Cas no 17193-31-6 (2-Amino-3-Phenylpropanamide)

2-Amino-3-Phenylpropanamide is a chiral organic compound featuring both an amino and an amide functional group attached to a phenylpropane backbone. This structure makes it a valuable intermediate in pharmaceutical and fine chemical synthesis, particularly for the development of bioactive molecules and peptidomimetics. Its phenyl and amide groups contribute to its utility in asymmetric synthesis and as a building block for drug discovery. The compound’s stability and reactivity under controlled conditions allow for precise modifications, enhancing its applicability in medicinal chemistry. Its purity and well-defined stereochemistry are critical for ensuring reproducibility in research and industrial applications.
2-Amino-3-Phenylpropanamide structure
2-Amino-3-Phenylpropanamide structure
Product Name:2-Amino-3-Phenylpropanamide
CAS No:17193-31-6
MF:C9H12N2O
MW:164.204381942749
MDL:MFCD09948489
CID:136123
PubChem ID:194097
Update Time:2025-10-29

2-Amino-3-Phenylpropanamide Chemical and Physical Properties

Names and Identifiers

    • Benzenepropanamide, a-amino-
    • H-DL-Phe-NH2
    • (Benzylcarbonylmethylene)triphenylphosphorane
    • (E)-Cinnamic acid
    • (Phenylacetylmethylen)-triphenylphosphoran
    • (R,S)-2-amino-3
    • (RS)-phenylalaninamide
    • 2-amino-3-phenyl propionamide
    • 2-Oxo-3-phenylpropylidenetriphenylphosphorane
    • 2-Propanone, 1-phenyl-3-(triphenylphosphoranylidene)-
    • 3-(phenyl)acrylic acid
    • DL-phenylalanine amide
    • E-3-phenylpropenoic acid
    • Phenylacetyl-methylen-triphenylphosphoran
    • Phenylacrylic acid
    • phenylalanine amide
    • 2-Amino-3-phenyl-propanamide
    • EN300-55850
    • F10693
    • SCHEMBL23300504
    • AC-19229
    • Propanamide, 2-amino-3-phenyl
    • 60058-39-1
    • MFCD00077152
    • 2-Amino-3-phenyl-propionamide
    • AM82190
    • 2-Amino-3-phenylpropanamide #
    • 17193-31-6
    • SY034084
    • DL-Phenylalanineamide
    • MFCD00038146
    • 2-Amino-3-phenylpropanamide
    • SCHEMBL244303
    • FT-0662017
    • CHEMBL268713
    • DTXSID70901095
    • H-D-Phe-NH
    • H-Phe-NH
    • FT-0659604
    • AS-46844
    • SY009482
    • Z317075516
    • AKOS016051294
    • AKOS000193789
    • (S)-alpha-Aminobenzenepropanamide
    • STK897840
    • BBL013314
    • DB-010034
    • 2-Amino-3-Phenylpropanamide
    • MDL: MFCD09948489
    • Inchi: 1S/C9H12N2O/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H2,11,12)
    • InChI Key: OBSIQMZKFXFYLV-UHFFFAOYSA-N
    • SMILES: O=C(C(CC1C=CC=CC=1)N)N

Computed Properties

  • Exact Mass: 164.09506
  • Monoisotopic Mass: 164.094963011g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 153
  • 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: 0.1
  • Topological Polar Surface Area: 69.1?2

Experimental Properties

  • Density: 1.1±0.1 g/cm3
  • Boiling Point: 356.9±35.0 °C at 760 mmHg
  • Flash Point: 169.7±25.9 °C
  • PSA: 69.11
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

2-Amino-3-Phenylpropanamide Security Information

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2-Amino-3-Phenylpropanamide Related Literature

Additional information on 2-Amino-3-Phenylpropanamide

Professional Introduction to Compound with CAS No. 17193-31-6 and Product Name: 2-Amino-3-Phenylpropanamide

2-Amino-3-Phenylpropanamide, identified by its Chemical Abstracts Service (CAS) number 17193-31-6, is a significant compound in the field of pharmaceutical chemistry and bioorganic synthesis. This amide derivative has garnered attention due to its versatile structural framework, which makes it a valuable intermediate in the development of various pharmacologically active molecules. The compound's molecular structure, featuring both an amino group and a phenyl substituent, positions it as a key building block for synthesizing more complex molecules with potential therapeutic applications.

