| 1263192-83-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1263192-83-1
• 化学式: C₂₄H₃₀N₄O₁₁S
• 分子量: 582.588
• InChiKey: WQJGTUAOMGFCDF-FWIGGHQSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.02
• 重原子数：
  40.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  212.52
• 氢给体数：
  2.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  、 乙酸酐 以 吡啶 为溶剂， 以1.08 g的产率得到5-乙酸乙酰氨基-4,7,8-三-O-乙酰基-9-叠氮-3,5,9-三脱氧-2-S-苯基-2-硫-D-丙三氧基-β-D-半乳-2-吡喃壬酮糖甲酯
  参考文献：
  名称：

  Potent small molecule mouse CD22-inhibitors: Exploring the interaction of the residue at C-2 of sialic acid scaffold

  摘要：

  Our previous study revealed that compound 1 (9-(4'-hydroxy-4-biphenyl)acetamido-9-deoxy-Neu5Gc alpha 2-6GalOMP) has the most promising affinity for mCD22. Replacing the subterminal galactose residue of 1 with benzyl or biphenylmethyl as aglycone led to 38- and 20-fold higher potency, respectively. This discovery represents a new direction in inhibitor design suitable for pharmaceutical development. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.044
• 作为产物：
  描述：

  methyl (phenyl 4,7,8-tri-O-acetyl-9-azido-5-benzyloxyacetamido-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate 在 苯基硫三甲基硅烷 、 四丁基碘化铵 、 zinc(II) iodide 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 8.0h， 生成
  参考文献：
  名称：

  Potent small molecule mouse CD22-inhibitors: Exploring the interaction of the residue at C-2 of sialic acid scaffold

  摘要：

  Our previous study revealed that compound 1 (9-(4'-hydroxy-4-biphenyl)acetamido-9-deoxy-Neu5Gc alpha 2-6GalOMP) has the most promising affinity for mCD22. Replacing the subterminal galactose residue of 1 with benzyl or biphenylmethyl as aglycone led to 38- and 20-fold higher potency, respectively. This discovery represents a new direction in inhibitor design suitable for pharmaceutical development. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.044