What Is 1-[(4-Methoxybenzene)sulfonyl]piperazine?

1-[(4-Methoxybenzene)sulfonyl]piperazine (SKU: M166548) is an organic compound featuring a piperazine ring connected via a sulfonamide linkage to a 4-methoxyphenyl (anisyl) group. The molecule combines three synthetically valuable motifs: the basic, nucleophilic secondary amine of the unsubstituted piperazine nitrogen; the electron-withdrawing sulfonyl group that modulates reactivity; and the para-methoxyphenyl moiety, which contributes lipophilicity and serves as a handle for further structural elaboration.

As a dual-functional building block, the compound is used in medicinal chemistry programs to introduce the sulfonylpiperazine pharmacophore, a privileged scaffold found in numerous bioactive molecules and approved drugs. The free NH of the piperazine ring allows straightforward N-alkylation, N-acylation, reductive amination, or coupling with electrophilic partners to generate structurally diverse libraries.

Physical and Chemical Properties

1-[(4-Methoxybenzene)sulfonyl]piperazine is typically a white to off-white crystalline solid at room temperature. Its molecular formula is C₁₁H₁₆N₂O₃S, giving a molecular weight of approximately 256.32 g/mol. The compound contains a sulfonamide bond, which confers moderate stability under standard laboratory conditions.

The secondary amine nitrogen of the piperazine ring has a pK_a that enables salt formation with acids, which can be exploited to improve solubility or isolate intermediates. The methoxy group on the aromatic ring is electron-donating by resonance and electron-withdrawing by induction, imparting characteristic UV absorption that can assist in HPLC monitoring. Solubility is anticipated to be moderate in polar organic solvents such as DMSO, DMF, and methanol, with limited solubility in non-polar solvents.

Note: Specific physicochemical data (melting point, exact solubility values, logP) are not confirmed in the source material and should be verified against the Certificate of Analysis or the product datasheet.

Handling, Safety, and Storage Recommendations

As with all laboratory reagents, standard precautions should be observed when handling 1-[(4-Methoxybenzene)sulfonyl]piperazine. Personal protective equipment (PPE) including nitrile gloves, safety glasses, and a laboratory coat is recommended. Work should be conducted in a well-ventilated area or fume hood to minimize inhalation of dust or aerosols.

The compound should be stored in a tightly sealed container, protected from moisture and light, and kept at the temperature specified on the product label or Certificate of Analysis. Many sulfonamide solids are hygroscopic; exposure to humidity may affect purity and should be minimized by storing under inert gas (nitrogen or argon) where appropriate.

Consult the Safety Data Sheet (SDS) for specific hazard classifications, first-aid measures, and disposal information before use. Specific GHS hazard classifications for this compound are not confirmed in the available source material and should be verified with the SDS provided by Aladdin Scientific.

Applications in Medicinal and Synthetic Chemistry

The sulfonylpiperazine motif is a widely recognized pharmacophore in drug discovery. 1-[(4-Methoxybenzene)sulfonyl]piperazine serves as a versatile intermediate for the preparation of compounds targeting a range of biological pathways. The unprotected piperazine NH can be reacted with acid chlorides, anhydrides, aldehydes (via reductive amination), isocyanates, or alkyl halides to generate N,N'-disubstituted piperazine derivatives.

In parallel synthesis and library construction, this building block is valued for its commercial availability, defined stereochemistry-free structure, and the ease with which its secondary amine can be functionalized under mild conditions. Researchers in kinase inhibitor programs, GPCR ligand discovery, and protease inhibitor design have employed sulfonylpiperazine scaffolds broadly, although specific literature references for this exact compound should be independently verified.

The 4-methoxyphenylsulfonyl group may also be used as a protecting or activating group strategy in multi-step synthesis, leveraging the electron-withdrawing nature of the sulfonyl moiety to tune the nucleophilicity of the piperazine nitrogen.

Ordering, Specifications, and Quality

1-[(4-Methoxybenzene)sulfonyl]piperazine is available from Aladdin Scientific under SKU M166548. Customers should consult the product page for current available pack sizes, pricing, and stock status. A Certificate of Analysis (CoA) specifying purity, appearance, and analytical data (typically ¹H NMR, HPLC or GC purity) is available upon request or via the product page.

For bulk or custom quantities, please contact Aladdin Scientific's sales team. When placing an order, confirm the required purity grade is suitable for your intended application — standard reagent grade is appropriate for most synthetic chemistry uses, while higher-purity material may be required for biological assays or reference standard applications.

For questions regarding shipping conditions, storage temperature on arrival, or returns and refunds, please refer to Aladdin Scientific's customer service policies or contact our support team directly.