52761-74-7

Usage

Uses

Used in Pharmaceutical Industry:
4-(4-aminophenyl)-1,2,4-triazole is used as a building block for the synthesis of various pharmaceuticals. Its unique structure and properties make it a valuable intermediate in the development of new drugs.
Used in Agrochemical Industry:
APTR is used as a building block in the synthesis of agrochemicals, contributing to the development of effective and safe pesticides and other agricultural chemicals.
Used in Dye Industry:
4-(4-aminophenyl)-1,2,4-triazole is used as a building block in the synthesis of dyes, enabling the creation of a wide range of colorants for various applications.
Used in Anti-Cancer Applications:
APTR has been studied for its potential as an anti-cancer agent, with research exploring its ability to target and inhibit the growth of cancer cells.
Used in Corrosion Inhibition:
4-(4-aminophenyl)-1,2,4-triazole is used as a corrosion inhibitor, helping to protect materials from degradation and extending their lifespan.
Used in Materials Science:
APTR has applications in the field of materials science, particularly in the development of new polymers and coatings, enhancing their properties and performance.

InChI:InChI=1/C8H8N4/c9-7-1-3-8(4-2-7)12-5-10-11-6-12/h1-6H,9H2

Upstream product

• 154594-15-7 N-(4-(4H-1,2,4-triazole-4-yl)phenyl)acetamide 
• 122-80-5 N-acetyl-p-phenylenediamine 
• 103-84-4 Acetanilid 
• 16227-06-8 N,N-dimethylformamide azine dihydrochloride 
• 106-50-3 1,4-phenylenediamine 
• 16759-47-0 4-(4-nitrophenyl)-4H-1,2,4-triazole 

Downstream Products

• 177945-75-4 (3S)-3-(N-benzyl)aminomethyl-1-[2-(5-(1,2,4-triazol-4-yl)-1H-indol-3-yl)ethyl]pyrrolidine 
• 681004-60-4 1,4-phenylene-4,4′-bis(1,2,4-triazole) 

Relevant academic research and scientific papers

IMINOSUGARS USEFUL FOR THE TREATMENT OF VIRAL DISEASES

Formula IA, ad their use for treating viral infections.

A simplified approach to N- and N,N′-linked 1,2,4-triazoles by transamination

A facile one-step procedure for the preparation of 4,4′-bis-1,2,4- triazole is reported. Direct transamination of N,N-dimethyl-formamide azine dihydrochloride by heating with 4-amino-1,2,4-triazole in refluxing benzene readily yields the target molecule in short duration of time with significant yield (73%). This catalyst-free method was extended to synthesise a series of 4-substituted 1,2,4-triazoles of potential interest in coordination chemistry. Georg Thieme Verlag Stuttgart.

Synthesis and serotonergic activity of 3-[2-(pyrrolidin-1- yl)ethyl]indoles: Potent agonists for the h5-HT(1D) receptor with high selectivity over the h5-HT(1B) receptor

The design, synthesis, and biological evaluation of a novel series of 3- [2-(pyrrolidin-1-yl)ethyl]-indoles with excellent selectivity for h5-HT(1D) (formerly 5-HT(1Dα)) receptors over h5-HT(1B) (formerly 5-HT(1Dβ)) receptors are described. Clinically effective antimigraine drugs such as Sumatriptan show little selectivity between h5-HT(1D) and h5-HT(1B) receptors. The differential expression of h5-HT(1D) and h5-HT(1B) receptors in neural and vascular tissue prompted an investigation of whether a compound selective for the h5-HT(1D) subtype would have the same clinical efficacy but with reduced side effects. The pyrrolidine 3b was initially identified as having 9-fold selectivity for h5-HT(1D) over h5-HT(1B) receptors. Substitution of the pyrrolidine ring of 3b with methylbenzylamine groups gave compounds with nanomolar affinity for the h5-HT(1D) receptor and 100-fold selectivity with respect to h5-HT(1B) receptors. Modification of the indole 5-substituent led to the oxazolidinones 24a,b with up to 163-fold selectivity for the h5-HT(1D) subtype and improved selectivity over other serotonin receptors. The compounds were shown to be full agonists by measurement of agonist-induced [35S]GTPγS binding in CHO cells expressed with h5-HT receptors. This study suggests that the h5-HT(1D) and h5-HT(1B) receptors can be differentiated by appropriate substitution of the ligand in the region which binds to the aspartate residue and reveals a large binding pocket in the h5-HT(1D) receptor domain which is absent for the h5-HT(1B) receptor. The compounds described herein will be important tools to delineate the role of h5-HT(1D) receptors in migraine.

Azetidine, pyrrolidine and piperidine derivatives

A class of substituted azetidine, pyrrolidine and piperidine derivatives are selective agonists of 5-HT1 -like receptors, being potent agonists of the human 5-HT1Dα receptor subtype whilst possessing at least a 10-fold selective affinity for the 5-HT1Dα receptor subtype relative to the 5-HT1Dβ subtype; they are therefore useful in the treatment and/or prevention of clinical conditions, in particular migraine and associated disorders, for which a subtype-selective agonist of 5-HT1D receptors is indicated, whilst eliciting fewer side-effects, notably adverse cardiovascular events, than those associated with non-subtype-selective 5-HT1D receptor agonists.

The chemical evolution of N,N-dimethyl-2-[5-(1,2,4-triazol-4-yl)-1H-indol-3-yl]ethylamine (L-741,604) and analogues: Potent and selective agonists for 5-HT(1D) receptors

Optimisation of a series of 5-(heterocyclyl)tryptamines led to the identification of the symmetrically substituted, N-4 linked 1,2,4-triazole as the best indole C-5 substituent for 5-HT(1D) receptor affinity and selectivity. The triazole (8) is the most potent and selective, orally bioavailable, 5-HT(1D) receptor agonist identified to date, showing an order of magnitude greater potency than the clinical compound sumatriptan with improved subtype selectivity.

4-substituted 1,2,4-triazole derivatives

A discrete class of 4-substituted 1,2,4-triazole derivatives are selective agonists of 5-HT 1 -like receptors and are therefore useful in the treatment of clinical conditions, in particular migraine and associated disorders, for which a selective agonist of these receptors is indicated.

FT-IR and 13C-NMR Correlations for Some N-Substituted Azoles and Benzazoles

The FT-IR (in carbon tetrachloride) and 13C-NMR (in deuterochloroform) spectra of six p-substituted aniline derivatives, as reference compounds, and nine 1-p-aminophenyl-azoles and benzazoles were recorded.The mesured spectral parameters from FT-IR were s

4-Substituted 1,2,4-triazole derivatives

4-substituted 1,2,4-triazole derivatives of formula I: wherein R represents a 2-(dimethylamino)ethyl group, or a group of formula (i) or (ii): or a salt or prodrug thereof;, are selective agonists of 5-HT1-like receptors and are therefore useful in the treatment of clinical conditions, in particular migraine and associated disorders, for which a selective agonist of these receptors is indicated.