4-Amino-5-phenyl-4H-1,2,4-triazole-3-thiol

Base Information

• Chemical Name: 4-Amino-5-phenyl-4H-1,2,4-triazole-3-thiol
• CAS No.: 22706-11-2
• Molecular Formula: C8H8N4S
• Molecular Weight: 192.244
• Hs Code.: 2933990090
• European Community (EC) Number: 625-270-2
• DSSTox Substance ID: DTXSID30177234
• Nikkaji Number: J723.217I
• ChEMBL ID: CHEMBL2016643
• Mol file: 22706-11-2.mol

Synonyms:4-amino-3-phenyl-1H-1,2,4-triazole-5(4H)-thione

Chemical Property of 4-Amino-5-phenyl-4H-1,2,4-triazole-3-thiol

Chemical Property:

• Vapor Pressure: 0.000643mmHg at 25°C
• Melting Point: 195 °C (dec.)(lit.)
• Refractive Index: 1.762
• Boiling Point: 309.4 °C at 760 mmHg
• PKA: 8.49±0.20(Predicted)
• Flash Point: 140.9 °C
• PSA: 95.53000
• Density: 1.47 g/cm³
• LogP: 1.52880
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 192.04696745
• Heavy Atom Count: 13
• Complexity: 245

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Amino-5-phenyl-4H-1,2,4-triazole-3-thiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NNC(=S)N2N

Technology Process of 4-Amino-5-phenyl-4H-1,2,4-triazole-3-thiol

There total 35 articles about 4-Amino-5-phenyl-4H-1,2,4-triazole-3-thiol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-Benzoylmethylthio-5-phenyl-1,3,4-oxadiazol (74087-90-4) → 3-phenyl-4-amino-5-mercapto-1,2,4-triazole (22706-11-2)

Guidance literature:

With hydrazine hydrate; for 1h; Heating;

DOI:10.1021/jo00135a014

Reference yield: 92.0%

benzoic acid ethyl ester (93-89-0,99341-95-4) + Thiocarbohydrazide (2231-57-4) → 4-amino-3-phenyl-1H-1,2,4-triazole-5(4H)-thione (22706-11-2)

Guidance literature:

With iron oxide; In ethanol; water; for 1h; Solvent; Time; Reagent/catalyst; Reflux; Green chemistry;

DOI:10.1080/17415993.2017.1278761

Reference yield: 89.0%

Thiocarbohydrazide (2231-57-4) + benzoic acid (65-85-0,8013-63-6) → 4-amino-3-phenyl-1H-1,2,4-triazole-5(4H)-thione (22706-11-2)

Guidance literature:

With phosphorus pentachloride; at 20 ℃; for 0.166667h;

upstream raw materials:

methyl N'-benzoylhydrazinocarbodithioate

carbon disulfide

benzoic acid hydrazide

Thiocarbohydrazide

Downstream raw materials:

ethyl 2-[(4-amino-5-phenyl-4H-1,2,4-triazol-3-yl)thio]acetate

3,6-diphenyl<1,2,4>triazolo<3,4-b><1,3,4>thiadiazine

4-amino-3-methylthio-5-phenyl-1,2,4-triazole

4-amino-3-phenyl-1,2,4-triazole

Refernces

Synthesis, anti-bacterial and anti-oxidant properties of thiadiazaphosphol-2-ones

10.1248/cpb.56.1486

The research focuses on the synthesis and evaluation of 1,2-dihydro-2l5-[1,2,4]triazolo[4,3-d][1,3,4,2]thiadiaza-phosphol-2-one derivatives, which are reported to possess a broad spectrum of biological activities, including antioxidant and antibacterial properties. The synthesis involved the condensation of phosphonic dichlorides, substituted phosphorodichloridates, and bis(2-chloroethyl)amine dichloride with 4-amino-5-phenyl-4H-1,2,4-triazole-3-thiol in the presence of a base in dry tetrahydrofuran (THF). The synthesized compounds were characterized using IR, 1H-, 13C-, and 31P-NMR spectroscopy, as well as mass spectrometry. The antioxidant activity of these compounds was assessed using three methodologies: 1,1-diphenyl-2-picryl hydrazyl (DPPH) radical scavenging, lipid peroxidation, and hydroxyl radical scavenging assays. The antibacterial activity was tested using the agar well bioassay and minimum inhibitory concentration (MIC) determination. The results indicated that some of the synthesized compounds showed significant antioxidant and antimicrobial activities, warranting further in vivo studies for potential therapeutic applications.