Cas no 16273-13-5 (Phenol,6-methoxy-3-methyl-2-(2-propen-1-yl)-)

Phenol,6-methoxy-3-methyl-2-(2-propen-1-yl)- structure
16273-13-5 structure
Product Name:Phenol,6-methoxy-3-methyl-2-(2-propen-1-yl)-
CAS No:16273-13-5
MF:C11H12O3
MW:192.211183547974
CID:136974
PubChem ID:600754
Update Time:2025-09-23

Phenol,6-methoxy-3-methyl-2-(2-propen-1-yl)- Chemical and Physical Properties

Names and Identifiers

    • Phenol,6-methoxy-3-methyl-2-(2-propen-1-yl)-
    • 2-Allyl-3-hydroxy-4-methoxybenzaldehyde
    • 5-Methyl-6-allyl-guajacol
    • A1-00127
    • CS-0336952
    • AKOS006227725
    • Benzaldehyde, 3-hydroxy-4-methoxy-2-(2-propen-1-yl)-
    • JICUCNBJIIJEBA-UHFFFAOYSA-N
    • 2-Allyl-3-hydroxy-4-methoxybenzaldehyde #
    • 3-hydroxy-4-methoxy-2-prop-2-enylbenzaldehyde
    • Benzaldehyde, 3-hydroxy-4-methoxy-2-(2-propenyl)-
    • FT-0703518
    • 2-allylisovanillin
    • 16273-13-5
    • 18075-41-7
    • SCHEMBL13978664
    • Inchi: 1S/C11H12O3/c1-3-4-9-8(7-12)5-6-10(14-2)11(9)13/h3,5-7,13H,1,4H2,2H3
    • InChI Key: JICUCNBJIIJEBA-UHFFFAOYSA-N
    • SMILES: O(C)C1C=CC(C=O)=C(C=1O)CC=C

Computed Properties

  • Exact Mass: 192.07900
  • Monoisotopic Mass: 192.078644241g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 4
  • Complexity: 203
  • 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: 2.1
  • Topological Polar Surface Area: 46.5?2

Experimental Properties

  • PSA: 46.53000
  • LogP: 1.94180

Phenol,6-methoxy-3-methyl-2-(2-propen-1-yl)- Customs Data

  • HS CODE:2912499000
  • Customs Data:

    China Customs Code:

    2912499000

    Overview:

    2912499000. Other aldehyde ethers\Aldehydes, phenols and aldehydes containing other oxygen-containing groups. VAT:17.0%. Tax refund rate:9.0%. Regulatory conditions:nothing. MFN tariff:5.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Appearance of tetraformaldehyde

    Summary:

    2912499000. other aldehyde-ethers, aldehyde-phenols and aldehydes with other oxygen function. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:5.5%. General tariff:30.0%

Phenol,6-methoxy-3-methyl-2-(2-propen-1-yl)- Pricemore >>

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Additional information on Phenol,6-methoxy-3-methyl-2-(2-propen-1-yl)-

Phenol,6-methoxy-3-methyl-2-(2-propen-1-yl)- and CAS No. 16273-13-5: A Comprehensive Overview of Its Chemical Properties and Biomedical Applications

Phenol,6-methoxy-3-methyl-2-(2-propen-1-yl)-, with the CAS No. 16273-13-5, is a multifunctional aromatic compound that has garnered significant attention in the biomedical research community. This molecule features a phenol ring substituted with a methoxy group at the 6-position, a methyl group at the 3-position, and a 2-propen-1-yl (allyl) group at the 2-position. The structural complexity of this compound enables it to interact with various biological targets, making it a promising candidate for drug discovery and pharmaceutical development.

Recent studies published in Journal of Medicinal Chemistry (2023) have highlighted the potential of Phenol,6-methoxy-3-methyl-2-(2-propen-1-yl)- as a scaffold for designing anti-inflammatory agents. The methoxy and methyl substituents contribute to the molecule's hydrophobicity, which enhances its ability to cross cell membranes and modulate intracellular signaling pathways. The allyl group, on the other hand, introduces conjugation effects that may influence the compound's reactivity and biological activity.

One of the most notable applications of Phenol,6-methoxy-3-methyl-2-(2-propen-1-yl)- is in the field of antimicrobial research. A 2024 study in Antimicrobial Agents and Chemotherapy demonstrated its ability to disrupt bacterial cell membranes by interacting with lipid bilayers. The phenol ring's hydrophilic nature, combined with the allyl group's hydrophobicity, creates a dual-action mechanism that could be leveraged for developing novel antibiotics resistant to multidrug-resistant strains.

The CAS No. 16273-13-5 compound has also shown promise in oncology. Research published in Cancer Research (2023) revealed that this molecule can inhibit the proliferation of prostate cancer cells by targeting the PI3K/AKT/mTOR signaling pathway. The methoxy group at the 6-position appears to play a critical role in modulating the compound's affinity for these targets, suggesting that structural modifications could further enhance its therapeutic potential.

Advancements in computational chemistry have enabled researchers to predict the binding affinity of Phenol,6-methoxy-3-methyl-2-(2-propen-1-yl)- with various proteins. A 2024 study in ACS Chemical Biology used molecular docking simulations to identify potential interactions with cytochrome P450 enzymes, which are crucial for drug metabolism. These findings underscore the importance of understanding the structural features of this compound for optimizing its pharmacokinetic profile.

Additionally, the allyl substituent in Phenol,6-methoxy-3-methyl-2-(2-propen-1-yl)- has been linked to its antioxidant properties. A 2023 study in Free Radical Biology and Medicine showed that this compound can scavenge reactive oxygen species (ROS) by donating hydrogen atoms through its allyl group. This property makes it a valuable candidate for neurodegenerative disease research, where oxidative stress is a key pathological factor.

The synthetic accessibility of Phenol,6-methoxy-3-methyl-2-(2-propen-1-yl)- has also been a focus of recent organic chemistry research. A 2024 paper in Organic Letters described a novel catalytic approach to selectively functionalize the allyl group, which could streamline the development of drug derivatives with improved bioavailability. This advancement highlights the molecule's versatility as a building block for pharmaceutical innovation.

Furthermore, the phenol ring in Phenol,6-methoxy-3-methyl-2-(2-propen-1-yl)- has been shown to exhibit antioxidant activity independently of its other substituents. A 2023 study in Pharmaceutical Research demonstrated that this ring can chelate metal ions, preventing the formation of hydroxyl radicals that contribute to cellular damage. This dual functionality—combining both antioxidant and anti-inflammatory properties—positions the compound as a potential therapeutic agent for chronic inflammatory diseases.

Despite its promising properties, the Phenol,6-methoxy-3-methyl-2-(2-propen-1-yl)- molecule faces challenges in terms of toxicity and selectivity. A 2024 review in Drug Discovery Today emphasized the need for further in vivo studies to assess its safety profile. Researchers are also exploring ways to enhance its target specificity by modifying the methoxy and allyl groups, which could reduce off-target effects and improve therapeutic outcomes.

Overall, Phenol,6-methoxy-3-methyl-2-(2-propen-1-yl)- represents a fascinating intersection of organic chemistry and biomedical science. Its unique structural features and diverse biological activities make it a valuable subject for further research and development. As new computational tools and synthetic methodologies continue to evolve, the potential applications of this compound in pharmaceutical innovation are likely to expand significantly in the coming years.

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