4,4'-(1,4-Butanediylbis(oxy))bis(3-chlorobenzencarboximidamide) | 125880-74-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4,4'-(1,4-Butanediylbis(oxy))bis(3-chlorobenzencarboximidamide)
• 英文别名: 4-[4-(4-carbamimidoyl-2-chlorophenoxy)butoxy]-3-chlorobenzenecarboximidamide
• CAS: 125880-74-2
• 化学式: C₁₈H₂₀Cl₂N₄O₂
• 分子量: 395.288
• InChiKey: QAPOPGUCCNIRKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  3-氯-4-羟基苯甲腈 在 盐酸 、 氨 、 sodium ethanolate 作用下， 以 苯 为溶剂， 反应 126.0h， 生成 4,4'-(1,4-Butanediylbis(oxy))bis(3-chlorobenzencarboximidamide)
  参考文献：
  名称：

  Analogs of 1,5-bis(4-amidinophenoxy)pentane (pentamidine) in the treatment of experimental Pneumocystis carinii pneumonia

  摘要：

  A series of 33 analogues of the anti-Pneumocystis carinii drug 1,5-bis(4-amidinophenoxy)pentane (pentamidine) was synthesized for screening against a rat model of P. carinii pneumonia (PCP). Twenty-five of the compounds showed efficacy against PCP when compared to a saline-treated control group. Two compounds, 1,4-bis(4-amidinophenoxy)butane (butamidine, 6) and 1,3-bis(4-amidino-2-methoxyphenoxy)propane (DAMP, 16), were statistically more effective than the parent drug in treating PCP in the rat model of infection. In addition to their activity against PCP, the compounds were also evaluated for antitrypsin activity, ability to inhibit thymidylate synthetase, affinity for DNA, and toxicity. No correlation was observed between the tested molecular interactions of the diamidines and their effectiveness against PCP.

  DOI：

  10.1021/jm00166a026