70249-92-2

Basic information

• Product Name: 4-amino-5-(4-methoxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-one
• Synonyms: 4-amino-5-(4-methoxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-one
• CAS NO: 70249-92-2
• Molecular Weight: 206.204
• Mol File: 70249-92-2.mol

Chemical Properties

• CAS DataBase Reference: 4-amino-5-(4-methoxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-amino-5-(4-methoxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-one(70249-92-2)
• EPA Substance Registry System: 4-amino-5-(4-methoxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-one(70249-92-2)

Safety Data

• Hazardous Substances Data: 70249-92-2(Hazardous Substances Data)

Upstream product

• 100-09-4 4-methoxybenzoic acid 
• 497-18-7 carbonodihydrazide 
• 100-07-2 4-methoxy-benzoyl chloride 
• 6638-56-8 2,2'-bis[(4-methoxyphenyl)methylene]carbonic dihydrazide 
• 3290-99-1 4-methoxybenzoic acid hydrazide 
• 86268-12-4 5-(4-Methoxy-phenyl)-4-{[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-amino}-2,4-dihydro-[1,2,4]triazol-3-one 
• 70249-87-5 N⁽¹⁾-Carbethoxyhydrazon von Ethyl-p-methoxybenzoat 

Downstream Products

• 96252-07-2 (3-(4-Methoxy-phenyl)-4-{[1-(5-nitro-furan-2-yl)-meth-(Z)-ylidene]-amino}-5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl)-acetic acid ethyl ester 
• 96252-08-3 2-(2-Hydroxy-ethyl)-5-(4-methoxy-phenyl)-4-{[1-(5-nitro-furan-2-yl)-meth-(Z)-ylidene]-amino}-2,4-dihydro-[1,2,4]triazol-3-one 
• 96240-30-1 2-[4-Amino-3-(4-methoxy-phenyl)-5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl]-acetamide 
• 96251-99-9 4-Amino-2-(2-mercapto-ethyl)-5-(4-methoxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-one 
• 86268-12-4 5-(4-Methoxy-phenyl)-4-{[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-amino}-2,4-dihydro-[1,2,4]triazol-3-one 
• 96240-20-9 4-Amino-2-(2-hydroxy-ethyl)-5-(4-methoxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-one 
• 96240-26-5 4-Amino-2-(2-bromo-ethyl)-5-(4-methoxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-one 

Relevant articles and documents

Symmetrical heterocyclic cage skeleton: Synthesis, urease inhibition activity, kinetic mechanistic insight, and molecular docking analyses

The present study focuses on the design and synthesis of a cage-like organic skeleton containing two triazole rings jointed via imine linkage. These molecules can act as urease inhibitors. The in-vitro urease inhibition screening results showed that the combination of the two triazole skeleton in the cage-like morphology exhibited comparable urease inhibition activity to that of the reference thiourea while the metallic complexation, especially with copper, nickel, and palladium, showed excellent activity results with IC50 values of 0.94 ± 0.13, 3.71 ± 0.61, and 7.64 ± 1.21 (3a–c), and 1.20 ± 0.52, 3.93 ± 0.45, and 12.87 ± 2.11 μM (4a–c). However, the rest of compounds among the targeted series exhibited a low to moderate enzyme inhibition potential. To better understand the compounds’ underlying mechanisms of the inhibitory effect (3a and 4a) and their most active metal complexes (3b and 4b), we performed an enzymatic kinetic analysis using the Lineweaver–Burk plot in the presence of different concentrations of inhibitors to represent the non-competitive inhibition nature of the compounds, 3a, 4a, and 4b, while mixed type inhibition was represented by the compound, 3b. Moreover, molecular docking confirmed the binding interactive behavior of 3a within the active site of the target protein.

Carbon oxysulphide: A novel reagent for the synthesis of 4-amino/anilino-3-aryl/aryloxymethyl/thiophenoxymethyl-1,2,4-triazolin-5-ones and 5-arylamino-2-mercapto-1,3,4-oxadiazoles

Acid hydrazides 1 on reaction with carbon oxysulphide in the presence of alcoholic KOH afford potassium β-acylthiocarbazinates 2 which on further reaction with hydrazine hydrate or phenylhydrazine give 4-amino-3-substituted-1,2,4-triazolin-5-ones 3 and 4-amilino-3-substituted-1,2,4-triazolin-5-ones 5 respectively. 4-Substituted thiosemicarbazides 6 on treatment with carbon oxysulphide in the presence of ale NaOH afford sodium β-(N-arylthiocarbamyl)thiocarbazinates 7 which on cyclisation in the presence of ethanolic NaOH afford 5-arylamino-2-mercapto-1,3,4-oxadiazoles 8. On reaction with benzyl chloride in the presence of NaOH 8 isomerise to 3-benzylmercapto-4-substituted-1,2,4-triazolin-5-ones 9.

Oxydations d'hydrazones par le bioxyde de plomb: nouvelles syntheses d'oxadiazoles-1,3,4 et de derives de l'amino-4 triazol-1,2,4 one-5

Aromatic aldehyde aroylhydrazones when oxidized with lead dioxide, in acetic acid, gave quickly the corresponding 1,3,4-oxadiazoles in good yields.Aromatic aldehyde carbodihydrazones on the other hand, gave derivatives of 4-amino-3-aryl-1,2,4-triazol-5-ones, in dimethylformamide as solvent.To explain these results, some radical mechanisms are proposed.