32787-84-1

Basic information

• Product Name: 1,2,4-Triazole, 4-salicylideneamino-
• Synonyms: N-(4H-1,2,4-Triazole-4-yl)-2-hydroxybenzenemethaneimine;1,2,4-Triazole, 4-salicylideneamino-;2-(4H-1,2,4-Triazole-4-yliminomethyl)phenol
• CAS NO: 32787-84-1
• Molecular Formula: C₉H₈N₄O
• Molecular Weight: 188.19
• Mol File: 32787-84-1.mol

Chemical Properties

• Boiling Point: 379.7°Cat760mmHg
• Flash Point: 183.4°C
• Appearance: /
• Density: 1.31g/cm³
• Vapor Pressure: 5.74E-06mmHg at 25°C
• Refractive Index: 1.663
• CAS DataBase Reference: 1,2,4-Triazole, 4-salicylideneamino-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4-Triazole, 4-salicylideneamino-(32787-84-1)
• EPA Substance Registry System: 1,2,4-Triazole, 4-salicylideneamino-(32787-84-1)

Safety Data

• Hazardous Substances Data: 32787-84-1(Hazardous Substances Data)

Usage

Chemical structure

A heterocyclic compound formed by combining a triazole ring with a salicylideneamino group.

Functional groups

Contains a triazole moiety and a salicylideneamino group.

Biological activities

The triazole moiety is known for its diverse biological activities, such as antimicrobial, antitumor, and antiviral properties.

Potential applications

Due to its unique combination of functional groups, it has potential pharmacological and industrial applications.

Chelating agent

The salicylideneamino group has been linked to its potential use as a chelating agent in metal ion binding.

Coordination chemistry

The salicylideneamino group also serves as a ligand in coordination chemistry.

Versatility

The compound's combination of functional groups makes it a versatile candidate for further research and development in various fields of science and technology.

InChI:InChI=1/C9H8N4O/c14-9-4-2-1-3-8(9)5-12-13-6-10-11-7-13/h1-7,12H/b8-5-

Upstream product

• 584-13-4 4-amino-1,2,4-triazole 
• 90-02-8 salicylaldehyde 
• 155140-18-4 N?(2?hydroxybenzylidene)?4?aminobenzenesulfonic acid sodium salt 

Downstream Products

• 1141752-85-3 C₁₁H₁₀N₄O₂S 
• 1216963-50-6 C₁₇H₁₁Cl₂N₅O₂S 
• 1216963-07-3 C₁₇H₁₃N₅O₂S 
• 1216963-29-9 C₁₇H₁₂ClN₅O₂S 

Relevant articles and documents

Dinuclear and 1D iron(III) Schiff base complexes bridged by 4-salicylideneamino-1,2,4-triazolate: X-ray structures and magnetic properties

Four new iron(III) complexes were obtained by the reaction of 4-salicylideneamino-1,2,4-triazole (Hsaltrz) and selected dinuclear μ-oxo-bridged iron(iii) Schiff base complexes [{FeL4} 2(μ-O)], where L4 represents a terminal tetradentate dianionic Schiff-base ligand. X-ray structural analysis revealed a novel bridging mode of κN,κO of the saltrz ligand to form dinuclear complexes [{Fe(salen)(μ-saltrz)}2]·CH3OH (1) (H2salen = N,N′-ethylenebis(salicylimine)) and [{Fe(salpn)(μ-saltrz)}2] (2) (H2salpn = N,N′-1,2-propylenbis(salicylimine)), whereas one-dimensional (1D) zig-zag chains were formed in the case of [{Fe(salch)(μ-saltrz)}·0.5CH 3OH]n (3) (H2salch = N,N′- cyclohexanebis(salicylimine)) and [Fe(salophen)(μ-saltrz)]n (4) (H2salophen = N,N′-o-phenylenebis(salicylimine)). It was also shown that the rigidity of the terminal ligand L4 can be considered as the key factor for the molecular dimensionality of the products. The thorough magnetic analysis based on SQUID experiments, including the isotropic exchange and the zero-field splitting of both temperature and field dependent data, was performed for dimeric (1 and 2) and also for polymeric compounds (3 and 4) and revealed weak antiferromagnetic exchange mediated by the saltrz anions with much larger D-parameter (D ? J). The Royal Society of Chemistry 2011.

