4922-98-9

Basic information

• Product Name: 5-PHENYL-1H-1,2,4-TRIAZOL-3-AMINE
• Synonyms: 3-AMINO-5-PHENYL-1,2,4-TRIAZOLE;5-PHENYL-1H-1,2,4-TRIAZOL-3-AMINE;5-PHENYL-1H-[1,2,4]TRIAZOL-3-YLAMINE;2-fenil-5-amino-1,3,4-triazolo;3-amino-5-phenyl-1h-1,2,4-triazole;4-triazol-3-amine,5-phenyl-1h-2;4-triazole,3-amino-5-phenyl-1h-2;2-Fenil-5-amino-1,3,4-triazolo [Italian]
• CAS NO: 4922-98-9
• Molecular Formula: C₈H₈N₄
• Molecular Weight: 160.18
• Mol File: 4922-98-9.mol
• Article Data: 21

Chemical Properties

• Melting Point: 191-193℃
• Boiling Point: 276.07°C (rough estimate)
• Flash Point: 233.7 °C
• Appearance: /
• Density: 1.315±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 4.48E-07mmHg at 25°C
• Refractive Index: 1.5872 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 10.78±0.40(Predicted)
• CAS DataBase Reference: 5-PHENYL-1H-1,2,4-TRIAZOL-3-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-PHENYL-1H-1,2,4-TRIAZOL-3-AMINE(4922-98-9)
• EPA Substance Registry System: 5-PHENYL-1H-1,2,4-TRIAZOL-3-AMINE(4922-98-9)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 4922-98-9(Hazardous Substances Data)

Usage

Description

5-PHENYL-1H-1,2,4-TRIAZOL-3-AMINE is an organic compound with the molecular formula C9H9N5. It is a derivative of 1,2,4-triazole, featuring a phenyl group attached to the 5th position of the triazole ring. 5-PHENYL-1H-1,2,4-TRIAZOL-3-AMINE is known for its potential applications in various fields, particularly in the pharmaceutical and chemical industries.

Uses

Used in Pharmaceutical Industry:
5-PHENYL-1H-1,2,4-TRIAZOL-3-AMINE is used as an intermediate in the synthesis of WP155, a compound with potential therapeutic applications. Its role in the synthesis process is crucial for the development of new drugs and pharmaceutical products.
Used in Biological Studies:
5-PHENYL-1H-1,2,4-TRIAZOL-3-AMINE is also utilized in biological research to assess its pharmacological activity. It is particularly relevant in methods aimed at reducing susceptibility to tumor formation induced by 3-deoxyglucosone and its precursors. This application highlights the compound's potential in cancer research and the development of novel cancer prevention strategies.

Safety Profile

Reaction with nitrous acid gives atouch sensitive explosive product. Upon decomposition itemits toxic fumes of NOx.

InChI:InChI=1/C8H8N4/c9-8-10-7(11-12-8)6-4-2-1-3-5-6/h1-5H,(H3,9,10,11,12)

Upstream product

• 147895-43-0 S-methylisothiourea hemisulphate 
• 613-94-5 benzoic acid hydrazide 
• 17356-08-0 thiourea 
• 98-88-4 benzoyl chloride 
• 3679-92-3 N-(benzamido)-guanidine 
• 420-04-2 CYANAMID 
• 1666-17-7 benzaldehyde p-toluenesulfonylhydrazone 
• 93-58-3 benzoic acid methyl ester 
• 100-47-0 benzonitrile 
• 81677-09-0 3-dimethylamino-5-phenyl-1,2,4-oxadiazole 
• 3201-50-1 3-Methoxy-5-phenyl-1,2,4-oxadiazole 
• 7788-14-9 5-phenyl-1,2,4-oxadiazol-3-amine 
• 23432-93-1 3-chloro-5-phenyl-1,2,4-oxadiazole 
• 1257878-79-7 3-hydroxylamino-5-phenyl-1,2,4-triazole 

Downstream Products

• 1344724-46-4 C₁₈H₁₆N₄O 
• 1344724-45-3 C₁₈H₁₆N₄O₂ 
• 1344724-44-2 C₁₇H₁₃ClN₄O 
• 1344724-52-2 C₁₇H₁₃N₅O₃ 
• 930569-97-4 C₁₅H₁₂N₄O₂ 
• 1344724-43-1 C₁₇H₁₄N₄O 
• 1344724-47-5 C₁₇H₁₄N₄O₂ 
• 1344724-48-6 C₁₇H₁₅N₅O 
• 1344724-49-7 C₁₉H₁₆N₄O₂ 
• 1344724-50-0 C₁₉H₁₈N₄O₃ 
• 1344724-51-1 C₁₇H₁₃ClN₄O 
• 1344724-53-3 C₁₅H₁₁N₅O₃S 
• 1344724-54-4 (E)-3-(4-((2-methylallyl)oxy)phenyl)-N-(5-phenyl-4H-1,2,4-triazol-3-yl)acrylamide 
• 28610-05-1 5,7-diamino-2-phenyl-1,2,4-triazolo[1,5-a][1,3,5]triazine 

Relevant articles and documents

A Novel Iron-catalyzed One-pot Synthesis of 3-Amino-1,2,4-triazoles

A novel one-pot synthesis of 3-amino-1,2,4-triazole developed via iron (III) catalyzed route is reported. The new method is more efficient, simple, and convenient and presents a concise new strategy for the synthesis of 3-amino-1,2,4-triazole derivatives.

Diversity-Oriented Synthesis of 1,2,4-Triazols, 1,3,4-Thiadiazols, and 1,3,4-Selenadiazoles from N-Tosylhydrazones

The diversity-oriented synthesis of 1,2,4-triazols, 1,3,4-thiadiazols, and 1,3,4-selenadiazoles from N-tosylhydrazones was developed, and the reactions were general for a wide range of substrates, in which NH2CN, KOCN, KSCN, and KSeCN were used as odorless sources. Two different pathways were proposed, and N-tosylhydrazonoyl chlorides were formed in situ in the presence of NCS.

Acylated 1 H-1,2,4-Triazol-5-Amines Targeting Human Coagulation Factor XIIa and Thrombin: Conventional and Microscale Synthesis, Anticoagulant Properties, and Mechanism of Action

We herein report the conventional and microscale parallel synthesis of selective inhibitors of human blood coagulation factor XIIa and thrombin exhibiting a 1,2,4-Triazol-5-Amine scaffold. Structural variations of this scaffold allowed identifying derivative 21i, a potent 29 nM inhibitor of FXIIa, with improved selectivity over other tested serine proteases and also finding compound 21m with 27 nM inhibitory activity toward thrombin. For the first time, acylated 1,2,4-Triazol-5-Amines were proved to have anticoagulant properties and the ability to affect thrombin-And cancer-cell-induced platelet aggregation. Performed mass spectrometric analysis and molecular modeling allowed us to discover previously unknown interactions between the synthesized inhibitors and the active site of FXIIa, which uncovered the mechanistic details of FXIIa inhibition. Synthesized compounds represent a promising starting point for the development of novel antithrombotic drugs or chemical tools for studying the role of FXIIa and thrombin in physiological and pathological processes.