Chemical Identity and Structure

1-Benzyl-1H-indazol-5-ylamine (Aladdin SKU: B192227) belongs to the indazole class of bicyclic heteroaromatics. The indazole core is a fused benzene–pyrazole ring system. In this compound, the nitrogen at position 1 (N1) carries a benzyl group (–CH₂Ph), which locks the tautomeric form and differentiates it from the 2-substituted isomer. The amine substituent at C5 provides a reactive handle—a primary aromatic amine—that is amenable to acylation, sulfonylation, reductive amination, and coupling reactions commonly used in medicinal chemistry workflows.

The N1-benzyl group serves a dual purpose: it protects the indazole NH and modulates the electronic properties of the ring, subtly influencing the nucleophilicity of the C5 amine through resonance and induction effects across the aromatic system.

Solubility, Storage, and Handling

Solubility: As a moderately lipophilic aromatic amine, 1-Benzyl-1H-indazol-5-ylamine is expected to dissolve readily in polar aprotic solvents such as DMSO, DMF, and acetonitrile, and in protic solvents such as methanol and ethanol. Solubility in aqueous buffers alone is anticipated to be limited due to the hydrophobic benzyl and indazole moieties; dissolution can be facilitated by preparing a concentrated stock in DMSO followed by aqueous dilution.

Storage: Store the compound in a tightly sealed container under cool, dry conditions (typically 2–8 °C or room temperature as specified on the Certificate of Analysis). Protect from moisture, light, and air to prevent oxidation of the amine group or degradation of the compound over time.

Handling: Use standard laboratory personal protective equipment (gloves, lab coat, eye protection). Handle in a well-ventilated area or fume hood, as aromatic amines may present potential health hazards. Consult the Safety Data Sheet (SDS) for B192227 prior to use.

Applications in Research and Synthesis

The indazole scaffold is a privileged structure in drug discovery, appearing in several approved pharmaceuticals and clinical candidates. 1-Benzyl-1H-indazol-5-ylamine serves primarily as a synthetic building block and intermediate. The reactive C5-amine allows direct derivatization to generate libraries of amides, sulfonamides, ureas, and Schiff bases for structure–activity relationship (SAR) studies.

Researchers may use this compound in:

• Medicinal chemistry: Introduction of diverse acyl, sulfonyl, or alkyl groups onto the amine to explore biological activity.
• Heterocyclic synthesis: Construction of more complex fused or bridged ring systems using the amine as a nucleophile.
• Fragment-based drug discovery (FBDD): As a fragment hit or scaffold for elaboration toward higher-affinity leads.
• Chemical biology: Preparation of labeled or functionalized probes for target identification studies.

Ordering, Purity, and Quality

1-Benzyl-1H-indazol-5-ylamine is available from Aladdin Scientific under SKU B192227. Each batch is supplied with a Certificate of Analysis (CoA) documenting identity confirmation (typically by NMR and/or MS), purity (commonly assessed by HPLC), and physical data such as appearance and melting point where applicable.

To place an order, researchers and procurement staff can search for SKU B192227 directly on the Aladdin Scientific website or contact our customer service team for bulk quantities, custom packaging, or expedited delivery options. Volume pricing may be available for larger quantities—please inquire with our sales team for a formal quotation.

For questions about certificates of analysis, lot-specific purity data, or regulatory documentation (e.g., for GMP-adjacent workflows), please contact Aladdin Scientific technical support.

Safety and Regulatory Considerations

As an aromatic amine-containing compound, 1-Benzyl-1H-indazol-5-ylamine should be handled with appropriate caution. Aromatic amines as a general class warrant attention regarding potential mutagenicity; however, specific hazard classifications for this individual compound should be confirmed by reviewing the product SDS available from Aladdin Scientific.

Key precautions include: avoiding inhalation of dusts or aerosols, preventing skin and eye contact, and disposing of waste in accordance with local regulations governing chemical waste. The compound is intended for research use only (RUO) and is not approved for use in clinical, therapeutic, or food applications.