5-chloro-6-(2-hydroxyethyl)-2-(methylthio)-3,4-dihydro-4-pyrimidinone | 934365-62-5

• 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-chloro-6-(2-hydroxyethyl)-2-(methylthio)-3,4-dihydro-4-pyrimidinone
• 英文别名: 5-chloro-4-(2-hydroxyethyl)-2-methylsulfanyl-1H-pyrimidin-6-one
• CAS: 934365-62-5
• 化学式: C₇H₉ClN₂O₂S
• 分子量: 220.68
• InChiKey: LOTUROYOFNOVEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  87
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-chloro-6-(2-hydroxyethyl)-2-(methylthio)-3,4-dihydro-4-pyrimidinone 在 4-二甲氨基吡啶 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 48.0h， 生成 2-[5-Chloro-2-methylsulfanyl-6-(prop-2-enylamino)pyrimidin-4-yl]ethanol
  参考文献：
  名称：

  Synthesis and biological evaluation of 4-alkylamino-6-(2-hydroxyethyl)-2-methylthiopyrimidines as new rubella virus inhibitors

  摘要：

  In the search for new chemotherapeutic agents useful against Rubella virus (RV) infections, a solution-phase parallel approach for the synthesis of a small library of 4-alkylamino-6-(2-hydroxyethyl)-2-methylthiopyrimidines has been set up, based on previous results from our research group. Biological evaluation of the newly synthesized compounds pointed out their interesting properties as anti-RV agents with IC50 values in the micromolar range. (c) 2006 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.09.002
• 作为产物：
  描述：

  2-methylthio-6-[(2'-hydroxy)ethan-1'-yl]-4(3H)-pyrimidinone 在 N-氯代丁二酰亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 以54%的产率得到5-chloro-6-(2-hydroxyethyl)-2-(methylthio)-3,4-dihydro-4-pyrimidinone
  参考文献：
  名称：

  6-VINYL PYRIMIDINE AND PYRIMIDINONE DERIVATIVES AND THE USE THEREOF

  摘要：

  这项发明涉及6-乙烯基嘧啶嘧啶酮衍生物及其作为药物的用途，特别是用于治疗HIV感染，还涉及用于制备药物组合物的用途和制备方法。

  公开号：

  US20100292260A1

文献信息

• 6-VINYL PYRIMIDINE AND PYRIMIDINONE DERIVATIVES AND THE USE THEREOF
  申请人：Botta Maurizio

  公开号：US20100292260A1

  公开（公告）日：2010-11-18

  The invention relates to 6-vinyl pyrimidine pyrimidinone derivatives and the use thereof as medicaments in particular for the treatment of HTV infections, the use thereof for preparing pharmaceutical compositions and methods for the preparation thereof.

  这项发明涉及6-乙烯基嘧啶嘧啶酮衍生物及其作为药物的用途，特别是用于治疗HIV感染，还涉及用于制备药物组合物的用途和制备方法。
• 4-Pyrimidinone derivatives and their use as anti-HIV agents
  申请人：UNIVERSITA DEGLI STUDI DI SIENA

  公开号：EP2388250A1

  公开（公告）日：2011-11-23

  The invention relates to 4-pyrimidinone derivatives of formula V and the use thereof as medicaments in particular for the treatment of HIV infections, the use thereof for preparing pharmaceutical compositions and methods for the preparation thereof. R6 is -Y-R7 or NR4R5; Y = S, SO, SO2; R3 is aryl or aralkyl; R8 is methyl.

  本发明涉及式 V 的 4-嘧啶酮衍生物及其作为药物（尤其是用于治疗 HIV 感染）的用途、其在制备药物组合物中的用途及其制备方法。 R6是-Y-R7或NR4R5；Y＝S、SO、SO2；R3是芳基或芳烷基；R8是甲基。
• WO2007/43094
  申请人：——

  公开号：——

  公开（公告）日：——
• [EN] 6-VINYL PYRIMIDINE AND PYRIMIDINONE DERIVATIVES AND THE USE THEREOF<br/>[FR] DERIVES DE 6-VINYL PYRIMIDINE ET DE PYRIMIDINONE ET LEUR UTILISATION
  申请人：UNIV SIENA

  公开号：WO2007043094A2

  公开（公告）日：2007-04-19

  [EN] The invention relates to 6-vinyl pyrimidine pyrimidinone derivatives and the use thereof as medicaments in particular for the treatment of HTV infections, the use thereof for preparing pharmaceutical compositions and methods for the preparation thereof.
  [FR] L'invention porte sur des dérivés de 6-vinyl pyrimidine pyrimidinone et sur leur utilisation comme médicaments, en particulier dans le traitement des infections par le VIH, et sur leur utilisation dans la préparation de compositions pharmaceutiques. L'invention porte également sur des procédés de préparation de ces dérivés.
• Synthesis and biological evaluation of 4-alkylamino-6-(2-hydroxyethyl)-2-methylthiopyrimidines as new rubella virus inhibitors
  作者：Claudia Mugnaini、Elena Petricci、Maurizio Botta、Federico Corelli、Paola Mastromarino、Gianluca Giorgi

  DOI：10.1016/j.ejmech.2006.09.002

  日期：2007.2

  In the search for new chemotherapeutic agents useful against Rubella virus (RV) infections, a solution-phase parallel approach for the synthesis of a small library of 4-alkylamino-6-(2-hydroxyethyl)-2-methylthiopyrimidines has been set up, based on previous results from our research group. Biological evaluation of the newly synthesized compounds pointed out their interesting properties as anti-RV agents with IC50 values in the micromolar range. (c) 2006 Elsevier Masson SAS. All rights reserved.