1-(4-甲氧基苯基)-2-硫代-2,3-二氢嘧啶-4,6(1H,5H)-二酮 | 28921-29-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(4-甲氧基苯基)-2-硫代-2,3-二氢嘧啶-4,6(1H,5H)-二酮
• 英文名称: 1-(4-methoxy-phenyl)-2-thioxo-dihydro-pyrimidine-4,6-dione
• 英文别名: 1-p-Methoxyphenyl-2-thiobarbitursaeure；1-p-Anisylthiobarbitursaeure；1-(4-Methoxyphenyl)-2-sulfanylidene-1,3-diazinane-4,6-dione
• CAS: 28921-29-1
• 化学式: C₁₁H₁₀N₂O₃S
• mdl: MFCD00575963
• 分子量: 250.278
• InChiKey: BEXQTUOZCTYWFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  90.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-二氧杂环戊烯并[4,5-g]异喹啉-5-醇,5,6,7,8-四氢-4-甲氧基-6-甲基- 、 1-(4-甲氧基苯基)-2-硫代-2,3-二氢嘧啶-4,6(1H,5H)-二酮 以 甲醇 为溶剂， 以71%的产率得到5-(4-methoxy-6-methyl-5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinolin-5-yl)-1-(p-methoxyphenyl)-2-thiobarbituric acid
  参考文献：
  名称：

  摘要：

  The reaction of barbituric acid and its N-substituted derivatives and 2-thio analogs with cotarnine forms 5-(4-methoxy-6-methyl-5,6,7,8-tetrahildro-2H-1,3-methylenedioxy-[4,5-g]isoquinolinyl-1)barbituric acids, a new class of zwitter-ions, the structure of which was studied by H-1 and C-13 NMR spectroscopy and mass spectrometry. The prepared compounds exist in solution as stable intermolecular associates and have a complicated H-bonded structure.

  DOI：

  10.1023/a:1014821016904
• 作为产物：
  描述：

  丙二酸二乙酯 、 对甲氧基苯基硫脲 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 6.0h， 生成 1-(4-甲氧基苯基)-2-硫代-2,3-二氢嘧啶-4,6(1H,5H)-二酮
  参考文献：
  名称：

  Discovery of inhibitors of the pentein superfamily protein dimethylarginine dimethylaminohydrolase (DDAH), by virtual screening and hit analysis

  摘要：

  An efficient process for the discovery of inhibitors of DDAH enzymes, without the requirement for high throughput screening, is described. Physicochemical filtering of a 308,000-compound library according to drug likeness followed by reciprocal nearest neighbour selection produced a representative subset of 35,000 compounds. Virtual screening on a dual processor PC using FlexX, followed by biological screening, identified two hit series. Similarity searches of commercial databases and chemical re-synthesis of pure compounds resulted in SR445 as an inhibitor of Pseudomonas aeruginosa DDAH at 2 mu M. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.095

文献信息

• ——
  作者：K. A. Krasnov、V. G. Kartsev、M. N. Yurova

  DOI：10.1023/a:1014821016904

  日期：——

  The reaction of barbituric acid and its N-substituted derivatives and 2-thio analogs with cotarnine forms 5-(4-methoxy-6-methyl-5,6,7,8-tetrahildro-2H-1,3-methylenedioxy-[4,5-g]isoquinolinyl-1)barbituric acids, a new class of zwitter-ions, the structure of which was studied by H-1 and C-13 NMR spectroscopy and mass spectrometry. The prepared compounds exist in solution as stable intermolecular associates and have a complicated H-bonded structure.
• Discovery of inhibitors of the pentein superfamily protein dimethylarginine dimethylaminohydrolase (DDAH), by virtual screening and hit analysis
  作者：Basil Hartzoulakis、Sharon Rossiter、Herpreet Gill、Bernard O’Hara、Emily Steinke、Paul J. Gane、Ramon Hurtado-Guerrero、James M. Leiper、Patrick Vallance、Judith Murray Rust、David L. Selwood

  DOI：10.1016/j.bmcl.2007.04.095

  日期：2007.7

  An efficient process for the discovery of inhibitors of DDAH enzymes, without the requirement for high throughput screening, is described. Physicochemical filtering of a 308,000-compound library according to drug likeness followed by reciprocal nearest neighbour selection produced a representative subset of 35,000 compounds. Virtual screening on a dual processor PC using FlexX, followed by biological screening, identified two hit series. Similarity searches of commercial databases and chemical re-synthesis of pure compounds resulted in SR445 as an inhibitor of Pseudomonas aeruginosa DDAH at 2 mu M. (C) 2007 Elsevier Ltd. All rights reserved.