7-(3-fluoro-4-methoxyphenyl)-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione | 1307885-50-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 7-(3-fluoro-4-methoxyphenyl)-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione
• 英文别名: 7-(3-Fluoro-4-methoxyphenyl)-1,3-dimethylpurine-2,6-dione
• CAS: 1307885-50-2
• 化学式: C₁₄H₁₃FN₄O₃
• 分子量: 304.281
• InChiKey: XUCYKRXRYPIEJI-UHFFFAOYSA-N

物化性质

• 沸点：
  501.8±60.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  67.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-(3-fluoro-4-methoxyphenyl)-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione 、 N-(4-溴-2-甲氧基-苯基)-乙酰胺 在 copper(l) iodide 、 palladium diacetate 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 以72%的产率得到N-(4-(7-(3-fluoro-4-methoxyphenyl)-1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)-2-methoxyphenyl)acetamide
  参考文献：
  名称：

  Fluorescent phosphoinositide 3-kinase inhibitors suitable for monitoring of intracellular distribution

  摘要：

  The monitoring of the drug behavior and distribution in biological system can provide information whether drug reaches its desired target, and a biological rationale for the design of new therapeutics. We have developed a family of potent fluorescent PI3K alpha inhibitors in which part of the fluorophore was engineered to be a pharmacophore capable of inhibiting PI3K alpha. These xanthine derivatives are characterized by a donor-acceptor molecular structure, and changes in the electronic properties of the two variation points at R-1 and R-2 give rise to notable bathochromic shifts in the lambda(em), (abs) and increase the value of Phi(F). Further, we illustrated the use of E2 (PI3K alpha/IC50 = 0.068 mu M, T47D cell viability: IC50 = 0.9 mu M) to block cancer cell proliferation and to monitor its subcellular localization by fluorescence microscopy. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.025
• 作为产物：
  描述：

  茶碱 、 3-氟-4-甲氧基苯硼酸 在 吡啶 、 copper diacetate 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以61%的产率得到7-(3-fluoro-4-methoxyphenyl)-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione
  参考文献：
  名称：

  Fluorescent phosphoinositide 3-kinase inhibitors suitable for monitoring of intracellular distribution

  摘要：

  The monitoring of the drug behavior and distribution in biological system can provide information whether drug reaches its desired target, and a biological rationale for the design of new therapeutics. We have developed a family of potent fluorescent PI3K alpha inhibitors in which part of the fluorophore was engineered to be a pharmacophore capable of inhibiting PI3K alpha. These xanthine derivatives are characterized by a donor-acceptor molecular structure, and changes in the electronic properties of the two variation points at R-1 and R-2 give rise to notable bathochromic shifts in the lambda(em), (abs) and increase the value of Phi(F). Further, we illustrated the use of E2 (PI3K alpha/IC50 = 0.068 mu M, T47D cell viability: IC50 = 0.9 mu M) to block cancer cell proliferation and to monitor its subcellular localization by fluorescence microscopy. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.025