5-(4-chloro-benzyl)-6-methyl-2-methylsulfanyl-3H-pyrimidin-4-one | 63204-37-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5-(4-chloro-benzyl)-6-methyl-2-methylsulfanyl-3H-pyrimidin-4-one
• 英文别名: 5-(4-chlorobenzyl)-6-methyl-2-methylthio-4-pyrimidone；5-(4-Chlorobenzyl)-6-methyl-2-methylthio-4-pyrimidone；5-[(4-chlorophenyl)methyl]-4-methyl-2-methylsulfanyl-1H-pyrimidin-6-one
• CAS: 63204-37-5
• 化学式: C₁₃H₁₃ClN₂OS
• 分子量: 280.778
• InChiKey: ABFXFVHLYUMNFD-UHFFFAOYSA-N

物化性质

• 沸点：
  420.2±47.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-氨基水杨酸 、 5-(4-chloro-benzyl)-6-methyl-2-methylsulfanyl-3H-pyrimidin-4-one 在 吡啶 作用下， 反应 8.0h， 生成 5-({5-[(4-Chlorophenyl)methyl]-4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl}amino)-2-hydroxybenzoic acid
  参考文献：
  名称：

  Design, synthesis and biological evaluation of 2-aminopyrimidinones and their 6-aza-analogs as a new class of CK2 inhibitors

  摘要：

  In order to find the new potent CK2 inhibitors the 60 derivatives of 2-aminopyrimidinone and their 6-aza-substituted analogs were synthesized and tested in vitro. Among them, the most efficient inhibitor 2-hydroxy-5-[4-(4-methoxyphehyl)-6-oxo-1,6-dihydropyrimidin-2-ylamino] benzoic acid was identified (IC50 = 1.1 mu M). The structure-activity relationship study of newly synthesized derivatives was carried out and their binding mode with adenosine triphosphate-acceptor site of CK2 was proposed.

  DOI：

  10.3109/14756366.2013.837898
• 作为产物：
  描述：

  5-(4-Chlorobenzyl)-2-mercapto-6-methylpyrimidin-4-ol 生成 5-(4-chloro-benzyl)-6-methyl-2-methylsulfanyl-3H-pyrimidin-4-one
  参考文献：
  名称：

  BROWN, T. H.;DURANT, G. J.;EMMETT, J. C.;GANELLIN, C. R.

  摘要：

  DOI：

文献信息

• 4-Pyrimidone compounds
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04145546A1

  公开（公告）日：1979-03-20

  The compounds are substituted isocytosines which are histamine H.sub.2 -antagonists. Two specific compounds of the present invention are 2-\x9b2-(5-methyl-4-imidazolylmethylthio)-ethylamino!-5-(3-methoxybenzyl)-4-p\n' yrimidone and 2-\x9b2-(5-methyl-4-imidazolylmethylthio)ethylamino!-5-benzyloxy-4-pyrimidone\n' .

  这些化合物是取代的异胞嘧啶，是组胺H.sub.2-拮抗剂。本发明的两种特定化合物是2-β2-(5-甲基-4-咪唑基甲硫基)-乙基氨基-5-(3-甲氧基苄基)-4-吡咯啉酮和2-β2-(5-甲基-4-咪唑基甲硫基)乙基氨基-5-苄氧基-4-吡咯啉酮。
• 4-Pyrimidones compositions, and methods of use
  申请人：SmithKline & French Laboratories Limited

  公开号：US04159329A1

  公开（公告）日：1979-06-26

  The compounds are substituted isocytosines which are histamine H.sub.2 -antagonists. Two specific compounds of the present invention are 2-[2-(5-methyl-4-imidazolylmethylthio)-ethylamino]-5-(3-methoxybenzyl)-4-p yrimidone and 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-6-benzyloxy-4-pyrimidone .

  这些化合物是取代的异胞嘧啶，它们是组胺H.sub.2-拮抗剂。本发明的两种具体化合物是2-[2-(5-甲基-4-咪唑基甲硫基)-乙基氨基]-5-(3-甲氧基苯基)-4-嘧啶酮和2-[2-(5-甲基-4-咪唑基甲硫基)乙基氨基]-6-苄氧基-4-嘧啶酮。
• Substituted 4-pyrimidone compounds, compositions and methods of use
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04218452A1

  公开（公告）日：1980-08-19

  The compounds are substituted isocytosines which are histamine H.sub.2 -antagonists. Two specific compounds of the present invention are 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-(3-methoxybenzyl)-4-py rimidone and 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-benzyloxy-4-pyrimidone .

  这些化合物是取代的异胞嘧啶，是组胺H.sub.2-拮抗剂。本发明的两种特定化合物是2-[2-(5-甲基-4-咪唑甲基硫基)乙基氨基]-5-(3-甲氧基苯基)-4-吡咯酮和2-[2-(5-甲基-4-咪唑甲基硫基)乙基氨基]-5-苄氧基-4-吡咯酮。
• BROWN, T. H.;DURANT, G. J.;EMMETT, J. C.;GANELLIN, C. R.
  作者：BROWN, T. H.、DURANT, G. J.、EMMETT, J. C.、GANELLIN, C. R.

  DOI：——

  日期：——
• US4145546A
  申请人：——

  公开号：US4145546A

  公开（公告）日：1979-03-20