Cas no 23833-97-8 (7-Chloroquinolin-4(1H)-one)

7-Chloroquinolin-4(1H)-one is a heterocyclic organic compound featuring a quinoline core substituted with a chlorine atom at the 7-position and a ketone group at the 4-position. This structure imparts significant reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. Its chlorinated quinoline scaffold is particularly useful for constructing biologically active molecules, including antimalarial and antimicrobial agents. The compound exhibits good stability under standard conditions, facilitating handling and storage. Its synthetic versatility allows for further functionalization, enabling the development of derivatives with tailored properties. High purity grades are available to meet rigorous research and industrial requirements.
7-Chloroquinolin-4(1H)-one structure
7-Chloroquinolin-4(1H)-one structure
Product Name:7-Chloroquinolin-4(1H)-one
CAS No:23833-97-8
MF:C9H6ClNO
MW:179.603041172028
CID:1109565
PubChem ID:66593
Update Time:2025-10-27

7-Chloroquinolin-4(1H)-one Chemical and Physical Properties

Names and Identifiers

    • 7-chloro-4(1H)-Quinolinone
    • 7-Chlor-4-chinolon
    • 7-Chloroquinolin-4(1H)-one
    • 4(1H)-Quinolinone, 7-chloro-
    • DB-359845
    • 7-chloro-quinolin-4-ol
    • A841908
    • NCGC00247321-01
    • BDBM50532260
    • 7-Chloro4-quinolinol
    • SY296663
    • EINECS 201-715-2
    • W-104048
    • MFCD20542777
    • SCHEMBL409748
    • 7-Chloro-4(1H)-quinolone
    • chloroxoquinoline
    • CHLOROXOQUINOLINE [WHO-DD]
    • 7-Chloroquinolin-4-ol
    • 23833-97-8
    • PD063051
    • 7-Chloro-4-keto-quinoline
    • KUC100209
    • EN300-223987
    • CCG-321470
    • 7-Chloro-4-hydroxyquinoline
    • SB67621
    • Q27463509
    • SB67538
    • NSC-38928
    • AKOS015998208
    • 4mrw
    • E76575
    • AE-641/13516197
    • HMS2203H11
    • CS-0166875
    • DTXSID90235344
    • HMS3349G17
    • Z1255464975
    • 7-Chloro-4-quinolinol
    • 7-chloro-1H-quinolin-4-one
    • MLS000517803
    • SY016725
    • AMY340
    • ALBB-024683
    • NSC38928
    • CHEMBL1409793
    • NSC 38928
    • AS-47497
    • MFCD00006778
    • 23FWH4CH0U
    • MRW
    • 4-Quinolinol, 7-chloro-
    • AKOS002683703
    • NS00039162
    • CS-W017251
    • KUC100209N
    • F13945
    • SMR000129049
    • 86-99-7
    • UNII-23FWH4CH0U
    • BRD-K83335125-001-07-0
    • Inchi: 1S/C9H6ClNO/c10-6-1-2-7-8(5-6)11-4-3-9(7)12/h1-5H,(H,11,12)
    • InChI Key: XMFXTXKSWIDMER-UHFFFAOYSA-N
    • SMILES: ClC1C=CC2C(C=CNC=2C=1)=O

Computed Properties

  • Exact Mass: 179.0137915g/mol
  • Monoisotopic Mass: 179.0137915g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 227
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.2
  • Topological Polar Surface Area: 29.1?2

7-Chloroquinolin-4(1H)-one Pricemore >>

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Additional information on 7-Chloroquinolin-4(1H)-one

7-Chloroquinolin-4(1H)-one: A Comprehensive Overview

7-Chloroquinolin-4(1H)-one (CAS No. 23833-97-8) is a versatile and intriguing compound that has garnered significant attention in the fields of organic chemistry, pharmacology, and materials science. This compound, characterized by its quinolinone skeleton with a chlorine substituent at the 7th position, exhibits unique chemical properties and biological activities. Recent advancements in synthetic methodologies and its applications have further solidified its importance in contemporary research.

The quinolinone framework is a fundamental structure in organic chemistry, known for its aromatic stability and potential for functionalization. The introduction of a chlorine atom at the 7th position in 7-chloroquinolin-4(1H)-one introduces additional electronic effects, enhancing its reactivity and making it a valuable precursor for various chemical transformations. Researchers have explored its role as an intermediate in the synthesis of complex heterocyclic compounds, which are pivotal in drug discovery and material synthesis.

One of the most notable aspects of 7-chloroquinolin-4(1H)-one is its biological activity. Studies have demonstrated that this compound exhibits potent anti-inflammatory and antioxidant properties, making it a promising candidate for therapeutic applications. Recent research has focused on its ability to modulate key enzymes involved in inflammatory pathways, such as cyclooxygenase (COX) and lipoxygenase (LOX). These findings suggest that 7-chloroquinolin-4(1H)-one could serve as a lead compound for developing novel anti-inflammatory agents with reduced side effects compared to conventional drugs.

In addition to its biological applications, 7-chloroquinolin-4(1H)-one has found utility in materials science. Its aromaticity and electron-withdrawing chlorine substituent make it an ideal candidate for use in organic electronics. Researchers have investigated its potential as a building block for π-conjugated systems, which are essential components of organic light-emitting diodes (OLEDs) and photovoltaic devices. The compound's ability to participate in supramolecular interactions further enhances its suitability for these applications.

The synthesis of 7-chloroquinolin-4(1H)-one has been optimized through various routes, including condensation reactions and oxidative cyclizations. Recent advancements have focused on green chemistry approaches, such as using microwave-assisted synthesis or enzymatic catalysis, to improve yield and reduce environmental impact. These methods not only enhance the efficiency of production but also align with the growing demand for sustainable chemical processes.

Another area of active research is the exploration of 7-chloroquinolin-4(1H)-one as a chiral auxiliary or catalyst in asymmetric synthesis. Its rigid structure and functional groups make it an attractive candidate for inducing enantioselectivity in complex molecule constructions. Studies have shown that derivatives of this compound can act as effective organocatalysts in reactions such as aldol additions and Michael additions, opening new avenues for asymmetric catalysis.

From a structural perspective, 7-chloroquinolin-4(1H)-one exhibits interesting photophysical properties due to its extended conjugation system. Researchers have leveraged these properties to develop fluorescent sensors for detecting metal ions or harmful gases. The compound's ability to undergo fluorescence modulation upon interaction with analytes makes it a valuable tool in analytical chemistry and environmental monitoring.

In conclusion, 7-chloroquinolin-4(1H)-one (CAS No. 23833-97-8) is a multifaceted compound with diverse applications across various scientific disciplines. Its unique chemical properties, coupled with recent advancements in synthesis and application development, underscore its significance as a key molecule in modern research. As ongoing studies continue to uncover new potentials for this compound, it is poised to play an even more prominent role in future innovations.

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