5-piperidinomethyl-6-methyl-2-thiouracil | 29228-83-9

• 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: 5-piperidinomethyl-6-methyl-2-thiouracil
• 英文别名: 6-Methyl-5-[(piperidin-1-yl)methyl]-2-sulfanylidene-2,3-dihydropyrimidin-4(1H)-one；6-methyl-5-(piperidin-1-ylmethyl)-2-sulfanylidene-1H-pyrimidin-4-one
• CAS: 29228-83-9
• 化学式: C₁₁H₁₇N₃OS
• 分子量: 239.341
• InChiKey: QHIPCKWHQMZZRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  76.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-piperidinomethyl-6-methyl-2-thiouracil 在 ammonium hydroxide 、 镍 作用下， 生成 6-methyl-5-piperidinomethyl-3H-pyrimidin-4-one
  参考文献：
  名称：

  Mannich Reactions of Pyrimidines. II. 2-Methylmercapto-4-methyl-6-hydroxypyrimidine and 2-Thio-6-methyluracil^1,2

  摘要：

  DOI：

  10.1021/ja01638a040
• 作为产物：
  描述：

  哌啶 、 甲基硫脲嘧啶 、 聚合甲醛 以 乙醇 为溶剂， 反应 48.0h， 生成 5-piperidinomethyl-6-methyl-2-thiouracil
  参考文献：
  名称：

  A practical synthesis and spectroscopic study of new potentially biologically active S-lithocholic acid-substituted derivatives of 2-thiouracil

  摘要：

  Five new S-3 alpha-acetoxy-5 beta-lithocholic acid methyl ester-substituted derivatives of 2-thiouracil and 6-methyl-2-thiouracil have been prepared. 5-Morpholino-methyl-2-thiouracil, 5-piperidinomethyl-2-thiouracil, and 5-(4-methylpiperidino)methyl-2-thiouracil have been obtained via the Mannich reaction between 6-methyl-2-thiouracil, paraformaldehyde, and the cyclic secondary amines morpholine, piperdine, or 4-methylpiperidine in ethanol. The structures of the compounds were confirmed by spectral ((1)H NMR, (13)C NMR, and FT-IR) analyses and mass spectrometry. Estimation of the pharmacotherapeutic potential has been accomplished for the synthesized compounds on the basis of Prediction of Activity Spectra for Substances (PASS). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.094

文献信息

• Aminomethylated uracils, their synthesis and antiinfluenzal activity
  作者：T. I. Gusarova、G. S. Grinenko、M. L. Gerasimova、E. I. Besyadetskaya、V. G. Zubenko、L. V. Lozyuk

  DOI：10.1007/bf00773107

  日期：1980.7
• Mannich Reactions of Pyrimidines. II. 2-Methylmercapto-4-methyl-6-hydroxypyrimidine and 2-Thio-6-methyluracil^1,2
  作者：H. R. Snyder、Harold M. Foster、Gustav A. Nussberger

  DOI：10.1021/ja01638a040

  日期：1954.5
• A practical synthesis and spectroscopic study of new potentially biologically active S-lithocholic acid-substituted derivatives of 2-thiouracil
  作者：Tomasz Pospieszny、Izabela Małecka、Zdzisław Paryzek

  DOI：10.1016/j.tetlet.2010.05.094

  日期：2010.8

  Five new S-3 alpha-acetoxy-5 beta-lithocholic acid methyl ester-substituted derivatives of 2-thiouracil and 6-methyl-2-thiouracil have been prepared. 5-Morpholino-methyl-2-thiouracil, 5-piperidinomethyl-2-thiouracil, and 5-(4-methylpiperidino)methyl-2-thiouracil have been obtained via the Mannich reaction between 6-methyl-2-thiouracil, paraformaldehyde, and the cyclic secondary amines morpholine, piperdine, or 4-methylpiperidine in ethanol. The structures of the compounds were confirmed by spectral ((1)H NMR, (13)C NMR, and FT-IR) analyses and mass spectrometry. Estimation of the pharmacotherapeutic potential has been accomplished for the synthesized compounds on the basis of Prediction of Activity Spectra for Substances (PASS). (C) 2010 Elsevier Ltd. All rights reserved.