2,4-Ditert-butyl-6-[(4-hydroxybenzylidene)amino]phenol | 372156-00-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,4-Ditert-butyl-6-[(4-hydroxybenzylidene)amino]phenol
• 英文别名: 2,4-ditert-butyl-6-[(4-hydroxyphenyl)methylideneamino]phenol
• CAS: 372156-00-8
• 化学式: C₂₁H₂₇NO₂
• 分子量: 325.451
• InChiKey: AEWSVRCSLKOPOV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  52.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,4-Ditert-butyl-6-[(4-hydroxybenzylidene)amino]phenol 在 sodium methylate 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 甲醇 为溶剂， 以75%的产率得到4-[2-[bis(diethoxyphosphoryl)methyl]-5,7-ditert-butyl-3H-1,3-benzoxazol-2-yl]phenol
  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：

  3,5-二叔丁基邻苯醌 在 氨 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 生成 2,4-Ditert-butyl-6-[(4-hydroxybenzylidene)amino]phenol
  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.