1-丁基-3-(2,5-二甲基-2H-吡唑-3-基)脲 | 1018001-53-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-丁基-3-(2,5-二甲基-2H-吡唑-3-基)脲
• 英文名称: 1-butyl-3-(2,5-dimethyl-2H-pyrazol-3-yl)urea
• 英文别名: 1-butyl-3-(1,3-dimethylpyrazol-5-yl)urea；1-Butyl-3-(2,5-dimethylpyrazol-3-yl)urea
• CAS: 1018001-53-0
• 化学式: C₁₀H₁₈N₄O
• 分子量: 210.279
• InChiKey: IYBLDSJWIYUESU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  59
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-丁基-3-(2,5-二甲基-2H-吡唑-3-基)脲 、 苯甲醛 在 三甲基氯硅烷 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以82%的产率得到5-butyl-1,3-dimethyl-4-phenyl-1,4,5,7-tetrahydro-pyrazolo[3,4-d]pyrimidin-6-one
  参考文献：
  名称：

  Synthesis of pyrazolo[3,4-d]-4,5-dihydropyrimidin-6-ones

  摘要：

  A small library of hitherto unprepared pyrazolo[3,4-d]-4,5-dihydropyrimidin-6-ones was synthesized on a preparative scale. The synthesis starts with a substituted 5-aminopyrazole that reacts with an isocyanate to give the corresponding urea. The latter undergoes a chlorotrimethylsilane-promoted [5+1] cyclocondensation with an aldehyde yielding the title pyrazolo[3,4-d]-4,5-dihydropyrimidin-6-one. Both synthetic steps are high-yielding (74-94%). The intermediates and the target compounds were isolated by simple crystallization. Ketones with the exception of isatin do not react with the open-chain urea intermediates. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.131
• 作为产物：
  描述：

  5-氨基-1,3-二甲基吡唑 、 异氰酸正丁酯 以 乙腈 为溶剂， 以78%的产率得到1-丁基-3-(2,5-二甲基-2H-吡唑-3-基)脲
  参考文献：
  名称：

  Synthesis of pyrazolo[3,4-d]-4,5-dihydropyrimidin-6-ones

  摘要：

  A small library of hitherto unprepared pyrazolo[3,4-d]-4,5-dihydropyrimidin-6-ones was synthesized on a preparative scale. The synthesis starts with a substituted 5-aminopyrazole that reacts with an isocyanate to give the corresponding urea. The latter undergoes a chlorotrimethylsilane-promoted [5+1] cyclocondensation with an aldehyde yielding the title pyrazolo[3,4-d]-4,5-dihydropyrimidin-6-one. Both synthetic steps are high-yielding (74-94%). The intermediates and the target compounds were isolated by simple crystallization. Ketones with the exception of isatin do not react with the open-chain urea intermediates. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.131

文献信息

• INHIBITORS OF BIOFILM FORMATION OF GRAM-POSITIVE AND GRAM-NEGATIVE BACTERIA
  申请人：Ammendola Aldo

  公开号：US20090192192A1

  公开（公告）日：2009-07-30

  The present invention relates to the use of compounds as broad spectrum inhibitors of bacterial biofilm formation. In particular the invention refers to a family of compounds that block the quorum sensing system of Gram-negative and Gram-positive bacteria, a process for their manufacture, pharmaceutical compositions containing them and to their use for the treatment and prevention of bacterial damages and diseases, in particular for diseases where there is an advantage in inhibiting quorum sensing regulated phenotypes of pathogens.

  本发明涉及使用化合物作为广谱细菌生物膜形成的抑制剂。具体而言，本发明涉及一系列化合物，能够阻断革兰氏阴性和革兰氏阳性细菌的群体感应系统，一种制造它们的方法，含有它们的制药组合物以及它们用于治疗和预防细菌损害和疾病的用途，特别是对于需要抑制病原体的群体感应调节表型的疾病有优势的情况。
• [EN] INHIBITORS OF BIOFILM FORMATION OF GRAM-POSITIVE AND GRAM-NEGATIVE BACTERIA<br/>[FR] INHIBITEURS DE LA FORMATION DE BIOFILMS DE BACTÉRIES GRAM POSITIF ET GRAM NÉGATIF
  申请人：QUONOVA LLC

  公开号：WO2009077844A3

  公开（公告）日：2009-11-05
• Synthesis of pyrazolo[3,4-d]-4,5-dihydropyrimidin-6-ones
  作者：Sergey V. Ryabukhin、Dmitry S. Granat、Andrey S. Plaskon、Alexander Shivanyuk、Oleg Lukin

  DOI：10.1016/j.tetlet.2014.01.131

  日期：2014.3

  A small library of hitherto unprepared pyrazolo[3,4-d]-4,5-dihydropyrimidin-6-ones was synthesized on a preparative scale. The synthesis starts with a substituted 5-aminopyrazole that reacts with an isocyanate to give the corresponding urea. The latter undergoes a chlorotrimethylsilane-promoted [5+1] cyclocondensation with an aldehyde yielding the title pyrazolo[3,4-d]-4,5-dihydropyrimidin-6-one. Both synthetic steps are high-yielding (74-94%). The intermediates and the target compounds were isolated by simple crystallization. Ketones with the exception of isatin do not react with the open-chain urea intermediates. (C) 2014 Elsevier Ltd. All rights reserved.