Cas no 1135283-86-1 ({3-Bromo-4-(3,5-dimethylbenzyl)oxyphenyl}methanol)

{3-Bromo-4-(3,5-dimethylbenzyl)oxyphenyl}methanol is a brominated aromatic compound featuring a hydroxymethyl functional group and a 3,5-dimethylbenzyloxy substituent. This structure makes it a versatile intermediate in organic synthesis, particularly for constructing complex molecules in pharmaceutical and agrochemical research. The bromine atom offers a reactive site for further functionalization via cross-coupling reactions, while the hydroxymethyl group allows for derivatization or conjugation. Its aromatic framework and substituted benzyl ether moiety contribute to stability and selective reactivity. The compound is suitable for applications requiring precise structural modifications, such as drug discovery or material science, where controlled functional group manipulation is critical. Handling should adhere to standard safety protocols for brominated organics.
{3-Bromo-4-(3,5-dimethylbenzyl)oxyphenyl}methanol structure
1135283-86-1 structure
Product Name:{3-Bromo-4-(3,5-dimethylbenzyl)oxyphenyl}methanol
CAS No:1135283-86-1
MF:C16H17BrO2
MW:321.208984136581
MDL:MFCD11841061
CID:1027288
PubChem ID:36995615
Update Time:2025-08-05

{3-Bromo-4-(3,5-dimethylbenzyl)oxyphenyl}methanol Chemical and Physical Properties

Names and Identifiers

    • (3-Bromo-4-((3,5-dimethylbenzyl)oxy)phenyl)methanol
    • {3-Bromo-4-[(3,5-dimethylbenzyl)oxy]-phenyl}methanol
    • {3-bromo-4-[(3,5-dimethylbenzyl)oxy]phenyl}methanol
    • AG-B-11542
    • ANW-55140
    • bromodimethylbenzyloxyphenylmethanol
    • CTK8A2773
    • MolPort-009-196-501
    • NC-0763
    • {3-bromo-4-[(3,5-dimethylphenyl)methoxy]phenyl}methanol
    • J-501186
    • [3-bromo-4-[(3,5-dimethylphenyl)methoxy]phenyl]methanol
    • DTXSID50653227
    • 1135283-86-1
    • AKOS005073735
    • Benzenemethanol, 3-bromo-4-[(3,5-dimethylphenyl)methoxy]-
    • MFCD11841061
    • {3-Bromo-4-(3,5-dimethylbenzyl)oxyphenyl}methanol
    • MDL: MFCD11841061
    • Inchi: 1S/C16H17BrO2/c1-11-5-12(2)7-14(6-11)10-19-16-4-3-13(9-18)8-15(16)17/h3-8,18H,9-10H2,1-2H3
    • InChI Key: WNNCOLMJGGPEQW-UHFFFAOYSA-N
    • SMILES: BrC1C=C(CO)C=CC=1OCC1C=C(C)C=C(C)C=1

Computed Properties

  • Exact Mass: 320.04119g/mol
  • Monoisotopic Mass: 320.04119g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 4
  • Complexity: 262
  • 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: 3.9
  • Topological Polar Surface Area: 29.5?2

{3-Bromo-4-(3,5-dimethylbenzyl)oxyphenyl}methanol Security Information

{3-Bromo-4-(3,5-dimethylbenzyl)oxyphenyl}methanol Pricemore >>

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Additional information on {3-Bromo-4-(3,5-dimethylbenzyl)oxyphenyl}methanol

Professional Introduction to {3-Bromo-4-(3,5-dimethylbenzyl)oxyphenyl}methanol (CAS No. 1135283-86-1)

{3-Bromo-4-(3,5-dimethylbenzyl)oxyphenyl}methanol (CAS No. 1135283-86-1) is a specialized organic compound that has garnered significant attention in the field of pharmaceutical research and development. This compound, characterized by its complex aromatic structure, serves as a valuable intermediate in the synthesis of various bioactive molecules. The presence of both bromine and methoxy functional groups, along with a dimethylbenzyl moiety, makes it a versatile building block for designing novel therapeutic agents.

