Cyclopentanecarboxamide, N-tetrahydrofurfuryl-

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢呋喃
• 英文名称: Cyclopentanecarboxamide, N-tetrahydrofurfuryl-
• 英文别名: N-(oxolan-2-ylmethyl)cyclopentanecarboxamide
• 化学式: C₁₁H₁₉NO₂
• 分子量: 197.27
• InChiKey: QNTIZDBSUZSIQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

文献信息

• Compound Combinations for Attenuation of Bacterial Virulence
  申请人：WISCONSIN ALUMNI RESEARCH FOUNDATION

  公开号：US20170231962A1

  公开（公告）日：2017-08-17

  Methods for modulating quorum sensing in certain Gram-negative bacteria having multiple QS systems including Las, Rhl, and Pqs with associated receptors (LasR, RhlR and PqsR) which are modulated by small molecule modulators, particularly non-native modulators. Certain combinations of modulators of Las, Rhl and Pqs exhibit improved inhibition of virulence in comparison to the respective individual modulators. In particular, certain combinations of modulators exhibit improved inhibition in nutritionally depleted environments. More specifically, certain combinations of modulators exhibit improved inhibition in environments depleted in phosphate and/or environments depleted in iron. Nutrient depleted environments can mimic environments associated with bacterial infection in humans and non-human animals. The methods are useful in particular for modulating QS in Pseudomonas and Buckholderia.

  在某些具有多个QS系统的革兰氏阴性细菌中，包括具有相关受体（LasR、RhlR和PqsR）的Las、Rhl和Pqs的调控方法，这些受体受小分子调节剂（尤其是非天然调节剂）的调节。Las、Rhl和Pqs的某些调节剂组合相比于各自的单个调节剂表现出对毒力的改善抑制。特别是，某些调节剂组合在营养匮乏环境中表现出改善的抑制作用。更具体地说，某些调节剂组合在缺乏磷酸盐和/或缺乏铁的环境中表现出改善的抑制作用。营养匮乏环境可以模拟与人类和非人类动物细菌感染相关的环境。这些方法特别适用于调节假单胞菌和布氏杆菌中的QS。
• Synthetic ligands that modulate the activity of the RhlR quorum sensing receptor
  申请人：Wisconsin Alumni Research Foundation

  公开号：US11247976B2

  公开（公告）日：2022-02-15

  RhlR modulators including agonist and antagonists which are useful for modulating QS phenotypes in Gram-negative bacteria. Certain compounds of general formula A-W-HG having various carbocyclic ad heterocyclic head groups (HG) and various tail groups (A), where —W— is —CO—NH—, —SO2—NH—, —CO—NH—CH2—, or —SO2—NH—CH2— are RhlR agonists or antagonists. The compounds are useful in methods of modulating quorum sensing in Gram-negative bacteria, particularly in Pseudomonas. Compositions including certain RhlR modulators are useful for decreasing the virulence of Gram-negative bacteria. Pharmaceutical compositions comprising certain RhlR modulators are useful for treatment of infections of Gram-negative bacteria.

  RhlR 调节剂，包括激动剂和拮抗剂，可用于调节革兰氏阴性细菌的 QS 表型。通式 A-W-HG 的某些化合物具有各种碳环或杂环头基 (HG) 和各种尾基 (A)，其中 -W- 是 -CO-NH-、-SO2-NH-、-CO-NH-CH2- 或 -SO2-NH-CH2- 是 RhlR 激动剂或拮抗剂。这些化合物可用于调节革兰氏阴性细菌，特别是假单胞菌的法定量感应。包括某些 RhlR 调节剂的组合物有助于降低革兰氏阴性细菌的毒力。包含某些 RhlR 调节剂的药物组合物可用于治疗革兰氏阴性细菌感染。
• Synthetic Ligands that Modulate the Activity of the RhlR Quorum Sensing Receptor
  申请人：Wisconsin Alumni Research Foundation

  公开号：US20190144407A1

  公开（公告）日：2019-05-16

  RhlR modulators including agonist and antagonists which are useful for modulating QS phenotypes in Gram-negative bacteria. Certain compounds of general formula A-W-HG having various carbocyclic ad heterocyclic head groups (HG) and various tail groups (A), where —W— is —CO—NH—, —SO 2 —NH—, —CO—NH—CH 2 —, or —SO 2 —NH—CH 2 — are RhlR agonists or antagonists. The compounds are useful in methods of modulating quorum sensing in Gram-negative bacteria, particularly in Pseudomonas . Compositions including certain RhlR modulators are useful for decreasing the virulence of Gram-negative bacteria. Pharmaceutical compositions comprising certain RhlR modulators are useful for treatment of infections of Gram-negative bacteria.