The chemical properties of 2-Amino-3-Phenylpropanamide are characterized by its solubility, stability, and reactivity, which are critical factors in medicinal chemistry. Its ability to participate in various organic transformations, such as nucleophilic substitutions and condensation reactions, enhances its utility in drug design. Recent advancements in synthetic methodologies have further highlighted the compound's importance, particularly in the construction of heterocyclic scaffolds that are prevalent in modern drug candidates.

In the realm of pharmaceutical research, 2-Amino-3-Phenylpropanamide has been explored for its potential role in addressing various biological targets. Studies have demonstrated its significance as a precursor in the synthesis of molecules that interact with enzymes and receptors involved in metabolic disorders, inflammation, and neurodegenerative diseases. The phenyl group provides a hydrophobic anchor that can modulate binding affinity, while the amide linkage offers flexibility for conformational optimization.

One of the most compelling aspects of 2-Amino-3-Phenylpropanamide is its incorporation into peptidomimetics and protein kinase inhibitors. The structural motif resembles natural amino acids but with enhanced stability and tunable properties, making it an attractive scaffold for drug development. Researchers have leveraged this compound to create novel inhibitors targeting kinases implicated in cancer progression. These inhibitors often exhibit improved selectivity and reduced toxicity compared to traditional small-molecule drugs.

The synthesis of 2-Amino-3-Phenylpropanamide can be achieved through multiple pathways, each offering distinct advantages depending on scalability and purity requirements. A common approach involves the condensation of phenylacetonitrile with ammonia or ammonium acetate followed by hydrolysis and decarboxylation steps. Alternatively, reductive amination or catalytic hydrogenation can be employed to introduce the amino group at the desired position. These synthetic routes highlight the compound's adaptability to different industrial scales and research needs.

Recent publications have underscored the compound's role in developing antiviral agents. The structural features of 2-Amino-3-Phenylpropanamide allow for interactions with viral proteases and polymerases, making it a promising candidate for inhibiting replication cycles of certain viruses. Additionally, its derivatives have shown potential in modulating immune responses, which could be beneficial in treating autoimmune diseases or enhancing vaccine efficacy.

The pharmacokinetic profile of 2-Amino-3-Phenylpropanamide is another area of active investigation. Researchers are exploring ways to optimize its bioavailability by modifying substituents or employing prodrug strategies. For instance, incorporating lipophilic groups can enhance membrane permeability, while polar functionalization can improve water solubility. These modifications aim to achieve better absorption, distribution, metabolism, excretion (ADME), and toxicity (Tox) profiles.

Computational chemistry has played a pivotal role in understanding the interactions of 2-Amino-3-Phenylpropanamide with biological targets. Molecular docking studies have identified key binding pockets on enzymes and receptors, providing insights into structure-activity relationships (SAR). These computational approaches complement experimental data by predicting binding affinities and helping to rationalize molecular design decisions.

The environmental impact of synthesizing and handling 2-Amino-3-Phenylpropanamide is also a consideration in modern pharmaceutical practices. Green chemistry principles have been applied to develop more sustainable synthetic routes that minimize waste and hazardous byproducts. Catalytic methods and solvent-free reactions are being explored to reduce the ecological footprint associated with producing this compound.

In conclusion,2-Amino-3-Phenylpropanamide (CAS No. 17193-31-6) represents a versatile intermediate with broad applications in pharmaceutical research and drug development. Its unique structural features enable participation in diverse chemical transformations and biological interactions, making it indispensable for designing novel therapeutics. As research continues to uncover new applications and synthetic strategies,this compound will remain at the forefront of medicinal chemistry innovation.

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