61019-26-9

Basic information

• Product Name: 4-amino-5-(2-methoxyphenyl)-2H-1,2,4-triazole-3-thione
• Synonyms: 4-amino-5-(2-methoxyphenyl)-2H-1,2,4-triazole-3-thione
• CAS NO: 61019-26-9
• Molecular Formula: C₉H₁₀N₄OS
• Molecular Weight: 222.27
• Mol File: 61019-26-9.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 357.8°C at 760 mmHg
• Flash Point: 170.2°C
• Appearance: /
• Density: 1.46g/cm³
• Vapor Pressure: 2.66E-05mmHg at 25°C
• Refractive Index: 1.711
• CAS DataBase Reference: 4-amino-5-(2-methoxyphenyl)-2H-1,2,4-triazole-3-thione(CAS DataBase Reference)
• NIST Chemistry Reference: 4-amino-5-(2-methoxyphenyl)-2H-1,2,4-triazole-3-thione(61019-26-9)
• EPA Substance Registry System: 4-amino-5-(2-methoxyphenyl)-2H-1,2,4-triazole-3-thione(61019-26-9)

Safety Data

• Hazardous Substances Data: 61019-26-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H10N4OS/c1-14-7-5-3-2-4-6(7)8-11-12-9(15)13(8)10/h2-5H,10H2,1H3,(H,12,15)

Upstream product

• 606-45-1 2-methoxybenzoic acid methyl ester 
• 75-15-0 carbon disulfide 
• 61019-31-6 potassium [N'-(2-methoxybenzoyl)]hydrazine carbodithioate 
• 21615-34-9 2-Methoxybenzoyl chloride 
• 7335-26-4 ethyl 2-methoxybenzoate 
• 2231-57-4 Thiocarbohydrazide 
• 579-75-9 2-Methoxybenzoic acid 
• 7466-54-8 2-methoxybenzoylhydrazine 
• 1251851-82-7 C₉H₉N₂O₃S^(1-)*K⁽¹⁺⁾ 

Downstream Products

• 840480-72-0 3-(2-methoxyphenyl)-6-(2,5-dimethoxyphenyl)-7H-[1,2,4]-triazolo-[3,4-b]-[1,3,4]-thladiazine 
• 1013749-47-7 C₁₉H₁₈N₄O₃S 
• 1013749-55-7 C₁₉H₁₈N₄O₃S 
• 1251851-86-1 4-((aminomethylene)-2'-(4''-chlorophenyl)-5'-methoxy indol-3'yl)-3-(2-methoxyphenyl)-5-mercapto-1,2,4 triazole 
• 1427501-05-0 6-(furan-3-yl)-3-(2-methoxyphenyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole 
• 1437786-17-8 3-amino-6-(diisopropoxyphosphoryl)-2-(2-methoxyphenyl)-3H-thiazolo[3,2-b][1,2,4]triazol-7-iumchloride 
• 1437786-13-4 3-amino-6-(diethoxyphosphoryl)-2-(2-methoxyphenyl)-3H-thiazolo[3,2-b][1,2,4]triazol-7-ium chloride 
• 1440961-41-0 C₃₂H₃₀FeN₈O₂S₂ 

Relevant articles and documents

Design, synthesis, biological activity, crystal structure and theoretical calculations of novel 1,2,4-triazole derivatives

Series of 1,2,4-triazole Schiff base (Ia-f) were designed and synthesized. Their in-vitro antifungal activity to pythium solani, gibberlla nicotiancola, fusarium oxysporium fs.p. niveum and gibberlla saubinetii were evaluated. The results showed compound If exhibited good activity with tested fungi, which indicated that 1,2,4-triazole scaffold with introduction of imidazole phenyl could keep the antifungal activity. In order to further research the compound If, the crystal structure was detected by X-ray diffraction. Meanwhile, the FT-IR, FT-Raman, natural bond orbital (NBO), HOMO-LUMO and MEP were calculated at B3LYP/6-311G+(d,p) level. All the results will be helpful for further drug design in 1,2,4-triazole analogues.

Investigation on 4-amino-5-substituent-1,2,4-triazole-3-thione Schiff bases an antifungal drug by characterization (spectroscopic, XRD), biological activities, molecular docking studies and electrostatic potential (ESP)

Four novel Schiff bases 4-(2,4-dinitrobenzylideneamino)-5-m-tolyl-2H-1,2,4-triazole-3(4H)-thione) (F1), 4-(2,4-dinitrobenzylideneamino)-5-(2-methoxyphenyl)-2H-1,2,4-triazole-3(4H)-thione) (F2), 4-(2,4-dinitrobenzylideneamino)-5-(3-methoxyphenyl)-2H-1,2,4-triazole-3(4H)-thione) (F3) and 4-(2,4-dinitrobenzylideneamino)-5-(4-methoxyphenyl)-2H-1,2,4-triazole-3(4H)-thione) (F4) were prepared as new antifungal compounds contributing 4-Amino-5-Substituent-1,2,4-Triazole-3-Thione and 2,4-dinitrobenzaldehyde via a condensation reaction under the mild conditions with excellent yields. The structures of compounds were characterized by elemental analysis (EA), FT-IR, 1H NMR, 13C NMR spectra and X-ray analysis. In addition, the compounds were screened for in vitro biological activity, and the bioassay results indicated that the newly synthesized compounds showed different in vitro antifungal activities against five plant fungi. Particularly, compound F3 (EC50 = 11.16 mg/L) was found to be the most active respectively against Wheat gibberellic, even more effective than Fluconazole (EC50 = 16.03 mg/L). The active compounds were further evaluated for enzyme inhibition efficacy against the receptor CYP51 by docking. Meanwhile, an explicit surface analysis on compounds were carried out theoretically using the wave function analyzer (Multiwfn 3.4.1 software) in order to study the reactivity of the compounds.

Facile synthesis, biological evaluation and molecular docking studies of novel substituted azole derivatives

In this study, we synthesized the series of novel azole derivatives and evaluated for enzyme inhibition assays, corresponding kinetic analysis and molecular modeling. Among the investigated bioassays, the oxadiazole derivatives 4a-k were found potent α-glucosidase inhibitors while the Schiff base derivatives 7a-k exhibited considerable potential toward urease inhibition. The inhibition kinetics for the most active compounds were analyzed by the Lineweaver–Burk plots to investigate the possible binding modes of the synthesized compounds toward the tested proteins. Moreover, the detailed docking studies were performed on the synthesized library of 4a-k and 7a-k to study the molecular interaction and binding mode in the active site of the modeled yeast α-glucosidase and Jack Bean Urease, respectively. It could be inferred from docking results that theoretical studies are in close agreement to that of the experimental results. The structure of one of the compound 7k was characterized by the single crystal X-ray diffraction analysis in order to find out the predominant conformation of the molecules.