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7-chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine
$250.00
CAS No.: 24415-66-5
Catalog No.: 196127
Purity: 95%
MF: C6H5ClN4
MW: 168.587
Storage: 2-8 degree Celsius
SMILES: ClC1=CC(=NC=2N1N=CN2)C
Catalog No.: 196127
Purity: 95%
MF: C6H5ClN4
MW: 168.587
Storage: 2-8 degree Celsius
SMILES: ClC1=CC(=NC=2N1N=CN2)C
7-chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine; CAS No.: 24415-66-5; 7-chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine. PROPERTIES: This crystalline solid has a molecular formula of C7H6ClN5 and a molecular weight of approximately 187.61 g/mol. It demonstrates low water solubility but dissolves in polar aprotic solvents like DMSO and DMF. The compound is stable under normal laboratory conditions but should be stored in a tightly sealed container at room temperature. Thermogravimetric analysis shows decomposition starting at 230 C. Safety guidelines recommend using chemical-resistant gloves, splash goggles, and working in a fume hood. In case of skin contact, wash with soap and water and remove contaminated clothing. Avoid inhaling dust as it may cause respiratory irritation. Do not release to the environment as chlorinated heterocycles may affect aquatic organisms. APPLICATIONS: 7-chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine serves as a key intermediate in pharmaceutical synthesis, particularly in the development of antiviral and anticancer agents. Its triazolopyrimidine core resembles purine bases, making it suitable for nucleoside analog design. The chlorine substituent enables nucleophilic aromatic substitution reactions for introducing diverse substituents. Research groups employ it in the development of kinase inhibitors targeting cancer-related signaling pathways. Academic institutions utilize it in teaching heterocyclic chemistry and synthetic methodologies. Industrial applications include its use as a building block in agrochemical development for novel herbicide candidates targeting nucleic acid synthesis. Recent publications in Antiviral Research highlight its role in developing non-nucleoside reverse transcriptase inhibitors for HIV treatment. Additionally, it finds utility in chemical biology as a warhead for covalent inhibitors targeting viral polymerases. The compound's ability to form hydrogen bonds makes it suitable for crystallographic studies of enzyme-ligand complexes. Its photophysical properties enable its use in fluorescence-based assays after appropriate derivatization.
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