[Amino-(4-nitro-phenyl)-methyl]-phosphonic acid diphenyl ester | 190839-42-0

• 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: [Amino-(4-nitro-phenyl)-methyl]-phosphonic acid diphenyl ester
• 英文别名: Diphenyl [amino(4-nitrophenyl)methyl]phosphonate；diphenoxyphosphoryl-(4-nitrophenyl)methanamine
• CAS: 190839-42-0
• 化学式: C₁₉H₁₇N₂O₅P
• 分子量: 384.328
• InChiKey: ZBIKGGIABQCXCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  107
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [Amino-(4-nitro-phenyl)-methyl]-phosphonic acid diphenyl ester 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 11.0h， 生成
  参考文献：
  名称：

  在一锅法中方便地合成含有 α-氨基烷基膦酸酯基团的 N-叔丁基-Nα-氨基羰基-N-（取代）苯甲酰肼

  摘要：

  合成了多种含有α-氨基烷基膦酸酯基团的新型N-叔丁基-N'-氨基羰基-N-（取代）苯甲酰肼。用三光气处理α-氨基烷基膦酸酯产生α-异氰酸根合烷基膦酸酯，随后加入N-叔丁基-N-取代的苯甲酰肼，在一锅法中以良好的收率提供标题化合物。三光气介导合成α-异氰酸根合烷基膦酸酯的反应具有许多优点：反应条件温和，产率高，三光气蒸汽压低，稳定性高，操作相对安全，实验步骤很简单。该方法可适用于合成其他α-异氰酸根合烷基膦酸酯和亚脲基二膦酸酯。所有产物和副产物的结构均通过1H NMR、31P NMR、IR和质谱以及元素分析证实。我们还发现一些化合物具有潜在的抗烟草花叶病毒 (TMV) 活性和抗癌活性。© 2001 John Wiley & Sons, Inc. 杂原子化学 12:68–72, 2001

  DOI：

  10.1002/hc.3

文献信息

• KLK4 inhibitors
  申请人：Universiteit Antwerpen

  公开号：US10017527B2

  公开（公告）日：2018-07-10

  The present invention relates to novel compounds and probes which have a common chemical structure necessary to obtain potent inhibitory activity against KLK4 and/or may be used for the detection of KLK4 peptides and their activity. It further relates to the use of these compounds and methods for inhibiting and/or detecting KLK4 activity in vitro and in vivo by making use of said probes or inhibitors. The compounds of the invention differ from prior art compounds at least in the presence of phenyl guanidine (instead of e.g. benzyl guanidine) and/or the presence of a heteroatom in the tail group, their combined presence unexpectedly leading to potent and selective KLK4 inhibitory activity.

  本发明涉及新型化合物和探针，它们具有获得对 KLK4 的强效抑制活性所需的共同化学结构和/或可用于检测 KLK4 肽及其活性。本发明还涉及这些化合物的用途，以及利用所述探针或抑制剂抑制和/或检测体外和体内 KLK4 活性的方法。本发明化合物与现有技术化合物的不同之处至少在于苯基胍（而不是苄基胍）的存在和/或尾部基团中杂原子的存在，它们的联合存在意外地导致了强效和选择性的 KLK4 抑制活性。
• NOVEL KLK4 INHIBITORS
  申请人：Universiteit Antwerpen

  公开号：US20170101427A1

  公开（公告）日：2017-04-13

  The present invention relates to novel compounds and probes which have a common chemical structure necessary to obtain potent inhibitory activity against KLK4 and/or may be used for the detection of KLK4 peptides and their activity. It further relates to the use of these compounds and methods for inhibiting and/or detecting KLK4 activity in vitro and in vivo by making use of said probes or inhibitors. The compounds of the invention differ from prior art compounds at least in the presence of phenyl guanidine (instead of e.g. benzyl guanidine) and/or the presence of a heteroatom in the tail group, their combined presence unexpectedly leading to potent and selective KLK4 inhibitory activity.
• A convenient synthesis ofN-t-butyl-N?-aminocarbonyl-N-(substituted)benzoyl-hydrazine containing?-aminoalkylphosphonate groups in a one-pot procedure
  作者：Qingmin Wang、Zaiguo Li、Runqiu Huang、Junran Cheng

  DOI：10.1002/hc.3

  日期：——

  for the synthesis of α-isocyanatoalkylphosphonates enjoys a number of advantages: the reaction is carried out under mild condition in good yield, triphosgene is relatively safe to handle because of its low vapor pressure and high stability, and the experimental procedure is simple. This method can be applicable to the synthesis of other α-isocyanatoalkyl-phosphonates and urylenediphosphonates. The structures

  合成了多种含有α-氨基烷基膦酸酯基团的新型N-叔丁基-N'-氨基羰基-N-（取代）苯甲酰肼。用三光气处理α-氨基烷基膦酸酯产生α-异氰酸根合烷基膦酸酯，随后加入N-叔丁基-N-取代的苯甲酰肼，在一锅法中以良好的收率提供标题化合物。三光气介导合成α-异氰酸根合烷基膦酸酯的反应具有许多优点：反应条件温和，产率高，三光气蒸汽压低，稳定性高，操作相对安全，实验步骤很简单。该方法可适用于合成其他α-异氰酸根合烷基膦酸酯和亚脲基二膦酸酯。所有产物和副产物的结构均通过1H NMR、31P NMR、IR和质谱以及元素分析证实。我们还发现一些化合物具有潜在的抗烟草花叶病毒 (TMV) 活性和抗癌活性。© 2001 John Wiley & Sons, Inc. 杂原子化学 12:68–72, 2001