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Comprehensive Overview of Methyl 4-amino-5-bromo-2-methylbenzoate (CAS No. 1131588-00-5)

Methyl 4-amino-5-bromo-2-methylbenzoate (CAS No. 1131588-00-5) is a specialized organic compound widely utilized in pharmaceutical research, agrochemical development, and advanced material synthesis. This brominated aromatic ester features a unique molecular structure, combining an amino group, a bromo substituent, and a methyl ester functionality, making it a versatile intermediate for diverse chemical transformations. Its CAS registry number 1131588-00-5 ensures precise identification in global chemical databases, while its systematic name reflects its structural complexity.

In recent years, the demand for Methyl 4-amino-5-bromo-2-methylbenzoate has surged due to its role in synthesizing biologically active molecules, particularly in oncology and neurology research. Researchers frequently inquire about its synthetic routes, purification methods, and applications in drug discovery, as evidenced by trending searches in scientific literature and patent filings. The compound's electron-rich aromatic ring and strategically placed functional groups enable selective modifications, aligning with the growing interest in structure-activity relationship (SAR) studies.

From a technical perspective, CAS 1131588-00-5 exhibits notable stability under standard laboratory conditions, though storage recommendations emphasize protection from light and moisture to maintain purity. Analytical techniques such as HPLC, NMR spectroscopy, and mass spectrometry are routinely employed for quality verification, addressing common user queries about characterization protocols. The compound's melting point and solubility profile in organic solvents like DMSO and methanol are frequently documented parameters for experimental design.

The green chemistry movement has influenced recent innovations involving Methyl 4-amino-5-bromo-2-methylbenzoate, with researchers exploring catalyst-free reactions and energy-efficient synthesis methods. This aligns with industry searches for environmentally benign intermediates and sustainable pharmaceutical manufacturing processes. Patent analysis reveals its incorporation in photovoltaic materials and organic semiconductors, expanding its relevance beyond traditional chemical applications.

Quality standards for CAS No. 1131588-00-5 typically require ≥98% purity for research applications, with stringent controls on heavy metal content and residual solvents. Suppliers often provide certificates of analysis (CoA) detailing these specifications, responding to procurement specialists' emphasis on material traceability and regulatory compliance. The compound's structure-activity relationship with various biological targets continues to generate academic interest, particularly in kinase inhibitor development and GPCR modulation studies.

Emerging applications of Methyl 4-amino-5-bromo-2-methylbenzoate include its use as a building block for fluorescent probes and molecular sensors, capitalizing on its aromatic conjugation system. This addresses growing market needs for diagnostic reagents and bioimaging tools. The compound's crystallographic data and computational chemistry parameters (such as HOMO-LUMO gaps) are increasingly requested by researchers engaged in molecular modeling and virtual screening projects.

Industrial scale-up considerations for 1131588-00-5 involve optimization of bromination conditions and esterification yields, reflecting process chemists' focus on cost-effective production. Recent publications highlight innovative approaches using continuous flow chemistry and microwave-assisted synthesis to improve the compound's accessibility. These advancements respond to the pharmaceutical industry's demand for high-throughput synthesis of specialized intermediates.

Safety documentation for Methyl 4-amino-5-bromo-2-methylbenzoate emphasizes standard laboratory precautions, with particular attention to personal protective equipment (PPE) requirements during handling. While not classified as hazardous under standard regulations, proper waste disposal procedures for halogenated compounds are recommended, addressing environmental health and safety (EHS) professionals' concerns about laboratory waste management.

The global market for CAS 1131588-00-5 shows regional variations in availability and pricing, with analytical reports tracking its inclusion in custom synthesis portfolios of major chemical suppliers. Procurement specialists frequently compare bulk pricing tiers and lead times across vendors, while academic researchers prioritize access to small-scale quantities for exploratory studies. These market dynamics reflect the compound's growing importance in both applied research and industrial chemistry sectors.

Future research directions for Methyl 4-amino-5-bromo-2-methylbenzoate may explore its potential in metal-organic frameworks (MOFs) and covalent organic frameworks (COFs), given its structural features suitable for coordination chemistry. The compound's regioselective reactivity continues to inspire methodological developments in cross-coupling reactions, particularly for constructing complex heterocycles relevant to medicinal chemistry. These applications position 1131588-00-5 as a compound of enduring significance in synthetic organic chemistry.

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