Benzenecarboximidamide, 4,4'-[1,2-phenylenebis(oxymethylene)]bis- | 118499-90-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Benzenecarboximidamide, 4,4'-[1,2-phenylenebis(oxymethylene)]bis-
• 英文别名: 4-[[2-[(4-carbamimidoylphenyl)methoxy]phenoxy]methyl]benzenecarboximidamide
• CAS: 118499-90-4
• 化学式: C₂₂H₂₂N₄O₂
• 分子量: 374.442
• InChiKey: NGNNYXKLQYDNPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  118
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,2-Bis(4-cyanobenzyloxy)benzene 在 盐酸 、 氨 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 98.0h， 生成 Benzenecarboximidamide, 4,4'-[1,2-phenylenebis(oxymethylene)]bis-
  参考文献：
  名称：

  Novel bisbenzamidines as potential drug candidates for the treatment of Pneumocystis carinii pneumonia

  摘要：

  A series of pentamidine congeners has been synthesized and screened for their in vitro activity against Pneumocystis carinii. Among the tested compounds, bisbenzamidines linked by a flexible pentanediamide or hexanediamide chain (7 and 9) emerged as exceptionally potent agents that were more effective and less toxic than pentamidine in the assays described in this study. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.034

文献信息

• Novel bisbenzamidines as potential drug candidates for the treatment of Pneumocystis carinii pneumonia
  作者：Jean Jacques Vanden Eynde、Annie Mayence、Tien L Huang、Margaret S Collins、Sandra Rebholz、Peter D Walzer、Melanie T Cushion

  DOI：10.1016/j.bmcl.2004.06.034

  日期：2004.9

  A series of pentamidine congeners has been synthesized and screened for their in vitro activity against Pneumocystis carinii. Among the tested compounds, bisbenzamidines linked by a flexible pentanediamide or hexanediamide chain (7 and 9) emerged as exceptionally potent agents that were more effective and less toxic than pentamidine in the assays described in this study. (C) 2004 Elsevier Ltd. All rights reserved.
• Antitumor and Anti-Pneumocystis Carinii Activities of Novel Bisbenzamidines
  作者：Jean Jacques Vanden Eynde、Annie Mayence、Melissa T. Johnson、Tien L. Huang、Margaret S. Collins、Sandra Rebholz、Peter D. Walzer、Melanie T. Cushion、Isaac O. Donkor

  DOI：10.1007/s00044-005-0130-2

  日期：2005.4

  Among a library of 17 bisbenzamidines connected with various linkers, compounds with a flexible pentanediamide (10) or hexanediamide (12) linker were the most potent derivatives against rat Pneumocystis carinii (IC50 values of 3 and 2 nM, respectively) and had the highest selectivity index ratios (GI(50) of human tumor cells/IC50 of rat P. carinii cells) of > 10(4). Seven compounds caused 50% growth inhibition (GI(50)) of tumor cells at concentrations of < 100 mu M while the remaining ten were not cytotoxic. DNA binding affinity (Delta T-m) of the tested compounds did not correlate with either their anti-P. carinii activity or cytotoxicity.