2-Oxido-4-(phenoxymethyl)-1,2,5-oxadiazol-2-ium-3-carboxamide | 1380783-76-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-Oxido-4-(phenoxymethyl)-1,2,5-oxadiazol-2-ium-3-carboxamide
• 英文别名: 2-oxido-4-(phenoxymethyl)-1,2,5-oxadiazol-2-ium-3-carboxamide
• CAS: 1380783-76-5
• 化学式: C₁₀H₉N₃O₄
• 分子量: 235.199
• InChiKey: RGAHMKNHHGAWBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-Oxido-4-(phenoxymethyl)-1,2,5-oxadiazol-2-ium-3-carboxamide 在 吡啶 、 三氟乙酸酐 作用下， 以 四氢呋喃 为溶剂， 生成 2-Oxido-4-(phenoxymethyl)-1,2,5-oxadiazol-2-ium-3-carbonitrile
  参考文献：
  名称：

  Synthesis and preliminary biological profile of new NO-donor tolbutamide analogues

  摘要：

  We describe a new class of NO-donor hypoglycemic products obtained by joining tolbutamide, a typical hypoglycemic sulfonylurea, with a NO-donor moiety through a hard link. As NO-donors we chose either furoxan (1,2,5-oxadiazole 2-oxide) derivatives or the classical nitrooxy function. A preliminary biological characterization of these compounds, including stimulation of insulin release from cultured rat pancreatic beta-cells and in vitro vasodilator and anti-aggregatory activities, is reported. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.103
• 作为产物：
  描述：

  1,2,5-恶二唑-3-甲酰胺,4-(溴甲基)--2,2-氧化物 、 苯酚 在 sodium 作用下， 以 四氢呋喃 为溶剂， 生成 2-Oxido-4-(phenoxymethyl)-1,2,5-oxadiazol-2-ium-3-carboxamide
  参考文献：
  名称：

  Synthesis and preliminary biological profile of new NO-donor tolbutamide analogues

  摘要：

  We describe a new class of NO-donor hypoglycemic products obtained by joining tolbutamide, a typical hypoglycemic sulfonylurea, with a NO-donor moiety through a hard link. As NO-donors we chose either furoxan (1,2,5-oxadiazole 2-oxide) derivatives or the classical nitrooxy function. A preliminary biological characterization of these compounds, including stimulation of insulin release from cultured rat pancreatic beta-cells and in vitro vasodilator and anti-aggregatory activities, is reported. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.103

文献信息

• Synthesis and preliminary biological profile of new NO-donor tolbutamide analogues
  作者：Yasinalli Tamboli、Loretta Lazzarato、Elisabetta Marini、Stefano Guglielmo、Michela Novelli、Pascale Beffy、Pellegrino Masiello、Roberta Fruttero、Alberto Gasco

  DOI：10.1016/j.bmcl.2012.03.103

  日期：2012.6

  We describe a new class of NO-donor hypoglycemic products obtained by joining tolbutamide, a typical hypoglycemic sulfonylurea, with a NO-donor moiety through a hard link. As NO-donors we chose either furoxan (1,2,5-oxadiazole 2-oxide) derivatives or the classical nitrooxy function. A preliminary biological characterization of these compounds, including stimulation of insulin release from cultured rat pancreatic beta-cells and in vitro vasodilator and anti-aggregatory activities, is reported. (C) 2012 Elsevier Ltd. All rights reserved.