4Amino124triazole is a triazole derivative that contains an amino group at the 4position of the 124triazole ring This compound is of significant interest due to its applications in various fields including medicinal chemistry and agricultural chemistry
Chemical Details
IUPAC Name 4Amino124triazole
Molecular Formula C3H4N4
Molecular Weight 921 gmol
Structure
A fivemembered triazole ring composed of three nitrogen atoms and two carbon atoms with an amino group NH2 at the 4position
Physical Properties
Appearance White to offwhite crystalline solid
Melting Point 164167C depending on purity
Solubility Soluble in water alcohol and polar organic solvents
Density 146 gcm at 25C
Applications
1 Agricultural Chemistry
Fungicides 4Amino124triazole is used as an intermediate in the synthesis of fungicides It has been studied for its potential use in controlling fungal diseases particularly in crops
Herbicides It is also used as a building block for the development of herbicides that inhibit specific enzyme pathways in plants
2 Medicinal Chemistry
Antifungal Activity The triazole ring system is known for its antifungal properties 4Amino124triazole derivatives are studied for their ability to inhibit fungal growth by interfering with ergosterol biosynthesis which is essential for fungal cell membrane formation
Anticancer Research Triazole derivatives including those with an amino group at the 4position are also being investigated for potential anticancer activity as they can inhibit enzymes like topoisomerases or protein kinases
3 Chemical Synthesis
Used as a starting material or precursor in the synthesis of other triazole derivatives which are valuable in pharmaceuticals and agrochemicals
The amino group at the 4position can be further modified to introduce additional functional groups for further reactivity or to enhance biological activity
Chemical Reactivity
1 Amino Group NH2
The amino group is nucleophilic and can participate in nucleophilic substitution reactions such as acylation alkylation or condensation
Can form derivatives like azomethines or be involved in diazotization reactions to produce other functionalized compounds
2 Triazole Ring Reactivity
The nitrogen atoms in the triazole ring can act as ligands in coordination chemistry
The ring is prone to electrophilic substitution reactions and the compound can undergo oxidation or reduction to form various derivatives
Synthesis of 4Amino124triazole
1 Via Hydrazine Derivatives
4Amino124triazole can be synthesized by reacting hydrazine derivatives with cyanogen bromide or other similar reagents that form the triazole ring
2 Via Triazole Formation
Another approach involves the condensation of a guanidine derivative or a similar nucleophile with an appropriate diazonium salt or diketone to form the triazole ring
Safety and Handling
Toxicity
4Amino124triazole can be toxic and should be handled with care Prolonged exposure may lead to adverse effects including irritation to the eyes and skin or more serious systemic effects
Precautions
Use gloves safety glasses and work in a wellventilated environment preferably under a fume hood when handling this compound
Avoid inhalation or ingestion of dust fumes or vapors
Storage
Store in a cool dry place away from heat light and sources of oxidation or contamination
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