9, 10 mM in DMSO; 2-(2,6-dioxo-3-piperidinyl)-5-nitro-1H-isoindole-1,3(2H)-dione; 2-(2,6-dioxo-3-piperidyl)-5-nitro-isoindoline-1,3-dione; 4-nitrothalidomide; 2-(2,6-Dioxopiperidin-3-yl)-5-nitroisoindole-1,3-dione; 1H-Isoindole-1,3(2H)-dione, 2-(2,6-dioxo-3-piperidinyl)-5-nitro

物化性质

• 分子式: C₁₃H₉N₃O₆
• 分子量: 303.23
• 精确质量: 303.04900
• PSA: 132.86000
• LogP: 0.73300
• 储存条件: 2-8℃

生物活性

• 描述: CRBN配体-9(化合物4d)是CRBN配体(Ki:8.9μM)。CRBN配体-9可用于合成PROTACs[1][2]。
• 相关类别:
  研究领域 >> 癌症
  信号通路 >> 蛋白裂解靶向嵌合体 >> E3 Ligase的配体
• 参考文献:

  [1]. Heim C,et al. De-Novo Design of Cereblon (CRBN) Effectors Guided by Natural Hydrolysis Products of Thalidomide Derivatives. J Med Chem. 2019 Jul 25;62(14):6615-6629.

  [2]. An S, et al. Small-molecule PROTACs: An emerging and promising approach for the development of targeted therapy drugs. EBioMedicine. 2018 Oct;36:553-562.

合成路线

5466-84-2 24666-56-6 ~53% 55003-81-1

文献：Celgene Corporation Patent: US6335/349 B1, 2002 ; Location in patent: Example 2 ; Title/Abstract Full Text Show Details Celgene Corporation Patent: US6335349 B1, 2002 ; Location in patent: Example 2 ;

2650-64-8 ~% 55003-81-1

文献：Muller, George W.; Chen, Roger; Huang, Shaei-Yun; Corral, Laura G.; Wong, Lu Min; Patterson, Rebecca T.; Chen, Yuxi; Kaplan, Gilla; Stirling, David I. Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 11 p. 1625 - 1630

24666-55-5 ~% 55003-81-1

文献：Muller, George W.; Chen, Roger; Huang, Shaei-Yun; Corral, Laura G.; Wong, Lu Min; Patterson, Rebecca T.; Chen, Yuxi; Kaplan, Gilla; Stirling, David I. Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 11 p. 1625 - 1630

5466-84-2 2353-44-8 ~% 55003-81-1

文献：Contino-Pepin, Christiane; Parat, Audrey; Perino, Sandrine; Lenoir, Christine; Vidal, Michel; Galons, Herve; Karlik, Stephen; Pucci, Bernard Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 3 p. 878 - 881

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