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

Description

5-(3-Methoxyphenyl)-4H-1,2,4-triazol-3-amine is a chemical compound characterized by its molecular formula C9H10N4O. It features a 1,2,4-triazole-3-amine core with a 3-methoxyphenyl group attached at the fifth position. This triazole derivative is recognized for its potential pharmacological and biological activities, which have spurred interest in its development for various applications across pharmaceutical and agricultural sectors.

Uses

Used in Pharmaceutical Industry:
5-(3-Methoxyphenyl)-4H-1,2,4-triazol-3-amine is utilized as a pharmaceutical agent for its antifungal, antibacterial, and antitumor properties. Its diverse biological activities make it a promising candidate for the development of new medications targeting a range of health conditions.
Used in Agricultural Applications:
In agriculture, 5-(3-Methoxyphenyl)-4H-1,2,4-triazol-3-amine is employed as a bioactive compound to combat fungal and bacterial infections in crops. Its application helps in enhancing crop yield and quality by protecting plants from diseases.
The unique chemical structure of 5-(3-Methoxyphenyl)-4H-1,2,4-triazol-3-amine, coupled with its wide-ranging potential applications, positions it as a significant subject of research for scientists in chemistry, medicine, and agriculture, who are continually exploring its capabilities and optimizing its use for the betterment of human health and agricultural practices.

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 
• 1711-05-3 m-anisoyl chloride 
• 17356-08-0 thiourea 

Downstream Products

• 1410904-66-3 N-[3⁽⁵⁾-(3-methoxyphenyl)-1,2,4-triazol-5⁽³⁾-yl]trichloroacetamidine 
• 1410904-78-7 2-(3-methoxyphenyl)-5-trichloromethyl-1,2,4-triazolo[1,5-a][1,3,5]triazine 
• 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 

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