Cas no 75487-95-5 (6-fluoro-2-chromanone)

6-Fluoro-2-chromanone is a fluorinated heterocyclic compound featuring a chromanone backbone with a fluorine substituent at the 6-position. This structural modification enhances its utility as a versatile intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. The presence of the fluorine atom imparts improved metabolic stability and bioavailability, making it valuable for the development of bioactive molecules. Its well-defined reactivity profile allows for selective functionalization, enabling the synthesis of complex derivatives. The compound is characterized by high purity and consistent performance, ensuring reliability in research and industrial processes. Its compatibility with various reaction conditions further underscores its adaptability in synthetic chemistry.
6-fluoro-2-chromanone structure
6-fluoro-2-chromanone structure
Product Name:6-fluoro-2-chromanone
CAS No:75487-95-5
MF:C9H7FO2
MW:166.149086236954
CID:2145622
PubChem ID:586786
Update Time:2025-06-11

6-fluoro-2-chromanone Chemical and Physical Properties

Names and Identifiers

    • 6-fluoro-2-chromanone
    • 6-Fluoro-2-chromanone #
    • SCHEMBL752211
    • DB-296515
    • 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-one
    • 6-fluorochroman-2-one
    • 75487-95-5
    • EN300-7929483
    • 3,4-Dihydro-6-fluorocoumarin
    • Inchi: 1S/C9H7FO2/c10-7-2-3-8-6(5-7)1-4-9(11)12-8/h2-3,5H,1,4H2
    • InChI Key: VUTSCRNPMNTQSK-UHFFFAOYSA-N
    • SMILES: FC1C=CC2=C(C=1)CCC(=O)O2

Computed Properties

  • Exact Mass: 166.04300762g/mol
  • Monoisotopic Mass: 166.04300762g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 193
  • 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: 1.7
  • Topological Polar Surface Area: 26.3?2

6-fluoro-2-chromanone Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Enamine
EN300-7929483-0.05g
6-fluoro-3,4-dihydro-2H-1-benzopyran-2-one
75487-95-5 95%
0.05g
$202.0 2024-05-22
Enamine
EN300-7929483-0.1g
6-fluoro-3,4-dihydro-2H-1-benzopyran-2-one
75487-95-5 95%
0.1g
$301.0 2024-05-22
Enamine
EN300-7929483-0.25g
6-fluoro-3,4-dihydro-2H-1-benzopyran-2-one
75487-95-5 95%
0.25g
$431.0 2024-05-22
Enamine
EN300-7929483-0.5g
6-fluoro-3,4-dihydro-2H-1-benzopyran-2-one
75487-95-5 95%
0.5g
$679.0 2024-05-22
Enamine
EN300-7929483-1.0g
6-fluoro-3,4-dihydro-2H-1-benzopyran-2-one
75487-95-5 95%
1.0g
$871.0 2024-05-22
Enamine
EN300-7929483-2.5g
6-fluoro-3,4-dihydro-2H-1-benzopyran-2-one
75487-95-5 95%
2.5g
$1707.0 2024-05-22
Enamine
EN300-7929483-5.0g
6-fluoro-3,4-dihydro-2H-1-benzopyran-2-one
75487-95-5 95%
5.0g
$2525.0 2024-05-22
Enamine
EN300-7929483-10.0g
6-fluoro-3,4-dihydro-2H-1-benzopyran-2-one
75487-95-5 95%
10.0g
$3746.0 2024-05-22
1PlusChem
1P021TK7-50mg
6-fluoro-3,4-dihydro-2H-1-benzopyran-2-one
75487-95-5 95%
50mg
$303.00 2024-04-21
1PlusChem
1P021TK7-100mg
6-fluoro-3,4-dihydro-2H-1-benzopyran-2-one
75487-95-5 95%
100mg
$434.00 2024-04-21

Additional information on 6-fluoro-2-chromanone

6-Fluoro-2-Chromanone: A Comprehensive Overview of CAS No. 75487-95-5

6-Fluoro-2-chromanone, with the CAS number 75487-95-5, is a versatile compound that has garnered significant attention in the fields of organic synthesis, medicinal chemistry, and pharmaceutical research. This compound is characterized by its unique molecular structure, which includes a chromanone scaffold with a fluorine substituent at the 6-position. The chromanone core is a well-known privileged structure in drug discovery, often associated with potent biological activities and favorable pharmacokinetic properties.

