Cas no 438220-45-2 (3-(2,5-Dimethylphenoxy)methyl-4-methoxybenzoic Acid)

3-(2,5-Dimethylphenoxy)methyl-4-methoxybenzoic Acid is a synthetic organic compound featuring a benzoic acid core substituted with a methoxy group at the 4-position and a (2,5-dimethylphenoxy)methyl moiety at the 3-position. This structure imparts unique physicochemical properties, making it valuable as an intermediate in pharmaceutical and agrochemical synthesis. Its aromatic and ether functionalities enhance reactivity in coupling and functionalization reactions, while the carboxylic acid group allows for further derivatization. The compound exhibits moderate stability under standard conditions, facilitating handling and storage. Its defined molecular architecture makes it suitable for applications requiring precise structural control, such as drug development or specialty chemical manufacturing.
3-(2,5-Dimethylphenoxy)methyl-4-methoxybenzoic Acid structure
438220-45-2 structure
Product Name:3-(2,5-Dimethylphenoxy)methyl-4-methoxybenzoic Acid
CAS No:438220-45-2
MF:C17H18O4
MW:286.322425365448
MDL:MFCD03421971
CID:2952027
PubChem ID:842788
Update Time:2025-06-15

3-(2,5-Dimethylphenoxy)methyl-4-methoxybenzoic Acid Chemical and Physical Properties

Names and Identifiers

    • 3-[(2,5-二甲基苯氧基)甲基]-4-甲氧基-苯甲酸
    • 3-[(2,5-dimethylphenoxy)methyl]-4-methoxybenzoic acid
    • 3-((2,5-Dimethylphenoxy)methyl)-4-methoxybenzoic acid
    • Oprea1_712844
    • BBL015846
    • STK263724
    • 3-[(2,5-dimethylphenoxy)methyl]-4-methoxybenzoicacid
    • benzoic acid, 3-[(2,5-dimethylphenoxy)methyl]-4-methoxy-
    • 3-(2,5-Dimethylphenoxy)methyl-4-methoxybenzoic Acid
    • MDL: MFCD03421971
    • Inchi: 1S/C17H18O4/c1-11-4-5-12(2)16(8-11)21-10-14-9-13(17(18)19)6-7-15(14)20-3/h4-9H,10H2,1-3H3,(H,18,19)
    • InChI Key: YFAQWQLZXITRAL-UHFFFAOYSA-N
    • SMILES: O(C1C=C(C)C=CC=1C)CC1C=C(C(=O)O)C=CC=1OC

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 5
  • Complexity: 344
  • XLogP3: 3.6
  • Topological Polar Surface Area: 55.8

3-(2,5-Dimethylphenoxy)methyl-4-methoxybenzoic Acid Pricemore >>

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abcr
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Additional information on 3-(2,5-Dimethylphenoxy)methyl-4-methoxybenzoic Acid

Professional Introduction to 3-(2,5-Dimethylphenoxy)methyl-4-methoxybenzoic Acid (CAS No. 438220-45-2)

3-(2,5-Dimethylphenoxy)methyl-4-methoxybenzoic Acid, identified by the Chemical Abstracts Service Number (CAS No.) 438220-45-2, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and bioorganic synthesis. This compound belongs to the class of methoxy-substituted benzoic acids, characterized by its unique structural framework which includes a phenoxymethyl side chain. The presence of both dimethyl and methoxy groups at specific positions on the aromatic ring imparts distinct electronic and steric properties, making it a versatile intermediate in the synthesis of biologically active molecules.

The structural motif of 3-(2,5-Dimethylphenoxy)methyl-4-methoxybenzoic Acid positions it as a valuable precursor in medicinal chemistry. Its molecular architecture is particularly interesting due to the combination of a benzoic acid core with an extended phenoxymethyl group, which can serve as a linker or a pharmacophoric element in drug design. The methoxy group at the 4-position enhances lipophilicity while maintaining sufficient polarity, which is often desirable for oral bioavailability and membrane permeability in drug candidates.

In recent years, there has been growing interest in derivatives of benzoic acid due to their demonstrated pharmacological activities. For instance, modifications at the 2- and 5-positions of the aromatic ring have been explored for their potential in modulating enzyme inhibition and receptor binding. The dimethyl substitution at these positions in 3-(2,5-Dimethylphenoxy)methyl-4-methoxybenzoic Acid suggests that it may exhibit enhanced binding affinity or metabolic stability compared to unsubstituted analogs. This has prompted investigations into its utility as a scaffold for developing novel therapeutic agents.

One of the most compelling applications of 3-(2,5-Dimethylphenoxy)methyl-4-methoxybenzoic Acid lies in its role as an intermediate in the synthesis of nonsteroidal anti-inflammatory drugs (NSAIDs) and related analgesics. The phenoxymethyl side chain can be further functionalized to introduce additional pharmacophoric elements that enhance therapeutic efficacy while minimizing side effects. Recent studies have demonstrated that compounds with similar structural features exhibit promising anti-inflammatory properties by inhibiting cyclooxygenase (COX) enzymes or modulating other inflammatory pathways.

The compound's potential extends beyond inflammation modulation. Emerging research indicates that derivatives of benzoic acid may have applications in anticancer therapy. The methoxy and dimethyl groups can influence the compound's interaction with biological targets such as kinases or transcription factors, which are critical in cancer cell proliferation and survival. Preclinical studies have shown that certain benzoic acid derivatives can induce apoptosis or inhibit tumor growth by disrupting key signaling cascades.

Another area where 3-(2,5-Dimethylphenoxy)methyl-4-methoxybenzoic Acid shows promise is in neuroprotective applications. The ability of benzoic acid derivatives to cross the blood-brain barrier makes them attractive candidates for treating neurological disorders such as Alzheimer's disease or Parkinson's disease. The unique structural features of this compound may allow it to interact with neuroreceptors or enzymes involved in neurodegeneration, offering a potential therapeutic intervention.

The synthesis of 3-(2,5-Dimethylphenoxy)methyl-4-methoxybenzoic Acid involves multi-step organic transformations that highlight its synthetic utility. Key steps typically include Friedel-Crafts alkylation followed by hydroxylation and methylation reactions to introduce the desired functional groups. Advances in catalytic methods have enabled more efficient and sustainable synthetic routes, reducing waste and improving yields. These developments are crucial for scaling up production while adhering to green chemistry principles.

In conclusion, 3-(2,5-Dimethylphenoxy)methyl-4-methoxybenzoic Acid (CAS No. 438220-45-2) represents a significant advancement in pharmaceutical chemistry due to its versatile structural framework and potential biological activities. Its role as an intermediate in drug development underscores its importance in modern medicinal chemistry research. As scientific understanding progresses, further exploration of this compound's derivatives is likely to yield novel therapeutic agents with broad clinical applications.

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