2-Amino-6-(hydroxymethyl)pyrimidin-4(1H)-one | 253340-48-6

• 物质功能分类: 医药中间体 - 嘧啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-Amino-6-(hydroxymethyl)pyrimidin-4(1H)-one
• 英文别名: 2-amino-4-(hydroxymethyl)-1H-pyrimidin-6-one
• CAS: 253340-48-6
• 化学式: C₅H₇N₃O₂
• mdl: MFCD11706989
• 分子量: 141.129
• InChiKey: IPINWIPSUBSTMZ-UHFFFAOYSA-N

物化性质

• 沸点：
  360.7±34.0 °C(Predicted)
• 密度：
  1.65±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  87.7
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  2-Amino-6-(hydroxymethyl)pyrimidin-4(1H)-one 在 三氯氧磷 作用下， 以96%的产率得到4-chloro-6-(chloromethyl)pyrimidin-2-amine
  参考文献：
  名称：

  The effect of pKa on pyrimidine/pyridine-derived histamine H4 ligands

  摘要：

  During the course of our efforts toward the discovery of human histamine H-4 antagonists from a series of 2-aminiopyrimidines, it was noted that a 6-trifluoromethyl group dramatically reduced affinity of the series toward the histamine H-4 receptor. This observation was further investigated by synthesizing a series of ligands that varied in pK(a) of the pyrimidine derived H-4 ligands by over five orders of magnitude and the effect on histamine H-4 affinity. This trend was then extended to the discovery of C-linked piperidinyl-2- amino pyridines as histamine H-4 receptor antagonists. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.10.013
• 作为产物：
  描述：

  4-氯乙酰乙酸甲酯 、 盐酸胍 在 potassium tert-butylate 作用下， 以 甲醇 为溶剂， 以46%的产率得到2-Amino-6-(hydroxymethyl)pyrimidin-4(1H)-one
  参考文献：
  名称：

  The effect of pKa on pyrimidine/pyridine-derived histamine H4 ligands

  摘要：

  During the course of our efforts toward the discovery of human histamine H-4 antagonists from a series of 2-aminiopyrimidines, it was noted that a 6-trifluoromethyl group dramatically reduced affinity of the series toward the histamine H-4 receptor. This observation was further investigated by synthesizing a series of ligands that varied in pK(a) of the pyrimidine derived H-4 ligands by over five orders of magnitude and the effect on histamine H-4 affinity. This trend was then extended to the discovery of C-linked piperidinyl-2- amino pyridines as histamine H-4 receptor antagonists. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.10.013