1003-35-6

Basic information

• Product Name: 5-Amino-2,4-dihydro-[1,2,4]triazol-3-one
• Synonyms: 5-Amino-2,4-dihydro-[1,2,4]triazol-3-one;5-Amino-1,2-dihydro-3H-1,2,4-triazol-3-one;3-aMino-4,5-dihydro-1H-1,2,4-triazol-5-one;5-AMino-1H-1,2,4-triazol-3(2H)-one;5-Amino-1H-1,2,4-triazol-3(2H)
• CAS NO: 1003-35-6
• Molecular Formula: C₂H₄N₄O
• Molecular Weight: 100.07936
• Mol File: 1003-35-6.mol
• Article Data: 2

Chemical Properties

• Melting Point: 286-290 °C (decomp)
• Boiling Point: 548.1 °C at 760 mmHg
• Flash Point: 285.3 °C
• Appearance: /
• Density: 2.27 g/cm³
• Vapor Pressure: 1.26E-12mmHg at 25°C
• Refractive Index: 1.944
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 17.07±0.20(Predicted)
• CAS DataBase Reference: 5-Amino-2,4-dihydro-[1,2,4]triazol-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Amino-2,4-dihydro-[1,2,4]triazol-3-one(1003-35-6)
• EPA Substance Registry System: 5-Amino-2,4-dihydro-[1,2,4]triazol-3-one(1003-35-6)

Safety Data

• Hazardous Substances Data: 1003-35-6(Hazardous Substances Data)

Usage

Description

5-Amino-2,4-dihydro-[1,2,4]triazol-3-one is a heterocyclic chemical compound with the molecular formula C2H4N4O. It serves as a crucial intermediate in the synthesis of pharmaceuticals and agricultural chemicals, known for its versatility in drug development, particularly for antiviral and antibacterial agents. 5-Amino-2,4-dihydro-[1,2,4]triazol-3-one is a significant building block in organic synthesis and holds a prominent position in medicinal chemistry due to its valuable properties and potential for modification into various derivatives for a range of applications.

Uses

Used in Pharmaceutical Industry:
5-Amino-2,4-dihydro-[1,2,4]triazol-3-one is used as a key intermediate for the synthesis of various pharmaceuticals, leveraging its ability to be incorporated into the molecular structures of different drugs. Its presence in drug molecules contributes to their antiviral and antibacterial properties, making it an essential component in the development of treatments for infectious diseases.
Used in Agricultural Chemicals:
In the agricultural sector, 5-Amino-2,4-dihydro-[1,2,4]triazol-3-one is utilized as a vital intermediate in the production of agrochemicals. Its incorporation into these compounds can enhance their effectiveness in controlling pests and diseases, thereby contributing to increased crop yields and protection of agricultural resources.
Used in Organic Synthesis:
As a building block in organic synthesis, 5-Amino-2,4-dihydro-[1,2,4]triazol-3-one is employed for the creation of a wide array of organic compounds. Its structural properties allow for the formation of various derivatives, which can be further used in different chemical reactions to produce a multitude of products across diverse industries.
Used in Medicinal Chemistry:
5-Amino-2,4-dihydro-[1,2,4]triazol-3-one plays a significant role in medicinal chemistry, where it is used for the design and synthesis of novel therapeutic agents. Its unique structure and reactivity enable the development of compounds with specific biological activities, contributing to the advancement of new drugs and treatment options for various medical conditions.

InChI:InChI=1/C2H4N4O/c3-1-4-2(7)6-5-1/h(H4,3,4,5,6,7)

Upstream product

• 932-64-9 3-nitro-1,2,4-triazol-5-one 
• 960607-22-1 C₄H₄N₈O₃ 
• 1937-19-5 1-aminoguanidine hydrochloride 
• 57-13-6 urea 

Downstream Products

• 1232562-12-7 3-hydroxy-6-(3,5-diisopropyl-4-methoxyphenyl)-7-(2-hydroxy-4-methoxyphenyl)-[1,2,4]triazolo[4,3-a]pyrimidine 
• 1232562-08-1 3-hydroxy-6-phenyl-7-(2-hydroxy-4-methoxyphenyl)-[1,2,4]triazolo[4,3-a]pyrimidine 
• 1232562-14-9 C₁₈H₁₄N₄O₄ 
• 1232562-04-7 3-hydroxy-6-(4-methoxyphenyl)-7-(2-hydroxy-4-methoxyphenyl)-[1,2,4]triazolo[4,3-a]pyrimidine 
• 1232562-02-5 3-hydroxy-6-(4-methoxyphenyl)-7-(2-hydroxy-4,6-dimethoxyphenyl)-[1,2,4]triazolo[4,3-a]pyrimidine 
• 1232562-16-1 3-hydroxy-6-(4-methoxyphenyl)-7-(2-hydroxy-4-benzyloxyphenyl)-[1,2,4]triazolo[4,3-a]pyrimidine 
• 1232562-10-5 3-hydroxy-6-phenyl-7-(2-hydroxy-4-isopropoxyphenyl)-[1,2,4]triazolo[4,3-a]pyrimidine 
• 1232562-06-9 3-hydroxy-6-phenyl-7-(2-hydroxy-4-methoxy-6-methylphenyl)-[1,2,4]triazolo[4,3-a]pyrimidine 
• 1232570-80-7 3-hydroxy-6-phenyl-7-(2-hydroxy-3-bromo-4-isopropoxyphenyl)-[1,2,4]triazolo[4,3-a]pyrimidine 
• 930-33-6 2,4-dihydro-1,2,4-triazol-3-one 
• 1003-34-5 3-chloro-1,2,4-triazol-5(1H,4H)-one 

Relevant articles and documents

-

-

Synthesis of [3-14C]- and [5-14C]-labelled 5-nitro-1,2,4-triazol-3-one (NTO) and study of its chemical decomposition

The chemical decomposition of NTO 1 and its corresponding amine ATO 2 was investigated. To make easier the identification of the decomposition products, we synthesized 14C-labelled NTO and ATO. Our results confirmed the high stability of the NTO triazolone ring. Its scission can be achieved partially by sulfuric acid under intensive heat and pressure. The triazolone ring of ATO was cleaved in alkaline solution. Carbon dioxide is evolved leaving a polar compound assumed to be aminoguanidine. The deamination of ATO was achieved by nitrosation. In dilute HCl (0.15 N), 2 equivalents of NO2- led to the triazolone 4, through a radical de-diazotation of the diazo intermediate. With 3 to 10 equivalents of NO2-, the nitrosation leads exclusively to the azide 6.