中文名称:

REL-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

中文同义词:

REL-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;4-[4,5-双(4-氯苯基)-2-(4-甲氧基-2-异丙氧基苯基)-4,5-二氢咪唑-1-羰基]哌嗪-2-酮;P53-MDM2抑制剂(NUTLIN 3);(+/-)-NUTLIN-3

英文名称:

NUTLIN-3

英文同义词:

(+/-)-4-[4,5-BIS(4-CHLOROPHENYL)-2-(2-ISOPROPOXY-4-METHOXY-PHENYL)-4,5-DIHYDRO-IMIDAZOLE-1-CARBONYL]-PIPERAZIN-2-ONE;NUTLIN-3;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]-, rel-;4-[4,5-Bis(4-chlorophenyl)-2-(4-methoxy-2-propan-2-yloxyphenyl)-4,5-dihydroimidazole-1-carbonyl]piperazin-2-one;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-chloro-phenyl)-2-(2-isopropoxy-4-Methoxy-phenyl)-4,5-dihydro-iMidazole-1-carbonyl]-piperazin-2-one;Nutlin-3, >=98%;NUTLIN-3 (Free base)

CAS号:

548472-68-0

分子式:

C30H30Cl2N4O4

分子量:

581.49

EINECS号:

200-258-5

相关类别:

信号转导通路激酶抑制剂;小分子抑制剂;细胞凋亡;小分子抑制剂，天然产物;分子生物试剂-抑制剂激活剂等;细胞生物学试剂;抑制剂;Inhibitors

Mol文件:

548472-68-0.mol

密度 

1.36±0.1 g/cm3(Predicted)

储存条件 

-20°C

溶解度 

DMSO: 20 mg/mL, soluble

酸度系数(pKa)

14.35±0.20(Predicted)

形态

solid

InChIKey

BDUHCSBCVGXTJM-UHFFFAOYSA-N

生物活性

Nutlin-3 是一种有效的 p53-MDM2 抑制剂，Ki 为 90 nM。

靶点

Ki: 90 nM (p53-MDM2)

体外研究

Nutlin-3 is an inhibitor of the MDM2-p53 interaction. In particular, co-treatment of p53-positive HCT116 cells with 1 μM of Inauhzin and 2 μM of Nutlin-3 more significantly activated p53 as measured by its protein level as well as the level of its target p21, PUMA or cleaved PARP as indication of apoptosis. Nutlin-3 is a small-molecule inhibitor that acts to inhibit MDM2 binding to p53 and subsequent p53-dependent DNA damage signaling. As a single agent, Nutlin-3 (2-10 μM) stabilizes p53 and p21 WAF levels and is toxic to WTp53-22RV1 cells (IC 50 , 4.3 μM) but has minimal toxicity toward p53-deficient cells (IC 50 , >10 μM). Nutlin-3 induces p53 and p21 WAF expression in a dose-dependent manner in 22RV1 cells. Short-term cell cycle assays show that, at a dose of 10 μM, Nutlin-3 increasea slightly the G 1 -phase fraction and decreasea S-phase fraction of all three cell lines.

体内研究

Nutlin-3 can suppress the growth of xenograft tumors derived from human osteosarcoma or leukemia cells, the anti-tumor activity of Nutlin-3 even at the dose of 200 mg/kg per oral administration is marginal in an HCT116-derived xenograft tumor model. Nutlin-3 may be a useful adjunct to improve the therapeutic ratio using precision radiotherapy targeted to hypoxic cells and warrants further study in vivo.

危险品标志 

Xi

危险类别码 

36/37/38

安全说明 

26-36

WGK Germany 

3