22278-82-6

Basic information

• Product Name: 1,2,4-Triazin-5(2H)-one, 4-amino-3,4-dihydro-6-phenyl-3-thioxo-
• CAS NO: 22278-82-6
• Molecular Formula: C9H8N4OS
• Molecular Weight: 220.255
• Mol File: 22278-82-6.mol

Chemical Properties

• CAS DataBase Reference: 1,2,4-Triazin-5(2H)-one, 4-amino-3,4-dihydro-6-phenyl-3-thioxo-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4-Triazin-5(2H)-one, 4-amino-3,4-dihydro-6-phenyl-3-thioxo-(22278-82-6)
• EPA Substance Registry System: 1,2,4-Triazin-5(2H)-one, 4-amino-3,4-dihydro-6-phenyl-3-thioxo-(22278-82-6)

Safety Data

• Hazardous Substances Data: 22278-82-6(Hazardous Substances Data)

Usage

Chemical class

1,2,4-Triazine derivative

Appearance

Yellow to orange solid

Pharmaceuticals

Due to its biological activities

Agrochemicals

As a herbicide

Antitumor properties

Exhibited in studies

Antifungal properties

Reported in research

Structural features

Suggests potential for various industrial applications

Development

Promising candidate for the development of new drugs

Upstream product

• 106119-76-0 4-Nitroso-6-phenyl-3-thioxo-2,3,4,5-tetrahydro-1,2,4-triazin-5-one 
• 447-00-7 6-phenyl-1,2,4-triazine-3(2H)-thione-5(4H)-one 
• 2231-57-4 Thiocarbohydrazide 
• 611-73-4 Benzoylformic acid 

Downstream Products

• 43029-33-0 3-phenyl-7-p-tolyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one 
• 43029-31-8 3-phenyl-7-styryl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one 
• 43029-34-1 7-(4-methoxy-phenyl)-3-phenyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one 
• 43029-30-7 3-phenyl-7-propenyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one 
• 43029-35-2 7-(4-fluoro-phenyl)-3-phenyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one 
• 43029-32-9 3,7-diphenyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one 
• 43029-36-3 7-(4-chloro-phenyl)-3-phenyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one 
• 43029-37-4 7-(4-nitro-phenyl)-3-phenyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one 
• 85485-27-4 3-Phenyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one 
• 21087-63-8 4-amino-3-methylthio-6-phenyl-4H-1,2,4-triazin-5-one 

Relevant articles and documents

Experimental and theoretical study on the regioselective synthesis and reaction of some bis- and poly(3-mercapto-1,2,4-triazin-5(4H)-one) derivatives

The synthetic utility of 3-thioxo-1,2,4-triazin-5-ones 1 and 4-amino-3-mercapto-1,2,4-triazin-5(4H)-ones 2 as building blocks for novel bis- and poly(1,2,4-triazines) via alkylation with the corresponding bis- and poly(halo) compounds was investigated. Prediction of the site of alkylation has been confirmed using spectroscopic data. Theoretical calculation using hybrid density functional method wb97xd and 6-311++g(d,p) as basis set was implemented to investigate the reaction products energetics parameters. The atomic charges were calculated and discussed in details using three different methods. The transition state search were implemented to estimate the Gibbs free activation energy barrier of the reaction to emphasis the experimental results.

Reduction of 6-Substituted 4-Nitroso-3-thioxo-1,2,4-triazin-5-ones

Reaction of 4-nitroso-3-thioxo-6-phenyl-2,3,4,5-tetrahydro-1,2,4-triazin-5-one with zinc in acetic acid results in reduction of the nitroso group to amino; the reduction of 6-tert-butyl-4-nitroso-3-thioxo-2,3,4,5-tetrahydro-1,2,4-triazin-5-one occurs at the endocyclic double bond with elimination of the nitroso group.

Derivatives of 1,2,4-Triazin-5-one

3-Mercapto-1,2,4-triazin-5-ones were obtained by the reaction of thiosemicarbazide with α-keto carboxylic acids, 2-cyano-2-propanol, isatin, and 5-furfurylidenethiazolidine-2,4-dione.The first three methods gave high yields.

Herbicidal agents

3-[HYDROGEN-, (UNSUBSTITUTED AND HALO, AMINO, NITRO, ALKYL, ALKANOYL, ALKOXY, ALKYLMERCAPTO, ARYLOXY AND/OR ARYL-MERCAPTO-SUBSTITUTED) ALIPHATIC-, CYCLOALIPHATIC-, ARALIPHATIC-, ARYL-, OR HETEROCYCLIC- -SUBSTITUTED OXY, MERCAPTO OR AMINO]4-[AMINO; MONO AND DI (UNSUBSTITUTED AND CYANO, HYDROXY AND/OR HALO-SUBSTITUTED) ALKYL- AND/OR ALKANOYL-AMINO; N-heterocyclic; or N-(unsubstituted and aryl, haloaryl, alkoxyaryl, nitroaryl and/or heterocyclic- substituted) alkylidene or cycloalkylidene]-6-[(unsubstituted and halo, nitro, carbo lower alkoxy, alkyl, alkoxy, alkylmercapto, aralkylmercapto, aryloxy and/or arylmercapto-substituted) aliphatic, cycloaliphatic, araliphatic, aryl, or heterocyclic]-1,2,4-triazine-5-ones, which possess herbicidal properties, and which may be produced by conventional methods.