structure of 3-Fluoroquinoxalin-2-ol

3-Fluoroquinoxalin-2-ol

CAS No.: 477889-54-6
M. Wt: 164.14
M. Fa: C8H5FN2O
InChI Key: AIZQDPWDLCZOMG-UHFFFAOYSA-N

Names and Identifiers of 3-Fluoroquinoxalin-2-ol

CAS Number

477889-54-6

MDL Number

MFCD02102588

IUPAC Name

3-fluoro-1H-quinoxalin-2-one

InChI

InChI=1S/C8H5FN2O/c9-7-8(12)11-6-4-2-1-3-5(6)10-7/h1-4H,(H,11,12)

InChIKey

AIZQDPWDLCZOMG-UHFFFAOYSA-N

Canonical SMILES

C1=CC=C2C(=C1)NC(=O)C(=N2)F

UNSPSC Code

12352100

Physical and chemical properties of 3-Fluoroquinoxalin-2-ol

H Bond Acceptors

2

H Bond Donors

1

LogP

1.377236811

Molecular Formula

C8H5FN2O

Molecular Weight

164.14

Safety Information of 3-Fluoroquinoxalin-2-ol

Pictograms

Signal Word

 Warning

Safety Data Sheet
Supports customized editing of SDS information and downloading in PDF documents.

Applications of 3-Fluoroquinoxalin-2-ol

3-Fluoroquinoxalin-2-ol has several notable applications:

  • Medicinal Chemistry: As a potential scaffold for developing new antimicrobial and anticancer agents.
  • Material Science: Its unique properties make it suitable for applications in liquid crystals and dyes, contributing to advancements in materials technology.

The compound's versatility is enhanced by its ability to undergo various chemical transformations, making it valuable in multiple fields.

Interaction Studies of 3-Fluoroquinoxalin-2-ol

Studies investigating the interactions of 3-fluoroquinoxalin-2-ol with biological targets have revealed its potential mechanisms of action. The compound's interaction with enzymes involved in DNA replication and repair suggests that it could serve as a lead compound for developing new antibiotics or anticancer drugs. Ongoing research aims to elucidate the specific molecular interactions and pathways affected by this compound.

Biological Activity of 3-Fluoroquinoxalin-2-ol

The biological activity of 3-fluoroquinoxalin-2-ol has garnered attention in recent years. Research indicates that this compound exhibits:

  • Antimicrobial Properties: It has shown effectiveness against a range of bacterial strains, potentially acting by inhibiting key bacterial enzymes such as DNA gyrase and topoisomerase IV.
  • Anticancer Activity: Preliminary studies suggest that derivatives of 3-fluoroquinoxalin-2-ol may possess cytotoxic effects against cancer cell lines, making them candidates for further drug development.

The unique structural features of this compound contribute to its biological efficacy, distinguishing it from non-fluorinated analogs.