(5Z)-5-(1-aminoethylidene)-3-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(3H,5H)-dione | 1215184-76-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (5Z)-5-(1-aminoethylidene)-3-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(3H,5H)-dione
• 英文别名: (5Z)-5-(1-aminoethylidene)-3-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
• CAS: 1215184-76-1
• 化学式: C₁₁H₁₅N₃O₆
• 分子量: 285.257
• InChiKey: LBYFGOPJIPHNLW-RBRXBZJWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  146
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  7-acetyl-2,3,3a,9a-tetrahydro-3-hydroxy-2-hydroxymethyl-8H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-8-one 在 ammonium hydroxide 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以65%的产率得到(5Z)-5-(1-aminoethylidene)-3-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(3H,5H)-dione
  参考文献：
  名称：

  Synthesis and in vitro cytostatic activity of new β - d -arabino furan[1′,2′:4,5]oxazolo- and arabino-pyrimidinone derivatives

  摘要：

  A series of nucleoside derivatives was obtained via heteroatom annulation of the amino oxazoline Of D(-)-arabinose. Unequivocal proofs for the stereostructure of some new arabinosyl pyrimidinone derivatives were obtained by X-ray structure analysis. These newly synthesized compounds were then evaluated for their cytostatic activity against murine leukemia (L1210), and human T-lymphocytes (Molt 4/C8 and CEM). Of all the compounds in the series, the protected silylated tricyclic fused pyrimidinone 10 showed the most significant antitumor activity against murine leukemia L1210 (IC50 = 6 mu M), and human T-lymphocytes cells Molt 4/C8 (IC50 = 7.9 mu M) and CEM/0 cell lines (IC50 = 7.5 mu M). None of the compounds exhibited significant antiviral inhibitory activities. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.10.032