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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Benzothiazoles Benzothiazoles
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Benzothiazoles

6-Bromo-4,7-dimethyl-1,3-benzothiazol-2-amine (CAS No. 383131-43-9): A Versatile Heterocyclic Compound for Advanced Research

6-Bromo-4,7-dimethyl-1,3-benzothiazol-2-amine (CAS No. 383131-43-9) is a brominated benzothiazole derivative that has garnered significant attention in pharmaceutical and materials science research. This heterocyclic compound features a benzothiazole core substituted with bromine at the 6-position and methyl groups at the 4- and 7-positions, making it a valuable building block for various synthetic applications.

The growing interest in benzothiazole derivatives stems from their diverse biological activities and applications in optoelectronic materials. Researchers are particularly focused on developing novel 6-bromo benzothiazole compounds for potential use in drug discovery, with recent studies exploring their role as kinase inhibitors and antimicrobial agents. The 4,7-dimethyl substitution pattern in this compound enhances its stability and modifies its electronic properties, making it attractive for structure-activity relationship studies.

From a synthetic chemistry perspective, 6-Bromo-4,7-dimethyl-1,3-benzothiazol-2-amine serves as a crucial intermediate in the preparation of more complex molecules. Its bromine substituent allows for various cross-coupling reactions, while the 2-amino group provides an additional site for functionalization. This dual reactivity makes the compound particularly valuable in medicinal chemistry programs targeting various disease pathways.

The compound's molecular structure has been characterized by various spectroscopic techniques, including 1H NMR, 13C NMR, and mass spectrometry. These analytical methods confirm the purity and identity of CAS 383131-43-9, which is typically supplied as a light yellow to beige crystalline powder with high chemical stability under standard storage conditions.

In materials science, researchers are investigating 6-Bromo-4,7-dimethyl-1,3-benzothiazol-2-amine as a potential component in organic semiconductors and luminescent materials. The electron-rich benzothiazole moiety combined with the bromine substituent offers interesting possibilities for designing π-conjugated systems with tailored electronic properties.

Recent publications have highlighted the compound's utility in developing novel small molecule inhibitors for various biological targets. Its structural features make it particularly interesting for fragment-based drug discovery approaches, where the 4,7-dimethyl-1,3-benzothiazole scaffold can serve as a core structure for lead optimization.

The synthesis of 6-Bromo-4,7-dimethyl-1,3-benzothiazol-2-amine typically involves bromination of the corresponding dimethyl benzothiazole precursor, followed by appropriate functional group transformations. Process chemists have developed optimized routes to produce CAS 383131-43-9 with high yield and purity, making it readily available for research purposes.

Quality control of 6-Bromo-4,7-dimethyl-1,3-benzothiazol-2-amine involves rigorous analytical testing to ensure batch-to-batch consistency. The compound's purity is typically verified by HPLC analysis, with commercial samples generally offering ≥95% purity suitable for most research applications.

From a regulatory perspective, 6-Bromo-4,7-dimethyl-1,3-benzothiazol-2-amine is classified as a research chemical with no known significant hazards when handled properly. However, standard laboratory precautions should be followed when working with this compound, including the use of appropriate personal protective equipment.

The market for benzothiazole derivatives like CAS 383131-43-9 has grown steadily, driven by increasing research into heterocyclic compounds for pharmaceutical applications. Several specialty chemical suppliers now offer this compound in various quantities, from milligram-scale for initial screening to kilogram quantities for process development.

Future research directions for 6-Bromo-4,7-dimethyl-1,3-benzothiazol-2-amine include exploring its potential in targeted drug delivery systems and as a building block for covalent inhibitors. The compound's unique combination of substituents makes it particularly interesting for developing selective protein binders through structure-based design approaches.

In summary, 6-Bromo-4,7-dimethyl-1,3-benzothiazol-2-amine (CAS No. 383131-43-9) represents a valuable tool for researchers working in medicinal chemistry and materials science. Its well-defined structure, commercial availability, and versatile reactivity profile ensure it will remain an important compound in the development of new therapeutic agents and functional materials.

• 53065-21-7(2-Benzothiazolamine, 4-methyl-, hydrobromide (1:1))
• 944887-82-5(5-Bromo-6-methyl-1,3-benzothiazol-2-amine)
• 681126-45-4(6-bromo-4-methyl-1,3-benzothiazol-2-amine)
• 103873-80-9(5-Bromo-4-methylbenzo[d]thiazol-2-amine)
• 78584-08-4(4,7-Dimethyl-1,3-benzothiazol-2-amine)
• 383131-52-0(6-Bromo-4-ethyl-1,3-benzothiazol-2-amine)
• 383131-01-9(4-Bromo-6,7-dimethyl-1,3-benzothiazol-2-amine)
• 1157454-73-3(7-bromo-4-methyl-1,3-benzothiazol-2-amine)
• 1049762-09-5(6-Bromo-4-ethyl-1,3-benzothiazol-2-amine Hydrochloride)
• 942473-99-6(4-Bromo-7-methylbenzo[d]thiazol-2-amine)