108985-27-9

Basic information

• Product Name: 2-HEPTYL-3-HYDROXY-4-QUINOLONE
• Synonyms: 2-HEPTYL-3-HYDROXY-4-QUINOLONE;2-Heptyl-3-hydroxy-4(1H)-quinolinone;2-heptyl-3-hydroxy-3,4-dihydroquinolin-4-one;4(1H)-Quinolinone, 2-heptyl-3-hydroxy-;2-heptyl-3-hydroxyquinolin-4(1H)-one;2-Heptyl-3-hydroxyl-4-quinolone;2-Heptyl-3-hydroxy-4(1H)-quinolone
• CAS NO: 108985-27-9
• Molecular Formula: C16H21NO2
• Molecular Weight: 259.34
• Mol File: 108985-27-9.mol
• Article Data: 0

Chemical Properties

• Melting Point: 182-185℃
• Boiling Point: 389.366 °C at 760 mmHg
• Flash Point: 189.282 °C
• Appearance: /
• Density: 1.102
• Vapor Pressure: 9.25E-07mmHg at 25°C
• Refractive Index: 1.555
• Storage Temp.: ?20°C
• PKA: 11.00±0.20(Predicted)
• CAS DataBase Reference: 2-HEPTYL-3-HYDROXY-4-QUINOLONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HEPTYL-3-HYDROXY-4-QUINOLONE(108985-27-9)
• EPA Substance Registry System: 2-HEPTYL-3-HYDROXY-4-QUINOLONE(108985-27-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 108985-27-9(Hazardous Substances Data)

Usage

Description

2-Heptyl-3-hydroxy-4-quinolone, also known as Heptyl-3-hydroxy-4(1H)-quinolone (PQS), is a quorum sensing-regulated virulence factor found in certain bacteria. It possesses the ability to function as an intercellular signal, playing a crucial role in the regulation of virulence genes and bacterial communication.

Uses

Used in Bacterial Communication:
2-Heptyl-3-hydroxy-4-quinolone is used as a signaling molecule for quorum sensing in bacteria, enabling the coordination of bacterial activities based on population density. It is particularly involved in the exchange of signaling molecules among bacteria via cell receptors, which helps regulate virulence genes.
Used in Medical Research:
In the field of medical research, 2-Heptyl-3-hydroxy-4-quinolone is used as a tool to study the regulation of virulence genes, such as those involved in iron scavenging and other pathogenic processes. Understanding the role of PQS in bacterial communication can lead to the development of novel therapeutic strategies targeting quorum sensing mechanisms, potentially reducing the virulence of pathogens and their ability to cause disease.
Used in Pharmaceutical Development:
2-Heptyl-3-hydroxy-4-quinolone may also be utilized in the development of new pharmaceuticals targeting bacterial quorum sensing systems. By disrupting the communication between bacteria, it could be possible to inhibit the expression of virulence factors, thus reducing the pathogenicity of the bacteria and improving the effectiveness of existing treatments.

InChI:InChI=1/C16H21NO2/c1-2-3-4-5-6-11-14-16(19)15(18)12-9-7-8-10-13(12)17-14/h7-10,19H,2-6,11H2,1H3,(H,17,18)