Cas no 13080-10-9 (4-Amino-2-phenyl-butyricacid)

4-Amino-2-phenyl-butyric acid is a chiral amino acid derivative featuring a phenyl group at the β-position and an amino group at the γ-position. This structural configuration makes it a valuable intermediate in organic synthesis, particularly for the preparation of pharmaceuticals and bioactive compounds. Its rigid aromatic moiety and functional groups enable selective modifications, facilitating applications in peptidomimetics and drug discovery. The compound’s stability under standard conditions and compatibility with common coupling reagents enhance its utility in solid-phase and solution-phase synthesis. Researchers value its role in constructing complex molecular architectures, including constrained peptides and small-molecule inhibitors, due to its stereochemical versatility and synthetic accessibility.
4-Amino-2-phenyl-butyricacid structure
4-Amino-2-phenyl-butyricacid structure
Product Name:4-Amino-2-phenyl-butyricacid
CAS No:13080-10-9
MF:C10H13NO2
MW:179.215722799301
MDL:MFCD01737129
CID:49022
PubChem ID:25685
Update Time:2025-05-20

4-Amino-2-phenyl-butyricacid Chemical and Physical Properties

Names and Identifiers

    • 4-Amino-2-phenylbutanoic acid
    • 3-carboxy-3-phenylpropan-1-aminium chloride
    • 4-Amino-2-phenyl-butyric acid
    • alpha-Phenyl gaba
    • alpha-Phenyl-gamma-aminobutyric acid
    • BRN 2804881
    • Butyric acid, 4-amino-2-phenyl-
    • Butyricacid, 4-amino-2-phenyl- (6CI,7CI,8CI)
    • 4-Amino-2-phenylbutyric acid
    • a-Phenyl-g-aminobutyric acid
    • α-Phenyl GABA
    • 2-Phenyl-4-aminobutanoic acid
    • CHEBI:177094
    • 4-amino-2-phenylbutanoicacid
    • SCHEMBL1613696
    • AM806861
    • 13080-10-9
    • phenyl-gamma-aminobutyric acid
    • Benzeneacetic acid, alpha-(2-aminoethyl)-
    • DTXSID20926915
    • AKOS006277679
    • butanoic acid, 4-amino-2-phenyl-
    • 4-Amino-2-phenyl-butyricacid
    • DB-349083
    • MDL: MFCD01737129
    • Inchi: 1S/C10H13NO2/c11-7-6-9(10(12)13)8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)
    • InChI Key: YBRIOADNXHWOSW-UHFFFAOYSA-N
    • SMILES: OC(C(C1C=CC=CC=1)CCN)=O

Computed Properties

  • Exact Mass: 215.07142
  • Monoisotopic Mass: 179.094629
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 4
  • Complexity: 164
  • 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: 63.3
  • XLogP3: -1.4

Experimental Properties

  • Density: 1.161
  • Boiling Point: 328.9°Cat760mmHg
  • Flash Point: 152.7°C
  • PSA: 63.32

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4-Amino-2-phenyl-butyricacid Suppliers

Amadis Chemical Company Limited
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Audited Supplier Audited Supplier
(CAS:13080-10-9)4-Amino-2-phenyl-butyricacid
Order Number:A997907
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 18:24
Price ($):396.0

4-Amino-2-phenyl-butyricacid Related Literature

  • 1. Enantioselective synthesis of 2-substituted 4-aminobutanoic acid (GABA) analogues via cyanomethylation of chiral enolates
    Shamim Azam,Alice A. D'Souza,Peter B. Wyatt J. Chem. Soc. Perkin Trans. 1 1996 621

Additional information on 4-Amino-2-phenyl-butyricacid

4-Amino-2-phenyl-butyric Acid (CAS No. 13080-10-9): A Comprehensive Overview

4-Amino-2-phenyl-butyric acid (commonly referred to as 4APBA) is a structurally unique amino acid derivative with significant potential in various scientific and industrial applications. This compound, identified by the CAS registry number 13080-10-9, has garnered attention due to its versatile chemical properties and promising biological activities. Recent advancements in synthetic chemistry and pharmacology have further highlighted its potential in drug development, agricultural chemistry, and material science.

The molecular structure of 4-amino-2-phenyl-butyric acid consists of a butyric acid backbone with an amino group at the fourth carbon and a phenyl group at the second carbon. This arrangement imparts unique physicochemical properties, including high solubility in polar solvents and moderate stability under physiological conditions. The compound's ability to form stable amides and esters makes it an attractive candidate for peptide synthesis and drug delivery systems.

Recent studies have explored the synthesis of 4-amino-2-phenyl-butyric acid through various routes, including enzymatic catalysis and microwave-assisted reactions. These methods have significantly improved the yield and purity of the compound, making it more accessible for large-scale applications. For instance, researchers at the University of California have developed a novel enzymatic pathway that converts phenylalanine into 4APBA with over 95% efficiency, paving the way for sustainable production methods.

In terms of biological activity, 4-amino-2-phenyl-butyric acid has shown promising results in preclinical studies. It exhibits potent antioxidant properties, which make it a potential candidate for combating oxidative stress-related diseases such as Alzheimer's and Parkinson's. A 2023 study published in *Nature Communications* demonstrated that 4APBA can effectively scavenge free radicals and protect neuronal cells from oxidative damage.

Another area where 4-amino-2-phenyl-butyric acid has shown promise is in agricultural chemistry. The compound has been identified as a potent inhibitor of plant pathogens, particularly fungal species responsible for crop diseases. Field trials conducted in 2023 revealed that 4APBA can significantly reduce the incidence of powdery mildew in wheat crops without adverse effects on soil health.

The application of 4-amino-2-phenyl-butyric acid extends beyond biology into materials science. Its ability to form self-assembled monolayers has been exploited in the development of advanced sensors and nanomaterials. A team at MIT recently reported the use of 4APBA as a building block for creating highly sensitive biosensors capable of detecting trace amounts of heavy metals in water.

In conclusion, 4-amino-2-phenyl-butyric acid (CAS No. 13080-10-9) is a multifaceted compound with immense potential across diverse fields. Its unique chemical properties, coupled with recent breakthroughs in synthesis and application, position it as a key player in future scientific advancements. As research continues to unfold, 4APBA is poised to make significant contributions to medicine, agriculture, and materials science.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:13080-10-9)4-Amino-2-phenyl-butyricacid
A997907
Purity:99%
Quantity:1g
Price ($):396.0
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