Investigation of derivatized schiff base ligands of 1,2,4-triazole amine and their oxovanadium(IV) complexes: Synthesis, structure, DNA binding, alkaline phosphatase inhibition, biological screening, and insulin mimetic properties

A series of novel azomethine precursors were derivatized by the condensation of 4H-1,2,4-triazole-4-amine with salicylaldehyde (HL 1) (saltrz), 2,3-dihydroxybenzaldehyde (HL 2) (dhtrz), 2-hydroxy-1-naphthaldehyde (HL 3) (n

Complete and Versatile Post-Synthetic Modification on Iron-Triazole Spin Crossover Complexes: A Relevant Material Elaboration Method

In this paper we study the post-synthetic modification (PSM) reaction on solid spin crossover (SCO) [Fe(NH2trz)3]X2 (X=NO3, OTs, Cl, SO4, BF4) complexes with different substrates. The wide access to a diversity of functionalized complexes with imine, amide and carbamide groups from the same amino parent compound demonstrates the synthetic approach value of this method. The as-obtained post-synthetic complexes were studied by IR, solid NMR, elemental analyses, and powder X-ray diffraction, and compared to the corresponding compounds obtained by direct synthesis (DS) routes. Moreover, after digestion of the complexes obtained by PSM reactions, the free ligands were characterized by NMR in solution, which allowed us to indirectly confirm the formation of complexes we wished to synthesize. The study reveals in numerous cases that a complete post-synthetic modification is possible despite the structural cohesion that is established between the 1D coordination chains within these materials. Spin crossover properties of some complexes obtained by both methods are also reported and compared.

Antiglycation activity of triazole schiff’s bases against fructose-mediated glycation: In vitro and in silico study

Background: Advanced glycation end products (AGEs) are known to be involved in the pathophysiology of diabetic complications, neurodegenerative diseases, and aging. Preventing the formation of AGEs can be helpful in the management of these diseases. Objec

Synthesis and biological screening of some new thiophene and pyrazole containing styrylchromones and pyrazoles

Series of brominated thiophene anchored 2-styrylchromones and styrylpyrazoles were synthesized using Baker-Venkataraman transformation. The structures of newly synthesized compounds were confirmed by spectral techniques such as infrared, 1H nuc

1,2,4-Triazole-based molecular switches: Crystal structures, Hirshfeld surface analysis and optical properties

We have studied a series of eight closely related N-salicylidene-4-amino-1,2,4-triazole molecules 1-8, obtained by condensation of the corresponding aldehyde with 4-amino-4H-1,2,4-triazole. 1H NMR spectroscopy in solution revealed the presence

Synthesis of triazole Schiff bases: Novel inhibitors of nucleotide pyrophosphatase/phosphodiesterase-1

A series of Schiff base triazoles 1-25 was synthesized and evaluated for their nucleotide pyrophosphatase/phosphodiesterase-1 inhibitory activities. Among twenty-five compounds, three compounds 10 (IC50 = 132.20 ± 2.89 μM), 13 (IC50

Chirality transfer in magnetic coordination complexes monitored by vibrational and electronic circular dichroism

Magnetic coordination complexes based on Schiff bases are promising new molecular materials for electronics. Two μ-oxo FeIII dimeric complexes of enantiomers of Schiff base ligands (N,N′-(1R,2R)-1,2- diphenylethylenebis(salicylideneimine) (Hsu

Engineering solid-state molecular switches: N-salicylidene N-heterocycle derivatives

A supramolecular engineering approach has been developed for a novel family of N-salicylidene aniline derivatives to control their thermo- and photochromic behaviours. Hsaltrz, Habs, Hsalphen, Hsaltz and Ksaltz are versatile molecules built from N-heteroc

Synthesis and biological activity of 3-[4H-(1,2,4)-Triazolyl]-2,6-diaryl-1, 3,5-oxadiazine-4-thione

4-Amino-1,2,4-triazole (1) undergoes facile condensation with aromatic aldehydes to afford the corresponding 4-(arylidene-amino)-4H-[1,2,4]-triazole (2a-h) in good yield. Rearrangement of compounds (2a-h) with benzoyl isothiocyanate/4-chloro-benzoyl isoth