Cas no 54127-58-1 (3-(benzylamino)propane-1,2-diol)

3-(Benzylamino)propane-1,2-diol is a versatile organic compound featuring both amino and diol functional groups, making it valuable for synthetic applications in pharmaceuticals and specialty chemicals. The benzylamine moiety enhances its reactivity as an intermediate in nucleophilic substitutions or reductive aminations, while the 1,2-diol structure allows for further derivatization, such as oxidation or protection strategies. Its balanced polarity ensures solubility in common organic solvents, facilitating purification and downstream reactions. This compound is particularly useful in chiral synthesis due to its stereogenic centers, enabling enantioselective transformations. Suitable for use in peptide coupling, ligand design, or as a building block for bioactive molecules, it offers a robust combination of stability and functional flexibility.
3-(benzylamino)propane-1,2-diol structure
54127-58-1 structure
Product Name:3-(benzylamino)propane-1,2-diol
CAS No:54127-58-1
MF:C10H15NO2
MW:181.231602907181
CID:383812
PubChem ID:2793828
Update Time:2025-05-19

3-(benzylamino)propane-1,2-diol Chemical and Physical Properties

Names and Identifiers

    • 1,2-Propanediol,3-[(phenylmethyl)amino]-
    • 3-(Benzylamino)-1,2-propanediol
    • 3-(benzylamino)propane-1,2-diol
    • 1,2-BENZISOTHIAZOL-3-AMINE, N-(PHENYLMETHYL)-
    • 3-Benzylamino-1,2-benzisothiazol
    • 3-benzylamino-1,2-dihydroxypropane
    • 3-Benzylamino-1,2-propandiol
    • 3-benzylamino-1,2-propanediol
    • 3-Benzylamino-propan-1,2-diol
    • 3-benzylamino-propane-1,2-diol
    • AG-G-82748
    • CTK5D5318
    • N'-(1,2-benzisothiazol-3-yl)benzylamine
    • N-Benzyl-2,3-dihydroxypropylamin
    • AKOS008925586
    • 54127-58-1
    • SCHEMBL3079282
    • EINECS 258-986-5
    • DTXSID00969027
    • CGBQPTYOFPMKAL-UHFFFAOYSA-N
    • CS-0236510
    • NS00056689
    • EN300-1716124
    • Inchi: 1S/C10H15NO2/c12-8-10(13)7-11-6-9-4-2-1-3-5-9/h1-5,10-13H,6-8H2
    • InChI Key: CGBQPTYOFPMKAL-UHFFFAOYSA-N
    • SMILES: OC(CO)CNCC1C=CC=CC=1

Computed Properties

  • Exact Mass: 181.11035
  • Monoisotopic Mass: 181.110279
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 5
  • Complexity: 124
  • 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
  • Topological Polar Surface Area: 52.5
  • XLogP3: 0

Experimental Properties

  • Density: 1.136
  • Boiling Point: 361.3 °C at 760 mmHg
  • Flash Point: 162.4 °C
  • Refractive Index: 1.561
  • PSA: 52.49
  • LogP: 0.52030

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Additional information on 3-(benzylamino)propane-1,2-diol

Introduction to 3-(benzylamino)propane-1,2-diol (CAS No. 54127-58-1)

3-(benzylamino)propane-1,2-diol, identified by the Chemical Abstracts Service Number (CAS No.) 54127-58-1, is a significant compound in the field of pharmaceutical chemistry and bioorganic synthesis. This molecule, featuring a unique structural framework with both benzylamino and diol functional groups, has garnered considerable attention due to its versatile applications in medicinal chemistry and material science. The presence of these functional moieties not only makes it a valuable intermediate in the synthesis of more complex molecules but also endows it with potential biological activities that warrant further exploration.

The structural composition of 3-(benzylamino)propane-1,2-diol consists of a propane backbone substituted with two hydroxyl groups at the 1 and 2 positions, along with an amino group attached to a benzyl moiety at the 3-position. This configuration creates a molecule with both chiral and polar characteristics, making it an intriguing candidate for further chemical manipulation and functionalization. The benzylamino group, in particular, serves as a versatile handle for further derivatization, allowing chemists to introduce additional functionalities or linkages as needed for specific applications.

In recent years, there has been growing interest in exploring the pharmacological potential of 3-(benzylamino)propane-1,2-diol and its derivatives. The diol functionality is commonly found in various bioactive molecules, where it can participate in hydrogen bonding interactions and influence molecular recognition processes. Additionally, the benzylamino group can serve as a site for further chemical modifications, enabling the synthesis of peptidomimetics or other pharmacophores that may exhibit therapeutic effects.

One of the most compelling aspects of 3-(benzylamino)propane-1,2-diol is its utility as a building block in drug discovery and development. Researchers have leveraged its structural features to design novel compounds with potential applications in treating a range of diseases. For instance, derivatives of this compound have been investigated for their anti-inflammatory properties, where the ability to modulate protein-protein interactions or enzyme activities is crucial. The benzylamino group can be particularly useful in these contexts, as it allows for the introduction of hydrophobic or aromatic moieties that can enhance binding affinity to biological targets.

Moreover, the chiral nature of 3-(benzylamino)propane-1,2-diol presents opportunities for developing enantiomerically pure compounds, which are often required for optimal pharmacological activity. Chiral resolution techniques can be employed to isolate specific enantiomers, which may exhibit distinct biological profiles compared to their racemic counterparts. This aspect is particularly relevant in modern drug development, where enantiopurity is often a critical factor in determining efficacy and safety.

Recent advances in synthetic methodologies have also contributed to the growing interest in 3-(benzylamino)propane-1,2-diol. New catalytic systems and reaction protocols have made it possible to access complex derivatives more efficiently than ever before. For example, transition-metal-catalyzed cross-coupling reactions can be used to introduce various substituents at specific positions on the molecule, expanding its synthetic utility. These advancements not only facilitate the exploration of new pharmacological scaffolds but also enable the rapid optimization of lead compounds.

The versatility of 3-(benzylamino)propane-1,2-diol extends beyond pharmaceutical applications into material science and industrial chemistry. Its ability to participate in polymerization reactions makes it a potential candidate for developing novel polymers with tailored properties. Additionally, its solubility characteristics and reactivity profile make it suitable for use in various chemical processes where precise control over molecular structure is essential.

In conclusion,3-(benzylamino)propane-1,2-diol (CAS No. 54127-58-1) represents a promising compound with diverse applications across multiple scientific disciplines. Its unique structural features and functional groups provide chemists with a rich palette for designing new molecules with potential therapeutic benefits. As research continues to uncover new synthetic strategies and biological activities associated with this compound,3-(benzylamino)propane-1,2-diol is poised to play an increasingly important role in both academic research and industrial development.

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