Cas no 150322-75-1 (1-(2-fluorophenyl)butan-2-one)

1-(2-Fluorophenyl)butan-2-one is a fluorinated aromatic ketone with the molecular formula C??H??FO. This compound features a butanone backbone substituted with a 2-fluorophenyl group, imparting unique electronic and steric properties. Its fluorine substituent enhances stability and influences reactivity, making it a valuable intermediate in organic synthesis, particularly for pharmaceuticals and agrochemicals. The ketone functionality allows for further derivatization, enabling the construction of complex molecular frameworks. Its well-defined structure and consistent purity ensure reliable performance in research and industrial applications. The compound is typically handled under standard laboratory conditions, with attention to appropriate safety measures due to its organic and fluorinated nature.
1-(2-fluorophenyl)butan-2-one structure
1-(2-fluorophenyl)butan-2-one structure
Product Name:1-(2-fluorophenyl)butan-2-one
CAS No:150322-75-1
MF:C10H11FO
MW:166.192146539688
MDL:MFCD11934544
CID:3790557
PubChem ID:15289937
Update Time:2025-06-09

1-(2-fluorophenyl)butan-2-one Chemical and Physical Properties

Names and Identifiers

    • 2-Butanone, 1-(2-fluorophenyl)-
    • 1-(2-FLUOROPHENYL)BUTAN-2-ONE
    • 150322-75-1
    • F8886-6372
    • HPIQZKPBRZHYHR-UHFFFAOYSA-N
    • 1-(2-Fluorophenyl)-2-butanone
    • N14134
    • AB90338
    • SCHEMBL8676972
    • AKOS010016135
    • 1-(2-fluorophenyl)butan-2-one
    • MDL: MFCD11934544
    • Inchi: 1S/C10H11FO/c1-2-9(12)7-8-5-3-4-6-10(8)11/h3-6H,2,7H2,1H3
    • InChI Key: HPIQZKPBRZHYHR-UHFFFAOYSA-N
    • SMILES: C(C1=CC=CC=C1F)C(=O)CC

Computed Properties

  • Exact Mass: 166.079393132g/mol
  • Monoisotopic Mass: 166.079393132g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 156
  • 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: 2.3
  • Topological Polar Surface Area: 17.1?2

1-(2-fluorophenyl)butan-2-one Pricemore >>

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Additional information on 1-(2-fluorophenyl)butan-2-one

Chemical Profile of 1-(2-fluorophenyl)butan-2-one (CAS No: 150322-75-1)

1-(2-fluorophenyl)butan-2-one, identified by the Chemical Abstracts Service Number (CAS No) 150322-75-1, is a fluorinated aromatic ketone that has garnered significant attention in the field of medicinal chemistry and pharmacology. This compound belongs to a class of molecules characterized by a butanone backbone substituted with a fluorophenyl group, which imparts unique electronic and steric properties. The presence of the fluorine atom at the para position of the phenyl ring enhances the lipophilicity and metabolic stability of the molecule, making it an attractive scaffold for drug development.

The structural motif of 1-(2-fluorophenyl)butan-2-one has been extensively explored for its potential biological activities. The fluorine atom, in particular, plays a crucial role in modulating the pharmacokinetic and pharmacodynamic properties of pharmaceutical agents. In recent years, there has been a surge in research focusing on fluorinated compounds due to their ability to improve drug efficacy, reduce toxicity, and enhance binding affinity to biological targets. This compound has been investigated for its potential applications in various therapeutic areas, including central nervous system (CNS) disorders, inflammation, and cancer.

One of the most compelling aspects of 1-(2-fluorophenyl)butan-2-one is its role as a key intermediate in the synthesis of more complex pharmacophores. The butanone moiety provides a versatile platform for further functionalization, allowing chemists to introduce additional substituents that can fine-tune the biological activity of the molecule. For instance, derivatives of this compound have been synthesized and evaluated for their ability to modulate neurotransmitter receptors, such as GABA receptors and serotonin receptors, which are implicated in conditions like anxiety, depression, and neurodegenerative diseases.

Recent studies have highlighted the potential of 1-(2-fluorophenyl)butan-2-one in the development of novel anticonvulsant agents. The fluorine atom's ability to enhance metabolic stability has been particularly beneficial in designing compounds that can withstand enzymatic degradation in vivo. Additionally, computational modeling studies have suggested that this compound may interact with specific amino acid residues within target proteins, leading to potent and selective pharmacological effects. These findings have opened up new avenues for the discovery of next-generation therapeutics.

In the realm of oncology, 1-(2-fluorophenyl)butan-2-one has been investigated as a potential chemotherapeutic agent. Preliminary research indicates that derivatives of this compound can inhibit key enzymes involved in tumor cell proliferation and survival. The fluorine atom's electronic properties have been shown to enhance binding affinity to these enzymes, thereby increasing therapeutic efficacy. Furthermore, preclinical studies have demonstrated that certain fluorinated analogs exhibit lower toxicity compared to traditional chemotherapeutic agents, offering a promising alternative for cancer treatment.

The synthesis of 1-(2-fluorophenyl)butan-2-one involves multi-step organic reactions that require precise control over reaction conditions to ensure high yield and purity. Common synthetic routes include Friedel-Crafts acylation followed by reduction and subsequent functional group transformations. Advanced techniques such as flow chemistry have also been employed to optimize the synthesis process, improving scalability and reducing environmental impact.

The chemical properties of 1-(2-fluorophenyl)butan-2-one make it an excellent candidate for further derivatization and structural optimization. Researchers have explored various strategies to modify the phenyl ring or the butanone backbone to enhance specific biological activities. For example, introducing electron-withdrawing groups at the ortho position of the phenyl ring has been shown to increase receptor binding affinity. Similarly, modifications at the butanone moiety can alter metabolic stability and bioavailability.

The pharmaceutical industry has taken note of the potential of 1-(2-fluorophenyl)butan-2-one as a lead compound for drug development. Several companies have initiated programs to synthesize and evaluate derivatives of this molecule for various therapeutic indications. These efforts are supported by growing evidence from academic research demonstrating its biological significance. As our understanding of molecular interactions continues to evolve, it is likely that 1-(2-fluorophenyl)butan-2-one will play an increasingly important role in shaping future drug discovery initiatives.

In conclusion,1-(2-fluorophenyl)butan-2-one (CAS No: 150322-75-1) represents a fascinating compound with diverse applications in medicinal chemistry and pharmacology. Its unique structural features and biological potential make it a valuable scaffold for developing novel therapeutics targeting CNS disorders, inflammation, cancer, and other diseases. Continued research into this molecule will undoubtedly yield further insights into its pharmacological properties and pave the way for innovative drug development strategies.

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