2-[[2,2-Bis(diethoxyphosphoryl)-1-[4-(dimethylamino)phenyl]ethyl]amino]-4,6-ditert-butylphenol | 1415346-69-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: 2-[[2,2-Bis(diethoxyphosphoryl)-1-[4-(dimethylamino)phenyl]ethyl]amino]-4,6-ditert-butylphenol
• 英文别名: 2-[[2,2-bis(diethoxyphosphoryl)-1-[4-(dimethylamino)phenyl]ethyl]amino]-4,6-ditert-butylphenol
• CAS: 1415346-69-8
• 化学式: C₃₂H₅₄N₂O₇P₂
• 分子量: 640.737
• InChiKey: YDTUHIOYPLZAEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  43
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-[[2,2-Bis(diethoxyphosphoryl)-1-[4-(dimethylamino)phenyl]ethyl]amino]-4,6-ditert-butylphenol 在 盐酸 、 水 作用下， 反应 8.0h， 以67%的产率得到[2-(3,5-Ditert-butyl-2-hydroxyanilino)-2-[4-(dimethylamino)phenyl]-1-phosphonoethyl]phosphonic acid
  参考文献：
  名称：

  Design of new arylamino-2-ethane-1,1-diyl- and benzoxazole-2-methylene-bisphosphonates vs cytotoxicity and chronic inflammation diseases. From hydrophobicity prediction to synthesis and biological evaluation

  摘要：

  A general synthetic approach to two new series of methylenebisphosphonates: arylamino-2-ethane-1,1-diyl- and benzoxazole-2-methylenebisphosphonates is presented. Acid hydrolysis of selected BPs was undertaken to give the corresponding bisphosphonic acid (BP-acid). Next, the prediction of the permeability (hydrophobicity) of the target compounds was measured, by a combination of RP-HPLC and computational techniques, to study the capacity of transporting the molecule through cellular membranes. Cytotoxicity/growth inhibition of 50% (GI(50), mg/L) and antichronic inflammation properties of the products were evaluated. Later on, a comparison of the pharmacological results with water octanol partition coefficients (log K-OW) of the compounds was also reported. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.09.032
• 作为产物：
  描述：

  2-氨基-4,6-二(2-甲基-2-丙基)苯酚 在 乙醇 、 sodium 作用下， 以 乙醇 为溶剂， 反应 12.5h， 生成 2-[[2,2-Bis(diethoxyphosphoryl)-1-[4-(dimethylamino)phenyl]ethyl]amino]-4,6-ditert-butylphenol
  参考文献：
  名称：

  Design of new arylamino-2-ethane-1,1-diyl- and benzoxazole-2-methylene-bisphosphonates vs cytotoxicity and chronic inflammation diseases. From hydrophobicity prediction to synthesis and biological evaluation

  摘要：

  A general synthetic approach to two new series of methylenebisphosphonates: arylamino-2-ethane-1,1-diyl- and benzoxazole-2-methylenebisphosphonates is presented. Acid hydrolysis of selected BPs was undertaken to give the corresponding bisphosphonic acid (BP-acid). Next, the prediction of the permeability (hydrophobicity) of the target compounds was measured, by a combination of RP-HPLC and computational techniques, to study the capacity of transporting the molecule through cellular membranes. Cytotoxicity/growth inhibition of 50% (GI(50), mg/L) and antichronic inflammation properties of the products were evaluated. Later on, a comparison of the pharmacological results with water octanol partition coefficients (log K-OW) of the compounds was also reported. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.09.032

文献信息

• Design of new arylamino-2-ethane-1,1-diyl- and benzoxazole-2-methylene-bisphosphonates vs cytotoxicity and chronic inflammation diseases. From hydrophobicity prediction to synthesis and biological evaluation
  作者：Wafaa M. Abdou、Reham F. Barghash、Ashraf A. Sediek

  DOI：10.1016/j.ejmech.2012.09.032

  日期：2012.11

  A general synthetic approach to two new series of methylenebisphosphonates: arylamino-2-ethane-1,1-diyl- and benzoxazole-2-methylenebisphosphonates is presented. Acid hydrolysis of selected BPs was undertaken to give the corresponding bisphosphonic acid (BP-acid). Next, the prediction of the permeability (hydrophobicity) of the target compounds was measured, by a combination of RP-HPLC and computational techniques, to study the capacity of transporting the molecule through cellular membranes. Cytotoxicity/growth inhibition of 50% (GI(50), mg/L) and antichronic inflammation properties of the products were evaluated. Later on, a comparison of the pharmacological results with water octanol partition coefficients (log K-OW) of the compounds was also reported. (C) 2012 Elsevier Masson SAS. All rights reserved.