289710-96-9

Basic information

• Product Name: 5-(3-Methoxyphenyl)-4H-1,2,4-triazol-3-amine
• Synonyms: 5-(3-METHOXYPHENYL)-4H-1,2,4-TRIAZOL-3-AMINE
• CAS NO: 289710-96-9
• Molecular Formula: C₉H₁₀N₄O
• Molecular Weight: 190.2
• Mol File: 289710-96-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 454.4 °C at 760 mmHg
• Flash Point: 228.6 °C
• Appearance: /
• Density: 1.304
• Vapor Pressure: 1.92E-08mmHg at 25°C
• Refractive Index: 1.637
• CAS DataBase Reference: 5-(3-Methoxyphenyl)-4H-1,2,4-triazol-3-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(3-Methoxyphenyl)-4H-1,2,4-triazol-3-amine(289710-96-9)
• EPA Substance Registry System: 5-(3-Methoxyphenyl)-4H-1,2,4-triazol-3-amine(289710-96-9)

Safety Data

• Hazardous Substances Data: 289710-96-9(Hazardous Substances Data)

Usage

General Description

5-(3-Methoxyphenyl)-4H-1,2,4-triazol-3-amine is a chemical compound with the molecular formula C9H10N4O. It is a triazole derivative with a 1,2,4-triazole-3-amine core and a 3-methoxyphenyl group attached to the fifth position. 5-(3-Methoxyphenyl)-4H-1,2,4-triazol-3-amine is often used in pharmaceutical and agricultural applications due to its potential pharmacological and biological activities. Research has shown that 5-(3-Methoxyphenyl)-4H-1,2,4-triazol-3-amine exhibits antifungal, antibacterial, and antitumor properties, making it a promising candidate for the development of new medications. Its unique chemical structure and diverse range of potential applications make it an important area of study for researchers in the fields of chemistry, medicine, and agriculture.

InChI:InChI=1/C9H10N4O/c1-14-7-4-2-3-6(5-7)8-11-9(10)13-12-8/h2-5H,1H3,(H3,10,11,12,13)

Upstream product

• 5785-06-8 3-methoxybenzoic hydrazide 
• 17356-08-0 thiourea 
• 1711-05-3 m-anisoyl chloride 

Downstream Products

• 1465270-02-3 7-amino-2-(3-methoxyphenyl)-1,2,4-triazolo[1,5-a][1,3,5]triazine 
• 1456613-79-8 2-(3-methoxyphenyl)-5-thioxo-5,6-dihydro-[1,2,4]triazolo[1,5-a][1,3,5]triazin-7(4H)-one 
• 1456614-07-5 C₁₃H₁₅N₅O₃S 
• 1410904-78-7 2-(3-methoxyphenyl)-5-trichloromethyl-1,2,4-triazolo[1,5-a][1,3,5]triazine 
• 1410904-66-3 N-[3⁽⁵⁾-(3-methoxyphenyl)-1,2,4-triazol-5⁽³⁾-yl]trichloroacetamidine 

Relevant articles and documents

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