Cas no 53669-33-3 (4-Acetoxy-3,5-dimethoxybenzaldehyde)

4-Acetoxy-3,5-dimethoxybenzaldehyde is a synthetic aromatic aldehyde derivative characterized by its acetoxy and dimethoxy functional groups. This compound is primarily utilized as an intermediate in organic synthesis, particularly in the production of pharmaceuticals, agrochemicals, and fine chemicals. Its structural features, including the electron-donating methoxy groups and the reactive aldehyde moiety, make it a versatile building block for constructing complex molecules. The acetoxy group enhances solubility and reactivity in certain transformations. The compound's stability under standard conditions and well-defined purity profile ensure consistent performance in synthetic applications. It is commonly employed in research settings for the development of novel bioactive compounds.
4-Acetoxy-3,5-dimethoxybenzaldehyde structure
53669-33-3 structure
Product Name:4-Acetoxy-3,5-dimethoxybenzaldehyde
CAS No:53669-33-3
MF:C11H12O5
MW:224.209983825684
MDL:MFCD00016604
CID:366858
PubChem ID:688189
Update Time:2025-05-22

4-Acetoxy-3,5-dimethoxybenzaldehyde Chemical and Physical Properties

Names and Identifiers

    • Benzaldehyde,4-(acetyloxy)-3,5-dimethoxy-
    • (4-formyl-2,6-dimethoxyphenyl) acetate
    • 4-Acetoxy-3,5-dimethoxybenzaldehyde
    • 4-Acetoxy-3,5-dimethoxy-benzaldehyd
    • 4-formyl-2,6-dimethoxyphenyl acetate
    • acetic acid 4-formyl-2,6-dimethoxy-phenyl ester
    • O-acetylsyringaldehyde
    • Syringaldehyde acetate
    • AKOS000120863
    • InChI=1/C11H12O5/c1-7(13)16-11-9(14-2)4-8(6-12)5-10(11)15-3/h4-6H,1-3H
    • 4-acetoxy-3,5-dimethoxy benzaldehyde
    • 3,5-Dimethoxy-4-(acetyl)oxybenzaldehyde
    • AT10285
    • (4-formyl-2,6-dimethoxy-phenyl) acetate
    • 53669-33-3
    • MFCD00016604
    • A829720
    • Z57887900
    • FT-0617386
    • 4-Acetoxy-3,5-dimethoxybenzaldehyde, 98%
    • EN300-18412
    • Benzaldehyde, 4-(acetyloxy)-3,5-dimethoxy-
    • CHEBI:86945
    • CS-0204284
    • ACMC-20amq7
    • SCHEMBL3395431
    • ZINC00056855
    • bmse010133
    • 4-Acetyl syringaldehyde
    • SY162915
    • Q27159287
    • 3,5-dimethoxy-4-acetoxy-benzaldehyde
    • VS-07442
    • DTXSID70350822
    • STL225135
    • 4-(Acetyloxy)-3,5-dimethoxybenzaldehyde; 4-Formyl-2,6-dimethoxyphenol acetate;4-Formyl-2,6-dimethoxyphenyl acetate; Acetic acid 4-formyl-2,6-dimethoxyphenyl ester; Syringaldehyde acetate
    • BBL023476
    • DB-052374
    • MDL： MFCD00016604
    • Inchi： 1S/C11H12O5/c1-7(13)16-11-9(14-2)4-8(6-12)5-10(11)15-3/h4-6H,1-3H3
    • InChI Key： CSWKYHGBYCNZAS-UHFFFAOYSA-N
    • SMILES： O(C(C)=O)C1C(=CC(C=O)=CC=1OC)OC

Computed Properties

  • Exact Mass: 224.06800
  • Monoisotopic Mass: 224.068
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 5
  • Complexity: 239
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 1.1
  • Topological Polar Surface Area: 61.8A^2

Experimental Properties

  • Color/Form: Not available
  • Density: 1.2
  • Melting Point: 115-117?°C(lit.)
  • Boiling Point: 307.9°C at 760 mmHg
  • Flash Point: 152.3°C
  • Refractive Index: 1.53
  • PSA: 61.83000
  • LogP: 1.44160
  • Solubility: Not available

4-Acetoxy-3,5-dimethoxybenzaldehyde Security Information

  • WGK Germany：3
  • Hazard Category Code： 36/37/38
  • Safety Instruction： S26-S36
  • Hazardous Material Identification： Xi
  • Risk Phrases：R36/37/38
  • Safety Term：S22;S24/25

