(3Z,6Z)-3-[(5-叔丁基-1H-咪唑-4-基)亚甲基]-6-(苯亚甲基)-2,5-哌嗪二酮

• 常用名: (3Z,6Z)-3-[(5-叔丁基-1H-咪唑-4-基)亚甲基]-6-(苯亚甲基)-2,5-哌嗪二酮
• 英文名: Plinabulin (NPI-2358)
• CAS号: 714272-27-2
• 分子量: 336.388
• 密度: 1.3±0.1 g/cm3
• 沸点: 730.3±60.0 °C at 760 mmHg
• 分子式: C₁₉H₂₀N₄O₂
• 熔点: N/A
• 闪点: 395.5±32.9 °C

用途

Plinabulin (NPI-2358)是一种VDA,能结合微管蛋白的秋水仙碱结合位点,IC50为9.8-18 nM。

名称

• 中文名: (3Z,6Z)-3-[(5-叔丁基-1H-咪唑-4-基)亚甲基]-6-(苯亚甲基)-2,5-哌嗪二酮
• 英文名: (3Z,6Z)-3-benzylidene-6-[(5-tert-butyl-1H-imidazol-4-yl)methylidene]piperazine-2,5-dione
• 中文别名: 普那布林

生物活性

• 描述: Plinabulin (NPI-2358)是一种VDA,能结合微管蛋白的秋水仙碱结合位点,IC50为9.8-18 nM。
• 相关类别:
  信号通路 >> 细胞周期/DNA损伤 >> 微管/微管蛋白
  信号通路 >> 细胞骨架 >> 微管/微管蛋白
  研究领域 >> 癌症
• 参考文献:

  [1]. Nicholson B et al. NPI-2358 is a tubulin-depolymerizing agent: in-vitro evidence for activity as a tumor vascular-disrupting agent. Anticancer Drugs. 2006 Jan;17(1):25-31.

  [2]. Monica M. Mita et al. Phase 1 First-in-Human Trial of the Vascular Disrupting Agent Plinabulin (NPI-2358) in Patients with Solid Tumors or Lymphomas Clin Cancer Res December 1, 2010 16; 5892

  [3]. Yakushiji F, Tanaka H, Muguruma K, Iwahashi T, Yamazaki Y, Hayashi Y.,Prodrug study of plinabulin using a click strategy focused on the effects of a replaceable water-solubilizing moiety.,Chem Pharm Bull (Tokyo). 2012;60(7):877-81.

  [4]. Yamazaki Y, Sumikura M, Masuda Y, Hayashi Y, Yasui H, Kiso Y, Chinen T, Usui T, Yakushiji F, Potts B, Neuteboom S, Palladino M, Lloyd GK, Hayashi Y.,Synthesis and structure-activity relationships of benzophenone-bearing diketopiperazine-type anti-microtubule agents.,Bioorg Med Chem. 2012 Jul 15;20(14):4279-89. Epub 2012 Jun 4.

  [5]. Bertelsen LB, Shen YY, Nielsen T, St?dkilde-J?rgensen H, Lloyd GK, Siemann DW, Horsman MR.,Vascular effects of plinabulin (NPI-2358) and the influence on tumour response when given alone or combined with radiation.Int J Radiat Biol. 2011 Nov;87(11):1126-34.

物理化学性质

• 密度: 1.3±0.1 g/cm3
• 沸点: 730.3±60.0 °C at 760 mmHg
• 分子式: C₁₉H₂₀N₄O₂
• 分子量: 336.388
• 闪点: 395.5±32.9 °C
• 精确质量: 336.158630
• PSA: 94.92000
• LogP: 2.66
• 蒸汽压: 0.0±2.4 mmHg at 25°C
• 折射率: 1.657
• 储存条件: 室温，干燥

英文别名

• NPI-2358/KPU-2
• Plinabulin,NPI2358,NPI-2358
• Plinabulin
• 2,5-Piperazinedione, 3-[[5-(1,1-dimethylethyl)-1H-imidazol-4-yl]methylene]-6-(phenylmethylene)-, (3Z,6Z)-
• S1176_Selleck
• Plinabulin,NPI2358
• NPI 2358
• Plinabulin [USAN:INN]
• (3Z,6Z)-3-Benzylidene-6-{[4-(2-methyl-2-propanyl)-1H-imidazol-5-yl]methylene}-2,5-piperazinedione
• 3-Z-benzylidene-6-(5"-tert-butyl-1H-imidazol-4"-Z-ylmethylene)-piperazine-2,5-dione
• 3-(Z)-benzylidene-6-(((Z)-5-tert-butyl-1H-imidazol-4-yl)methylene)-piperazine-2,5-dione
• tert-butyl-dehydrophenylahistin