151297-84-6

Basic information

• Product Name: 4-AMINO-5-(4-FLUOROBENZYL)-4H-1,2,4-TRIAZOLE-3-THIOL
• Synonyms: 4-AMINO-5-(4-FLUOROBENZYL)-4H-1,2,4-TRIAZOLE-3-THIOL;4-amino-5-[(4-fluorophenyl)methyl]-4H-1,2,4-triazole-3-thiol
• CAS NO: 151297-84-6
• Molecular Formula: C₉H₉FN₄S
• Molecular Weight: 224.26
• Mol File: 151297-84-6.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-AMINO-5-(4-FLUOROBENZYL)-4H-1,2,4-TRIAZOLE-3-THIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-5-(4-FLUOROBENZYL)-4H-1,2,4-TRIAZOLE-3-THIOL(151297-84-6)
• EPA Substance Registry System: 4-AMINO-5-(4-FLUOROBENZYL)-4H-1,2,4-TRIAZOLE-3-THIOL(151297-84-6)

Safety Data

• Hazardous Substances Data: 151297-84-6(Hazardous Substances Data)

Upstream product

• 459-04-1 4-Fluorophenylacetyl chloride 
• 2231-57-4 Thiocarbohydrazide 
• 405-50-5 p-Fluorophenylacetic acid 
• 75-15-0 carbon disulfide 
• 34547-28-9 4-fluorophenylacetic acid hydrazide 
• 34837-84-8 4-fluorobenzeneacetic acid methyl ester 

Downstream Products

• 1427501-04-9 3-(4-fluorobenzyl)-6-(furan-3-yl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole 

Relevant articles and documents

Synthesis of Novel 1,2,4-Triazole-3-thione Derivatives as Influenza Neuraminidase Inhibitors

A series of 1,2,4-triazole-3-thione derivatives (6a–6t) were synthesized and evaluated against influenza viruses (H1N1) neuraminidase (NA) in vitro. Eighteen compounds exhibited inhibitory potency with IC50 values ranging from 14.68?±?0.49 to 39.85?±?4.23?μg/mL. Among them, compounds 6e and 6h showed significant inhibitory activity with IC50 values of 14.97?±?0.70 and 14.68?±?0.49?μg/mL, respectively. Structure activity relationships were established. Molecular docking studies were performed to understand the binding interaction between active compounds and NA.

Synthesis and biological activities of some new 3,6-disubstituted 1,2,4-triazolo[3,4-b]1,3,4-thiadiazole derivatives

A series of aromatic hydrazides 3a-j were prepared by refluxing esters 2a-j with hydrazine hydrate in methanol, which were prepared by the esterification of 1a-j. Acetohydrazides 3a-j upon treatment with carbon disulfide and methanolic potassium hydroxide yielded potassium dithiocarbazate salts 4a-j, which on refluxing with hydrazine hydrate yielded substituted 4-amino-5-aryl-3H-1,2,4-triazole-3-thiones 5a-j. The target compounds 6a-j were synthesized by condensing furan-3-carboxylic acid in the presence of polyphosphoric acid under reflux. The structures of newly synthesized compounds were characterized by IR, 1H NMR, 13C NMR, elemental analysis and mass spectrometric studies. All the synthesized compounds were screened for their urease, acetylcholine esterase inhibition, antioxidant and alkaline phosphatase inhibition activity. Almost all of the compounds 6a-j showed good to excellent activities against urease and acetylcholine esterase more than the reference drugs. Compounds 6f and 6g were more potent scavenger of free radicals than the reference n-propyl gallate. Compound 6b and 6h showed excellent activities of alkaline phosphatase as compare to the reference KH 2PO4.