4-Methoxybenzylamine (CAS 2393-23-9) stands as a versatile and indispensable organic amine compound, playing a pivotal role across various chemical industries. Recognized by its chemical name, 4-Methoxybenzenemethanamine, this compound is primarily valued as a crucial intermediate in advanced organic synthesis and pharmaceutical manufacturing. Its unique chemical structure, characterized by a methoxy group attached to a benzylamine core, imparts specific reactivity, making it highly sought after for complex chemical reactions.

Visually, 4-Methoxybenzylamine presents as a clear, colorless to slightly yellow liquid. Its purity typically exceeds 98% or 99%, ensuring high quality for demanding applications. Key physical properties include a molecular formula of C8H11NO and a molecular weight of approximately 137.18 g/mol. It exhibits a melting point of -10°C and a boiling point ranging from 236-237°C, indicating its stability over a broad temperature range. The compound has a density of about 1.05 g/mL at 25°C and a flash point typically above 110°C, necessitating proper handling and storage in a cool, dry, well-ventilated area, away from incompatible substances, to maintain its integrity and ensure safety. 4-Methoxybenzylamine is also noted for its high solubility in water, as well as its miscibility with common organic solvents like chloroform and methanol, which facilitates its use in diverse reaction media.

The applications of 4-Methoxybenzylamine are diverse and impactful. It serves as a fundamental building block in the synthesis of a wide array of organic compounds. Its utility extends prominently into the pharmaceutical sector, where it is a vital intermediate. One significant application is its role in the production of 3-chloro-4-methoxybenzylamine hydrochloride, which is an essential intermediate side chain for the synthesis of Avanafil. Avanafil is an advanced oral, fast-acting, and highly selective phosphodiesterase-5 (PDE-5) inhibitor, widely recognized for its efficacy in treating erectile dysfunction in men. The compound's involvement in such critical syntheses underscores its importance in developing life-improving medications.

Beyond pharmaceuticals, 4-Methoxybenzylamine finds use in chemical research and development. It has been investigated in studies related to enzyme inhibitors, such as in the analysis of structure-activity relationships for semicarbazide-sensitive amine oxidase/vascular adhesion protein-1 (SSAO/VAP-1). Furthermore, it participates in various reaction mechanisms, including porphycene-mediated photooxidation of benzylamines and NaH-promoted aza-Michael reactions, highlighting its versatility as a reagent in the laboratory for creating novel chemical entities.

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