[18F]-SKI-249380 | 957218-02-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [18F]-SKI-249380
• 英文别名: SKI-249380；Fluoro-dasatinib；N-(2-chloro-6-methylphenyl)-2-[[6-[4-(2-fluoroethyl)piperazin-1-yl]-2-methylpyrimidin-4-yl]amino]-1,3-thiazole-5-carboxamide
• CAS: 957218-02-9
• 化学式: C₂₂H₂₅ClFN₇OS
• 分子量: 490.004
• InChiKey: PLZOWXHKTJJSQR-UHFFFAOYSA-N

物化性质

• 密度：
  1.382±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  115
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  N-(2-氯-6-甲基苯基)-2-{[2-甲基-6-(1-哌嗪基)-4-嘧啶基]氨基}-1,3-噻唑-5-甲酰胺 、 1-溴-2-氟乙烷 在 potassium carbonate 、 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以84%的产率得到[18F]-SKI-249380
  参考文献：
  名称：

  Synthesis and Biological Evaluation of a Fluorine-18 Derivative of Dasatinib

  摘要：

  Tyrosine kinases often play pivotal roles in the pathogenesis of cancer and are good candidates for therapeutic intervention and targeted molecular imaging. The precursor synthesis, radiosynthesis, and biological characterization of a fluorine-18 analog of dasatinib, a multitargeted kinase inhibitor, are reported. Compound 5 potently inhibits Abl, Src, and Kit kinases and inhibits K562 and M07e/p210(bcr-abl) uman leukemic cell growth. Using positron emission tomography, we visualized K562 tumor xenografts in mice with [F-18]-5.

  DOI：

  10.1021/jm070342g

文献信息

• Fluorine-18 derivatives of dasatinib and uses thereof
  申请人：Veach Darren R.

  公开号：US20100226853A1

  公开（公告）日：2010-09-09

  Provided herein are [ 18 F]-labeled compounds having a chemical structure: R 1 is 18 F, 1-piperazinyl-4-CH 2 CH 2 — 18 F or 1-piperazinyl-4-CH 2 CH 2 OCH 2 CH 2 — 18 F, R 2 is CH 3 or 18 F and R 3 is Cl or 18 F, such that only one of R 1 , R 2 and R 3 comprise an 18 F. Also provided are methods for in vivo imaging using the [ 18 F]-labeled compounds, particularly methods of imaging utilizing positron emission tomography. These methods are effective for diagnosing a pathophysiological condition susceptible to treatment with kinase inhibitor(s) in a subject, or for determining whether a cancer in a subject that is susceptible to being treated with a kinase inhibitor has developed resistance or increased sensitivity to the same and for maximizing tumor response to akinase inhibitor with minimal toxicity to the subject.

  本文提供了一些化学结构为[R1为18F, 1-哌嗪基-4-CH2CH2-18F或1-哌嗪基-4-CH2CH2OCH2CH2-18F，R2为CH3或18F，R3为Cl或18F]的[18F]-标记化合物，其中仅R1、R2和R3中的一个是18F。还提供了使用[18F]-标记化合物进行体内成像的方法，特别是利用正电子发射断层扫描进行成像的方法。这些方法对于诊断易受激酶抑制剂治疗的病理生理状况的受试者，或确定易受激酶抑制剂治疗的癌症是否已经产生抗药性或增加敏感性，并最大化肿瘤对激酶抑制剂的反应，同时对受试者的毒性最小化，具有有效性。
• System, device and method for preparing tracers and transferring materials during radiosynthesis
  申请人：Gangadharmath Umesh B.

  公开号：US10639608B2

  公开（公告）日：2020-05-05

  A system, apparatus, and method for transferring chemical solutions and synthesizing a tracer. For transferring chemical solutions, the system comprises a primary container; a secondary container; a first line in communication with the primary container and the secondary container. The first line facilitates the flow of gas and/or liquid between the primary container and the secondary container. A valve located upstream of the secondary container and downstream of the primary container regulates flow within the first line; a second line in communication with the secondary container. For synthesizing a tracer, the system includes a source of a solution having a radionuclide. A first container has a tracer precursor and is in communication with the source of solution.

  一种用于转移化学溶液和合成示踪剂的系统、装置和方法。为传输化学溶液，该系统包括一个主容器；一个副容器；一条与主容器和副容器相通的第一管线。第一管路有助于气体和/或液体在主容器和副容器之间流动。位于次容器上游和主容器下游的阀门可调节第一管线内的流量；第二管线与次容器相通。为了合成示踪剂，系统包括一个具有放射性核素的溶液源。第一容器装有示踪剂前体，并与溶液源相通。
• Synthesis and Biological Evaluation of a Fluorine-18 Derivative of Dasatinib
  作者：Darren R. Veach、Mohammad Namavari、Nagavarakishore Pillarsetty、Elmer B. Santos、Tatiana Beresten-Kochetkov、Caryl Lambek、Blesida J. Punzalan、Christophe Antczak、Peter M. Smith-Jones、Hakim Djaballah、Bayard Clarkson、Steven M. Larson

  DOI：10.1021/jm070342g

  日期：2007.11.1

  Tyrosine kinases often play pivotal roles in the pathogenesis of cancer and are good candidates for therapeutic intervention and targeted molecular imaging. The precursor synthesis, radiosynthesis, and biological characterization of a fluorine-18 analog of dasatinib, a multitargeted kinase inhibitor, are reported. Compound 5 potently inhibits Abl, Src, and Kit kinases and inhibits K562 and M07e/p210(bcr-abl) uman leukemic cell growth. Using positron emission tomography, we visualized K562 tumor xenografts in mice with [F-18]-5.