6-(hydroxymethyl)-2,4-dihydroxy-5-methylpyrimidine | 89532-98-9

• 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: 6-(hydroxymethyl)-2,4-dihydroxy-5-methylpyrimidine
• 英文别名: 6-(hydroxymethyl)-5-methyl-1,3-dihydropyrimidine-2,4-dione；6-hydroxymethyl-5-methyl-1H-pyrimidine-2,4-dione；6-Hydroxymethyl-5-methyl-1H-pyrimidin-2,4-dion；6-(Hydroxymethyl)-5-methylpyrimidine-2,4-diol；6-(hydroxymethyl)-5-methyl-1H-pyrimidine-2,4-dione
• CAS: 89532-98-9
• 化学式: C₆H₈N₂O₃
• mdl: MFCD27939360
• 分子量: 156.141
• InChiKey: YNNIUMDPLDOGOG-UHFFFAOYSA-N

物化性质

• 熔点：
  224-225 °C (decomp)(Solv: water (7732-18-5))
• 密度：
  1.308±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  78.4
• 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：

  6-(hydroxymethyl)-2,4-dihydroxy-5-methylpyrimidine 在 盐酸 、 三氯氧磷 作用下， 以 甲醇 为溶剂， 反应 62.0h， 生成
  参考文献：
  名称：

  Synthesis and enzymatic evaluation of pyridinium-Substituted uracil derivatives as novel inhibitors of thymidine phosphorylase

  摘要：

  A series of water soluble N(1)- and C(6)-substituted uracil pyridinium compounds were prepared as potential inhibitors of thymidine phosphorylase (TP). The C(6)-uracil substituted derivatives were the most active. 1-[(5-Chloro-2,4-dihydroxy-pyrimidin-6-yl)methyl]pyridinium chloride, was identified as the best inhibitor being 5-fold more potent than the known inhibitor, 6-amino-5-bromouracil. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00309-1
• 作为产物：
  描述：

  5,6-二甲基尿嘧啶 在 sodium tetrahydroborate 、 selenium(IV) oxide 作用下， 以 溶剂黄146 为溶剂， 生成 6-(hydroxymethyl)-2,4-dihydroxy-5-methylpyrimidine
  参考文献：
  名称：

  Synthesis and enzymatic evaluation of pyridinium-Substituted uracil derivatives as novel inhibitors of thymidine phosphorylase

  摘要：

  A series of water soluble N(1)- and C(6)-substituted uracil pyridinium compounds were prepared as potential inhibitors of thymidine phosphorylase (TP). The C(6)-uracil substituted derivatives were the most active. 1-[(5-Chloro-2,4-dihydroxy-pyrimidin-6-yl)methyl]pyridinium chloride, was identified as the best inhibitor being 5-fold more potent than the known inhibitor, 6-amino-5-bromouracil. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00309-1

文献信息

• Johnson; Chernoff, Journal of the American Chemical Society, 1913, vol. 35, p. 593
  作者：Johnson、Chernoff

  DOI：——

  日期：——
• [EN] N3-SUBSTITUTED URACIL COMPOUNDS AS TRPA1 INHIBITORS<br/>[FR] COMPOSÉS D'URACILE N3-SUBSTITUÉS UTILISÉS EN TANT QU'INHIBITEURS DE TRPA1
  申请人：[en]D.E. SHAW RESEARCH, LLC

  公开号：WO2023150592A2

  公开（公告）日：2023-08-10

  A compound of Formula (I) or a pharmaceutically acceptable salt thereof, is described, wherein the substituents are as defined herein. Pharmaceutical compositions comprising the same and method of using the same are also described.
• Synthesis and enzymatic evaluation of pyridinium-Substituted uracil derivatives as novel inhibitors of thymidine phosphorylase
  作者：Paul E Murray、Virginia A McNally、Stacey D Lockyer、Kaye J Williams、Ian J Stratford、Mohammed Jaffar、Sally Freeman

  DOI：10.1016/s0968-0896(01)00309-1

  日期：2002.3

  A series of water soluble N(1)- and C(6)-substituted uracil pyridinium compounds were prepared as potential inhibitors of thymidine phosphorylase (TP). The C(6)-uracil substituted derivatives were the most active. 1-[(5-Chloro-2,4-dihydroxy-pyrimidin-6-yl)methyl]pyridinium chloride, was identified as the best inhibitor being 5-fold more potent than the known inhibitor, 6-amino-5-bromouracil. (C) 2002 Elsevier Science Ltd. All rights reserved.