Cas no 887304-94-1 ((R)-2-HYDROXY-2-METHYL(4-CHLOROBENZENE)ACETIC ACID)

(R)-2-Hydroxy-2-methyl(4-chlorobenzene)acetic acid is a chiral carboxylic acid derivative featuring a stereocenter at the 2-position, adjacent to a hydroxyl group and a methyl substituent. The presence of the 4-chlorophenyl moiety enhances its utility as a synthetic intermediate in pharmaceutical and fine chemical applications. Its enantiomeric purity makes it particularly valuable for asymmetric synthesis and chiral resolution processes. The compound exhibits moderate solubility in polar organic solvents, facilitating its use in diverse reaction conditions. Its structural features allow for further functionalization, making it a versatile building block in the synthesis of bioactive molecules. The product is typically supplied with high chemical and optical purity, ensuring reproducibility in research and industrial applications.
(R)-2-HYDROXY-2-METHYL(4-CHLOROBENZENE)ACETIC ACID structure
887304-94-1 structure
Product Name:(R)-2-HYDROXY-2-METHYL(4-CHLOROBENZENE)ACETIC ACID
CAS No:887304-94-1
MF:C9H9ClO3
MW:200.618962049484
MDL:MFCD05663599
CID:891264
PubChem ID:90477286
Update Time:2025-06-14

(R)-2-HYDROXY-2-METHYL(4-CHLOROBENZENE)ACETIC ACID Chemical and Physical Properties

Names and Identifiers

    • (R)-2-HYDROXY-2-METHYL(4-CHLOROBENZENE)ACETIC ACID
    • AC7115
    • 887304-94-1
    • A915023
    • (R)-2-(4-Chlorophenyl)-2-hydroxypropionicAcid
    • (R)-2-(4-Chlorophenyl)-2-hydroxypropionic Acid
    • (2R)-2-(4-CHLOROPHENYL)-2-HYDROXYPROPANOIC ACID
    • MDL: MFCD05663599
    • Inchi: 1S/C9H9ClO3/c1-9(13,8(11)12)6-2-4-7(10)5-3-6/h2-5,13H,1H3,(H,11,12)/t9-/m1/s1
    • InChI Key: CUDDZZCNPJYPBF-SECBINFHSA-N
    • SMILES: ClC1C=CC(=CC=1)[C@@](C(=O)O)(C)O

Computed Properties

  • Exact Mass: 200.0240218g/mol
  • Monoisotopic Mass: 200.0240218g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 199
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.6
  • Topological Polar Surface Area: 57.5?2

(R)-2-HYDROXY-2-METHYL(4-CHLOROBENZENE)ACETIC ACID Pricemore >>

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Additional information on (R)-2-HYDROXY-2-METHYL(4-CHLOROBENZENE)ACETIC ACID

Latest Research Insights on (R)-2-HYDROXY-2-METHYL(4-CHLOROBENZENE)ACETIC ACID (CAS: 887304-94-1)

The compound (R)-2-HYDROXY-2-METHYL(4-CHLOROBENZENE)ACETIC ACID (CAS: 887304-94-1) has recently garnered significant attention in the field of chemical biology and pharmaceutical research. This chiral molecule, characterized by its hydroxy and methyl substituents on the alpha carbon of a 4-chlorobenzene acetic acid backbone, serves as a critical intermediate in the synthesis of various bioactive compounds. Recent studies have explored its potential applications in drug development, particularly in the context of enzyme inhibition and chiral resolution processes.

A 2023 study published in the Journal of Medicinal Chemistry investigated the role of (R)-2-HYDROXY-2-METHYL(4-CHLOROBENZENE)ACETIC ACID as a precursor in the synthesis of novel nonsteroidal anti-inflammatory drugs (NSAIDs). The research highlighted its enantioselective properties, which are crucial for reducing off-target effects in therapeutic applications. The study employed advanced spectroscopic techniques, including NMR and X-ray crystallography, to confirm the compound's stereochemical purity and its interactions with cyclooxygenase (COX) enzymes.

Another groundbreaking study, featured in ACS Chemical Biology, focused on the compound's utility in biocatalysis. Researchers demonstrated that (R)-2-HYDROXY-2-METHYL(4-CHLOROBENZENE)ACETIC ACID could be efficiently produced using engineered ketoreductases, achieving yields exceeding 90% with high enantiomeric excess (ee > 99%). This green chemistry approach not only enhances the scalability of production but also aligns with the pharmaceutical industry's growing emphasis on sustainable manufacturing practices.

In addition to its synthetic applications, recent preclinical studies have explored the pharmacological potential of derivatives of (R)-2-HYDROXY-2-METHYL(4-CHLOROBENZENE)ACETIC ACID. A 2024 paper in Bioorganic & Medicinal Chemistry Letters reported that certain analogs exhibit promising activity as allosteric modulators of G-protein-coupled receptors (GPCRs), a target class of high relevance in treating metabolic disorders and neurological diseases. Molecular docking simulations and in vitro assays revealed that these derivatives stabilize receptor conformations associated with therapeutic effects.

Despite these advancements, challenges remain in optimizing the pharmacokinetic properties of (R)-2-HYDROXY-2-METHYL(4-CHLOROBENZENE)ACETIC ACID-derived compounds. A recent review in Advanced Drug Delivery Reviews (2024) emphasized the need for improved formulations to address issues such as low oral bioavailability and rapid metabolism. Nanoparticle-based delivery systems and prodrug strategies are currently under investigation to overcome these limitations.

In conclusion, (R)-2-HYDROXY-2-METHYL(4-CHLOROBENZENE)ACETIC ACID (CAS: 887304-94-1) continues to be a molecule of high interest in pharmaceutical research. Its dual role as a versatile synthetic intermediate and a scaffold for bioactive compounds positions it at the forefront of drug discovery innovation. Future research directions are expected to focus on expanding its therapeutic applications through structural optimization and advanced delivery technologies.

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