Cas no 115548-15-7 (4-(3R)-3-aminobutylphenol)

4-(3R)-3-Aminobutylphenol is a chiral phenolic compound featuring an aminobutyl side chain with (R)-configuration. This structurally distinct molecule serves as a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals and fine chemicals. Its stereospecificity enables precise control in asymmetric synthesis, making it useful for constructing complex chiral architectures. The phenol moiety offers reactivity for further functionalization, while the primary amine group provides a handle for derivatization or coupling reactions. The compound's well-defined stereochemistry ensures reproducibility in research applications. Its balanced polarity contributes to moderate solubility in both aqueous and organic media, facilitating diverse reaction conditions. Suitable for use under inert atmospheres, it requires storage at controlled temperatures to maintain stability.
4-(3R)-3-aminobutylphenol structure
4-(3R)-3-aminobutylphenol structure
Product Name:4-(3R)-3-aminobutylphenol
CAS No:115548-15-7
MF:C10H15NO
MW:165.232202768326
MDL:MFCD00671645
CID:139007
PubChem ID:22831505
Update Time:2025-11-02

4-(3R)-3-aminobutylphenol Chemical and Physical Properties

Names and Identifiers

    • Phenol,4-[(3R)-3-aminobutyl]-
    • (R)-4-(3-AMINO-BUTYL)-PHENOL
    • (R)-1-METHYL-3-(P-HYDROXY-PHENYL)-PROPYLAMINE
    • (R)-2-AMINO-4-(4-HYDROXYPHENYL)BUTANE
    • 4-(3R)-3-aminobutylphenol
    • SCHEMBL895572
    • EN300-1870524
    • UNII-MO17924WRK
    • 4-[(3R)-3-AMINOBUTYL]PHENOL
    • (R)-4-(3-Aminobutyl)phenol
    • MO17924WRK
    • AKOS006273683
    • Phenol, 4-((3R)-3-aminobutyl)-
    • 115548-15-7
    • 4-(3-Aminobutyl)phenol, (R)-
    • Q27284134
    • MDL: MFCD00671645
    • Inchi: 1S/C10H15NO/c1-8(11)2-3-9-4-6-10(12)7-5-9/h4-8,12H,2-3,11H2,1H3/t8-/m1/s1
    • InChI Key: WNTVTQIJPAFZEL-MRVPVSSYSA-N
    • SMILES: OC1C=CC(=CC=1)CC[C@@H](C)N

Computed Properties

  • Exact Mass: 165.11500
  • Monoisotopic Mass: 165.115364102g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 119
  • 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: 1.7
  • Topological Polar Surface Area: 46.2?2

Experimental Properties

  • Density: 1.047
  • Boiling Point: 295.3 oC at 760 mmHg
  • Flash Point: 132.4 oC
  • Refractive Index: 1.552
  • PSA: 46.25000
  • LogP: 2.37230

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Additional information on 4-(3R)-3-aminobutylphenol

Exploring 4-(3R)-3-aminobutylphenol (CAS No. 115548-15-7): Properties, Applications, and Market Insights

4-(3R)-3-aminobutylphenol (CAS No. 115548-15-7) is a chiral organic compound that has garnered significant attention in pharmaceutical and biochemical research due to its unique structural properties. This compound, featuring an aminobutylphenol backbone with a stereogenic center at the 3-position, serves as a versatile intermediate in the synthesis of bioactive molecules. Researchers and industry professionals are increasingly interested in its potential applications, particularly in drug discovery and specialty chemicals.

The compound's molecular structure combines a phenolic hydroxyl group with an aminoalkyl side chain, making it a valuable building block for chiral synthesis and asymmetric catalysis. Its 3R configuration is particularly noteworthy, as this stereochemistry often influences biological activity in pharmaceutical compounds. Recent studies have explored its role in developing novel enzyme inhibitors and receptor modulators, aligning with current trends in precision medicine and targeted therapies.

From a chemical perspective, 4-(3R)-3-aminobutylphenol demonstrates interesting solubility characteristics, being moderately soluble in polar organic solvents while showing limited water solubility. This property profile makes it particularly useful in organic synthesis where controlled reactivity is desired. The compound's stability under various pH conditions has been investigated, with findings suggesting optimal handling conditions for industrial applications.

In the pharmaceutical sector, this compound has shown promise as a precursor for neurologically active compounds. Its structural features resemble those found in certain classes of neurotransmitter analogs, making it a subject of interest for researchers developing treatments for neurological disorders. The growing demand for chiral pharmaceuticals has further increased the commercial importance of such stereochemically defined intermediates.

The synthesis of 4-(3R)-3-aminobutylphenol typically involves asymmetric hydrogenation or enzymatic resolution methods, reflecting current industry preferences for green chemistry approaches. Manufacturers are increasingly adopting biocatalytic processes to produce this compound, responding to market demands for sustainable and environmentally friendly production methods. These developments align with global trends in green chemistry and process intensification.

Analytical characterization of 115548-15-7 typically employs advanced techniques such as chiral HPLC for enantiomeric purity determination and mass spectrometry for structural confirmation. The compound's purity specifications are particularly important for pharmaceutical applications, where even minor impurities can significantly impact downstream processes. Quality control protocols have become increasingly stringent as applications expand into regulated industries.

Market analysis indicates growing interest in 4-(3R)-3-aminobutylphenol across North America, Europe, and Asia-Pacific regions. The compound's pricing reflects its specialized nature and the technical challenges associated with its production at scale. Recent patents involving derivatives of this compound suggest expanding intellectual property landscapes, particularly in therapeutic areas addressing central nervous system disorders and metabolic diseases.

From a regulatory standpoint, 4-(3R)-3-aminobutylphenol is generally regarded as safe for research and industrial use when proper handling procedures are followed. Material safety data sheets provide comprehensive guidance on storage conditions, typically recommending protection from moisture and oxidation. The compound's stability profile makes it suitable for international shipping, supporting global supply chains in the fine chemicals sector.

Future research directions for CAS 115548-15-7 may explore its potential in bioconjugation chemistry and drug delivery systems. The compound's functional groups offer opportunities for selective modification, which could lead to novel applications in targeted therapeutics. Additionally, investigations into its physicochemical properties may uncover new formulation advantages for pharmaceutical development.

In conclusion, 4-(3R)-3-aminobutylphenol represents an important chiral building block with diverse applications in medicinal chemistry and specialty chemical synthesis. Its unique structural features and stereochemical properties continue to inspire innovative research across multiple scientific disciplines. As synthetic methodologies advance and application areas expand, this compound is poised to maintain its relevance in cutting-edge chemical research and development.

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