3-acetamido-4-chlorobenzyl 4',6'-O-benzylidene-β-maltoside | 269395-57-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-acetamido-4-chlorobenzyl 4',6'-O-benzylidene-β-maltoside
• CAS: 269395-57-5
• 化学式: C₂₈H₃₄ClNO₁₂
• 分子量: 612.03
• InChiKey: QYYJOYHNGZRHRG-IJRNNNROSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  42.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  185.63
• 氢给体数：
  6.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  苯甲酰氯 、 3-acetamido-4-chlorobenzyl 4',6'-O-benzylidene-β-maltoside 在 2,3,5-三甲基吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 50.0h， 以69%的产率得到3-acetamido-4-chlorobenzyl 6-O-benzoyl-4',6'-O-benzylidene-β-maltoside
  参考文献：
  名称：

  Stability studies of C-4′,6′ acetal benzylmaltosides synthesized as inhibitors of smooth muscle cell proliferation

  摘要：

  In our investigations to synthesize inhibitors of smooth muscle cell (SMC) proliferation, compound 6a displayed sub-micromolar activity in in vitro antiproliferative assays and reduced intimal thickening using a rat balloon angioplasty model via iv administration. In order to identify analogs that could be administered orally, the chemical instability of the C-4',6' acetal of compound 6a was addressed. Several novel variants with increased acid stability and comparable in vitro activity were prepared. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.049
• 作为产物：
  描述：

  3-amino-4-chlorobenzyl hepta-O-acetyl-β-maltoside 在 甲醇 、 sodium methylate 、 对甲苯磺酸 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成 3-acetamido-4-chlorobenzyl 4',6'-O-benzylidene-β-maltoside
  参考文献：
  名称：

  Stability studies of C-4′,6′ acetal benzylmaltosides synthesized as inhibitors of smooth muscle cell proliferation

  摘要：

  In our investigations to synthesize inhibitors of smooth muscle cell (SMC) proliferation, compound 6a displayed sub-micromolar activity in in vitro antiproliferative assays and reduced intimal thickening using a rat balloon angioplasty model via iv administration. In order to identify analogs that could be administered orally, the chemical instability of the C-4',6' acetal of compound 6a was addressed. Several novel variants with increased acid stability and comparable in vitro activity were prepared. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.049