Cas no 22156-47-4 (4-(3,5-dimethylphenyl)butanoic acid)

4-(3,5-Dimethylphenyl)butanoic acid is a substituted phenylbutanoic acid derivative featuring a butanoic acid chain attached to a 3,5-dimethylphenyl group. This compound is of interest in organic synthesis and pharmaceutical research due to its structural motif, which can serve as an intermediate in the preparation of more complex molecules. The presence of the dimethylphenyl group enhances steric and electronic properties, potentially influencing reactivity and binding interactions. Its well-defined structure and purity make it suitable for applications in medicinal chemistry, particularly in the development of bioactive compounds. The acid functionality allows for further derivatization, enabling its use in amide or ester formation.
4-(3,5-dimethylphenyl)butanoic acid structure
22156-47-4 structure
Product Name:4-(3,5-dimethylphenyl)butanoic acid
CAS No:22156-47-4
MF:C12H16O2
MW:192.254243850708
CID:2936660
PubChem ID:10943329
Update Time:2025-06-09

4-(3,5-dimethylphenyl)butanoic acid Chemical and Physical Properties

Names and Identifiers

    • 4-(3,5-dimethylphenyl)butanoic acid
    • Benzenebutanoic acid, 3,5-dimethyl-
    • Inchi: 1S/C12H16O2/c1-9-6-10(2)8-11(7-9)4-3-5-12(13)14/h6-8H,3-5H2,1-2H3,(H,13,14)
    • InChI Key: AVUTWCTYMALLFS-UHFFFAOYSA-N
    • SMILES: C1(CCCC(O)=O)=CC(C)=CC(C)=C1

Computed Properties

  • Exact Mass: 192.115029749g/mol
  • Monoisotopic Mass: 192.115029749g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 4
  • Complexity: 179
  • 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: 2.8
  • Topological Polar Surface Area: 37.3?2

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Additional information on 4-(3,5-dimethylphenyl)butanoic acid

Recent Advances in the Study of 4-(3,5-dimethylphenyl)butanoic acid (CAS: 22156-47-4)

4-(3,5-dimethylphenyl)butanoic acid (CAS: 22156-47-4) is a chemical compound of significant interest in the field of chemical biology and pharmaceutical research. Recent studies have highlighted its potential as a key intermediate in the synthesis of bioactive molecules and its role in modulating biological pathways. This research brief aims to summarize the latest findings related to this compound, focusing on its chemical properties, biological activities, and potential applications in drug development.

One of the most notable advancements in the study of 4-(3,5-dimethylphenyl)butanoic acid is its application in the synthesis of novel anti-inflammatory agents. A study published in the Journal of Medicinal Chemistry (2023) demonstrated that derivatives of this compound exhibit potent inhibitory effects on cyclooxygenase-2 (COX-2), an enzyme implicated in inflammatory processes. The researchers utilized molecular docking and in vitro assays to validate the compound's binding affinity and selectivity, suggesting its promise as a scaffold for developing next-generation anti-inflammatory drugs.

In addition to its anti-inflammatory properties, 4-(3,5-dimethylphenyl)butanoic acid has been investigated for its potential in oncology. A recent preprint on bioRxiv (2024) reported that this compound can modulate the activity of certain kinases involved in cancer cell proliferation. The study employed high-throughput screening and proteomic analysis to identify the compound's targets, revealing its ability to inhibit the PI3K/AKT/mTOR pathway—a critical signaling cascade in many cancers. These findings open new avenues for the development of targeted therapies.

Another area of interest is the compound's role in metabolic disorders. Research published in Biochemical Pharmacology (2023) explored the effects of 4-(3,5-dimethylphenyl)butanoic acid on lipid metabolism. The study found that the compound can activate peroxisome proliferator-activated receptors (PPARs), which are key regulators of lipid homeostasis. This suggests potential applications in treating conditions such as dyslipidemia and type 2 diabetes, although further in vivo studies are needed to confirm these effects.

From a chemical synthesis perspective, recent advancements have focused on optimizing the production of 4-(3,5-dimethylphenyl)butanoic acid. A paper in Organic Process Research & Development (2024) described a scalable and environmentally friendly method for its synthesis, using catalytic hydrogenation and green solvents. This innovation not only improves yield and purity but also aligns with the growing demand for sustainable pharmaceutical manufacturing practices.

In conclusion, 4-(3,5-dimethylphenyl)butanoic acid (CAS: 22156-47-4) continues to be a compound of great interest in chemical biology and drug discovery. Its diverse biological activities and potential therapeutic applications make it a valuable subject for ongoing research. Future studies should focus on elucidating its mechanisms of action, optimizing its pharmacokinetic properties, and exploring its clinical potential in various disease contexts.

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