Cas no 99725-34-5 (2,4-dichloro-6-hydroxybenzoic Acid)

2,4-Dichloro-6-hydroxybenzoic acid is a chlorinated hydroxybenzoic acid derivative with the molecular formula C7H4Cl2O3. This compound features a carboxylic acid group and a hydroxyl group on a benzene ring substituted with two chlorine atoms at the 2- and 4-positions. It serves as a versatile intermediate in organic synthesis, particularly in the production of pharmaceuticals, agrochemicals, and specialty chemicals. The presence of both electron-withdrawing (chloro) and electron-donating (hydroxy) groups enhances its reactivity, making it valuable for further functionalization. Its stable crystalline form and well-defined structure ensure consistent performance in synthetic applications. The compound is also studied for its potential biological activities due to its structural similarity to bioactive phenolic acids.
2,4-dichloro-6-hydroxybenzoic Acid structure
99725-34-5 structure
Product Name:2,4-dichloro-6-hydroxybenzoic Acid
CAS No:99725-34-5
MF:C7H4Cl2O3
MW:207.010860443115
CID:1993724
Update Time:2025-11-01

2,4-dichloro-6-hydroxybenzoic Acid Chemical and Physical Properties

Names and Identifiers

    • 2,4-dichloro-6-hydroxy-benzoic acid
    • Benzoic acid, 2,4-dichloro-6-hydroxy-
    • LogP
    • 2,4-DICHLORO-6-HYDROXYBENZOIC ACID
    • 2,4-dichloro-6-hydroxybenzoic Acid
    • Inchi: 1S/C7H4Cl2O3/c8-3-1-4(9)6(7(11)12)5(10)2-3/h1-2,10H,(H,11,12)
    • InChI Key: GHXWAANNBILSEF-UHFFFAOYSA-N
    • SMILES: ClC1=CC(=CC(=C1C(=O)O)O)Cl

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1

2,4-dichloro-6-hydroxybenzoic Acid Pricemore >>

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Additional information on 2,4-dichloro-6-hydroxybenzoic Acid

Recent Advances in the Study of 2,4-Dichloro-6-hydroxybenzoic Acid (CAS: 99725-34-5) in Chemical Biology and Pharmaceutical Research

2,4-Dichloro-6-hydroxybenzoic acid (CAS: 99725-34-5) is a chlorinated hydroxybenzoic acid derivative that has garnered significant attention in recent years due to its potential applications in chemical biology and pharmaceutical research. This compound, characterized by its unique structural features, has been investigated for its role as a building block in organic synthesis, as well as its biological activities. Recent studies have explored its utility in drug discovery, particularly in the development of novel antimicrobial and anti-inflammatory agents. The presence of both chloro and hydroxy substituents on the aromatic ring imparts distinct electronic and steric properties, making it a valuable scaffold for medicinal chemistry.

One of the key areas of research involving 2,4-dichloro-6-hydroxybenzoic acid is its potential as a precursor for the synthesis of biologically active molecules. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its use in the development of small-molecule inhibitors targeting bacterial enzymes. The study highlighted the compound's ability to undergo selective functionalization, enabling the creation of derivatives with enhanced potency against drug-resistant strains. Additionally, its role in modulating enzyme activity has been explored, with findings suggesting that it may serve as a lead compound for the design of new antibiotics.

In the context of anti-inflammatory research, 2,4-dichloro-6-hydroxybenzoic acid has shown promise as a modulator of inflammatory pathways. A recent preprint article (2024) reported its inhibitory effects on key pro-inflammatory cytokines, such as TNF-α and IL-6, in in vitro models. The study proposed that the compound's mechanism of action involves interference with NF-κB signaling, a critical pathway in inflammation. These findings open new avenues for the development of anti-inflammatory therapeutics, particularly for chronic inflammatory conditions where current treatments are limited by side effects.

Another emerging application of 2,4-dichloro-6-hydroxybenzoic acid is in the field of agrochemicals. Research published in Pest Management Science (2023) investigated its derivatives as potential herbicides, with some compounds exhibiting selective herbicidal activity against broadleaf weeds. The study emphasized the importance of the chloro and hydroxy substituents in conferring herbicidal properties, suggesting that further optimization could yield environmentally friendly alternatives to conventional herbicides.

Despite these promising developments, challenges remain in the practical application of 2,4-dichloro-6-hydroxybenzoic acid. Issues such as solubility, stability, and bioavailability need to be addressed to fully exploit its potential. Recent advancements in formulation technologies, including nanoparticle-based delivery systems, offer potential solutions to these challenges. A 2024 review article in Advanced Drug Delivery Reviews discussed the encapsulation of similar hydroxybenzoic acid derivatives, highlighting strategies to improve their pharmacokinetic profiles.

In conclusion, 2,4-dichloro-6-hydroxybenzoic acid (CAS: 99725-34-5) represents a versatile and promising compound in chemical biology and pharmaceutical research. Its applications span drug discovery, anti-inflammatory therapy, and agrochemical development, with ongoing studies continuing to uncover its potential. Future research should focus on addressing its limitations and exploring novel derivatives to expand its utility. As the field progresses, this compound is likely to play an increasingly important role in the development of next-generation therapeutics and agrochemicals.

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