942-60-9

Usage

Uses

Used in Pharmaceutical Industry:
3-Amino-5-phenyl-1,2,4-triazine is used as a key intermediate in the synthesis of various pharmaceuticals for its potential therapeutic effects in the treatment of cancer and other diseases. Its unique structure and properties make it a valuable building block in medicinal chemistry.
Used in Agrochemical Industry:
3-Amino-5-phenyl-1,2,4-triazine is used as a starting material in the development of agrochemicals, contributing to the creation of effective pesticides and other agricultural products.
Used in Material Science:
3-Amino-5-phenyl-1,2,4-triazine is utilized in the development of new materials and additives, taking advantage of its unique structure and properties to enhance the performance of various products in different industries.
Overall, 3-Amino-5-phenyl-1,2,4-triazine is a versatile and valuable compound with a wide range of potential applications across various fields, including pharmaceuticals, agrochemicals, and material science.

InChI:InChI=1/C9H8N4/c10-9-12-8(6-11-13-9)7-4-2-1-3-5-7/h1-6H,(H2,10,12,13)

Upstream product

• 15969-28-5 5-phenyl-2H-[1,2,4]triazine-3-thione 
• 72428-36-5 3-chloro-5-phenyl-1,2,4-triazine 
• 83413-00-7 3-(methylsulfonyl)-5-phenyl-1,2,4-triazine 
• 72428-35-4 3-fluoro-5-phenyl-1,2,4-triazine 
• 72428-37-6 3-bromo-5-phenyl-1,2,4-triazine 
• 72428-38-7 3-iodo-5-phenyl-1,2,4-triazine 
• 72428-41-2 (5-phenyl-1,2,4-triazin-3-yl)trimethylammonium chloride 
• 28735-27-5 3-methylthio-5-phenyl-1,2,4-triazine 
• 28735-28-6 3-methoxy-5-phenyl-1,2,4-triazine 
• 6425-12-3 1-phenyl-2,2-dimorpholin-1-yl-ethanone 
• 2582-30-1 aminoguanidine bicarbonate 
• 1937-19-5 1-aminoguanidine hydrochloride 
• 31952-61-1 5-phenyl-1,2,4-triazin-3-one 
• 19617-90-4 3,6-diamino-1,2,4,5-tetrazine 

Downstream Products

• 10243-69-3 3,6-diphenyl-imidazo[1,2-b][1,2,4]triazine 
• 31952-61-1 5-phenyl-1,2,4-triazin-3(2H)-one 
• 1321513-76-1 6-(2,6-dimethylpyridin-4-yl)-5-phenyl-1,2,4-triazin-3-amine 
• 1321513-22-7 4-(3-amino-5-phenyl-1,2,4-triazin-6-yl)-2,6-dimethylphenol 
• 1321513-23-8 4-(3-amino-5-phenyl-1,2,4-triazin-6-yl)-2-chlorophenol 
• 1321512-94-0 6-(3,5-dimethylphenyl)-5-phenyl-1,2,4-triazin-3-amine 
• 1321512-71-3 6-(3,5-dichlorophenyl)-5-phenyl-1,2,4-triazin-3-amine 
• 1321512-59-7 6-(3-chlorophenyl)-5-phenyl-1,2,4-triazin-3-amine 
• 4511-99-3 5,6-diphenyl-1,2,4-triazine-3-amine 
• 1321517-51-4 6-bromo-5-phenyl-1,2,4-triazin-3-amine 
• 1321516-57-7 6-phenoxy-5-phenyl-1,2,4-triazin-3-amine 
• 1321516-08-8 5-phenyl-6-(piperidin-1-yl)-1,2,4-triazin-3-amine 
• 1321515-80-3 6-[2-methyl-6-(trifluoromethyl)pyridin-4-yl]-5-phenyl-1,2,4-triazin-3-amine 
• 1224743-37-6 5-phenyl-N-((5-phenyl-1H-pyrazol-3-yl)methyl)-1,2,4-triazin-3-amine 

Relevant academic research and scientific papers

Selective N1/N4 1,4-Cycloaddition of 1,2,4,5-Tetrazines Enabled by Solvent Hydrogen Bonding

