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• 2. 183. 1,2,3-Benzothiadiazole. Part III. Electrophilic substitution in 5- and 7-amino-1,2,3-benzothiadiazoles and the preparation of some substituted 1,2,3-benzothiadiazoles
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• 3. 183. 1,2,3-Benzothiadiazole. Part III. Electrophilic substitution in 5- and 7-amino-1,2,3-benzothiadiazoles and the preparation of some substituted 1,2,3-benzothiadiazoles
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2-Amino-4-Methoxybenzothiazole: A Comprehensive Overview

2-Amino-4-Methoxybenzothiazole, also known by its CAS number 5464-79-9, is a heterocyclic organic compound that has garnered significant attention in the fields of chemistry and materials science. This compound is characterized by its benzothiazole ring system, which consists of a benzene ring fused to a thiazole ring. The presence of an amino group (-NH?) at the 2-position and a methoxy group (-OCH?) at the 4-position imparts unique electronic and structural properties to the molecule. These features make it a valuable component in various chemical applications, including pharmaceuticals, agrochemicals, and advanced materials.

Recent studies have highlighted the potential of 2-Amino-4-Methoxybenzothiazole as a building block for constructing functional materials. For instance, researchers have explored its role in the synthesis of coordination polymers and metal-organic frameworks (MOFs). The compound's ability to act as a ligand, coordinating with metal ions such as copper, zinc, and iron, has been extensively investigated. These findings underscore its importance in the development of porous materials with applications in gas storage, catalysis, and sensing technologies.

In the pharmaceutical industry, 2-Amino-4-Methoxybenzothiazole has been utilized as an intermediate in drug discovery programs. Its structure provides a versatile platform for modifying pharmacokinetic properties and enhancing bioavailability. For example, derivatives of this compound have been studied for their potential anti-inflammatory and antioxidant activities. Recent research has demonstrated that certain analogs exhibit promising results in inhibiting enzymes associated with chronic inflammatory diseases, such as cyclooxygenase (COX) and lipoxygenase (LOX).

The synthesis of 2-Amino-4-Methoxybenzothiazole typically involves multi-step reactions that require precise control over reaction conditions. One common approach involves the condensation of 2-aminothiophenol with 4-methoxybenzaldehyde under alkaline conditions. This method ensures high yields and good purity of the final product. Advances in catalytic methods, such as the use of transition metal catalysts, have further enhanced the efficiency of these reactions.

In terms of physical properties, 2-Amino-4-Methoxybenzothiazole exhibits a melting point of approximately 180°C and is soluble in common organic solvents such as dichloromethane and ethanol. Its UV-vis spectrum reveals strong absorption bands in the visible region, which is attributed to the conjugated π-system within the benzothiazole framework. This property makes it suitable for applications in optoelectronic devices, where light absorption plays a critical role.

The environmental impact of 2-Amino-4-Methoxybenzothiazole has also been a topic of recent research. Studies have shown that under aerobic conditions, the compound undergoes biodegradation through microbial action. However, its persistence in aquatic environments remains a concern, particularly in regions with limited wastewater treatment infrastructure. Regulatory agencies are increasingly focusing on developing guidelines to minimize its environmental footprint while ensuring safe industrial practices.

In conclusion, 2-Amino-4-Methoxybenzothiazole, with its CAS number 5464-79-9, stands out as a versatile compound with diverse applications across multiple disciplines. Its unique chemical structure and functional groups make it an invaluable tool for researchers and industry professionals alike. As advancements in synthetic methods and material science continue to unfold, the potential for new applications of this compound is expected to grow significantly.

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• 1747-60-0(6-methoxy-1,3-benzothiazol-2-amine)
• 94-45-1(6-ethoxy-1,3-benzothiazol-2-amine)
• 15850-79-0(4-ethoxy-1,3-benzothiazol-2-amine)
• 15850-82-5(4-propoxy-1,3-benzothiazol-2-amine)
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