N1-(4-sec-Butylphenyl)-N2-(2-chloroethyl)-1,2-diazenedicarboxamide

• 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: N1-(4-sec-Butylphenyl)-N2-(2-chloroethyl)-1,2-diazenedicarboxamide
• 英文别名: (3E)-1-(4-butan-2-ylphenyl)-3-(2-chloroethylcarbamoylimino)urea
• 化学式: C₁₄H₁₉ClN₄O₂
• 分子量: 310.783
• InChiKey: VBFJSZBGMMVWPV-VHEBQXMUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  82.9
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氯乙胺 、 alkaline earth salt of/the/ methylsulfuric acid 以 乙腈 为溶剂， 生成 N1-(4-sec-Butylphenyl)-N2-(2-chloroethyl)-1,2-diazenedicarboxamide
  参考文献：
  名称：

  Diazenedicarboxamides as inhibitors of d-alanine-d-alanine ligase (Ddl)

  摘要：

  D-Alanine-D-alanine ligase (Ddl) catalyzes the biosynthesis of an essential bacterial peptidoglycan precursor D-alanyl-D-alanine and it represents an important target for development of new antibacterial drugs. A series of semicarbazides, aminocarbonyldiazenecarboxylates, diazenedicarboxamides, and hydrazinedicarboxamides was synthesized and screened for inhibition of DdlB from Escherichia coli. Compounds with good inhibitory activity were identified, enabling us to deduce initial structure-activity relationships. Thirteen diazenedicarboxamides were better inhibitors than D-cycloserine and some of them also possess antibacterial activity, which makes them a promising starting point for further development. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.015

文献信息

• Diazenedicarboxamides as inhibitors of D-alanine: D-alanine ligase (Ddl)
  申请人：University of Ljubljana

  公开号：EP1889831A2

  公开（公告）日：2008-02-20

  This invention belongs to the field of pharmaceutical chemistry and relates to new diazenedicarboxamides as inhibitors of D-alanine:D-alanine ligaze (Ddl), to procedures for their preparation and pharmaceutical preparations containing the same. Compounds of general formula I: and the pharmaceutically acceptable salts are described. The appropriate substituents are clearly presented in the body of the text and in claims.

  本发明属于药物化学领域，涉及作为 D-丙氨酸：D-丙氨酸连接酶（Ddl）抑制剂的新重氮二 羧酰胺、其制备程序和含有这些化合物的药物制剂。通式 I 的化合物： 及其药学上可接受的盐类。适当的取代基在正文和权利要求中均有明确表述。
• EP1889831
  申请人：——

  公开号：——

  公开（公告）日：——
• Diazenedicarboxamides as inhibitors of d-alanine-d-alanine ligase (Ddl)
  作者：Andreja Kovač、Vita Majce、Roman Lenaršič、Sergeja Bombek、Julieanne M. Bostock、Ian Chopra、Slovenko Polanc、Stanislav Gobec

  DOI：10.1016/j.bmcl.2007.01.015

  日期：2007.4

  D-Alanine-D-alanine ligase (Ddl) catalyzes the biosynthesis of an essential bacterial peptidoglycan precursor D-alanyl-D-alanine and it represents an important target for development of new antibacterial drugs. A series of semicarbazides, aminocarbonyldiazenecarboxylates, diazenedicarboxamides, and hydrazinedicarboxamides was synthesized and screened for inhibition of DdlB from Escherichia coli. Compounds with good inhibitory activity were identified, enabling us to deduce initial structure-activity relationships. Thirteen diazenedicarboxamides were better inhibitors than D-cycloserine and some of them also possess antibacterial activity, which makes them a promising starting point for further development. (c) 2007 Elsevier Ltd. All rights reserved.