Chemical Identity and Structure

Ethyl 5-methoxy-1H-indazole-3-carboxylate (SKU E731767) belongs to the indazole class of bicyclic nitrogen-containing heterocycles. Its structure consists of a benzene ring fused to a pyrazole ring, with a methoxy (–OCH₃) substituent at the 5-position of the benzene ring and an ethyl ester (–CO₂Et) group at the 3-position of the pyrazole ring. The molecular formula is C₁₁H₁₂N₂O₃ and the molecular weight is approximately 220.23 g/mol.

The 1H tautomeric form, in which the N–H proton resides at the N1 nitrogen, is the predominant form for this compound class under standard conditions. The electron-donating methoxy group at C5 modulates the electronic character of the indazole ring, influencing reactivity at both nitrogen atoms and at C3, making this compound a useful intermediate for further functionalization.

Research Applications

Indazole carboxylate esters are established building blocks in medicinal chemistry and drug discovery programs. Ethyl 5-methoxy-1H-indazole-3-carboxylate serves multiple synthetic roles:

• N-Alkylation and N-Acylation: The N1–H can be selectively alkylated or acylated to introduce diversity at nitrogen, yielding N1-substituted indazoles of pharmacological interest.
• Ester Hydrolysis and Amide Coupling: The ethyl ester is readily hydrolyzed to the corresponding carboxylic acid, which can then be coupled with amines to produce indazole-3-carboxamides—a privileged motif in kinase inhibitor research.
• Scaffold Elaboration: The methoxy group can undergo demethylation (e.g., with BBr₃) to reveal a phenol for further derivatization, expanding structural diversity.
• Library Synthesis: The compound is suitable as a core fragment in parallel synthesis workflows for producing focused compound libraries targeting diverse biological receptors.

The indazole scaffold appears in approved pharmaceuticals and numerous clinical candidates, underscoring the value of high-quality building blocks such as E731767 for accelerating early drug discovery.

Safe Handling and Storage

While Ethyl 5-methoxy-1H-indazole-3-carboxylate is not classified as a highly hazardous material based on its chemical structure, standard laboratory safety precautions should be observed at all times:

• Personal Protective Equipment (PPE): Wear appropriate lab coat, nitrile gloves, and safety glasses when handling the compound. Avoid inhalation of dust or aerosols.
• Ventilation: Handle in a well-ventilated area or fume hood to minimize inhalation exposure.
• Storage Conditions: Store in a cool, dry, well-ventilated location away from light and moisture. Tightly sealed containers help prevent hygroscopic uptake and degradation of the ester functionality.
• Stability: The ester group may be susceptible to hydrolysis under strongly acidic or basic aqueous conditions; avoid prolonged exposure to such conditions during handling.
• Waste Disposal: Dispose of all waste in accordance with local and institutional regulations governing organic chemical waste.

Always consult the current Safety Data Sheet (SDS) for E731767 provided by Aladdin Scientific before use, as it contains the most up-to-date hazard, first-aid, and disposal information.

Quality, Purity, and Ordering Information

Aladdin Scientific supplies Ethyl 5-methoxy-1H-indazole-3-carboxylate under SKU E731767. Researchers should confirm the current purity specification, available pack sizes, and certificate of analysis (CoA) details directly through the Aladdin Scientific product page or by contacting technical support prior to ordering.

Key quality considerations for indazole building blocks include:

• Purity: For demanding synthetic applications, select the highest available purity grade. HPLC purity data and NMR spectra are typically provided on the CoA.
• Identity Confirmation: Verify compound identity using ¹H NMR (characteristic NH singlet, aromatic protons, and OCH₃ singlet) and HRMS upon receipt.
• Lot Traceability: Record lot numbers in laboratory notebooks to ensure reproducibility across experiments.

For bulk quantities, custom synthesis inquiries, or special purity requirements, contact Aladdin Scientific's sales and technical team directly.