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Gabaculine

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Identification
Molecular formula
C15H18N2O4
CAS number
62666-14-2
IUPAC name
3-amino-4-[(1-benzyl-2-methoxy-2-oxo-ethyl)amino]-4-oxo-butanoic acid
State
State

Gabaculine is a solid at room temperature.

Melting point (Celsius)
189.00
Melting point (Kelvin)
462.15
Boiling point (Celsius)
274.00
Boiling point (Kelvin)
547.15
General information
Molecular weight
278.32g/mol
Molar mass
278.3030g/mol
Density
1.3980g/cm3
Appearence

Gabaculine typically appears as a solid substance. It does not have a distinctive color and is often found as a white to off-white powder.

Comment on solubility

Solubility of 3-amino-4-[(1-benzyl-2-methoxy-2-oxo-ethyl)amino]-4-oxo-butanoic acid

When considering the solubility of the compound 3-amino-4-[(1-benzyl-2-methoxy-2-oxo-ethyl)amino]-4-oxo-butanoic acid (C15H18N2O4), it is important to analyze several factors that contribute to its behavior in various solvents.

Key Factors Influencing Solubility

  • Polarity: The presence of amino groups and carboxylic acids in its structure typically enhances solubility in polar solvents, such as water.
  • Intermolecular Interactions: Hydrogen bonding potential due to amino (-NH2) and carboxylic (-COOH) functional groups can significantly increase solubility.
  • Substituents: The benzyl and methoxy groups can influence solubility, often making the compound more lipophilic, which may affect its behavior in non-polar solvents.

Based on its structure, one could summarize the solubility characteristics as:

  • Likely soluble in water due to the presence of polar functional groups.
  • Possibly less soluble in hydrophobic organic solvents due to steric hindrance from larger aromatic groups.
  • Solubility may vary with pH, especially due to the acidic nature of the carboxylic group.

In conclusion, while the compound exhibits potential solubility in polar solvents, it is essential to conduct empirical studies to determine its exact solubility profile under various conditions.

Interesting facts

Interesting Facts About 3-amino-4-[(1-benzyl-2-methoxy-2-oxo-ethyl)amino]-4-oxo-butanoic acid

This compound, known for its complex structure, is a fascinating blend of amino acids and organic functional groups, making it an intriguing subject for both medicinal chemistry and organic synthesis. Here are some interesting points:

  • Structural Diversity: The presence of both amino and keto functional groups allows this compound to participate in various chemical reactions, enabling modifications that can lead to novel derivatives.
  • Potential Biological Activity: Compounds with similar structures often show promising biological activities, including antioxidant and antimicrobial properties, thus presenting opportunities for pharmaceutical development.
  • Synthetic Pathways: The synthesis of this compound can serve as an exemplary case study in organic chemistry, demonstrating how to construct complex structures from simpler precursors through multi-step reactions.
  • Applications in Research: This type of compound could be used in various research contexts, particularly in the study of enzyme interactions or as a potential lead in drug discovery.
  • Interesting Substituents: The inclusion of a benzyl group and a methoxy group is quite notable. These substituents often enhance the lipophilicity of the compound, which could influence its bioavailability in pharmacokinetics.

As chemistry students or enthusiasts, exploring compounds like this provides invaluable insights into the intricate world of molecular interactions and synthetic strategies. This compound not only illustrates the beauty of chemical architecture but also reminds us of the vast potential waiting within the realm of organic compounds.

Synonyms
25548-16-7
3-Amino-4-[(1-benzyl-2-methoxy-2-oxoethyl)amino]-4-oxobutanoic acid
Phenylalanine,a-aspartyl-, 2-methyl ester
methyl alpha-aspartylphenylalaninate
3-amino-4-[(1-methoxy-1-oxo-3-phenylpropan-2-yl)amino]-4-oxobutanoic acid
DTXSID90274359
L-Phenylalanine, L-.alpha.-aspartyl-, 2-methyl ester
3-Amino-4-((1-methoxy-1-oxo-3-phenylpropan-2-yl)amino)-4-oxobutanoic acid
3-amino-4-(1-methoxy-1-oxo-3-phenylpropan-2-ylamino)-4-oxobutanoic acid
SMR001550628
L-Aspartame
NCGC00095160-01
MFCD00176858
N-(L-a-Aspartyl)-L-phenylalanine methyl ester
L-Phenylalanine, N-L-.alpha.-aspartyl-, 1-methyl ester
SCHEMBL3637
MLS003883739
MLS006011904
CERAPP_20629
CHEMBL312245
DTXCID60225838
DTXSID80860285
CHEBI:177838
HMS3370L06
HMS3655P11
APM;Canderel;L-alpha-aspartyl-L-phenylalanine-methylester;(S)-3-Amino-4-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)amino)-4-oxobutanoic acid
BCP31846
GEC84128
BBL009963
CCG-49864
STK801364
AKOS005613003
NCGC00095160-02
Phenylalanine,a-aspartyl-,2-methyl ester
AS-12189
SY012642
DB-046724
CS-0450210
L-Phenylalanine,l-a-aspartyl-,2-methyl ester
L-.alpha.-Aspartyl-L-phenylalanine methyl ester
L001103
N-L-.alpha.-Aspartyl-L-phenylalanine methyl ester
SR-01000639290
SR-01000639290-1
SR-01000639290-2
3-Amino-N-(.alpha.-methoxycarbonylphenethyl) succinamic acid
3-Amino-N-(.alpha.-carboxyphenethyl)succinamic acid N-methyl ester
3-Amino-4-[(1-benzyl-2-methoxy-2-oxoethyl)amino]-4-oxobutanoic acid #
SC-1886;SC1886;SC 1886;Nutrasweet; Asp-Phe methyl ester; Asp-phe-ome
Succinamic acid, 3-amino-N-(.alpha.-carboxyphenethyl)-, N-methyl ester, stereoisomer
3-Amino-4-[(1-benzyl-2-methoxy-2-oxoethyl)amino]-4-oxobutanoic acid, 95% (H-DL-Asp-DL-Phe-OMe)