6-(3-ethylureido)-4-(pyridin-3-ylmethylamino)nicotinic acid | 1445153-81-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6-(3-ethylureido)-4-(pyridin-3-ylmethylamino)nicotinic acid
• 英文别名: 6-(3-Ethylureido)-4-(pyridin-3-ylmethylamino)nicotinic acid；6-(ethylcarbamoylamino)-4-(pyridin-3-ylmethylamino)pyridine-3-carboxylic acid
• CAS: 1445153-81-0
• 化学式: C₁₅H₁₇N₅O₃
• 分子量: 315.332
• InChiKey: FAAFQGSCZNDIFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  116
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 1-羟基苯并三唑一水物 、 6-(3-ethylureido)-4-(phenylamino)nicotinic acid 、 6-(3-ethylureido)-4-(pyridin-3-ylmethylamino)nicotinic acid 、 3-氯苯胺 在 水 、 乙酸乙酯 、 碳酸氢钠 、 Brine 、 magnesium sulfate 、 crude product 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.25h， 以to afford Compound 4 (0.021 g, 0.051 mmol, 16%) as a colourless powder的产率得到N-(3-chlorophenyl)-4-(3-ethylureido)-2-(phenylamino)benzamide
  参考文献：
  名称：

  HETEROCYCLIC UREA COMPOUNDS

  摘要：

  本发明提供了以下式子的化合物，它们的外消旋体、对映体和盐。同时，还提供了这些化合物作为抗菌剂的用途、包含它们的组成物以及它们的制造过程。

  公开号：

  US20140323486A1
• 作为产物：
  描述：

  4,6-二羟基烟酸乙酯 在 potassium tert-butylate 、 palladium diacetate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 lithium hydroxide 、 三氯氧磷 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 39.5h， 生成 6-(3-ethylureido)-4-(pyridin-3-ylmethylamino)nicotinic acid
  参考文献：
  名称：

  Pyridine-3-carboxamide-6-yl-ureas as novel inhibitors of bacterial DNA gyrase: Structure based design, synthesis, SAR and antimicrobial activity

  摘要：

  The development of antibacterial drugs based on novel chemotypes is essential to the future management of serious drug resistant infections. We herein report the design, synthesis and SAR of a novel series of N-ethylurea inhibitors based on a pyridine-3-carboxamide scaffold targeting the ATPase sub-unit of DNA gyrase. Consideration of structural aspects of the GyrB ATPase site has aided the development of this series resulting in derivatives that demonstrate excellent enzyme inhibitory activity coupled to potent Gram positive antibacterial efficacy. (c) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.08.025

文献信息

• [EN] HETEROCYCLIC UREA COMPOUNDS<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES D'URÉE
  申请人：BIOTA EUROPE LTD

  公开号：WO2013091011A1

  公开（公告）日：2013-06-27

  The present invention provides a compound of the following formula, racemates, enantiomers and salts thereof. Also provided is the use of these compounds as antibacterials, compositions comprising them and processes for their manufacture.

  本发明提供了以下式的化合物，它们的外消旋体、对映体和盐。还提供了这些化合物作为抗菌剂的用途，包括它们的组合物和制造过程。
• HETEROCYCLIC UREA COMPOUNDS
  申请人：BIOTA EUROPE LTD

  公开号：US20140323486A1

  公开（公告）日：2014-10-30

  The present invention provides a compound of the following formula, racemates, enantiomers and salts thereof. Also provided is the use of these compounds as antibacterials, compositions comprising them and processes for their manufacture.

  本发明提供了以下式子的化合物，它们的外消旋体、对映体和盐。同时，还提供了这些化合物作为抗菌剂的用途、包含它们的组成物以及它们的制造过程。
• US9060515B2
  申请人：——

  公开号：US9060515B2

  公开（公告）日：2015-06-23
• Pyridine-3-carboxamide-6-yl-ureas as novel inhibitors of bacterial DNA gyrase: Structure based design, synthesis, SAR and antimicrobial activity
  作者：Ian A. Yule、Lloyd G. Czaplewski、Stephanie Pommier、David T. Davies、Sarah K. Narramore、Colin W.G. Fishwick

  DOI：10.1016/j.ejmech.2014.08.025

  日期：2014.10

  The development of antibacterial drugs based on novel chemotypes is essential to the future management of serious drug resistant infections. We herein report the design, synthesis and SAR of a novel series of N-ethylurea inhibitors based on a pyridine-3-carboxamide scaffold targeting the ATPase sub-unit of DNA gyrase. Consideration of structural aspects of the GyrB ATPase site has aided the development of this series resulting in derivatives that demonstrate excellent enzyme inhibitory activity coupled to potent Gram positive antibacterial efficacy. (c) 2014 Elsevier Masson SAS. All rights reserved.
• Heterocyclic urea compounds
  申请人：BIOTA EUROPE LTD

  公开号：US09060515B2

  公开（公告）日：2015-06-23

  The present invention provides a compound of the following formula, racemates, enantiomers and salts thereof. Also provided is the use of these compounds as antibacterials, compositions comprising them and processes for their manufacture.

  本发明提供以下公式的化合物，外消旋体，对映体和其盐。还提供这些化合物作为抗菌剂的用途，包含它们的组合物和制造它们的过程。