Cas no 359436-81-0 (4-Mercaptophenylbutyric Acid)

4-Mercaptophenylbutyric Acid is a sulfur-containing organic compound featuring both a mercapto (–SH) and a carboxylic acid (–COOH) functional group. This bifunctional structure makes it a versatile intermediate in organic synthesis, particularly in the preparation of thiol-based conjugates, peptide modifications, and metal-chelating agents. Its reactivity allows for selective thiol-disulfide exchange reactions and covalent bonding with gold or other metal surfaces, making it useful in surface chemistry and nanomaterials research. The butyric acid spacer enhances solubility and flexibility in molecular design. Applications span pharmaceuticals, bioconjugation, and material science, where precise functionalization and stability are required. Proper handling under inert conditions is recommended due to thiol oxidation sensitivity.
4-Mercaptophenylbutyric Acid structure
4-Mercaptophenylbutyric Acid structure
Product Name:4-Mercaptophenylbutyric Acid
CAS No:359436-81-0
MF:C10H12O2S
MW:196.266081809998
CID:825658
Update Time:2026-04-29

4-Mercaptophenylbutyric Acid Chemical and Physical Properties

Names and Identifiers

    • 4-Mercaptophenylbutyric Acid
    • 4-(4-Sulfanylphenyl)butanoic acid
    • 4-Mercaptophenylbuty

Computed Properties

  • Exact Mass: 196.05600

Experimental Properties

  • Melting Point: 59°C
  • Stability/Shelf Life: Light Sensitive, Temperature Sensitive, Dimerizes Readily!
  • PSA: 76.10000
  • LogP: 2.38260

4-Mercaptophenylbutyric Acid Pricemore >>

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Additional information on 4-Mercaptophenylbutyric Acid

Introduction to 4-Mercaptophenylbutyric Acid (CAS No. 359436-81-0)

4-Mercaptophenylbutyric Acid, identified by the Chemical Abstracts Service Number (CAS No.) 359436-81-0, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical and biochemical research. This compound, featuring a unique structural motif combining a phenyl group with a thiol (-SH) functional group and a butyric acid side chain, presents intriguing possibilities for its applications in drug discovery, material science, and synthetic chemistry. The presence of both aromatic and sulfur-containing functionalities makes it a versatile intermediate for the development of novel molecules with potential biological activities.

The chemical structure of 4-Mercaptophenylbutyric Acid can be described as follows: it consists of a benzene ring substituted with a butyl group at the para position relative to the thiol group. This arrangement confers specific electronic and steric properties that influence its reactivity and interactions with biological targets. The thiol moiety, in particular, is known for its ability to form disulfide bonds, participate in redox reactions, and act as a nucleophile in various chemical transformations. These characteristics make it a valuable building block for designing molecules with tailored properties.

In recent years, there has been growing interest in exploring the pharmacological potential of compounds containing both phenyl and thiol groups. The combination of these features has been associated with various biological effects, including anti-inflammatory, antioxidant, and anticancer properties. For instance, derivatives of 4-Mercaptophenylbutyric Acid have been investigated for their ability to modulate enzyme activity and interact with cellular signaling pathways. Preliminary studies suggest that this compound may exhibit inhibitory effects on certain enzymes involved in inflammatory responses, making it a promising candidate for further exploration in the development of therapeutic agents.

One of the most compelling aspects of 4-Mercaptophenylbutyric Acid is its potential as a scaffold for drug design. The aromatic ring provides a platform for further functionalization, allowing chemists to introduce additional groups that can enhance binding affinity or improve pharmacokinetic profiles. Additionally, the thiol group can be exploited to create disulfide bridges in peptide mimetics or to engage in metal coordination, which is relevant for applications in metallodrug development. These features make it an attractive starting point for synthesizing novel compounds with specific therapeutic targets.

Recent advancements in synthetic chemistry have enabled more efficient and scalable methods for producing 4-Mercaptophenylbutyric Acid. These methods often involve multi-step organic transformations starting from commercially available precursors such as phenylacetic acid or butyric acid derivatives. The optimization of these synthetic routes has been crucial for ensuring high yields and purity, which are essential for downstream applications in pharmaceutical research. Furthermore, green chemistry principles have been increasingly applied to these processes to minimize environmental impact and improve sustainability.

The biological activity of 4-Mercaptophenylbutyric Acid has been the focus of several experimental investigations. In vitro studies have demonstrated its ability to interact with proteins and enzymes relevant to various disease pathways. For example, researchers have explored its potential role in modulating the activity of cysteine proteases, which are known to be involved in processes such as inflammation and tumor progression. Additionally, its interactions with metal ions have been studied for their implications in neurodegenerative diseases where metal homeostasis is disrupted.

Another area of interest is the use of 4-Mercaptophenylbutyric Acid as a precursor for bioconjugates. By linking this compound to other biomolecules such as peptides or nucleic acids, researchers can create hybrid molecules with enhanced functionalities. These bioconjugates have potential applications in targeted drug delivery systems, where they can be designed to selectively accumulate at sites of disease or injury. The thiol group serves as an excellent site for conjugation due to its reactivity with electrophilic compounds or disulfide-forming partners.

The material science applications of 4-Mercaptophenylbutyric Acid are also noteworthy. Its ability to form coordination complexes with transition metals has led to investigations into its use as a ligand or monomer for creating metal-organic frameworks (MOFs) or coordination polymers. These materials exhibit unique properties such as high surface area, tunable porosity, and selective adsorption capabilities, making them useful in applications ranging from gas storage to catalysis.

In conclusion,4-Mercaptophenylbutyric Acid (CAS No. 359436-81-0) represents a fascinating compound with diverse potential applications across multiple scientific disciplines. Its unique structural features offer opportunities for innovation in drug discovery, material science, and synthetic chemistry. As research continues to uncover new aspects of its properties and reactivity,this compound is poised to play an increasingly important role in advancing scientific knowledge and developing novel technologies.

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