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Specifications of 4-4-(5S)-5-(Aminomethyl)-2-oxo-3-oxazolidinylphenyl-3-morpholinone hydrochloride丨CAS 898543-06-1
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Appearance |
White or off-white crystalline powder |
|
Purity |
99% min |
|
Water |
0.5% max |
|
Impurity I |
0.1% max |
|
Impurity II |
0.1% max |
|
Unknown impurity |
0.5% max |
|
Note: |
|
|
Impurity I |
2-[(2R)-2-hydroxy-3-([4-(3-oxomorpholin-4-yl)phenyl]amino)propyl]-1H-isoindole-1,3-(2H)-dione |
|
Impurity II |
2-(((5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl)methyl)-1H-isoindole-1,3-(2H)-dione |
Overview
4-4-(5S)-5-(Aminomethyl)-2-oxo-3-oxazolidinylphenyl-3-morpholinone hydrochloride丨CAS 898543-06-1 is a morpholinone derivative bearing both an oxazolidinone moiety and an aminomethyl side chain, typically supplied as its hydrochloride salt for increased stability and solubility. The compound is structurally complex, incorporating elements that are commonly found in bioactive molecules, particularly those with antimicrobial or enzyme inhibitory properties.
Applications
Pharmaceutical Intermediate
Acts as a key intermediate in the synthesis of linezolid-related oxazolidinone antibiotics, which are used to treat serious Gram-positive bacterial infections, including drug-resistant strains like MRSA and VRE.
Antibacterial Research
The compound's structure includes an oxazolidinone ring, a pharmacophore known for protein synthesis inhibition in bacteria, making it a valuable scaffold in antibacterial drug development.
Structure-Activity Relationship (SAR) Studies
Due to its multiple pharmacologically active fragments, it is used in medicinal chemistry studies to investigate how structural modifications impact biological activity, guiding the design of improved therapeutic agents.
Enzyme Inhibitor Design
The morpholinone and aminomethyl groups present functional points for interaction with biological targets, enabling its use in enzyme inhibition screening platforms.
Benefits
High Synthetic Utility
Serves as a multifunctional intermediate that supports the development of advanced therapeutic agents.
Bioactive Scaffold
Contains pharmacophores (oxazolidinone, morpholine) known for antimicrobial and enzyme-inhibitory potential.
Facilitates Drug Innovation
Plays a critical role in the discovery and optimization of new antibiotics targeting resistant pathogens.
Conclusion
4-4-(5S)-5-(Aminomethyl)-2-oxo-3-oxazolidinylphenyl-3-morpholinone hydrochloride丨CAS 898543-06-1 is an important synthetic intermediate and research compound in the field of antibacterial drug discovery. Its complex but pharmacologically rich structure supports its value in medicinal chemistry for designing next-generation therapeutics.
