Cas no 14883-87-5 ((2R)-2-(3,4-dihydroxyphenyl)-2-hydroxy-acetate)

(2R)-2-(3,4-Dihydroxyphenyl)-2-hydroxy-acetate is a chiral phenolic compound characterized by its dihydroxyphenyl and hydroxy-acetate functional groups. Its stereospecific (R)-configuration enhances selectivity in biochemical and synthetic applications. The presence of catechol (3,4-dihydroxyphenyl) and α-hydroxy acid moieties contributes to its antioxidant properties and metal-chelating capabilities, making it valuable in pharmaceutical and catalytic research. The compound’s structural features also suggest potential utility as an intermediate in fine chemical synthesis or as a ligand in asymmetric catalysis. Its solubility in polar organic solvents facilitates handling in laboratory settings. Rigorous analytical methods, including chiral HPLC and NMR, ensure high purity and consistency for research applications.
(2R)-2-(3,4-dihydroxyphenyl)-2-hydroxy-acetate structure
14883-87-5 structure
Product Name:(2R)-2-(3,4-dihydroxyphenyl)-2-hydroxy-acetate
CAS No:14883-87-5
MF:C8H8O5
MW:184.146122932434
MDL:MFCD00004231
CID:183842
Update Time:2025-10-31

(2R)-2-(3,4-dihydroxyphenyl)-2-hydroxy-acetate Chemical and Physical Properties

Names and Identifiers

    • (2R)-2-(3,4-dihydroxyphenyl)-2-hydroxy-acetate
    • DL-3,4-DIHYDROXYMANDELIC ACID
    • 3,4-Dihydroxy-DL-ma
    • 3,4-Dihydroxy-DL-mandelic acid
    • DL-A,3,4-TRIHYDROXYPHENYLACETIC ACID
    • rac-(R*)-Hydroxy(3,4-dihydroxyphenyl)acetic acid
    • (±)-3,4-dihydroxyphenylglycolic acid
    • rac-(αR*)-α,3,4-Trihydroxybenzeneacetic acid
    • DL-3,4-Dihydroxymandelic acid 98%
    • DL-3,4-Dihydroxymandelic acid,98%
    • MDL： MFCD00004231
    • Inchi： 1S/C8H8O5/c9-5-2-1-4(3-6(5)10)7(11)8(12)13/h1-3,7,9-11H,(H,12,13)
    • InChI Key： RGHMISIYKIHAJW-UHFFFAOYSA-N
    • SMILES： OC(C(=O)O)C1C=CC(=C(C=1)O)O

Computed Properties

  • Exact Mass: 184.03700
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 193
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 10
  • XLogP3: nothing

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.2850 (rough estimate)
  • Melting Point: 136-137?°C (dec.) (lit.)
  • Boiling Point: 238.08°C (rough estimate)
  • Refractive Index: 1.4330 (estimate)
  • PSA: 97.99000
  • LogP: 0.21580
  • Solubility: Not determined

(2R)-2-(3,4-dihydroxyphenyl)-2-hydroxy-acetate Security Information

  • Symbol: GHS07
  • Signal Word：Warning
  • Hazard Statement： H315-H319-H335
  • Warning Statement： P261-P305+P351+P338
  • Hazardous Material transportation number：NONH for all modes of transport
  • WGK Germany：3
  • Hazard Category Code： 36/37/38
  • Safety Instruction： S26-S36
  • Hazardous Material Identification： Xi
  • Safety Term：S24/25
  • Risk Phrases：R36/37/38

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(2R)-2-(3,4-dihydroxyphenyl)-2-hydroxy-acetate Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:14883-87-5)(2R)-2-(3,4-dihydroxyphenyl)-2-hydroxy-acetate
Order Number:A808812
Stock Status:in Stock
Quantity:100mg
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:06
Price ($):187.0

(2R)-2-(3,4-dihydroxyphenyl)-2-hydroxy-acetate Related Literature

Additional information on (2R)-2-(3,4-dihydroxyphenyl)-2-hydroxy-acetate

Recent Advances in the Study of (2R)-2-(3,4-dihydroxyphenyl)-2-hydroxy-acetate (CAS: 14883-87-5): A Comprehensive Research Brief

The compound (2R)-2-(3,4-dihydroxyphenyl)-2-hydroxy-acetate (CAS: 14883-87-5) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its potential therapeutic applications. This research brief aims to synthesize the latest findings on this compound, focusing on its synthesis, biological activity, and potential clinical applications. The information presented here is derived from peer-reviewed journals, conference proceedings, and industry reports published within the last two years.

Recent studies have highlighted the role of (2R)-2-(3,4-dihydroxyphenyl)-2-hydroxy-acetate as a key intermediate in the synthesis of bioactive molecules, particularly those targeting neurodegenerative diseases and metabolic disorders. Its structural similarity to naturally occurring polyphenols, such as those found in green tea and berries, has spurred interest in its antioxidant and anti-inflammatory properties. Advanced spectroscopic techniques, including NMR and mass spectrometry, have been employed to characterize its purity and stability, ensuring its suitability for further pharmacological evaluation.

One of the most notable breakthroughs involves the compound's efficacy in modulating oxidative stress pathways. In vitro studies using neuronal cell lines demonstrated that (2R)-2-(3,4-dihydroxyphenyl)-2-hydroxy-acetate significantly reduces reactive oxygen species (ROS) levels, suggesting its potential as a neuroprotective agent. Furthermore, molecular docking simulations have revealed its high affinity for key enzymes involved in inflammatory cascades, such as COX-2 and iNOS, providing a mechanistic basis for its observed effects.

In addition to its antioxidant properties, recent preclinical trials have explored the compound's role in metabolic regulation. Animal models of type 2 diabetes treated with (2R)-2-(3,4-dihydroxyphenyl)-2-hydroxy-acetate exhibited improved glucose tolerance and insulin sensitivity. These findings are attributed to the compound's ability to enhance AMPK activation, a critical regulator of cellular energy homeostasis. Such results position it as a promising candidate for the development of novel antidiabetic therapies.

Despite these encouraging findings, challenges remain in optimizing the compound's bioavailability and pharmacokinetic profile. Researchers are currently investigating various formulation strategies, including nanoparticle encapsulation and prodrug derivatization, to overcome these limitations. Collaborative efforts between academic institutions and pharmaceutical companies are underway to accelerate the translation of these discoveries into clinical applications.

In conclusion, (2R)-2-(3,4-dihydroxyphenyl)-2-hydroxy-acetate (CAS: 14883-87-5) represents a versatile and pharmacologically active molecule with broad therapeutic potential. Ongoing research continues to uncover its multifaceted mechanisms of action, paving the way for its integration into future drug development pipelines. This brief underscores the importance of further interdisciplinary studies to fully realize its clinical benefits.

14883-87-5 ((2R)-2-(3,4-dihydroxyphenyl)-2-hydroxy-acetate) Related Products

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Amadis Chemical Company Limited
(CAS:14883-87-5)(2R)-2-(3,4-dihydroxyphenyl)-2-hydroxy-acetate
A808812
Purity:99%
Quantity:100mg
Price ($):187.0
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