An unprecedented 1,4-cycloaddition (vs 3,6-cycloaddition) of 1,2,4,5-tetrazines is described with preformed or in situ generated aryl-conjugated enamines promoted by the solvent hydrogen bonding of hexafluoroisopropanol (HFIP) that is conducted under mild reaction conditions (0.1 M HFIP, 25 °C, 12 h). The reaction constitutes a formal [4 + 2] cycloaddition across the two nitrogen atoms (N1/N4) of the 1,2,4,5-tetrazine followed by a formal retro [4 + 2] cycloaddition loss of a nitrile and aromatization to generate a 1,2,4-triazine derivative. The factors that impact the remarkable change in the reaction mode, optimization of reaction parameters, the scope and simplification of its implementation through in situ enamine generation from aldehydes and ketones, the reaction scope for 3,6-bis(thiomethyl)-1,2,4,5-tetrazine, a survey of participating 1,2,4,5-tetrazines, and key mechanistic insights into this reaction are detailed. Given its simplicity and breath, the study establishes a novel method for the simple and efficient one-step synthesis of 1,2,4-triazines under mild conditions from readily accessible starting materials. Whereas alternative protic solvents (e.g., MeOH vs HFIP) provide products of the conventional 3,6-cycoladdition, the enhanced hydrogen bonding capability of HFIP uniquely results in promotion of the unprecedented formal 1,4-cycloaddition. As such, the studies represent an example of not just an enhancement in the rate or efficiency of a heterocyclic azadiene cycloaddition by hydrogen bonding catalysis but also the first to alter the mode (N1/N4 vs C3/C6) of cycloaddition.

1,2,4-TRIAZINE-4-AMINE DERIVATIVES

According to the invention there is provided a compound of formula A1 which may be useful in the treatment of a condition or disorder ameliorated by the inhibition of the A1- A2b or, particularly, the A2a receptor wherein the compound of formula A1 has the structure, wherein, A represents Cy1 or HetA; Cy1 represents a 5- to 14-membered aromatic, fully saturated or partially unsaturated carbocyclic ring system comprising one, two or three rings, which Cy1 group is optionally substituted by one or more R4a substituents; HetA represents a 5- to 14-membered heterocyclic group that may be aromatic, fully saturated or partially unsaturated, and which contains one or more heteroatoms selected from O, S and N, which heterocyclic group may comprise one, two or three rings and which HetA group is optionally substituted by one or more R4b substituents; B represents a Cy2 or HetB; Cy2 represents a 3- to 10-membered aromatic, fully saturated or partially unsaturated carbocyclic ring system comprising one or two rings, which Cy2 group is optionally substituted by one or more R4c substituents; HetB represents a 3- to 10-membered heterocyclic group that may be aromatic, fully saturated or partially unsaturated, and which contains one or more heteroatoms selected from O, S and N, which heterocyclic group may comprise one or two rings and which HetB group is optionally substituted by one or more R4d substituents.

ANTI VIRAL COMPOUNDS

There is provided small molecule anti-human immunodeficiency virus (anti-HIV) compounds as well as a phenotypic cell-based high throughput screening (HTS) assay for their identification.

A regioselective approach to 5-substituted-3-amino-1,2,4-triazines

(Matrix presented) Nucleophilic displacement of readily available α,α-dibromoketones with excess morpholine gave the corresponding ketoaminals, which upon condensation with aminoguanidine in MeOH in the presence of AcOH afforded 5-substituted-3-amino-1,2,

On the Amination of 1,2,4-Triazines by Potassium Amide in Liquid Ammonia and by Phenyl Phosphorodiamidate. A 15N-study (1)

The amination of 5-R and 6-R-3-X-1,2,4-triazines (R=C6H5, t-C4H9, X=SCH3, SO2CH3, N(1+)(CH3)3, Cl) by potassium amide in liquid ammonia has been studied.In all reactions the formation of the corresponding 3-amino-1,2,4-triazines takes place; in some react

Ring Transformations and Amination in Reactions of 3-Halogeno-5-phenyl-1,2,4-triazines with Potassium Amide in Liquid Ammonia

The reactions of 3-X-5-phenyl-1,2,4-triazines (X = fluoro, chloro, bromo, iodo) toward potassium amide/liquid ammonia were studied.Whereas the 3-fluoro compound gives only the 3-amino derivative, the 3-chloro, 3-bromo, and 3-iodo compounds yield a complex mixture containing, besides 3-amino-5-phenyl-1,2,4-triazine and 5-phenyl-1,2,4-triazine, ring transformation products, i.e., 3,5-diphenyl-1,2,4-triazine, 2,4-diphenyl-1,3,5-triazine, 6-amino-2,4-diphenyl-1,3,5-triazine, and 3-X-5-phenyl-1,2,4-triazole.Evidence is found that in the ring transformation of 3-X-5-phenyl-1,2,4-triazines into 2,4-diphenyl-1,3,5-triazines, benzamidine must be an intermediate.The mechanisms of the amination and ring transformation are extensively discussed.