1-(4-(methylamino)-2-(methylthio)pyrimidin-5-yl)ethan-1-one | 851757-00-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-(4-(methylamino)-2-(methylthio)pyrimidin-5-yl)ethan-1-one
• 英文别名: 1-(4-Methylamino-2-methylsulfanyl-pyrimidin-5-yl)-ethanone；1-[4-(Methylamino)-2-methylsulfanylpyrimidin-5-yl]ethanone
• CAS: 851757-00-1
• 化学式: C₈H₁₁N₃OS
• 分子量: 197.261
• InChiKey: OMKUVYDAWQQMSP-UHFFFAOYSA-N

物化性质

• 沸点：
  374.9±27.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.44
• 重原子数：
  13.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  54.88
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-(4-(methylamino)-2-(methylthio)pyrimidin-5-yl)ethan-1-one 在 barium dihydroxide 、 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 三苯胂 、 sodium hydride 、 间氯过氧苯甲酸 、 过氧化苯甲酰 作用下， 生成 6-(2-Chloro-phenyl)-2-[4-(2-diethylamino-ethoxy)-phenylamino]-5,8-dimethyl-8H-pyrido[2,3-d]pyrimidin-7-one
  参考文献：
  名称：

  Structure–activity relationships for 2-anilino-6-phenylpyrido[2,3-d]pyrimidin-7(8H)-ones as inhibitors of the cellular checkpoint kinase Wee1

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2005.01.079
• 作为产物：
  描述：

  1-(4-methylamino-2-methylsulfanyl-pyrimidin-5-yl)-ethanol 在 manganese(IV) oxide 作用下， 生成 1-(4-(methylamino)-2-(methylthio)pyrimidin-5-yl)ethan-1-one
  参考文献：
  名称：

  Structure–activity relationships for 2-anilino-6-phenylpyrido[2,3-d]pyrimidin-7(8H)-ones as inhibitors of the cellular checkpoint kinase Wee1

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2005.01.079

文献信息

• Pyridin-2-one Synthesis Using Ester Enolates and Aryl Aminoaldehydes and Ketones
  作者：Tushar Apsunde、Ryan P. Wurz

  DOI：10.1021/jo500284n

  日期：2014.4.4

  An aldol-like cyclocondensation has been used to prepare heterocyclic-fused pyridin-2-ones from aminoaldehydes and ketones upon treatment with a lithium enolate of ethyl acetate or alpha-substituted acetates. These motifs are present in a large number of biologically active natural products and synthetic compounds and can be accessed using mild reaction conditions using readily available starting materials. This methodology allows access to pyrimidinopyridin-2-ones, pyrazolopyridin-2-ones, and pyridopyridazine diones with varying substitution patterns.
• [EN] MODULATORS OF PROTEIN KINASES<br/>[FR] MODULATEURS DE PROTÉINES KINASES
  申请人：[en]VIBLIOME THERAPEUTICS, LLC

  公开号：WO2023283369A1

  公开（公告）日：2023-01-12

  Provided herein are small molecule protein kinase modulators, pharmaceutical compositions comprising such, and their uses in treating one or more conditions.
• WO2024097805A1
  申请人：——

  公开号：——

  公开（公告）日：——