59301-21-2

Basic information

• Product Name: 5-(4-Nitrophenyl)-4H-1,2,4-triazol-3-amine
• Synonyms: 5-(4-NITROPHENYL)-4H-1,2,4-TRIAZOL-3-AMINE
• CAS NO: 59301-21-2
• Molecular Formula: C₈H₇N₅O₂
• Molecular Weight: 205.17
• Mol File: 59301-21-2.mol
• Article Data: 8

Chemical Properties

• Melting Point: 270 °C
• Boiling Point: 514 °C at 760 mmHg
• Flash Point: 264.6 °C
• Appearance: /
• Density: 1.535
• Vapor Pressure: 1.12E-10mmHg at 25°C
• Refractive Index: 1.71
• PKA: 9?+-.0.40(Predicted)
• CAS DataBase Reference: 5-(4-Nitrophenyl)-4H-1,2,4-triazol-3-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-Nitrophenyl)-4H-1,2,4-triazol-3-amine(59301-21-2)
• EPA Substance Registry System: 5-(4-Nitrophenyl)-4H-1,2,4-triazol-3-amine(59301-21-2)

Safety Data

• Hazardous Substances Data: 59301-21-2(Hazardous Substances Data)

Usage

General Description

5-(4-Nitrophenyl)-4H-1,2,4-triazol-3-amine is a chemical compound with the molecular formula C8H6N6O2. It is a triazole derivative, containing a 4-nitrophenyl group and an amino group. 5-(4-Nitrophenyl)-4H-1,2,4-triazol-3-amine is used in organic synthesis and pharmaceutical research due to its potential biological activities. It has been studied for its potential anti-inflammatory and antimicrobial properties. Additionally, it has been investigated for its potential applications in the development of new drugs and agrochemicals. Its unique structure and reactivity make it a valuable tool in the study of organic chemistry and drug discovery.

InChI:InChI=1/C8H7N5O2/c9-8-10-7(11-12-8)5-1-3-6(4-2-5)13(14)15/h1-4H,(H3,9,10,11,12)

Upstream product

• 3679-93-4 4-Nitrobenzoic acid 2-amidinohydrazide 
• 636-97-5 N-amino-(4-nitrophenyl)carboxamide 
• 122-04-3 4-nitro-benzoyl chloride 
• 3679-93-4 C₈H₉N₅O₃ 
• 17356-08-0 thiourea 
• 1937-19-5 1-aminoguanidine hydrochloride 
• 555-16-8 4-nitrobenzaldehdye 
• 420-04-2 CYANAMID 
• 1747-50-8 4-methyl-N'-[(4-nitrophenyl)methylidene]benzene-1-sulfonohydrazide 

Downstream Products

• 168893-40-1 5-(4-Amino-phenyl)-2H-[1,2,4]triazol-3-ylamine 
• 26621-63-6 3-nitro-5-(4-nitro-phenyl)-1H-[1,2,4]triazole 
• 106087-55-2 2-(4-Nitrophenyl)-6-nitro-7-oxo-4,7-dihydro<1,5-a>pyrimidine sodium salt 
• 20085-46-5 2-(4-nitrophenyl)-5-thioxo-5,6-dihydro-[1,2,4]triazolo[1,5-a][1,3,5]triazin-7(4H)-one 
• 1252014-25-7 C₁₂H₁₂N₆O₄S 

Relevant articles and documents

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.

A green one-pot synthesis of 3(5)-substituted 1,2,4-triazol-5(3)-amines as potential antimicrobial agents

Abstract: An efficient procedure was proposed for the synthesis of 3(5)-substituted 1,2,4-triazol-5(3)-amines via a one-pot reaction of thiourea, dimethyl sulfate and various hydrazides. 1,2,4-Triazole derivatives were prepared in aqueous media under mild conditions while adhering to some principles of green chemistry. The products were easily isolated in 83–95% yields without any need for further purification. Inhibitory activities of all synthetic compounds were assessed against a variety of Gram-positive and Gram-negative pathogenic bacteria as well as some fungal pathogens. The best antibacterial effects were observed with 3(5)-phenyl-1H-1,2,4-triazol-5(3)-amine according to its MIC values (4–8?μg?mL?1). All compounds were successful in blocking the growth of fungi. Acceptable antioxidant properties were observed only with 3(5)-(4-nitrophenyl)-1H-1,2,4-triazol-5(3)-amine. Graphic abstract: 3(5)-Substituted 1,2,4-triazol-5(3)-amines were efficiently prepared via a one-pot reaction of thiourea, dimethyl sulfate and various hydrazides in water as the solvent. Inhibitory activity of all synthesized derivatives was proved according to their MIC, MBC and MFC values. It is found that they are potential antifungal agents.[Figure not available: see fulltext.].

A structure-activity relationship study of 1,2,4-triazolo[1,5-a][1,3,5] triazin-5,7-dione and its 5-thioxo analogues on anti-thymidine phosphorylase and associated anti-angiogenic activities

Thirty-three 1,2,4-triazolo[1,5-a][1,3,5]triazin-5,7-dione and its 5-thioxo analogues were designed and synthesized which contained different substituents at meta- and/or para-positions of 2-phenyl or 2-benzyl ring attached to the fused ring structure. Th