2,4-bis<4->furan

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 2,4-bis<4->furan
• 英文别名: N-cyclopropyl-4-[5-[4-(N-cyclopropylcarbamimidoyl)phenyl]-3-furyl]benzamidine；N'-cyclopropyl-4-[4-[4-(N'-cyclopropylcarbamimidoyl)phenyl]furan-2-yl]benzenecarboximidamide
• 化学式: C₂₄H₂₄N₄O
• 分子量: 384.481
• InChiKey: PZILWYVVLAQLAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  89.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对氰基苯乙酮 在 盐酸 、 sodium hydroxide 、 trimethylsulfonium iodide 、 溴 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 氯仿 、 二甲基亚砜 为溶剂， 反应 133.5h， 生成 2,4-bis<4->furan
  参考文献：
  名称：

  2,4-Diphenyl Furan Diamidines as Novel Anti-Pneumocystis carinii Pneumonia Agents

  摘要：

  Dicationic 2,4-bis(4-amidinophenyl)furans 5-10 and 2,4-bis(4-amidinophenyl)-3,5-dimethylfurans 14 and 15 have been synthesized. Thermal melting studies revealed high binding affinity of the compounds to poly(dA-dT) and to the duplex oligomer d(CGCGAATTCGCG)(2). All of the new compounds were effective against Pneumocystis carinii pneumonia in the immunosuppressed rat model with up to 200-fold increase in activity compared to the control compound pentamidine. No toxicity was noted for 5, 7-10 at the dose of 10 mu mol/kg/d; however, the isopropyl analogue 7 showed toxicity comparable to pentamidine at the dosage of 20 mu mol/kg/d. Dimethylation of the parent compound on the furan ring resulted in reduced activity and increased toxicity.

  DOI：

  10.1021/jm990071c

文献信息

• 2,4-Diphenyl Furan Diamidines as Novel Anti-<i>Pneumocystis carinii</i> Pneumonia Agents
  作者：Iris Francesconi、W. David Wilson、Farial A. Tanious、James E. Hall、Brendan C. Bender、Richard R. Tidwell、Donald McCurdy、David W. Boykin

  DOI：10.1021/jm990071c

  日期：1999.6.1

  Dicationic 2,4-bis(4-amidinophenyl)furans 5-10 and 2,4-bis(4-amidinophenyl)-3,5-dimethylfurans 14 and 15 have been synthesized. Thermal melting studies revealed high binding affinity of the compounds to poly(dA-dT) and to the duplex oligomer d(CGCGAATTCGCG)(2). All of the new compounds were effective against Pneumocystis carinii pneumonia in the immunosuppressed rat model with up to 200-fold increase in activity compared to the control compound pentamidine. No toxicity was noted for 5, 7-10 at the dose of 10 mu mol/kg/d; however, the isopropyl analogue 7 showed toxicity comparable to pentamidine at the dosage of 20 mu mol/kg/d. Dimethylation of the parent compound on the furan ring resulted in reduced activity and increased toxicity.