Cas no 329222-88-0 (3-[(4-fluorophenoxy)methyl]-4-methoxybenzaldehyde)

3-[(4-fluorophenoxy)methyl]-4-methoxybenzaldehyde is a fluorinated aromatic aldehyde with a methoxy-substituted benzaldehyde core and a 4-fluorophenoxymethyl side chain. This compound is of interest in synthetic organic chemistry due to its versatile reactivity, particularly in the formation of Schiff bases, heterocyclic derivatives, and other intermediates. The presence of both electron-donating (methoxy) and electron-withdrawing (fluoro) groups enhances its utility in fine chemical synthesis, enabling selective functionalization. Its structural features make it a valuable building block for pharmaceuticals, agrochemicals, and advanced materials. The compound exhibits stability under standard conditions, ensuring consistent performance in synthetic applications.
3-[(4-fluorophenoxy)methyl]-4-methoxybenzaldehyde structure
329222-88-0 structure
Product Name:3-[(4-fluorophenoxy)methyl]-4-methoxybenzaldehyde
CAS No:329222-88-0
MF:C15H13FO3
MW:260.260328054428
MDL:MFCD01114921
CID:2276486
PubChem ID:590893
Update Time:2025-08-02

3-[(4-fluorophenoxy)methyl]-4-methoxybenzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 3-(4-Fluoro-phenoxymethyl)-4-methoxy-benzaldehyde
    • 3-[(4-fluorophenoxy)methyl]-4-methoxybenzaldehyde
    • 3-(4-fluorophenoxymethyl)-4-methoxybenzaldehyde
    • CS-0215158
    • 3-[(4-Fluorophenoxy)methyl]-4-methoxybenzaldehyde #
    • DTXSID201231183
    • KRMUDYYSXDSLOC-UHFFFAOYSA-N
    • Oprea1_371557
    • AK-968/37166284
    • 329222-88-0
    • EN300-227634
    • 3-((4-Fluorophenoxy)methyl)-4-methoxybenzaldehyde
    • ALBB-001080
    • 3(4fluorophenoxymethyl) 4meth oxybenzaldehyde
    • AKOS000300230
    • MFCD01114921
    • BBL009226
    • Z275170386
    • STK344237
    • Benzaldehyde, 3-(4-fluorophenoxymethyl)-4-methoxy-
    • VS-02029
    • 3-[(4-fluorophenoxy)methyl]-4-methoxy-benzaldehyde
    • H21234
    • MDL: MFCD01114921
    • Inchi: 1S/C15H13FO3/c1-18-15-7-2-11(9-17)8-12(15)10-19-14-5-3-13(16)4-6-14/h2-9H,10H2,1H3
    • InChI Key: KRMUDYYSXDSLOC-UHFFFAOYSA-N
    • SMILES: FC1C=CC(=CC=1)OCC1C=C(C=O)C=CC=1OC

Computed Properties

  • Exact Mass: 260.08487243g/mol
  • Monoisotopic Mass: 260.08487243g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 5
  • Complexity: 277
  • 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: 2.9
  • Topological Polar Surface Area: 35.5?2

3-[(4-fluorophenoxy)methyl]-4-methoxybenzaldehyde Security Information

  • Hazardous Material Identification: Xi
  • HazardClass:IRRITANT

3-[(4-fluorophenoxy)methyl]-4-methoxybenzaldehyde Pricemore >>

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Additional information on 3-[(4-fluorophenoxy)methyl]-4-methoxybenzaldehyde

Latest Research Insights on 3-[(4-fluorophenoxy)methyl]-4-methoxybenzaldehyde (CAS: 329222-88-0) in Chemical Biology and Pharmaceutical Applications

The compound 3-[(4-fluorophenoxy)methyl]-4-methoxybenzaldehyde (CAS: 329222-88-0) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. This research brief synthesizes the latest findings on this compound, focusing on its synthesis, biological activity, and relevance in drug discovery.

Recent studies have highlighted the role of 3-[(4-fluorophenoxy)methyl]-4-methoxybenzaldehyde as a key intermediate in the synthesis of novel bioactive molecules. Its structural features, including the fluorophenoxy and methoxybenzaldehyde moieties, make it a versatile scaffold for designing compounds with enhanced pharmacological properties. Researchers have explored its utility in the development of enzyme inhibitors, receptor modulators, and antimicrobial agents.

One of the most notable advancements involves the application of this compound in the synthesis of small-molecule inhibitors targeting specific kinases involved in cancer progression. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of 3-[(4-fluorophenoxy)methyl]-4-methoxybenzaldehyde exhibited potent inhibitory activity against certain oncogenic kinases, with IC50 values in the nanomolar range. These findings suggest its potential as a lead compound for anticancer drug development.

In addition to its role in oncology, recent research has explored the antimicrobial properties of 3-[(4-fluorophenoxy)methyl]-4-methoxybenzaldehyde. A study in Bioorganic & Medicinal Chemistry Letters reported that this compound and its analogs displayed significant activity against Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). The mechanism of action appears to involve disruption of bacterial cell membrane integrity, making it a promising candidate for addressing antibiotic resistance.

From a synthetic chemistry perspective, advancements have been made in optimizing the production of 3-[(4-fluorophenoxy)methyl]-4-methoxybenzaldehyde. A 2022 paper in Organic Process Research & Development detailed a scalable and cost-effective synthesis route, achieving high yields and purity. This progress is critical for facilitating further research and potential industrial applications of the compound.

Despite these promising developments, challenges remain in fully elucidating the pharmacokinetic and toxicological profiles of 3-[(4-fluorophenoxy)methyl]-4-methoxybenzaldehyde. Ongoing studies are investigating its metabolic stability, bioavailability, and safety in preclinical models. These efforts are essential for translating the compound's potential into clinically viable therapeutics.

In conclusion, 3-[(4-fluorophenoxy)methyl]-4-methoxybenzaldehyde (CAS: 329222-88-0) represents a compound of growing importance in chemical biology and pharmaceutical research. Its diverse applications, from kinase inhibition to antimicrobial activity, underscore its versatility as a molecular scaffold. Continued research and development efforts are expected to further unlock its therapeutic potential and address current limitations in drug discovery.

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