What Is 5-Amino-3-(3-aminopropyl)-1H-pyrazole-4-carbonitrile?

5-Amino-3-(3-aminopropyl)-1H-pyrazole-4-carbonitrile (Aladdin SKU A179542) is a polyfunctional pyrazole derivative. The molecule consists of a five-membered aromatic pyrazole ring substituted at the 5-position with a primary amino group, at the 3-position with a three-carbon aminoalkyl chain terminating in a primary amine, and at the 4-position with a nitrile (cyano) group.

This combination of reactive sites — two independent primary amines and one electrophilic nitrile — makes the compound a highly versatile scaffold for constructing complex nitrogen-rich heterocycles, including fused bicyclic systems, Schiff bases, and guanidine derivatives relevant to drug discovery programs.

Chemical Properties and Structure

The pyrazole ring of this compound is aromatic and planar, stabilised by the 6 π-electron system shared across both ring nitrogen atoms. The 5-amino group is conjugated with the ring, while the exocyclic 4-carbonitrile group is an electron-withdrawing substituent that activates the ring toward nucleophilic addition and Knoevenagel-type condensations.

The 3-(3-aminopropyl) chain introduces conformational flexibility and an additional nucleophilic handle that can participate in intramolecular cyclisation reactions or serve as an acylation, reductive amination, or cross-coupling partner in synthetic sequences. The compound is expected to be a solid at room temperature given its molecular composition, with solubility likely in polar protic solvents such as water, methanol, and DMSO.

Note: Specific physicochemical data (exact molecular weight, melting point, logP) should be confirmed from the product certificate of analysis available from Aladdin Scientific.

Handling, Storage, and Safety

As with all primary amine-containing compounds, 5-Amino-3-(3-aminopropyl)-1H-pyrazole-4-carbonitrile should be handled with appropriate personal protective equipment, including nitrile gloves, safety glasses, and a laboratory coat. Work should be conducted in a well-ventilated fume hood.

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 provided by Aladdin Scientific. Exposure to air and humidity can lead to degradation of sensitive functional groups. Consult the Safety Data Sheet (SDS) supplied with the product for full hazard classifications, first-aid measures, and disposal guidance before use.

Applications in Research

5-Amino-3-(3-aminopropyl)-1H-pyrazole-4-carbonitrile serves primarily as a synthetic building block in the preparation of novel heterocyclic compounds. Its dual amine functionality and the reactive nitrile group allow it to be incorporated into a wide range of reaction types:

• Condensation reactions: The 5-amino and nitrile groups can react with aldehydes, ketones, and active methylene compounds to form new ring systems.
• Cyclisation chemistry: The aminopropyl chain can cyclise intramolecularly or with external electrophiles to generate piperidine, pyrrolidine, or diazepine-fused pyrazole frameworks.
• Peptide and linker chemistry: The terminal primary amine on the propyl chain is amenable to standard amide coupling protocols for bioconjugation or PROTAC/linker applications.

Review flag: Specific literature precedents for this exact compound should be identified and cited before publication of any application claims.

Ordering and Quality Information

5-Amino-3-(3-aminopropyl)-1H-pyrazole-4-carbonitrile is available from Aladdin Scientific under SKU A179542. To place an order, visit the Aladdin Scientific website, search by SKU or product name, and follow the standard checkout process. For bulk quantities or custom packaging, contact the Aladdin Scientific sales team directly.

Each lot is accompanied by a certificate of analysis (CoA) confirming identity, purity, and other relevant quality attributes. Customers are encouraged to review the CoA upon receipt and contact customer service if any specification is not met. For questions about payment, pricing, promotions, shipping timelines, or returns, please refer to the dedicated help sections on the Aladdin Scientific website or contact support directly.