4-Acetoxy-3,5-dimethoxybenzaldehyde Customs Data

  • HS CODE：2915390090
  • Customs Data：

    China Customs Code:

    2915390090

    Overview:

    2915390090. Other acetate esters. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:5.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Regulatory conditions:

    A.Customs clearance form for Inbound Goods
    B.Customs clearance form for outbound goods

    Inspection and quarantine category:

    R.Sanitary supervision and inspection of imported food
    S.Sanitary supervision and inspection of exported food
    M.Import commodity inspection
    N.Export commodity inspection

    Summary:

    2915390090. esters of acetic acid. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:5.5%. General tariff:30.0%

4-Acetoxy-3,5-dimethoxybenzaldehyde Pricemore >>

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4-Acetoxy-3,5-dimethoxybenzaldehyde Suppliers

Amadis Chemical Company Limited
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(CAS:53669-33-3)4-Acetoxy-3,5-dimethoxybenzaldehyde
Order Number:A829720
Stock Status:in Stock
Quantity:100g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 15:13
Price ($):887.0

4-Acetoxy-3,5-dimethoxybenzaldehyde Related Literature

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Additional information on 4-Acetoxy-3,5-dimethoxybenzaldehyde

Recent Advances in the Study of 4-Acetoxy-3,5-dimethoxybenzaldehyde (CAS: 53669-33-3) in Chemical Biology and Pharmaceutical Research

4-Acetoxy-3,5-dimethoxybenzaldehyde (CAS: 53669-33-3) is a chemically modified derivative of vanillin, which has garnered significant attention in recent years due to its potential applications in pharmaceutical and chemical biology research. This compound, characterized by its acetoxy and dimethoxy functional groups, exhibits unique chemical properties that make it a valuable intermediate in the synthesis of bioactive molecules. Recent studies have explored its role as a precursor in the development of novel therapeutic agents, particularly in the fields of oncology and neurology.

A 2023 study published in the Journal of Medicinal Chemistry highlighted the compound's utility in the synthesis of Schiff base derivatives, which demonstrated promising anti-proliferative activity against various cancer cell lines. The researchers utilized 4-Acetoxy-3,5-dimethoxybenzaldehyde as a key building block to create a library of Schiff bases, which were then screened for their cytotoxic effects. The results indicated that certain derivatives exhibited selective toxicity towards cancer cells while sparing normal cells, suggesting potential for further development as targeted anticancer agents.

In addition to its anticancer potential, 4-Acetoxy-3,5-dimethoxybenzaldehyde has also been investigated for its neuroprotective properties. A recent preprint on bioRxiv described its role in the synthesis of small molecules that modulate oxidative stress pathways in neuronal cells. The study found that derivatives of this compound could attenuate reactive oxygen species (ROS) production and reduce apoptosis in models of neurodegenerative diseases, such as Alzheimer's and Parkinson's. These findings open new avenues for the development of neuroprotective drugs targeting oxidative stress-related pathologies.

From a chemical biology perspective, the structural features of 4-Acetoxy-3,5-dimethoxybenzaldehyde make it an attractive scaffold for drug discovery. The presence of the acetoxy group allows for facile derivatization, while the dimethoxy substituents contribute to the compound's stability and bioavailability. Recent computational studies have employed molecular docking and dynamics simulations to predict the binding affinities of its derivatives with various biological targets, further elucidating its mechanism of action and potential therapeutic applications.

Despite these promising developments, challenges remain in optimizing the pharmacokinetic properties of 4-Acetoxy-3,5-dimethoxybenzaldehyde derivatives. A 2024 review in Drug Discovery Today emphasized the need for improved formulations to enhance solubility and reduce metabolic degradation. Ongoing research is exploring nanoformulations and prodrug strategies to address these limitations and improve the clinical translatability of compounds derived from this scaffold.

In conclusion, 4-Acetoxy-3,5-dimethoxybenzaldehyde (CAS: 53669-33-3) represents a versatile and promising compound in chemical biology and pharmaceutical research. Its applications span from anticancer and neuroprotective agent development to serving as a valuable synthetic intermediate. Future studies should focus on optimizing its derivatives for clinical use and expanding its therapeutic potential to other disease areas.

53669-33-3 (4-Acetoxy-3,5-dimethoxybenzaldehyde) Related Products

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Amadis Chemical Company Limited
(CAS:53669-33-3)4-Acetoxy-3,5-dimethoxybenzaldehyde
A829720
Purity:99%
Quantity:100g
Price ($):887.0
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