Chemical Identity and Structure

5-Bromo-4-methyl-thiazol-2-ylamine hydrobromide is a halogenated derivative of the 2-aminothiazole pharmacophore. The core thiazole ring bears a bromine atom at the 5-position and a methyl group at the 4-position, with the 2-amino group protonated and stabilized as a hydrobromide salt. This salt form enhances the crystallinity and shelf stability of the compound relative to the free base.

The 2-aminothiazole scaffold is a privileged structure in drug discovery, appearing in numerous bioactive compounds and approved pharmaceuticals. The presence of a bromine substituent at C-5 provides a valuable handle for further functionalization via cross-coupling reactions such as Suzuki–Miyaura, Negishi, and Buchwald–Hartwig couplings, making this compound an important synthetic intermediate.

Handling, Storage, and Safety Precautions

As a brominated organic compound supplied as a hydrobromide salt, appropriate precautions should be observed during handling. Laboratory personnel should wear appropriate personal protective equipment (PPE) including nitrile gloves, safety glasses or goggles, and a laboratory coat when weighing or transferring the material. Operations generating dust should be performed in a fume hood.

The compound should be stored in a tightly sealed container in a cool, dry place away from direct light. Refrigerated storage (2–8 °C) or storage at room temperature under desiccated conditions is generally recommended for aminothiazole hydrobromide salts to minimize hygroscopic uptake and decomposition; researchers should consult the product-specific certificate of analysis (CoA) for confirmed storage conditions. The material should be kept away from strong oxidizing agents and strong bases. Consult the Safety Data Sheet (SDS) for full hazard and first-aid information before use.

Solubility and Reconstitution Guidelines

The hydrobromide salt form generally confers improved aqueous solubility compared to the free base. 5-Bromo-4-methyl-thiazol-2-ylamine hydrobromide is expected to dissolve in polar protic solvents such as water, methanol, and dimethyl sulfoxide (DMSO). For aqueous applications, dissolution may be assisted by gentle warming or sonication. If stock solutions are prepared in DMSO, care should be taken to ensure that the final assay concentration of DMSO is compatible with the biological system under study (typically ≤0.1% v/v for cell-based assays).

Researchers should verify the exact solubility profile for their specific lot and application, as solubility can vary with pH, temperature, and co-solvent composition. Freshly prepared solutions are recommended; if solutions must be stored, aliquoting and storage at −20 °C under inert atmosphere is advisable to prevent degradation.

Applications in Synthetic and Medicinal Chemistry

The 2-aminothiazole moiety is a well-established pharmacophore present in kinase inhibitors, antimicrobial agents, and anti-inflammatory compounds. 5-Bromo-4-methyl-thiazol-2-ylamine hydrobromide serves as a key building block for the construction of more complex thiazole-containing drug candidates through reactions including:

• Palladium-catalyzed cross-coupling: The C-5 bromo group is well-suited for Suzuki–Miyaura, Sonogashira, and Buchwald–Hartwig reactions to introduce aryl, alkynyl, or amino substituents.
• Amide and urea bond formation: The 2-amino group can react with acyl chlorides, carboxylic acid activating agents, or isocyanates to form amides and ureas relevant to medicinal chemistry libraries.
• Condensation and cyclization: The bifunctional nature of the compound allows participation in heterocyclic ring-forming reactions.

This compound is particularly valuable in fragment-based drug discovery and combinatorial chemistry workflows where diverse thiazole analogs are required.

Quality, Specifications, and Ordering Information

Aladdin Scientific supplies 5-Bromo-4-methyl-thiazol-2-ylamine hydrobromide under SKU B590197 (internal reference BD01110848). Each lot is accompanied by a Certificate of Analysis (CoA) documenting identity, purity, and physical characteristics. Researchers are encouraged to download the CoA from the Aladdin Scientific website or contact technical support to confirm current specifications before use.

For larger quantities, custom packaging, or bulk procurement inquiries, please contact Aladdin Scientific's sales team. Volume discounts and institutional pricing may be available. Ensure that the compound is handled and disposed of in accordance with all applicable local regulations governing brominated organic materials.