N,N'-bis(4-carbamimidoylphenyl)octanediamide | 1032471-02-5

• 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: N,N'-bis(4-carbamimidoylphenyl)octanediamide
• CAS: 1032471-02-5
• 化学式: C₂₂H₂₈N₆O₂
• 分子量: 408.503
• InChiKey: WRAYVJYZRMFQRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  158
• 氢给体数：
  6
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,8-二辛酰氯 、 4-aminobenzamidine dihydrochloride 在 吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N,N'-bis(4-carbamimidoylphenyl)octanediamide
  参考文献：
  名称：

  Synthesis and SAR of alkanediamide-linked bisbenzamidines with anti-trypanosomal and anti-pneumocystis activity

  摘要：

  A series of alkanediamide-linked bisbenzamidines was synthesized and tested in vitro against a drug-sensitive strain of Trypanosoma brucei brucei, a drug-resistant strain of Trypanosoma brucei rhodesiense and Pneumocystis carinii. Bisbenzamidines linked with longer alkanediamide chains were potent inhibitors of both strains of T. brucei. However, bisbenzamidines linked with shorter alkanediamide chains were the most potent compounds against P. carinii. N,N'-Bis[4-(aminoiminomethyl)phenyl]hexanediamide, 4 displayed potent inhibition (IC50 = 2-3 nM) against T. brucei and P. carinii, and was non-cytotoxic in the A549 human lung carcinoma cell line. The inhibitory bioactivity was significantly reduced when the amidine groups in 4 were moved from the para to the meta positions or replaced with amides. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.073

文献信息

• Bisbenzamidines and bisbenzamidoximes for the treatment of human African trypanosomiasis
  申请人：HUANG Tien L.

  公开号：US20080139534A1

  公开（公告）日：2008-06-12

  Disclosed are bisbenzamidine and bisbenzamidoxime compounds useful for treatment of treatment of trypanosomiasis. The compounds disclosed are useful for treating mammals infected with parasitic hemoflagellates, in particular Trypanosoma brucei gambiense and Trypanosoma brucei rhodesiense.

  揭示了对治疗锥虫病有用的双苯甲酰胺和双苯甲酰肟化合物。所揭示的化合物对治疗感染寄生性血液旗ellates的哺乳动物特别有效，尤其是对于甘比亚锥虫和罗德西亚锥虫。
• [EN] BISBENZAMIDINES AND BISBENZAMIDOXIMES FOR THE TREATMENT OF HUMAN AFRICAN TRYPANOSOMIASIS<br/>[FR] BISBENZAMIDINES ET BISBENZAMIDOXIMES POUR LE TRAITEMENT DE LA TRYPANOSOMIASE HUMAINE AFRICAINE
  申请人：XAVIER UNIVERSITY OF LOUISIANA

  公开号：WO2008070831A2

  公开（公告）日：2008-06-12

  [EN] Disclosed are bisbenzamidine and bisbenzamidoxime compounds useful for treatment of treatment of trypanosomiasis. The compounds disclosed are useful for treating mammals infected with parasitic hemoflagellates, in particular Trypanosoma brucei gambiense and Trypanosoma brucei rho
  [FR] L'invention concerne des composés de type bisbenzamidine et bisbenzamidoxime utiles pour le traitement de la trypanosomiase. Les composés décrits sont utiles pour traiter des mammifères infectés par des parasites hémoflagellés, en particulier Trypanosoma brucei gambiense et Trypanosoma brucei rhodesiense.