4-[4-[(5S)-5-(Aminomethyl)-2-oxo-3-oxazolidinyl]phenyl]-3-morpholinone hydrochloride
[CAS# 898543-06-1]

Identification

• Classification: Organic raw materials >> Heterocyclic compound
• Name: 4-[4-[(5S)-5-(Aminomethyl)-2-oxo-3-oxazolidinyl]phenyl]-3-morpholinone hydrochloride
• Synonyms: 4-[4-[(5S)-5-(Aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl]morpholin-3-one hydrochloride
• Molecular Formula: C₁₄H₁₇N₃O₄.HCl
• Molecular Weight: 327.77
• CAS Registry Number: 898543-06-1
• EC Number: 618-311-0
• SMILES: C1COCC(=O)N1C2=CC=C(C=C2)N3C[C@@H](OC3=O)CN.Cl

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H315-H317-H319-H335
• Safety Statements: P261-P264-P264+P265-P271-P272-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P333+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin sensitization	Skin Sens.	1B	H317
Skin sensitization	Skin Sens.	1	H317
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315
Acute toxicity	Acute Tox.	3	H332

Discovery and Applications

4-[4-[(5S)-5-(Aminomethyl)-2-oxo-3-oxazolidinyl]phenyl]-3-morpholinone hydrochloride is a complex organic compound that has garnered attention due to its potential applications in the pharmaceutical field. This molecule features a combination of an oxazolidinone ring, a morpholinone group, and an aminomethyl substituent, which together impart unique biological activity. It has been of particular interest in drug discovery and medicinal chemistry, where its structure serves as a foundation for the development of new therapeutic agents.

The discovery of this compound is linked to the ongoing research into oxazolidinones, a class of molecules known for their antibacterial properties. The oxazolidinone moiety has proven effective in inhibiting bacterial protein synthesis, which makes it a valuable scaffold in designing antibiotics. The specific structure of 4-[4-[(5S)-5-(Aminomethyl)-2-oxo-3-oxazolidinyl]phenyl]-3-morpholinone hydrochloride allows it to interact with bacterial ribosomes, potentially blocking the translation of essential proteins, leading to the death of bacterial cells.

One of the key applications of this compound is its potential use as an antibiotic. The combination of the oxazolidinone ring and the morpholinone group gives it a broad spectrum of activity against Gram-positive bacteria. This makes it a candidate for treating infections that are resistant to traditional antibiotics, such as methicillin-resistant Staphylococcus aureus (MRSA). Its ability to inhibit protein synthesis at a molecular level provides a mechanism to combat resistant bacterial strains.

In addition to its antimicrobial potential, the compound’s unique structure suggests possible applications in other areas of drug development, such as in antiviral or anticancer research. The morpholinone group may provide pathways for chemical modifications that can enhance its pharmacokinetic properties or allow it to target specific biological pathways. This versatility in drug design highlights the importance of compounds like 4-[4-[(5S)-5-(Aminomethyl)-2-oxo-3-oxazolidinyl]phenyl]-3-morpholinone hydrochloride in the development of next-generation therapeutics.

Overall, the compound represents a promising candidate for pharmaceutical research, with its unique chemical structure offering multiple avenues for application. Its role in antibiotic development and potential for further drug design underscore its significance in modern medicinal chemistry.

References

2015. Facile approach for the synthesis of rivaroxaban using alternate synthon: reaction, crystallization and isolation in single pot to achieve desired yield, quality and crystal form. Sustainable Chemical Processes, 3(1).
DOI: 10.1186/s40508-015-0036-3