Cas no 1229850-72-9 (7-fluoro-1,2-dihydroquinazolin-2-one)

7-Fluoro-1,2-dihydroquinazolin-2-one is a fluorinated heterocyclic compound featuring a quinazolinone core structure. The presence of a fluorine substituent at the 7-position enhances its electronic and steric properties, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. This compound exhibits potential reactivity at multiple sites, enabling functionalization for the development of biologically active molecules. Its rigid fused-ring system contributes to stability, while the fluorine atom may improve metabolic resistance and binding affinity in target applications. The compound is particularly useful in medicinal chemistry for the design of kinase inhibitors and other therapeutic agents. Proper handling and storage are recommended due to its reactive functional groups.
7-fluoro-1,2-dihydroquinazolin-2-one structure
1229850-72-9 structure
Product Name:7-fluoro-1,2-dihydroquinazolin-2-one
CAS No:1229850-72-9
MF:C8H5FN2O
MW:164.136504888535
MDL:MFCD28680886
CID:4564026
Update Time:2025-05-19

7-fluoro-1,2-dihydroquinazolin-2-one Chemical and Physical Properties

Names and Identifiers

    • 7-FLUORO-2(1H)-QUINAZOLINONE
    • 2(1H)-Quinazolinone, 7-fluoro-
    • 7-Fluoroquinazolin-2(1H)-one
    • 7-fluoro-1,2-dihydroquinazolin-2-one
    • MDL: MFCD28680886
    • Inchi: 1S/C8H5FN2O/c9-6-2-1-5-4-10-8(12)11-7(5)3-6/h1-4H,(H,10,11,12)
    • InChI Key: ITNQYWXYXMUYHB-UHFFFAOYSA-N
    • SMILES: N1C2=C(C=CC(F)=C2)C=NC1=O

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7-fluoro-1,2-dihydroquinazolin-2-one Related Literature

Additional information on 7-fluoro-1,2-dihydroquinazolin-2-one

7-Fluoro-1,2-Dihydroquinazolin-2-One: A Comprehensive Overview

The compound with CAS No. 1229850-72-9, commonly referred to as 7-fluoro-1,2-dihydroquinazolin-2-one, has garnered significant attention in the scientific community due to its unique chemical properties and potential applications in various fields. This article delves into the latest research findings and explores the multifaceted nature of this compound.

7-fluoro-1,2-dihydroquinazolin-2-one belongs to the class of quinazolinones, which are heterocyclic aromatic compounds with a quinazoline backbone. The presence of a fluorine atom at the 7-position introduces distinct electronic and steric effects, making this compound highly versatile. Recent studies have highlighted its role in drug discovery, particularly in the development of kinase inhibitors and other bioactive molecules.

One of the most promising applications of 7-fluoro-1,2-dihydroquinazolin-2-one lies in its potential as a scaffold for designing anticancer agents. Researchers have demonstrated that this compound exhibits selective inhibition against various oncogenic kinases, making it a valuable lead compound for further optimization. The fluorine substitution at the 7-position has been shown to enhance both potency and selectivity, as evidenced by recent in vitro and in vivo studies.

In addition to its therapeutic potential, 7-fluoro-1,2-dihydroquinazolin-2-one has also found applications in materials science. Its unique electronic properties make it a candidate for use in organic electronics, such as field-effect transistors (FETs) and light-emitting diodes (LEDs). Recent advancements in synthetic methodologies have enabled the large-scale production of this compound with high purity, further facilitating its integration into cutting-edge materials.

The synthesis of 7-fluoro-1,2-dihydroquinazolin-2-one involves a multi-step process that typically begins with the preparation of a suitable quinazoline derivative. Fluorination at the 7-position is achieved through either electrophilic substitution or nucleophilic aromatic substitution, depending on the specific conditions employed. The choice of synthetic route significantly impacts the overall yield and purity of the final product.

From an environmental perspective, 7-fluoro-1,2-dihydroquinazolin-2-one has been studied for its biodegradability and ecological impact. Initial assessments suggest that it is not inherently hazardous to aquatic life when used within recommended limits. However, further research is required to fully understand its long-term effects on ecosystems.

In conclusion, 7-fluoro-1,2-dihydroquinazolin-2-one represents a fascinating molecule with diverse applications across multiple disciplines. Its role as a building block in drug discovery and materials science underscores its importance in contemporary research. As new findings emerge, this compound is poised to play an even greater role in advancing scientific and technological frontiers.

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