(4-Methyl-6-oxo-1,6-dihydro-pyrimidin-2-ylsulfanyl)-acetic acid methyl ester | 21418-87-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (4-Methyl-6-oxo-1,6-dihydro-pyrimidin-2-ylsulfanyl)-acetic acid methyl ester
• 英文别名: Methyl 2-((4-hydroxy-6-methylpyrimidin-2-yl)thio)acetate；methyl 2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate
• CAS: 21418-87-1
• 化学式: C₈H₁₀N₂O₃S
• mdl: MFCD11175111
• 分子量: 214.245
• InChiKey: NDOORHZZKWHUSR-UHFFFAOYSA-N

物化性质

• 熔点：
  155-156 °C
• 沸点：
  325.7±44.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.375
• 拓扑面积：
  93.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (4-Methyl-6-oxo-1,6-dihydro-pyrimidin-2-ylsulfanyl)-acetic acid methyl ester 生成 (6-甲基-4-氯-2-嘧啶基硫代)乙酸酯
  参考文献：
  名称：

  VAJNILAVICHYUS, P. J.;BURBULENE, M. -M. V.;ROCHKA, V. -S. M.;LAUTSYUVENE,+, XIM.-FARMATS. ZH., 1982, 16, N 8, 931-934

  摘要：

  DOI：
• 作为产物：
  描述：

  甲基硫脲嘧啶 生成 (4-Methyl-6-oxo-1,6-dihydro-pyrimidin-2-ylsulfanyl)-acetic acid methyl ester
  参考文献：
  名称：

  VAJNILAVICHYUS, P. J.;BURBULENE, M. -M. V.;ROCHKA, V. -S. M.;LAUTSYUVENE,+, XIM.-FARMATS. ZH., 1982, 16, N 8, 931-934

  摘要：

  DOI：

文献信息

• Convenient way to 5-substituted 4-amino-2,3-dihydro-4<i>H</i>-1,2,4-triazole-3-thiones
  作者：Romualdas Smičius、Milda Malvina Burbuliene、Virginija Jakubkienė、Emilija Udrwėnaitė、Povilas Vainilavičius

  DOI：10.1002/jhet.5570440201

  日期：2007.3

  Various 4-amino-2,3-dihydro-4H-triazoles with aromatic, aliphatic and heterocyclic substituents at the C(5) position were synthesized from corresponding esters and thiocarbohydrazide. This method allows the synthesis these heterocycles in a short time and at reduced expenses.

  从相应的酯和硫代碳酰肼合成了各种在C（5）位置具有芳香，脂族和杂环取代基的4-氨基-2,3-二氢-4 H-三唑。该方法允许在短时间内以减少的费用合成这些杂环。
• A novel HDAC inhibitor with a hydroxy-pyrimidine scaffold
  作者：Melissa M. Kemp、Qiu Wang、Jason H. Fuller、Nathan West、Nicole M. Martinez、Elizabeth M. Morse、Michel Weïwer、Stuart L. Schreiber、James E. Bradner、Angela N. Koehler

  DOI：10.1016/j.bmcl.2011.05.098

  日期：2011.7

  Histone deacetylases (HDACs) are enzymes involved in many important biological functions. They have been linked to a variety of cancers, psychiatric disorders, and other diseases. Since small molecules can serve as probes to study the relevant biological roles of HDACs, novel scaffolds are necessary to develop more efficient, selective drug candidates. Screening libraries of molecules may yield structurally diverse probes that bind these enzymes and modulate their functions in cells. Here we report a small molecule with a novel hydroxy-pyrimidine scaffold that inhibits multiple HDAC enzymes and modulates acetylation levels in cells. Analogs were synthesized in an effort to evaluate structure-activity relationships. (C) 2011 Elsevier Ltd. All rights reserved.
• Mass spectrometry of thio analogues of pyrimidine bases: 2-alkoxycarbonylalkyl-thiouracils
  作者：E. Wyrzykiewicz、J. Buczek、K. Golankiewicz

  DOI：10.1002/oms.1210160507

  日期：1981.5

  AbstractThe mass spectral fragmentation of twelve new 2‐alkoxycarbonylalkylthio substituted derivatives of uracils is discussed and fragmentation pathways, elucidation of which were assisted by accurate mass measurements and metastable transitions are proposed. It has been found that the basic mass spectral fragmentation of these compounds is due to cleavage of SC, OC and CC bonds of the alkoxycarbonylalkylthio group.