52761-74-7

Basic information

• Product Name: 4-(4-AMINOPHENYL)-1,2,4-TRIAZOLE
• Synonyms: 4-(4-AMINOPHENYL)-1,2,4-TRIAZOLE;4-(p-Aminophenyl)-1,2,4-triazole;4-(1,2,4-Triazol-4-yl)aniline;4-(4H-1,2,4-Triazol-4-yl)aniline;4-(4H-1,2,4-Triazol-4-yl)benzenamine
• CAS NO: 52761-74-7
• Molecular Formula: C₈H₈N₄
• Molecular Weight: 160.18
• Mol File: 52761-74-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 195℃
• Boiling Point: 375.3°C at 760 mmHg
• Flash Point: 180.8°C
• Appearance: /
• Density: 1.32
• Vapor Pressure: 7.87E-06mmHg at 25°C
• Refractive Index: 1.689
• PKA: 3?+-.0.10(Predicted)
• CAS DataBase Reference: 4-(4-AMINOPHENYL)-1,2,4-TRIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-AMINOPHENYL)-1,2,4-TRIAZOLE(52761-74-7)
• EPA Substance Registry System: 4-(4-AMINOPHENYL)-1,2,4-TRIAZOLE(52761-74-7)

Safety Data

• Hazardous Substances Data: 52761-74-7(Hazardous Substances Data)

Usage

General Description

4-(4-aminophenyl)-1,2,4-triazole, also known as APTR, is a chemical compound belonging to the category of triazole derivatives. It is a white to off-white crystalline solid that is mainly used as a building block in the synthesis of various pharmaceuticals, agrochemicals, and dyes. Its unique structure and properties make it a versatile intermediate in organic synthesis. APTR has also been studied for its potential as an anti-cancer agent and as a corrosion inhibitor. Additionally, it has applications in the field of materials science, particularly in the development of new polymers and coatings. However, it is important to handle this chemical with care, as it is potentially hazardous and can cause skin and eye irritation. Please note that this is a general summary and the specific properties and uses of 4-(4-aminophenyl)-1,2,4-triazole may vary based on its intended application and context. Safety protocols and precautions should always be followed when handling this or any other chemical compound.

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

Upstream product

• 16759-47-0 4-(4-nitrophenyl)-4H-1,2,4-triazole 
• 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 

Downstream Products

• 154594-16-8 4-(1,2,4-triazol-4-yl)phenylhydrazine 
• 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 articles and documents

IMINOSUGARS USEFUL FOR THE TREATMENT OF VIRAL DISEASES

Formula IA, ad their use for treating viral infections.

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.

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.