Cas no 19988-45-5 (2-(2,3-dihydroxyphenyl)acetic acid)

2-(2,3-Dihydroxyphenyl)acetic acid is a dihydroxy-substituted phenylacetic acid derivative with potential applications in organic synthesis and pharmaceutical research. Its structure features two adjacent hydroxyl groups on the phenyl ring, enhancing its reactivity in chelation and oxidative processes. This compound is of interest due to its role as an intermediate in the synthesis of bioactive molecules, including antioxidants and metal-chelating agents. Its phenolic hydroxyl groups contribute to its solubility in polar solvents, facilitating purification and further functionalization. The compound’s stability under controlled conditions makes it suitable for use in fine chemical and medicinal chemistry applications. Analytical methods such as HPLC and NMR confirm its high purity and structural integrity.
2-(2,3-dihydroxyphenyl)acetic acid structure
19988-45-5 structure
Product Name:2-(2,3-dihydroxyphenyl)acetic acid
CAS No:19988-45-5
MF:C8H8O4
MW:168.146722793579
MDL:MFCD20641397
CID:1005845
PubChem ID:12478510
Update Time:2025-06-08

2-(2,3-dihydroxyphenyl)acetic acid Chemical and Physical Properties

Names and Identifiers

    • 2-(2,3-dihydroxyphenyl)acetic acid
    • 2,3-Dihydroxyphenylacetic Acid
    • MDL: MFCD20641397
    • Inchi: 1S/C8H8O4/c9-6-3-1-2-5(8(6)12)4-7(10)11/h1-3,9,12H,4H2,(H,10,11)
    • InChI Key: KEQGFEVKJCGTKB-UHFFFAOYSA-N
    • SMILES: OC1C(=CC=CC=1CC(=O)O)O

Computed Properties

  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2

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Additional information on 2-(2,3-dihydroxyphenyl)acetic acid

Introduction to 2-(2,3-dihydroxyphenyl)acetic acid (CAS No. 19988-45-5)

2-(2,3-dihydroxyphenyl)acetic acid, identified by the Chemical Abstracts Service Number (CAS No.) 19988-45-5, is a significant compound in the field of chemobiology and pharmaceutical research. This molecule, characterized by its phenolic and carboxylic acid functional groups, has garnered attention due to its potential applications in drug development and biochemical pathways. The structural features of 2-(2,3-dihydroxyphenyl)acetic acid make it a versatile intermediate in synthetic chemistry, particularly in the synthesis of more complex molecules with therapeutic properties.

The compound’s name highlights its key structural components: a phenyl ring substituted with two hydroxyl groups at the 2 and 3 positions, and an acetic acid moiety attached to the 2-position of the phenyl ring. This arrangement confers unique chemical and biological properties, making it a subject of interest in various research domains. The presence of multiple hydroxyl groups enhances its reactivity, allowing for further functionalization and derivatization, which is crucial in pharmaceutical synthesis.

In recent years, 2-(2,3-dihydroxyphenyl)acetic acid has been studied for its role in modulating biological pathways associated with inflammation, oxidative stress, and metabolic disorders. Research has demonstrated that derivatives of this compound can exhibit anti-inflammatory and antioxidant activities, which are highly relevant in the development of treatments for chronic diseases. The hydroxyl groups on the phenyl ring contribute to hydrogen bonding interactions, enabling the compound to interact with various biological targets.

One of the most compelling areas of research involving 2-(2,3-dihydroxyphenyl)acetic acid is its potential as a precursor in the synthesis of polyphenolic drugs. Polyphenols are known for their broad spectrum of biological activities, including anti-cancer, anti-diabetic, and neuroprotective effects. The structural framework of 2-(2,3-dihydroxyphenyl)acetic acid aligns well with this class of compounds, suggesting its utility in generating novel therapeutic agents.

Moreover, the compound’s solubility characteristics make it suitable for formulation in various drug delivery systems. Its ability to dissolve in both water and organic solvents enhances its compatibility with different pharmaceutical matrices, facilitating its use in oral, topical, and injectable formulations. This versatility is particularly important in drug development pipelines where formulation stability and bioavailability are critical factors.

Recent advancements in computational chemistry have also highlighted the importance of 2-(2,3-dihydroxyphenyl)acetic acid as a scaffold for drug design. Molecular modeling studies have identified its potential binding interactions with enzymes and receptors involved in disease pathways. These insights have guided researchers in designing more effective derivatives with improved pharmacokinetic profiles.

The synthesis of 2-(2,3-dihydroxyphenyl)acetic acid itself is an area of active investigation. Researchers have developed efficient synthetic routes that minimize waste and maximize yield, aligning with green chemistry principles. These methods often involve catalytic processes that enhance selectivity and reduce energy consumption, making the production of this compound more sustainable.

In conclusion, 2-(2,3-dihydroxyphenyl)acetic acid (CAS No. 19988-45-5) represents a promising candidate for further exploration in pharmaceutical research. Its unique structural features and biological potential make it a valuable building block for developing new drugs targeting various diseases. As research continues to uncover new applications for this compound, 2-(2,3-dihydroxyphenyl)acetic acid is likely to play an increasingly significant role in the future of chemobiology and medicinal chemistry.

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