61019-25-8

Basic information

• Product Name: 4-AMINO-5-(4-FLUOROPHENYL)-4H-1,2,4-TRIAZOLE-3-THIOL
• Synonyms: 4-Amino-3-(4-fluorophenyl)-5-mercapto-4H-1,2,4-triazole, 4-Amino-2,4-dihydro-5-(4-fluorophenyl)-3H-1,2,4-triazole-3-thione;4-amino-5-(4-fluorophenyl)-2H-1,2,4-triazole-3-thione
• CAS NO: 61019-25-8
• Molecular Formula: C₈H₇FN₄S
• Molecular Weight: 210.23
• Mol File: 61019-25-8.mol
• Article Data: 22

Chemical Properties

• Melting Point: 139-140 °C
• Boiling Point: 304.4 °C at 760 mmHg
• Flash Point: 137.9 °C
• Appearance: /
• Density: 1.58 g/cm³
• Vapor Pressure: 0.000877mmHg at 25°C
• Refractive Index: 1.737
• PKA: 8.06±0.20(Predicted)
• CAS DataBase Reference: 4-AMINO-5-(4-FLUOROPHENYL)-4H-1,2,4-TRIAZOLE-3-THIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-5-(4-FLUOROPHENYL)-4H-1,2,4-TRIAZOLE-3-THIOL(61019-25-8)
• EPA Substance Registry System: 4-AMINO-5-(4-FLUOROPHENYL)-4H-1,2,4-TRIAZOLE-3-THIOL(61019-25-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 61019-25-8(Hazardous Substances Data)

Usage

General Description

4-AMINO-5-(4-FLUOROPHENYL)-4H-1,2,4-TRIAZOLE-3-THIOL is a chemical compound with the molecular formula C7H6N4S and a molecular weight of 186.22 g/mol. It is a 1,2,4-triazole derivative containing an amino group and a thiol group. 4-AMINO-5-(4-FLUOROPHENYL)-4H-1,2,4-TRIAZOLE-3-THIOL is used in pharmaceutical research and drug development as it exhibits potential biological activities, including anticancer, antimicrobial, and antifungal properties. It is also used as a building block in the synthesis of various bioactive molecules. The 4-AMINO-5-(4-FLUOROPHENYL)-4H-1,2,4-TRIAZOLE-3-THIOL compound has the potential for further exploration and development in the field of medicinal chemistry.

InChI:InChI=1/C8H7FN4S/c9-6-3-1-5(2-4-6)7-11-12-8(14)13(7)10/h1-4H,10H2,(H,12,14)

Upstream product

• 41421-13-0 5-(4-fluorophenyl)-2,3-dihydro-1,3,4-oxadiazole-2-thione 
• 456-06-4 4-fluorobenzoyl hydrazide 
• 403-43-0 4-fluorobenzoyl chloride 
• 61019-29-2 C₈H₆FN₂OS₂^(1-)*K⁽¹⁺⁾ 
• 41421-13-0 2-mercapto-5-(4-fluorophenyl)-1,3,4-oxadiazole 
• 451-46-7 4-fluorobenzoic acid ethyl ester 
• 90172-63-7 1-(p-fluorophenylcarbonyl)imidazole 
• 3926-62-3 sodium monochloroacetic acid 
• 736084-51-8 N'-(4-fluoro-benzoyl)-hydrazinecarbodithioic acid 
• 456-22-4 4-Fluorobenzoic acid 
• 75-15-0 carbon disulfide 
• 403-33-8 methyl 4-flurobenzoate 

Downstream Products

• 724432-38-6 3-(4-fluorophenyl)-6-phenethyl[1,2,4]triazolo[3,4-b][1,3,4] thiadiazole 
• 1293362-45-4 methyl 3-(3-(4-fluorophenyl)-5-thioxo-1H-1,2,4-triazol-4-ylimino)cholanate 
• 573950-93-3 4-(4-nitrobenzylideneamino)-5-(4-fluorophenyl)-4H-1,2,4-triazole-3-thiol 
• 585555-78-8 2-(3-(4-fluorophenyl)-5-mercapto-4H-1,2,4-triazol-4-ylimino) phenol 
• 791824-26-5 3-(4-fluorophenyl)-6-(phenoxymethyl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole 
• 825606-03-9 6-((4-chlorophenoxy)methyl)-3-(4-fluorophenyl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole 
• 825606-04-0 3-(4-fluorophenyl)-6-((4-methoxyphenoxy)methyl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole 

Relevant articles and documents

Insights into the nature of weak noncovalent interactions in 3-(4-fluorophenyl)-6-(2-fluorophenyl)-1,2,4-triazolo[3,4-b][1,3,4]thiadiazole, a potential bioactive agent: X-ray, QTAIM and molecular docking analysis

A thorough examination of weak interactions present in the crystal structure of the title compound was investigated. Intramolecular C–H?N and F?S interactions make the molecule as fused 6,5,5,5,6,6-membered ring system. Two of the closely related structur

Synthesis and antitumor evaluation of novel fused heterocyclic 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole derivatives

In this study, twenty three 3,6-disubstituted 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole derivatives were synthesized and their antiproliferative activities in vitro were studied against SMMC-7721, HeLa, A549, and L929 by the CCK-8 assay. The bioassay results demonstrated that all tested compounds 8(a–w) exhibited antiproliferation with different degrees, and some compounds showed better effects than reference drug 5-fluorouracil. Among these screened compounds, compounds 8a, 8d, and 8l displayed significant antitumor activities in inhibiting SMMC-7721cell proliferation with IC50 values of 1.64, 1.74, and 1.61 μM, respectively. Compounds 8d and 8l were manifested highly effective biological activity versus HeLa cells with IC50 values of 2.23 and 2.84 μM, respectively. Compound 8l was found to have the highest antitumor potency against A549 cells with IC50 value of 2.67 μM. Furthermore, all compounds exhibited weaker cytotoxic effects than 5-fluorouracil on normal cell lines L929.

Synthesis and biological activities of cyclanone O-(2-(3-aryl-4- amino-4H-1,2,4-triazol-3-yl)thio)acetyl)oxime derivatives

Twelve cyclanone O-(2-(3-aryl-4-amino-4H-1,2,4-triazol-3-yl)thio)acetyl)oxime derivatives were synthesized and their structures were confirmed by spectroscopy (IR, 1H NMR, 13C NMR, 19F NMR) and elemental analysis. Their antifungal and antibacterial activities were evaluated against six fungi (Gibberella zeae, Fusarium oxysporum, Clematis mandshurica, Phytophthora infestans, Paralepetopsis sasakii, Sclerotinia sclerotiorum) and two bacteria (Xanthomonas oryzae pv. oryzae (Xoo), Xanthomonas citri subsp. Citri (Xcc)). The results indicated that most of the title compounds exhibited good antibacterial activities. Among them, compounds 6d, 6g, 6h, and 6j showed better antibacterial activities against Xoo and Xcc than that of the commercial agent thiodiazole-copper.