5-Phenyl-1H-pyrazol-4-amine: Properties, Uses & FAQs

5-Phenyl-1H-pyrazol-4-amine is a five-membered nitrogen-containing heterocyclic compound bearing both a primary amine group at the 4-position and a phenyl substituent at the 5-position, making it a versatile building block for medicinal chemistry and heterocyclic synthesis.

Chemical Name

5-Phenyl-1H-pyrazol-4-amine

SKU

P726690

Molecular Formula

C9H9N3

Molecular Weight

159.19 g/mol

Core Scaffold

1H-Pyrazole with 4-amino and 5-phenyl substituents

Functional Groups

Primary amine (–NH2), aromatic ring, NH pyrazole

What Is 5-Phenyl-1H-pyrazol-4-amine?

5-Phenyl-1H-pyrazol-4-amine (CAS registry compound; SKU P726690) is a bicyclic-adjacent heterocyclic building block belonging to the aminopyrazole class. Its structure consists of a five-membered pyrazole ring that retains the N–H tautomeric proton at position 1, carries a primary amine at position 4, and bears a phenyl group at position 5. The compound exists as a solid at room temperature and is soluble in common polar organic solvents such as DMSO, DMF, and ethanol.

Aminopyrazoles of this type are well-recognized scaffolds in drug discovery because the amine group provides a handle for acylation, sulfonylation, reductive amination, and condensation reactions, while the pyrazole NH can participate in hydrogen bonding with biological targets.

Chemical Properties and Structure

The molecular formula of 5-Phenyl-1H-pyrazol-4-amine is C₉H₉N₃, giving a molecular weight of approximately 159.19 g/mol. The compound contains three nitrogen atoms: N1 (pyrazole NH), N2 (pyrazole ring nitrogen), and the exocyclic N of the 4-amino group. This arrangement creates a push–pull electronic environment across the ring that influences reactivity.

Key physicochemical characteristics relevant to researchers include moderate polarity, the capacity for intermolecular hydrogen bonding through both the ring NH and the amino group, and the potential for tautomerism between the 1H and 2H pyrazole forms. The phenyl ring at position 5 provides additional pi-stacking interactions useful for binding to enzyme active sites.

Note: Specific melting point, pKa, logP, and spectral data (NMR, IR, MS) for this lot should be confirmed from the Certificate of Analysis (CoA) supplied with SKU P726690.

Research Applications

5-Phenyl-1H-pyrazol-4-amine serves primarily as a synthetic intermediate and pharmacophore building block in the following research contexts:

• Medicinal Chemistry: The aminopyrazole motif is found in numerous bioactive compounds targeting kinases, cyclooxygenases, and other enzymes. The 4-amino group enables condensation with carbonyl electrophiles to construct more complex heterocycles such as pyrazolo-pyrimidines and pyrazolo-triazines.
• Heterocyclic Synthesis: Reaction of the amine with beta-diketones, enones, or aldehydes yields substituted pyrazoles, dihydropyridines, or Schiff bases useful as ligands or dyes.
• Agrochemical Research: Pyrazole-amine frameworks appear in herbicide and fungicide scaffolds; this compound may serve as a reference standard or precursor.
• Material Science: Aminopyrazoles can act as coordination ligands for metal-organic frameworks (MOFs) and luminescent complexes.

Researchers should validate any specific biological activity data independently, as no specific activity data for this exact compound is included in the current source material.

Handling, Storage, and Safety

As with all fine chemicals containing primary aromatic amine functionality, standard laboratory precautions apply when working with 5-Phenyl-1H-pyrazol-4-amine:

• Personal Protective Equipment (PPE): Wear nitrile gloves, safety glasses, and a lab coat. Use a fume hood when weighing or dissolving.
• Storage: Store in a tightly sealed container in a cool, dry place away from light and moisture. Refrigerated storage (2–8 °C) is recommended to maintain long-term stability. Confirm recommended storage conditions on the product CoA for SKU P726690.
• Stability: Aminopyrazoles can be sensitive to prolonged exposure to air, light, and moisture. Aliquot stock solutions under inert atmosphere if long-term solution stability is required.
• Disposal: Dispose of in accordance with local regulations for organic nitrogen-containing compounds.

Disclaimer: Always consult the current Safety Data Sheet (SDS) for SKU P726690 before use. The SDS contains authoritative hazard classification, first-aid, and disposal guidance.

Ordering and Quality Information

5-Phenyl-1H-pyrazol-4-amine is available from Aladdin Scientific under SKU P726690. When placing an order or evaluating the product, researchers and procurement teams should consider the following:

• Purity: Please refer to the current product listing or Certificate of Analysis (CoA) for the guaranteed purity specification of this lot. Purity data specific to this product was not detailed in the current source material and should be confirmed directly with Aladdin Scientific.
• Available Pack Sizes: Contact Aladdin Scientific or visit the product page for available quantities and pricing.
• Documentation: CoA, SDS, and structural confirmation data (NMR, HPLC chromatogram) are available upon request for SKU P726690.
• Custom Synthesis: For bulk quantities or custom specifications, contact Aladdin Scientific's technical sales team.

Frequently asked questions

What is 5-Phenyl-1H-pyrazol-4-amine used for in research?

5-Phenyl-1H-pyrazol-4-amine is primarily used as a heterocyclic building block in medicinal chemistry and organic synthesis. Researchers employ it to construct more complex scaffolds such as pyrazolopyrimidines and Schiff bases through reactions of its primary amine group with electrophilic partners. It also appears in agrochemical and materials science research as a ligand precursor.

How should 5-Phenyl-1H-pyrazol-4-amine (SKU P726690) be stored?

It is recommended to store 5-Phenyl-1H-pyrazol-4-amine in a tightly sealed container in a cool, dry, and dark environment, preferably at 2–8 °C. As with most aminopyrazoles, prolonged exposure to air, moisture, and light should be avoided to preserve compound integrity. Always verify the storage conditions specified on the Certificate of Analysis (CoA) for SKU P726690.

What solvents are suitable for dissolving 5-Phenyl-1H-pyrazol-4-amine?

5-Phenyl-1H-pyrazol-4-amine is generally soluble in polar aprotic solvents such as DMSO and DMF, as well as in protic solvents such as ethanol and methanol. Solubility in water is expected to be limited due to the hydrophobic phenyl substituent. Researchers should determine the exact solubility empirically for their specific application and concentration requirements.

What is the molecular weight and formula of 5-Phenyl-1H-pyrazol-4-amine?

5-Phenyl-1H-pyrazol-4-amine has the molecular formula C9H9N3 and a molecular weight of approximately 159.19 g/mol. The structure contains a pyrazole ring with three nitrogen atoms: the ring NH at position 1, the ring nitrogen at position 2, and the exocyclic primary amine at position 4.

Is a Certificate of Analysis (CoA) available for SKU P726690?

Yes, a Certificate of Analysis (CoA) is available for SKU P726690 from Aladdin Scientific. The CoA contains lot-specific data including purity, analytical test results, and storage recommendations. Please contact Aladdin Scientific customer service or visit the product page to request the CoA for your specific lot number.

References

1. Aladdin Scientific product page for 5-Phenyl-1H-pyrazol-4-amine, SKU P726690. Aladdin Scientific.
2. General properties of aminopyrazole heterocycles. March's Advanced Organic Chemistry, 7th ed. Wiley.

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.