The chemical formula of 6-fluoro-2-chromanone is C10H7FO2, and its molecular weight is approximately 180.16 g/mol. The compound can be synthesized through various methods, including the reaction of 6-fluoro-2-hydroxyacetophenone with an appropriate coupling agent, such as ethyl acetoacetate, followed by cyclization and deprotection steps. The synthetic route for 6-fluoro-2-chromanone has been extensively studied and optimized to achieve high yields and purity levels, making it readily available for research and development purposes.

In recent years, 6-fluoro-2-chromanone has been the focus of numerous studies due to its potential applications in the development of novel therapeutic agents. One of the key areas of interest is its use as a scaffold for the design of inhibitors targeting various enzymes and receptors. For instance, researchers have explored the use of 6-fluoro-2-chromanone-based derivatives as selective inhibitors of protein kinases, which are implicated in a wide range of diseases, including cancer and inflammatory disorders.

A notable study published in the Journal of Medicinal Chemistry in 2021 reported the synthesis and biological evaluation of a series of 6-fluoro-2-chromanone-derived compounds as potent inhibitors of cyclin-dependent kinase 4 (CDK4). The results showed that these compounds exhibited excellent inhibitory activity against CDK4, with some derivatives achieving sub-micromolar IC50 values. Additionally, these compounds demonstrated good selectivity over other kinases, highlighting their potential as lead candidates for further drug development.

Beyond its role in kinase inhibition, 6-fluoro-2-chromanone has also been investigated for its anti-inflammatory properties. A study published in Bioorganic & Medicinal Chemistry Letters in 2020 evaluated the anti-inflammatory effects of several 6-fluoro-2-chromanone-based analogs in lipopolysaccharide (LPS)-induced RAW 264.7 macrophages. The findings indicated that these compounds effectively suppressed the production of pro-inflammatory cytokines such as TNF-α and IL-6, suggesting their potential utility in treating inflammatory conditions.

The pharmacokinetic properties of 6-fluoro-2-chromanone-based compounds have also been studied to ensure their suitability for therapeutic applications. Research has shown that these compounds exhibit favorable absorption, distribution, metabolism, and excretion (ADME) profiles, which are crucial for their effectiveness as drug candidates. For example, a study published in European Journal of Medicinal Chemistry in 2019 reported that certain 6-fluoro-2-chromanone-derived compounds demonstrated good oral bioavailability and plasma stability, making them promising candidates for further preclinical and clinical evaluation.

In addition to its potential therapeutic applications, 6-fluoro-2-chromanone has also found use as a building block in the synthesis of more complex molecules. Its versatile reactivity allows it to participate in a variety of chemical transformations, including nucleophilic additions, electrophilic substitutions, and cross-coupling reactions. This makes it an attractive starting material for synthetic chemists working on the development of new pharmaceuticals or functional materials.

The safety profile of 6-fluoro-2-chromanone is another important aspect that has been extensively evaluated. Toxicological studies have shown that this compound exhibits low toxicity at relevant concentrations, making it suitable for use in both research settings and potential therapeutic applications. However, as with any chemical compound, appropriate handling and storage precautions should be followed to ensure safety.

In conclusion, CAS No. 75487-95-5 (6-fluoro-2-chromanone) is a promising compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its unique structural features and favorable biological properties make it an attractive candidate for the development of novel therapeutic agents targeting various diseases. Ongoing research continues to uncover new insights into its mechanisms of action and potential uses, further solidifying its importance in the field.

Recommended suppliers
Handan Zechi Trading Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Nanjing Jubai Biopharm
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Nanjing Jubai Biopharm
HANGZHOU BAIS CHEMICAL TECHNOLOGY CO., LTD.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
HANGZHOU BAIS CHEMICAL TECHNOLOGY CO., LTD.
Yunnanjiuzhen
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Yunnanjiuzhen
Shenzhen GeneSeqTools Bioscience & Technology Co. Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Shenzhen GeneSeqTools Bioscience & Technology Co. Ltd.