The bromo substituent at the para position relative to the methoxy group enhances the reactivity of the aromatic ring, facilitating further functionalization through cross-coupling reactions such as Suzuki or Buchwald-Hartwig couplings. These reactions are pivotal in constructing biaryl structures, which are prevalent in many pharmacologically active compounds. The 3,5-dimethylbenzyl group not only provides steric hindrance but also influences the electronic properties of the aromatic system, making it an attractive scaffold for fine-tuning the pharmacokinetic and pharmacodynamic profiles of drug candidates.

In recent years, there has been a surge in research focused on developing small-molecule inhibitors targeting protein-protein interactions (PPIs). {3-Bromo-4-(3,5-dimethylbenzyl)oxyphenyl}methanol has emerged as a promising precursor in this endeavor. Its unique structural features allow for the design of molecules that can selectively disrupt critical PPIs involved in diseases such as cancer and inflammatory disorders. For instance, studies have demonstrated that derivatives of this compound can modulate the activity of kinases and transcription factors by binding to their respective allosteric sites.

The methoxyphenyl core of this compound is particularly noteworthy for its potential in drug design. Phenolic derivatives are well-known for their biological activity, and modifications to this scaffold can lead to compounds with enhanced solubility, bioavailability, and target specificity. Recent advances in computational chemistry have enabled researchers to predict the binding affinities of various analogs of {3-Bromo-4-(3,5-dimethylbenzyl)oxyphenyl}methanol with high accuracy. This has accelerated the discovery process and allowed for the rapid identification of lead compounds for further optimization.

The synthesis of {3-Bromo-4-(3,5-dimethylbenzyl)oxyphenyl}methanol involves multi-step organic transformations that highlight its synthetic utility. The bromination step at the aromatic ring is typically carried out using bromine or N-bromosuccinimide (NBS), while the introduction of the 3,5-dimethylbenzyl group is often achieved through a Friedel-Crafts alkylation reaction. These steps require careful optimization to ensure high yields and purity, which are crucial for subsequent applications in medicinal chemistry.

In addition to its role as an intermediate in drug development, {3-Bromo-4-(3,5-dimethylbenzyl)oxyphenyl}methanol has found applications in materials science. Its aromatic structure and functional groups make it a suitable candidate for designing organic semiconductors and luminescent materials. Researchers have explored its potential in creating light-emitting diodes (LEDs) and organic photovoltaic cells (OPVs), where its electronic properties contribute to efficient charge transport and energy conversion.

The growing interest in green chemistry has also influenced the synthesis of {3-Bromo-4-(3,5-dimethylbenzyl)oxyphenyl}methanol. Efforts are being made to develop more sustainable methodologies that minimize waste and reduce environmental impact. Catalytic processes and solvent-free reactions are being investigated as alternatives to traditional synthetic routes. These advancements not only improve the efficiency of production but also align with global efforts to promote sustainable practices in chemical manufacturing.

The pharmacological potential of derivatives of {3-Bromo-4-(3,5-dimethylbenzyl)oxyphenyl}methanol continues to be explored through preclinical studies. Initial findings suggest that certain analogs exhibit anti-inflammatory and anticancer properties by inhibiting key signaling pathways. For example, compounds derived from this scaffold have shown promise in reducing inflammation by modulating cytokine production and preventingNF-κB activation. Similarly, their ability to inhibit tyrosine kinases has raised interest in their potential use for treating various forms of cancer.

The future direction of research on {3-Bromo-4-(3,5-dimethylbenzyl)oxyphenyl}methanol is likely to be shaped by emerging technologies such as artificial intelligence (AI) and machine learning (ML). These tools are being increasingly used to predict molecular properties and identify new drug candidates with unprecedented speed and accuracy. By integrating experimental data with computational models, researchers can accelerate the discovery pipeline and bring novel therapeutics to market more efficiently.

In conclusion,{3-Bromo-4-(3,5-dimethylbenzyl)oxyphenyl}methanol (CAS No. 1135283-86-1) is a multifaceted compound with significant potential across multiple domains of chemistry and biology. Its structural features make it an invaluable intermediate for pharmaceutical synthesis while also opening avenues for innovation in materials science. As research progresses,this compound is expected to play an increasingly important role in developing next-generation therapeutics and advanced materials,driving advancements that benefit society as a whole.

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