6-bromo-5,8-dimethyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one | 851757-02-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 6-bromo-5,8-dimethyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one
• 英文别名: 6-Bromo-5,8-dimethyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one；6-Bromo-5,8-dimethyl-2-methylsulfanylpyrido[2,3-d]pyrimidin-7-one
• CAS: 851757-02-3
• 化学式: C₁₀H₁₀BrN₃OS
• 分子量: 300.179
• InChiKey: AXBXLXGZQDJBFH-UHFFFAOYSA-N

物化性质

• 沸点：
  406.5±45.0 °C(Predicted)
• 密度：
  1.67±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.12
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  47.78
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  6-bromo-5,8-dimethyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one 在 四(三苯基膦)钯 、 oxone||potassium monopersulfate triple salt 、 sodium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 6-(5-amino-2-chlorophenyl)-5,8-dimethyl-2-(methylamino)pyrido[2,3-d]pyrimidin-7(8H)-one
  参考文献：
  名称：

  [EN] MODULATORS OF PROTEIN KINASES
  [FR] MODULATEURS DE PROTÉINES KINASES

  摘要：

  Provided herein are small molecule protein kinase modulators, pharmaceutical compositions comprising such, and their uses in treating one or more conditions.

  公开号：

  WO2023283369A1
• 作为产物：
  描述：

  5,8-dimethyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 以8.5 %的产率得到6-bromo-5,8-dimethyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one
  参考文献：
  名称：

  [EN] MODULATORS OF PROTEIN KINASES
  [FR] MODULATEURS DE PROTÉINES KINASES

  摘要：

  Provided herein are small molecule protein kinase modulators, pharmaceutical compositions comprising such, and their uses in treating one or more conditions.

  公开号：

  WO2023283369A1

文献信息

• Structure–activity relationships for 2-anilino-6-phenylpyrido[2,3-d]pyrimidin-7(8H)-ones as inhibitors of the cellular checkpoint kinase Wee1
  作者：Brian D. Palmer、Jeff B. Smaill、Gordon W. Rewcastle、Ellen M. Dobrusin、Alan Kraker、Charles W. Moore、Randall W. Steinkampf、William A. Denny

  DOI：10.1016/j.bmcl.2005.01.079

  日期：2005.4

  A series of 2-anilino-6-phenylpyrido[2,3-d]-alpyrimidin-7(8H)-ones were synthesized and evaluated for their inhibitory properties against the non-receptor kinase c-Src and the G2/M checkpoint kinase Weel. Overall, the compounds were 10-100-fold more potent inhibitors of c-Src than Weel, and variation of substituents on the 6-phenyl ring did not markedly alter this preference. Solubilizing substituents off the 2-anilino ring in many cases increased Wee I activity, thus lowering this preference to about 10-fold. 5-Alkyl substituted analogs were generally Weel selective, but at the expense of absolute potency. (c) 2005 Elsevier Ltd. All rights reserved.