(S)-(2-(4-nitrophenyl)-4,5-dihydrooxazol-4-yl)methyl methanesulfonate | 1020192-48-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-(2-(4-nitrophenyl)-4,5-dihydrooxazol-4-yl)methyl methanesulfonate
• 英文别名: [(4S)-2-(4-nitrophenyl)-4,5-dihydro-1,3-oxazol-4-yl]methyl methanesulfonate
• CAS: 1020192-48-6
• 化学式: C₁₁H₁₂N₂O₆S
• 分子量: 300.292
• InChiKey: ALOCYCSGOKOSMN-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  119
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (S)-(2-(4-nitrophenyl)-4,5-dihydrooxazol-4-yl)methyl methanesulfonate 、 二乙胺 以 N,N-二甲基甲酰胺 为溶剂， 以253.8 mg的产率得到(R)-N-ethyl-N-((2-(4-nitrophenyl)-4,5-dihydrooxazol-4-yl)methyl)ethanamine
  参考文献：
  名称：

  Constrained Analogues of Procaine as Novel Small Molecule Inhibitors of DNA Methyltransferase-1

  摘要：

  Constrained analogues of procaine were synthesized, and their inhibiting activity against DNMT1 was tested. Among them, the most potent compound, derivative 3b, was also able to induce a recognizable demethylation of chromosomal satellite repeats in HL60 human myeloid leukemia cells and thus represents a lead compound for the development of a novel class of non-nucleoside DNMT1 inhibitors.

  DOI：

  10.1021/jm7015705
• 作为产物：
  描述：

  (R)-[2-(4-nitrophenyl)-4,5-dihydrooxazol-4-yl]methanol 、 甲基磺酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.75h， 生成 (S)-(2-(4-nitrophenyl)-4,5-dihydrooxazol-4-yl)methyl methanesulfonate
  参考文献：
  名称：

  Constrained Analogues of Procaine as Novel Small Molecule Inhibitors of DNA Methyltransferase-1

  摘要：

  Constrained analogues of procaine were synthesized, and their inhibiting activity against DNMT1 was tested. Among them, the most potent compound, derivative 3b, was also able to induce a recognizable demethylation of chromosomal satellite repeats in HL60 human myeloid leukemia cells and thus represents a lead compound for the development of a novel class of non-nucleoside DNMT1 inhibitors.

  DOI：

  10.1021/jm7015705

文献信息

• Constrained Analogues of Procaine as Novel Small Molecule Inhibitors of DNA Methyltransferase-1
  作者：Sabrina Castellano、Dirk Kuck、Marina Sala、Ettore Novellino、Frank Lyko、Gianluca Sbardella

  DOI：10.1021/jm7015705

  日期：2008.4.1

  Constrained analogues of procaine were synthesized, and their inhibiting activity against DNMT1 was tested. Among them, the most potent compound, derivative 3b, was also able to induce a recognizable demethylation of chromosomal satellite repeats in HL60 human myeloid leukemia cells and thus represents a lead compound for the development of a novel class of non-nucleoside DNMT1 inhibitors.