(β-D-galactopyranosyl-1-glycyl)-5-fluorouracil-1-acetamide | 1214991-68-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (β-D-galactopyranosyl-1-glycyl)-5-fluorouracil-1-acetamide
• 英文别名: 2-[[2-(5-fluoro-2,4-dioxopyrimidin-1-yl)acetyl]amino]-N-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]acetamide
• CAS: 1214991-68-0
• 化学式: C₁₄H₁₉FN₄O₉
• 分子量: 406.325
• InChiKey: NJPIBXRZYMVJLM-WSJFAVARSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.9
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  198
• 氢给体数：
  7
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-1-glycyl)-5-fluorouracil-1-acetamide 在 甲醇 、 sodium methylate 作用下， 以 二氯甲烷 为溶剂， 以75.6%的产率得到(β-D-galactopyranosyl-1-glycyl)-5-fluorouracil-1-acetamide
  参考文献：
  名称：

  Synthesis and Evaluation of the Analogues for Galactosyl Donors as Inhibitors ofβ-1,4-Galactosyltransferase

  摘要：

  The design and synthesis of analogs of galactosyl donors as potent and selective inhibitors of -1,4-galactosyltransferase (-1,4-GalT) are described. We employed a new strategy by incorporating 5-fluorouracil and an appropriate amino acid to galactose to prepare selective glycosyltransferase inhibitors. The in vitro cell assay showed that these compounds exhibited high cytotoxicity against the human leukemia cell line HL-60, human lung epithelial cell line A-549, and human liver cancer cell line BEL-7402, but low cytotoxicity against the murine leukemia cell line P388.

  DOI：

  10.1080/00397910902730887