5-Bromo-3-methyl-1,2,4-thiadiazole
[CAS# 54681-68-4]

Identification

• Classification: Organic raw materials >> Heterocyclic compound
• Name: 5-Bromo-3-methyl-1,2,4-thiadiazole
• Molecular Formula: C₃H₃BrN₂S
• Molecular Weight: 179.04
• CAS Registry Number: 54681-68-4
• EC Number: 839-797-2
• SMILES: CC1=NSC(=N1)Br

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H312-H315-H319-H332-H335
• Safety Statements: P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362-P363-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2A	H319
Acute toxicity	Acute Tox.	4	H312
Acute toxicity	Acute Tox.	4	H332
Acute toxicity	Acute Tox.	4	H302
Skin irritation	Skin Irrit.	2	H315

Discovery and Applications

5-Bromo-3-methyl-1,2,4-thiadiazole is a compound recognized for its diverse applications in pharmaceuticals, materials science, and agrochemicals. 5-Bromo-3-methyl-1,2,4-thiadiazole is synthesized by the reaction of appropriate precursors containing thiadiazole and bromine functional groups, usually involving the cyclization of the precursor molecule under controlled conditions to form a thiadiazole ring in which the bromine atom is attached at the 5-position and the methyl group is attached at the 3-position. This synthetic approach enables the production of compounds with specific chemical properties suitable for a wide range of applications.

The molecular structure of 5-Bromo-3-methyl-1,2,4-thiadiazole features a thiadiazole ring system substituted with bromine and methyl groups. This structure confers it with unique chemical properties, including moderate solubility in organic solvents, stability under standard laboratory conditions, and the potential for further derivatization through organic synthesis. These properties make it a versatile building block for the development of novel compounds and materials.

In pharmaceuticals, 5-Bromo-3-methyl-1,2,4-thiadiazole is a valuable intermediate for the synthesis of biologically active compounds. Its structural features allow for modifications to enhance drug efficacy, improve metabolic stability, and optimize pharmacological properties. Researchers are exploring derivatives of this compound for potential applications in drug discovery programs targeting diseases such as cancer, bacterial infections, and inflammatory diseases.

In materials science, 5-bromo-3-methyl-1,2,4-thiadiazole is used as a precursor for the synthesis of functional materials and polymers. Its reactive functional groups promote polymerization, enabling the creation of materials with tailored properties such as thermal stability, electrical conductivity, and optical properties. Applications include the development of specialty coatings, electronic materials, and sensors for various industrial sectors.

Derivatives of 5-bromo-3-methyl-1,2,4-thiadiazole are used in agrochemicals as herbicides, fungicides, and plant growth regulators. These compounds are selectively toxic to pests and pathogens, helping to develop effective crop protection strategies and reduce environmental impact. Their stability and efficacy make them essential tools in modern agricultural practices, supporting sustainable agriculture and food security.

Future research on 5-bromo-3-methyl-1,2,4-thiadiazole aims to expand its applications in nanotechnology, catalysis, and biomedical engineering. Efforts focus on optimizing synthetic methods, exploring novel derivatives, and studying its interaction mechanisms with biological systems. These advances are expected to discover new applications and enhance the impact of this compound in various scientific disciplines.

References

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