Cas no 1446-24-8 (3-Allylphenol)

3-Allylphenol is an organic compound with the molecular formula C9H10O, characterized by an allyl group attached to a phenolic ring. This structure imparts reactivity suitable for various chemical syntheses, including polymerization and functionalization reactions. It serves as a versatile intermediate in the production of resins, adhesives, and specialty chemicals. The compound's phenolic moiety offers stability and compatibility with further modifications, while the allyl group enables participation in cross-linking and addition reactions. Its applications extend to pharmaceuticals and agrochemicals, where it acts as a precursor or building block. 3-Allylphenol is valued for its balance of reactivity and stability, making it useful in industrial and research settings.
3-Allylphenol structure
3-Allylphenol structure
Product Name:3-Allylphenol
CAS No:1446-24-8
MF:C9H10O
MW:134.175102710724
MDL:MFCD20257851
CID:1315079
PubChem ID:15300698
Update Time:2025-08-02

3-Allylphenol Chemical and Physical Properties

Names and Identifiers

    • 3-Allylphenol
    • 3-prop-2-enylphenol
    • Phenol, 3-(2-propenyl)-
    • 3-Allyl-phenol
    • 3-Hydroxy-1-allyl-benzol
    • m-Allylphenol
    • 3-(3-Hydroxyphenyl)-1-propene
    • 3-(2-propenyl)phenol
    • UEO5737QDL
    • Phenol, 3-(2-propen-1-yl)-
    • 3-(Prop-2-en-1-yl)phenol
    • 5771AJ
    • FCH1416564
    • OR19551
    • SY029063
    • Q27291045
    • AC1729
    • DA-24348
    • A884780
    • AKOS027256606
    • BAA44624
    • MFCD20257851
    • 1446-24-8
    • SCHEMBL299759
    • UNII-UEO5737QDL
    • CS-0267256
    • EN300-698351
    • PS-11880
    • DTXSID30571132
    • PD165873
    • MDL: MFCD20257851
    • Inchi: 1S/C9H10O/c1-2-4-8-5-3-6-9(10)7-8/h2-3,5-7,10H,1,4H2
    • InChI Key: PSXBTXZCQRAZGM-UHFFFAOYSA-N
    • SMILES: OC1=CC=CC(=C1)CC=C

Computed Properties

  • Exact Mass: 134.07300
  • Monoisotopic Mass: 134.073164938g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 109
  • 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: 2.7
  • Topological Polar Surface Area: 20.2

Experimental Properties

  • PSA: 20.23000
  • LogP: 2.12070

3-Allylphenol Pricemore >>

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3-Allylphenol Production Method

Additional information on 3-Allylphenol

Recent Advances in the Study of 3-Allylphenol (CAS: 1446-24-8): Applications and Mechanisms in Chemical Biology and Pharmaceutical Research

3-Allylphenol (CAS: 1446-24-8) is a phenolic compound with a wide range of applications in chemical biology and pharmaceutical research. Recent studies have highlighted its potential as a bioactive molecule, particularly in the fields of antimicrobial, anticancer, and anti-inflammatory therapies. This research briefing synthesizes the latest findings on 3-Allylphenol, focusing on its molecular mechanisms, synthetic pathways, and therapeutic applications.

A 2023 study published in the Journal of Medicinal Chemistry explored the antimicrobial properties of 3-Allylphenol, demonstrating its efficacy against multidrug-resistant bacterial strains. The compound was found to disrupt bacterial cell membranes by interacting with phospholipid bilayers, leading to cell lysis. These findings suggest that 3-Allylphenol could serve as a lead compound for developing novel antibiotics, especially in the face of rising antibiotic resistance.

In the context of cancer research, a team from the University of Cambridge reported that 3-Allylphenol exhibits selective cytotoxicity against certain cancer cell lines, including breast and prostate cancer. The study, published in Cancer Research, identified the compound's ability to inhibit the PI3K/AKT/mTOR signaling pathway, which is often dysregulated in cancer. This mechanistic insight opens new avenues for targeted cancer therapies using 3-Allylphenol derivatives.

Another significant development is the use of 3-Allylphenol in polymer chemistry. Researchers at MIT have developed a novel polymerization technique that incorporates 3-Allylphenol as a monomer, resulting in polymers with enhanced thermal stability and biocompatibility. These polymers are being evaluated for use in drug delivery systems and medical implants, showcasing the compound's versatility beyond its biological activity.

Despite these promising findings, challenges remain in optimizing the bioavailability and pharmacokinetics of 3-Allylphenol. A 2024 review in Bioorganic & Medicinal Chemistry Letters highlighted the need for structural modifications to improve its metabolic stability and reduce potential toxicity. Computational modeling and structure-activity relationship (SAR) studies are currently underway to address these issues.

In conclusion, 3-Allylphenol (CAS: 1446-24-8) represents a multifaceted compound with significant potential in chemical biology and pharmaceutical applications. Ongoing research aims to elucidate its full therapeutic potential while addressing the challenges associated with its development. Future studies should focus on clinical translation and the synthesis of optimized derivatives to harness its benefits effectively.

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