(6-Amino-benzo[1,3]dioxol-5-ylmethyl)-phosphonic acid diethyl ester | 503856-53-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: (6-Amino-benzo[1,3]dioxol-5-ylmethyl)-phosphonic acid diethyl ester
• CAS: 503856-53-9
• 化学式: C₁₂H₁₈NO₅P
• 分子量: 287.252
• InChiKey: XLLAJQHNFOTJTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.76
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  80.01
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (6-Amino-benzo[1,3]dioxol-5-ylmethyl)-phosphonic acid diethyl ester 在 三甲基溴硅烷 、 三乙胺 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 22.5h， 生成 [6-(Octanoylamino)-1,3-benzodioxol-5-yl]methylphosphonic acid
  参考文献：
  名称：

  Discovery of Novel Phosphonic Acid Derivatives as New Chemical Leads for Inhibitors of TNF-α production

  摘要：

  2-(Acylamino)betzylphosphonic acid 6 derived from an artificial substrate of sphingomyelinase was found to show inhibitory activity of TNF-alpha production. Structural optimization was started with the chemical modification of 6. The discovery of another chemical leads 7, 8, 10 and 16 for the development of structurally new inhibitors of TNF-alpha production is reported. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00343-7
• 作为产物：
  描述：

  5-(iodomethyl)-6-nitro-1,3-benzodioxole 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 11.0h， 生成 (6-Amino-benzo[1,3]dioxol-5-ylmethyl)-phosphonic acid diethyl ester
  参考文献：
  名称：

  Discovery of Novel Phosphonic Acid Derivatives as New Chemical Leads for Inhibitors of TNF-α production

  摘要：

  2-(Acylamino)betzylphosphonic acid 6 derived from an artificial substrate of sphingomyelinase was found to show inhibitory activity of TNF-alpha production. Structural optimization was started with the chemical modification of 6. The discovery of another chemical leads 7, 8, 10 and 16 for the development of structurally new inhibitors of TNF-alpha production is reported. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00343-7