(5-Amino-1,3,4-thiadiazol-2-yl)methanol

China [CN]

Application Areas

1. Pharmaceuticals (Core Applications)

Leveraging its dual active sites of amino and hydroxymethyl groups, it is a key intermediate for the synthesis of various targeted drugs. Typical applications include:

Antibacterial drugs: By introducing active groups (such as quinolone rings or β-lactam rings) through esterification or etherification of the hydroxymethyl group, the resulting derivatives exhibit inhibitory effects against both Gram-positive bacteria (such as Staphylococcus aureus) and Gram-negative bacteria (such as Klebsiella pneumoniae) with low drug resistance.

Antitumor drugs: Compounds formed by combining with heterocycles such as indole and pyrrole can inhibit topoisomerase II activity in tumor cells or block the vascular endothelial growth factor (VEGF) signaling pathway, serving as lead molecules for anti-tumor drugs.

Antidiabetic drugs: Some derivatives can activate the insulin receptor substrate (IRS-1), promote the translocation of the glucose transporter (GLUT4) to the cell membrane, and improve insulin sensitivity, making them suitable for the development of drugs for type 2 diabetes. 2. Pesticide Applications

Used for the synthesis of highly effective, low-toxic agricultural chemicals, the main applications are:

Fungicides: Derivatized thiadiazole compounds inhibit chitinase activity in fungal cell wall synthesis, effectively controlling powdery and downy mildew in crops, while also being low-toxic to bees and fish.

Plant Growth Regulators: Some products promote root development and enhance stress tolerance (such as drought and cold tolerance) in crops, while not affecting normal flowering and fruiting. They are suitable for crops such as wheat and corn.

3. Materials and Other Applications

Functional Polymer Materials: Thiadiazole rings can be used as monomers in polycondensation reactions with formaldehyde and phenols to produce phenolic resins. These resins exhibit excellent high-temperature resistance (>300°C) and corrosion resistance, and can be used as coating materials in the aerospace industry. Analytical chemical reagents: Because amino and hydroxymethyl groups can form stable chelates with metal ions, they can be used as colorimetric reagents for the qualitative and quantitative detection of heavy metal ions (such as Pb²⁺ and Hg²⁺) in environmental water samples, with a detection limit of up to 0.1μg/mL.