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  Yi Cao,Yujiao Xiahou,Lixiang Xing,Xiang Zhang,Hong Li,ChenShou Wu,Haibing Xia Nanoscale, 2020,12, 20456-20466
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• Solvents and Organic Chemicals Organic Compounds Benzenoids Indanes Indanones

Comprehensive Overview of 5-Methoxy-1H-inden-2(3H)-one (CAS No. 76413-89-3): Properties, Applications, and Research Insights

5-Methoxy-1H-inden-2(3H)-one (CAS No. 76413-89-3) is a specialized organic compound belonging to the indanone class, characterized by a methoxy group at the 5-position of its indene backbone. This heterocyclic ketone has garnered significant attention in pharmaceutical and materials science research due to its unique structural features and potential bioactivity. The compound's molecular formula, C₁₀H₁₀O₂, and molecular weight of 162.19 g/mol make it a versatile intermediate for synthesizing more complex molecules. Recent studies highlight its role as a precursor in developing central nervous system (CNS) therapeutics, particularly in modulating neurotransmitter pathways.

In the context of current research trends, 5-Methoxy-1H-inden-2(3H)-one is frequently investigated for its potential applications in neuroprotective agents and anti-inflammatory compounds. The methoxy substitution enhances its lipophilicity, improving blood-brain barrier permeability—a critical factor for CNS-targeted drugs. Analytical techniques like HPLC-MS and NMR spectroscopy are commonly employed to characterize this compound, with purity levels ≥98% being essential for pharmacological studies. Researchers are particularly interested in its structure-activity relationship (SAR) when modified to create derivatives with enhanced selectivity.

The synthetic routes to 76413-89-3 often involve Friedel-Crafts acylation or oxidative cyclization strategies. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its utility as a scaffold for selective serotonin reuptake inhibitors (SSRIs), aligning with growing demand for mental health therapeutics. From a materials science perspective, its conjugated π-system makes it a candidate for organic semiconductors in flexible electronics—a sector projected to grow at 18.7% CAGR through 2030 according to MarketWatch.

Environmental and safety profiles of 5-Methoxy-1H-inden-2(3H)-one comply with REACH and OECD guidelines. Its biodegradability index (>60% in 28 days) and low bioaccumulation potential make it preferable over persistent alternatives. Industrial-scale production typically employs green chemistry principles, such as solvent-free microwave-assisted synthesis, reducing energy consumption by 40% compared to conventional methods.

Frequently asked questions in scientific forums include: "How does 5-Methoxy-1H-inden-2(3H)-one interact with GABA receptors?" or "What are the optimal storage conditions for CAS 76413-89-3?" Proper storage requires amber glass containers under inert gas at -20°C to prevent photodegradation. The compound's melting point (92-94°C) and logP value (1.8) are critical parameters for formulation scientists developing drug delivery systems.

Emerging applications include its use as a fluorescence probe in bioimaging due to its stable emission at 450 nm. Recent patent filings (e.g., WO2023056432) describe its incorporation into metal-organic frameworks (MOFs) for gas storage. With global research expenditure on indanone derivatives exceeding $120 million annually, 76413-89-3 remains a compound of strategic importance across multiple disciplines.

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