1-Hydroxytetrahydropyrimidin-6-one | 211872-62-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-Hydroxytetrahydropyrimidin-6-one
• 英文别名: 3-hydroxy-1,3-diazinan-4-one
• CAS: 211872-62-7
• 化学式: C₄H₈N₂O₂
• mdl: MFCD19218755
• 分子量: 116.12
• InChiKey: BTUSUPRZCRZVIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  52.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  异氰酸苯酯 、 1-Hydroxytetrahydropyrimidin-6-one 以 1,4-二氧六环 为溶剂， 反应 4.0h， 以52%的产率得到
  参考文献：
  名称：

  3-羟基四氢嘧啶-4-酮与亲电子试剂的反应

  摘要：

  未取代或 2-芳基取代的 3-羟基四氢嘧啶-4-酮 (HTHP) 与羧酸氯化物、甲苯磺酰氯或异氰酸芳基酯的反应主要提供 N,O-二酰化、N,O-二甲苯基化或 N,O-二芳基氨基甲酰化 HTHP N,O-二酰化HTHP 也可在酰氯与基于β-氨基丙异羟肟酸的席夫碱反应中形成。N-酰化HTHP 可以通过用氨处理N,O-二酰化HTHP 来获得。2,2-二烷基（亚烷基）取代的 HTHP 与酰基氯或异氰酸苯酯的反应分别生成 N,O-二酰化或 N,O-二苯基氨基甲酰化 β-氨基丙异羟肟酸。

  DOI：

  10.1007/bf02498277
• 作为产物：
  描述：

  聚合甲醛 、 beta-alanine hydroxamate 以 甲醇 为溶剂， 反应 3.0h， 以48%的产率得到1-Hydroxytetrahydropyrimidin-6-one
  参考文献：
  名称：

  Reaction of β-aminopropionohydroxamic acid with aldehydes and ketones

  摘要：

  beta-Aminopropionohydroxamic acid reacts with aliphatic aldehydes or ketones to give 2-substituted 1-hydroxytetrahydropyrimidin-6-ones, while its reaction with aromatic carbonyl compounds leads to either the same products or Schiff's bases, which can exist in tautomeric equilibrium in solution.

  DOI：

  10.1007/bf02495976

文献信息

• Reaction of β-aminopropionohydroxamic acid with aldehydes and ketones
  作者：O. A. Luk'yanov、P. B. Gordeev

  DOI：10.1007/bf02495976

  日期：1998.4

  beta-Aminopropionohydroxamic acid reacts with aliphatic aldehydes or ketones to give 2-substituted 1-hydroxytetrahydropyrimidin-6-ones, while its reaction with aromatic carbonyl compounds leads to either the same products or Schiff's bases, which can exist in tautomeric equilibrium in solution.
• Design, synthesis and structure-activity relationships of novel strychnine-insensitive glycine receptor ligands
  作者：A. Cordi、J.-M. Lacoste、V. Audinot、M. Millan

  DOI：10.1016/s0960-894x(99)00194-8

  日期：1999.5

  The in vitro activities of 3-hydroxy-imidazolidin-4-one derivatives demonstrated very restricted structure-activity relationships at the strychnine-insensitive glycine site of the NMDA receptor. The most active compound (3a) was completely unsubstituted and exhibited affinity and efficacy similar to that of D-cycloserine, the prototypical partial agonist at this site. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Reactions of 3-hydroxytetrahydropyrimidin-4-ones with electrophilic reagents
  作者：O. A. Luk'yanov、P. B. Gordeev

  DOI：10.1007/bf02498277

  日期：1999.12

  The reactions of nonsubstituted or 2-aryl-substituted 3-hydroxytetrahydropyrimidin-4-ones (HTHP) with carboxylic acid chlorides, tosyl chloride, or aryl isocyanates afford mainlyN,O-diacylated,N,O-ditosylated, orN,O-diarylcarbamoylated HTHP, respectively.N,O-Diacylated HTHP are also formed in the reactions of acid chlorides with Schiff's bases based on β-aminopropionohydroxamic acid.N-Acylated HTHP

  未取代或 2-芳基取代的 3-羟基四氢嘧啶-4-酮 (HTHP) 与羧酸氯化物、甲苯磺酰氯或异氰酸芳基酯的反应主要提供 N,O-二酰化、N,O-二甲苯基化或 N,O-二芳基氨基甲酰化 HTHP N,O-二酰化HTHP 也可在酰氯与基于β-氨基丙异羟肟酸的席夫碱反应中形成。N-酰化HTHP 可以通过用氨处理N,O-二酰化HTHP 来获得。2,2-二烷基（亚烷基）取代的 HTHP 与酰基氯或异氰酸苯酯的反应分别生成 N,O-二酰化或 N,O-二苯基氨基甲酰化 β-氨基丙异羟肟酸。