N-(4-(Morpholinosulfonyl)phenyl)acetamide: Properties & Uses

N-(4-(Morpholinosulfonyl)phenyl)acetamide is a sulfonamide-bearing acetamide derivative that combines a morpholine sulfonyl moiety with an acetamide-substituted phenyl core, making it a versatile intermediate in organic synthesis and pharmaceutical research.

Chemical Name

N-(4-(Morpholinosulfonyl)phenyl)acetamide

Functional Groups

Sulfonamide, acetamide, morpholine ring

Compound Class

Sulfonamide acetamide derivative

Primary Application

Organic synthesis intermediate and pharmaceutical research reagent

Aladdin SKU

N694994

Storage Recommendation

Store according to standard laboratory reagent protocols; keep sealed in a cool, dry place away from light

Chemical Structure and Key Properties

N-(4-(Morpholinosulfonyl)phenyl)acetamide is characterized by a para-substituted benzene ring bearing two distinct nitrogen-containing functional groups: an acetamide group at one position and a morpholine sulfonyl group at the para position. The morpholine ring contributes a cyclic amine ether motif that imparts both hydrophilicity and conformational rigidity to the molecule. The sulfonyl linkage (-SO₂-) connecting morpholine to the aromatic ring is a hallmark of the sulfonamide class, known for its metabolic stability and capacity for hydrogen-bond acceptance.

The acetamide moiety (-NHCOCH₃) on the aniline nitrogen further modulates electronic density across the aromatic ring and provides an additional hydrogen-bond donor and acceptor site. Together, these structural features make the compound amenable to a range of synthetic transformations including nucleophilic substitutions, coupling reactions, and further functionalization of the acetamide nitrogen.

Applications in Research and Organic Synthesis

N-(4-(Morpholinosulfonyl)phenyl)acetamide serves primarily as a synthetic intermediate in the preparation of more complex molecules relevant to medicinal chemistry and drug discovery programs. The sulfonamide scaffold is widely represented among approved pharmaceuticals and bioactive compounds, and the morpholine ring is a commonly employed pharmacophore due to its favorable physicochemical properties including moderate lipophilicity and resistance to oxidative metabolism.

In organic synthesis, this compound can function as a building block for the construction of diversely substituted sulfonamide libraries. Hydrolysis of the acetamide group under acidic or basic conditions can unmask the free aniline, enabling subsequent acylation, reductive amination, or diazotization reactions. Researchers engaged in structure-activity relationship (SAR) studies involving sulfonamide-based candidates may find this compound particularly useful as a reference standard or synthetic precursor.

Additionally, compounds sharing this structural motif have been investigated in the context of enzyme inhibition and receptor modulation studies, although specific biological data for this particular compound should be verified in the primary literature before application.

Handling, Storage, and Safety Guidelines

As with all laboratory reagents, N-(4-(Morpholinosulfonyl)phenyl)acetamide should be handled following standard good laboratory practice (GLP). Personnel should wear appropriate personal protective equipment (PPE) including chemical-resistant gloves, safety goggles, and a laboratory coat when handling this compound. Work should be performed in a well-ventilated area or under a fume hood to minimize inhalation exposure to fine particulates or aerosols.

For storage, the compound should be kept in a tightly sealed container in a cool, dry location away from direct light and incompatible materials such as strong oxidizing agents and strong bases. Consult the Safety Data Sheet (SDS) provided by Aladdin Scientific for complete hazard classifications, first-aid measures, and disposal requirements before use. Disposal must comply with applicable local and national regulations governing chemical waste.

Ordering and Product Availability

N-(4-(Morpholinosulfonyl)phenyl)acetamide is available from Aladdin Scientific under SKU N694994. Researchers and procurement professionals are encouraged to contact Aladdin Scientific directly for current pricing, available pack sizes, purity specifications, and certificate of analysis (CoA) documentation. Bulk quantity inquiries and custom packaging requests can also be directed to the Aladdin Scientific sales team.

When placing an order, please reference the SKU N694994 to ensure accurate fulfillment. Aladdin Scientific is committed to providing high-quality research reagents with reliable documentation to support reproducibility in laboratory research.

Frequently asked questions

What is N-(4-(Morpholinosulfonyl)phenyl)acetamide used for in research?

This compound is primarily used as an organic synthesis intermediate and building block in medicinal chemistry. Its sulfonamide and acetamide functional groups allow for diverse chemical transformations, making it valuable in the construction of sulfonamide-containing compound libraries and structure-activity relationship studies.

How should N-(4-(Morpholinosulfonyl)phenyl)acetamide be stored?

The compound should be stored in a tightly sealed container in a cool, dry place away from light and incompatible materials such as strong oxidizing agents. Always refer to the Aladdin Scientific Safety Data Sheet (SDS) for complete storage and handling instructions specific to this reagent.

What is the Aladdin Scientific SKU for N-(4-(Morpholinosulfonyl)phenyl)acetamide?

N-(4-(Morpholinosulfonyl)phenyl)acetamide is listed under SKU N694994 in the Aladdin Scientific catalog. Contact Aladdin Scientific for current stock availability, pack sizes, and pricing information.

Can the acetamide group in this compound be selectively removed?

Yes, the acetamide protecting group can generally be hydrolyzed under acidic or basic aqueous conditions to reveal the free aromatic amine, which can then be further functionalized. The specific conditions required will depend on the stability of other functional groups present in a given synthetic context, and optimization may be necessary.

Is N-(4-(Morpholinosulfonyl)phenyl)acetamide suitable for biological assays?

While compounds containing morpholine sulfonyl and acetamide groups have been explored in biological research contexts, specific biological activity data for this particular compound should be verified in the primary scientific literature before use in any assay. Researchers should conduct appropriate solubility and stability assessments under their assay conditions prior to biological testing.

References

1. Clayden, J.; Greeves, N.; Warren, S. Organic Chemistry, 2nd ed.; Oxford University Press: Oxford, 2012. (General reference for sulfonamide and acetamide chemistry.)
2. Aladdin Scientific Product Catalog. N-(4-(Morpholinosulfonyl)phenyl)acetamide, SKU N694994. Aladdin Scientific, Shanghai.
3. Wermuth, C. G. et al. The Practice of Medicinal Chemistry, 4th ed.; Academic Press, 2015. (Reference for morpholine as a pharmacophore in drug design.)

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