675576-97-3

• 常用中文名：4-[[(4R,5S)-4,5-双(4-氯苯基)-4,5-二氢-2-[4-甲氧基-2-(1-甲基乙氧基)苯基]-1H-咪唑-1-基]羰基]-2-哌嗪酮
• 常用英文名：Nutlin-3b
• CAS号：675576-97-3
• 分子式：C₃₀H₃₀Cl₂N₄O₄
• 分子量：581.490
• 相关类别： 生物化工 抑制剂 细胞凋亡(Apoptosis) Mdm2 拮抗剂
• 发布时间：2016-04-21 18:56:51
• 更新时间：2026-07-02 11:01:04
• Nutlin-3b是MDM2/p53抑制剂，IC50为13.6 μM。

名称

• 中文名: 4-[[(4R,5S)-4,5-双(4-氯苯基)-4,5-二氢-2-[4-甲氧基-2-(1-甲基乙氧基)苯基]-1H-咪唑-1-基]羰基]-2-哌嗪酮
• 英文名: 4-[(4R,5S)-4,5-bis(4-chlorophenyl)-2-(4-methoxy-2-propan-2-yloxyphenyl)-4,5-dihydroimidazole-1-carbonyl]piperazin-2-one
• 中文别名: 4-[(4R,5S)-4,5-双(4-氯苯基)-2-(2-异丙氧基-4-甲氧基苯基)-4,5-二氢-1H-咪唑-1-羰基]哌嗪-2-酮; MDM2/P53抑制剂(NUTLIN 3B); (+)-NUTLIN-3|||4-[[(4R,5S)-4,5-双(4-氯苯基)-4,5-二氢-2-[4-甲氧基-2-(1-甲基乙氧基)苯基]-1H-咪唑-1-基]羰基]-2-哌嗪酮
• 英文别名: 2-Piperazinone, 4-[[(4R,5S)-4,5-bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]; UNII-FJA1772CVW; 4-({4,5-bis(4-chlorophenyl)-2-[4-methoxy-2-(propan-2-yloxy)phenyl]-4,5-dihydro-1H-imidazol-1-yl}carbonyl)piperazin-2-one; 4-[[(4R,5S)-4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-2-piperazinone; Piperazinone, 4-[[(4R,5S)-4,5-bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-, rel-;4-[4,5-Bis(4-chlorophenyl)-2-(4-methoxy-2-propan-2-yloxyphenyl)-4,5-dihydroimidazole-1-carbonyl]piperazin-2-one; NUTLIN 3B; Nutlin-3b, 10 mM in DMSO; Nutlin-3b //BP; 4-{[4,5-Bis(4-chlorophenyl)-2-(2-isopropoxy-4-methoxyphenyl)-4,5-dihydro-1H-imidazol-1-yl]carbonyl}-2-piperazinone; 4-[[(4R,5S)-4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-2-piperazinone Nutlin 3b; 9-trioxaundecane; 4-((4R,5S)-4,5-bis(4-chlorophenyl)-2-(2-isopropoxy-4-methoxyphenyl)-4,5-dihydro-1H-imidazole-1-carbonyl)piperazin-2-one; nutlin-3B; NUTLIN-3B;NUTLIN 3B; (+)-NUTLIN-3;NUTLIN 3B; 4-[[(4R,5S)-4,5-Bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imid; Nutlin-3b ，S8065; Nutlin (3b); nutlin 3; 11-Bis(tosyloxy)-3; Nutlin-3b - Nutlin-3, (+)

物化性质

• 密度: 1.4±0.1 g/cm3
• 分子式: C₃₀H₃₀Cl₂N₄O₄
• 分子量: 581.490
• 精确质量: 580.164429
• PSA: 86.96000
• LogP: 2.77
• 外观性状: 淡黄色至黄色固体
• 折射率: 1.648
• 储存条件: -20℃

生物活性

• 描述: Nutlin-3b是MDM2/p53抑制剂,IC50为13.6 μM。
• 相关类别:
  信号通路 >> 细胞凋亡 >> MDM-2/p53
  研究领域 >> 癌症
• 靶点:

  IC50: 13.6 μM (MDM2/p53)

• 体外研究: 与更有效的相反(-)-对映异构体Nutlin-3a相比,Nutlin-3b是Nutlin-3的有效(+)-对映体,是p53 MDM2拮抗剂或抑制剂的150倍。它可用作非Mdm2相关细胞活动的阴性对照。 Nutlin-3b可用作非MDM2相关细胞活性的阴性对照。 Nutlin-3a仅在具有野生型p53的细胞中诱导MDM2和p21(但不是p53)的表达。无论细胞的p53状态如何,Nutlin-3b都没有效果。只有活性对映体Nutlin-3a显示出有效的抗增殖活性,并且在携带野生型p53的细胞和携带突变型p53的细胞之间明显分离效力。 Nutlin-3b的效力在野生型p53细胞中低得多,并且几乎与Nutlin-3a对突变型p53细胞的效力相同。在暴露于Nutlin-3a 48小时后,45％的细胞群变为TUNEL阳性,但用Nutlin-3b处理的细胞与未处理的对照无法区分。
• 参考文献:

  [1]. Ye F, Lattif AA, Xie J, Weinberg A, Gao S.Nutlin-3 induces apoptosis, disrupts viral latency and inhibits expression of angiopoietin-2 in Kaposi sarcoma tumor cells.Cell Cycle. 2012 Apr 1;11(7):1393-9. Epub 2012 Apr 1.

  [2]. Shin JS, Ha JH, He F, Muto Y, Ryu KS, Yoon HS, Kang S, Park SG, Park BC, Choi SU, Chi SW.Structural insights into the dual-targeting mechanism of Nutlin-3.Biochem Biophys Res Commun. 2012 Mar 30;420(1):48-53.

  [3]. Gasparini C, Tommasini A, Zauli G.The MDM2 inhibitor Nutlin-3 modulates dendritic cell-induced T cell proliferation.Hum Immunol. 2012 Apr;73(4):342-5.

  [4]. Ma T, Yamada S, Ichwan SJ, Iseki S, Ohtani K, Otsu M, Ikeda MA.Inability of p53-reactivating compounds Nutlin-3 and RITA to overcome p53 resistance in tumor cells deficient in p53Ser46 phosphorylation.Biochem Biophys Res Commun. 2012 Jan 20;417(3):931-7.

  [5]. Vatsyayan R, Singhal J, Nagaprashantha LD, Awasthi S, Singhal SS.Nutlin-3 enhances sorafenib efficacy in renal cell carcinoma.Mol Carcinog. 2011 Oct 17. doi: 10.1002/mc.20875.