8-cyclopentyl-6-iodo-5-methyl-2-(5-piperazin-1-yl-pyridin-2-ylamino)-8H-pyrido[2,3-d]pyrimidin-7-one | 571189-24-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 8-cyclopentyl-6-iodo-5-methyl-2-(5-piperazin-1-yl-pyridin-2-ylamino)-8H-pyrido[2,3-d]pyrimidin-7-one
• 英文别名: 8-cyclopentyl-6-iodo-5-methyl-2-(5-(piperazin-1-yl)pyridin-2-ylamino)pyrido[2,3-d]pyrimidin-7(8H)-one；8-Cyclopentyl-6-iodo-5-methyl-2-[(5-piperazin-1-ylpyridin-2-yl)amino]pyrido[2,3-d]pyrimidin-7-one
• CAS: 571189-24-7
• 化学式: C₂₂H₂₆IN₇O
• 分子量: 531.399
• InChiKey: BXHIXGPLFQBFFY-UHFFFAOYSA-N

物化性质

• 熔点：
  >240 °C
• 沸点：
  693.2±65.0 °C(Predicted)
• 密度：
  1.65±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  86.3
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-[6-(8-cyclopentyl-6-iodo-5-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino)pyridin-3-yl]piperazine-1-carboxylic acid tert-butyl ester 在 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 2.0h， 以95%的产率得到8-cyclopentyl-6-iodo-5-methyl-2-(5-piperazin-1-yl-pyridin-2-ylamino)-8H-pyrido[2,3-d]pyrimidin-7-one
  参考文献：
  名称：

  Radiosynthesis and radiopharmacological evaluation of cyclin-dependent kinase 4 (Cdk4) inhibitors

  摘要：

  Tumor cells are characterized by their loss of growth control resulting from alterations in regulating pathways of the cell cycle, such as a deregulated cyclin-dependent kinase (Cdk) activity and/or Cdk expression. Appropriately radiolabeled Cdk4 inhibitors are discussed as promising molecular probes for imaging cell proliferation processes and tumor visualization by PET. This work describes the design, synthesis and radiopharmacological evaluation of two I-124-labeled Cdk4 inhibitors as potential radio-tracers for imaging of Cdk4 in vivo. Treatment of a solution containing labeling precursors with [I-124]NaI gave radiolabeled Cdk4 inhibitors [I-124]CKIA and [I-124]CKIB in radiochemical yields of up to 35%. I-124- labeled radiotracers [I-124]CKIA and [I-124]CKIB were used in cell uptake studies as well as biodistribution studies in Wistar rats and small-animal PET in tumor-bearing mice. In vitro radiotracer uptake studies in adherent tumor cells using [I-124]CKIA showed substantial uptake in HT-29 and FaDu cells (750-850% ID/mg protein [I-124]CKIA and 900-1000 %ID/mg protein [I-124]CKIB) after 1 h at 37 degrees C. Biodistribution of [I-124]CKIA and [I-124]CKIB showed rapid blood clearance of radioactivity and an accumulation as well as metabolization in the liver. Both radiotracers were administered intravenously to mouse FaDu xenograft tumor model and imaging studies were performed on a small-animal PET scanner. Both imaging techniques showed only little uptake of both radiotracers in the FaDu tumor xenografts. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.11.020

文献信息

• 2-(Pyridin-2-ylamino)-pyrido[2,3-d]pyrimidin-7-ones
  申请人：——

  公开号：US20030149001A1

  公开（公告）日：2003-08-07

  The present invention provides substituted 2-aminopyridines useful in treating cell proliferative disorders. The novel compounds of the present invention are potent inhibitors of cyclin-dependent kinases 4 (cdk4). 1

  这项发明提供了用于治疗细胞增殖性疾病的取代2-氨基吡啶。本发明的新化合物是cyclin-dependent激酶4 (cdk4)的有效抑制剂。
• METHODS OF USING CELL-CYCLE INHIBITORS TO MODULATE ONE OR MORE PROPERTIES OF A CELL CULTURE
  申请人：AMGEN INC.

  公开号：US20150353542A1

  公开（公告）日：2015-12-10

  Methods of modulating the properties of a cell culture expressing a protein of interest are provided. In various embodiments the methods relate to the addition of cell cycle inhibitors to growing cell cultures.

  提供了一种调节表达感兴趣蛋白的细胞培养物性质的方法。在各种实施方式中，该方法涉及向生长的细胞培养物中添加细胞周期抑制剂。
• 2-(Pyridin-2-ylamino)-pyrido [2,3-D]pyrimidin-7-ones
  申请人：Barvian Mark

  公开号：US20050137214A1

  公开（公告）日：2005-06-23

  The present invention provides substituted 2-aminopyridines useful in treating cell proliferative disorders. The novel compounds of the present invention are potent inhibitors of cyclin-dependent kinases 4 (cdk4).

  本发明提供了可用于治疗细胞增殖性疾病的取代的2-氨基吡啶。本发明的新型化合物是cyclin-dependent kinases 4 (cdk4)的强效抑制剂。
• 2-(PYRIDIN-2-YLAMINO)-PYRIDO [2,3 D]PYRIMIDIN-7-ONES
  申请人：Barvian Mark

  公开号：US20070179118A1

  公开（公告）日：2007-08-02

  The present invention provides substituted 2-aminopyridines useful in treating cell proliferative disorders. The novel compounds of the present invention are potent inhibitors of cyclin-dependent kinases 4 (cdk4).

  本发明提供了替代2-氨基吡啶，用于治疗细胞增殖性疾病。本发明的新化合物是cyclin-dependent kinases 4 (cdk4)的有效抑制剂。
• 2-(PYRIDIN-2-YLAMINO)-PYRIDO 2,3-d]PYRIMIDIN-7-ONES
  申请人：Warner-Lambert Company LLC

  公开号：EP1470124B1

  公开（公告）日：2005-12-28