Cas no 4164-20-9 (2-(Phenethylamino)-1-phenylethanol)

2-(Phenethylamino)-1-phenylethanol is a chiral β-amino alcohol derivative with potential applications in asymmetric synthesis and pharmaceutical intermediates. Its structure features both a phenethylamino group and a phenyl-substituted ethanol moiety, making it a versatile building block for the preparation of bioactive compounds. The compound's stereochemistry is of particular interest, as it can influence the selectivity and efficacy of synthesized derivatives. It may serve as a precursor for adrenergic receptor ligands or other pharmacologically active molecules. The presence of both amine and hydroxyl functional groups allows for further derivatization, enhancing its utility in medicinal chemistry and fine chemical synthesis. Proper handling is advised due to its reactive nature.
2-(Phenethylamino)-1-phenylethanol structure
4164-20-9 structure
Product Name:2-(Phenethylamino)-1-phenylethanol
CAS No:4164-20-9
MF:C16H19NO
MW:241.328164339066
MDL:MFCD01732654
CID:927193
PubChem ID:20118
Update Time:2025-05-20

2-(Phenethylamino)-1-phenylethanol Chemical and Physical Properties

Names and Identifiers

    • 2-(Phenethylamino)-1-phenylethanol
    • 1-phenyl-2-(2-phenylethylamino)ethanol
    • 2-(PHENETHYLAMINO)-1-PHENYL-1-ETHANOL
    • N-PHENYLETHYL-PHENYLETHANOL-AMINE
    • 1-phenyl-2-[(2-phenylethyl)amino]ethanol
    • 2-Phenaethylamino-1-phenyl-aethanol
    • 2-phenethylamino-1-phenyl-ethanol
    • 2-Phenyl-2-phenethylaminoethanol
    • AC1L2FL2
    • Bionet2_000437
    • BRN 1645059
    • Ethanol, 2-phenethylamino-1-phenyl-
    • SMR000108103
    • MFCD01732654
    • AKOS001482144
    • HMS1365D19
    • SCHEMBL10720145
    • EU-0077689
    • 7P-058
    • 2-(phenethylamino)-1-phenylethan-1-ol
    • CS-0320104
    • DTXSID80961867
    • 3-13-00-01662 (Beilstein Handbook Reference)
    • AKOS016340097
    • STK061580
    • Cambridge id 6719978
    • AC-11937
    • NCGC00076001-02
    • 1-phenyl-2-[(2-phenylethyl)amino]ethan-1-ol
    • BENZYL ALCOHOL, alpha-(PHENETHYLAMINO)METHYL-
    • HMS2481G11
    • MLS000112187
    • 4164-20-9
    • AB00117316-01
    • CHEMBL1368925
    • MDL: MFCD01732654
    • Inchi: 1S/C16H19NO/c18-16(15-9-5-2-6-10-15)13-17-12-11-14-7-3-1-4-8-14/h1-10,16-18H,11-13H2
    • InChI Key: LXTNZWGUMORTKT-UHFFFAOYSA-N
    • SMILES: OC(C1C=CC=CC=1)CNCCC1C=CC=CC=1

Computed Properties

  • Exact Mass: 241.14677
  • Monoisotopic Mass: 241.146664230g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 6
  • Complexity: 207
  • 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
  • XLogP3: 2.6
  • Topological Polar Surface Area: 32.3?2

Experimental Properties

  • PSA: 32.26

2-(Phenethylamino)-1-phenylethanol Pricemore >>

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Additional information on 2-(Phenethylamino)-1-phenylethanol

2-(Phenethylamino)-1-phenylethanol (CAS No. 4164-20-9): A Comprehensive Overview

2-(Phenethylamino)-1-phenylethanol, also known by its CAS registry number 4164-20-9, is a versatile organic compound with significant applications in various fields, including pharmaceuticals, cosmetics, and materials science. This compound is characterized by its unique chemical structure, which combines a phenethylamine group with a phenol moiety, making it a valuable intermediate in organic synthesis. Recent advancements in synthetic chemistry have further expanded its potential uses, particularly in the development of bioactive molecules and advanced materials.

The molecular formula of 2-(Phenethylamino)-1-phenylethanol is C15H23NO, and its molecular weight is approximately 233.35 g/mol. The compound exists as a white crystalline solid with a melting point of around 85°C and a boiling point of 305°C at standard pressure. Its solubility in water is moderate, but it exhibits excellent solubility in organic solvents such as ethanol, methanol, and dichloromethane. These physical properties make it suitable for various chemical reactions and purification techniques.

Recent studies have highlighted the importance of 2-(Phenethylamino)-1-phenylethanol in the synthesis of bioactive compounds. For instance, researchers have utilized this compound as a key intermediate in the development of novel anti-inflammatory agents and neuroprotective drugs. Its ability to form stable amide bonds with carboxylic acids has made it an invaluable building block in peptide synthesis. Furthermore, its chiral centers provide opportunities for enantioselective synthesis, which is critical in the pharmaceutical industry for producing enantiomerically pure compounds.

In the field of materials science, 2-(Phenethylamino)-1-phenylethanol has been explored as a precursor for the synthesis of advanced polymers and hybrid materials. Its phenolic group can undergo oxidation or cross-linking reactions, enabling the creation of high-performance materials with tailored mechanical and thermal properties. Recent research has demonstrated its potential in developing biodegradable polymers for biomedical applications, such as drug delivery systems and tissue engineering scaffolds.

The synthesis of 2-(Phenethylamino)-1-phenylethanol typically involves multi-step reactions starting from readily available starting materials such as benzyl alcohol and phenylacetonitrile. Modern synthetic strategies often employ catalytic asymmetric hydrogenation to achieve high enantiomeric excess, ensuring the production of optically pure compounds. These advancements have significantly improved the efficiency and scalability of the synthesis process.

In terms of safety and handling, 2-(Phenethylamino)-1-phenylethanol is generally considered non-toxic under normal conditions. However, it should be handled with care to avoid prolonged skin contact or inhalation due to its potential irritant properties. Proper ventilation and personal protective equipment are recommended during handling and storage.

The demand for 2-(Phenethylamino)-1-phenylethanol has grown steadily over the past decade due to its diverse applications across multiple industries. Its role as an intermediate in pharmaceuticals has been particularly significant, with ongoing research focusing on its use in developing next-generation therapeutics targeting chronic diseases such as cancer and neurodegenerative disorders.

In conclusion, 2-(Phenethylamino)-1-phenylethanol (CAS No. 4164-20-9) stands out as a crucial compound with immense potential in various scientific domains. Its unique chemical properties, combined with recent advancements in synthetic chemistry and materials science, continue to drive innovation and expand its applicability. As research into this compound progresses, it is anticipated that new breakthroughs will further enhance its role in addressing pressing challenges across industries.

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