N,N'-bis(4-carbamimidoylphenyl)nonanediamide | 1032471-07-0

• 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)nonanediamide
• CAS: 1032471-07-0
• 化学式: C₂₃H₃₀N₆O₂
• 分子量: 422.53
• InChiKey: SIKIGCZSCQELMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  壬二酰氯 、 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)nonanediamide
  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

• Synthesis and SAR of alkanediamide-linked bisbenzamidines with anti-trypanosomal and anti-pneumocystis activity
  作者：Tien L. Huang、Jean Jacques Vanden Eynde、Annie Mayence、Margaret S. Collins、Melanie T. Cushion、Donna Rattendi、Indira Londono、Lakshman Mazumder、Cyrus J. Bacchi、Nigel Yarlett

  DOI：10.1016/j.bmcl.2009.08.073

  日期：2009.10

  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.