59301-23-4

Basic information

• Product Name: 5-(2-Methylphenyl)-4H-1,2,4-triazol-3-amine
• Synonyms: 5-(2-METHYLPHENYL)-4H-1,2,4-TRIAZOL-3-AMINE;5-(2-methylphenyl)-4H-1,2,4-triazol-3-amine(SALTDATA: FREE)
• CAS NO: 59301-23-4
• Molecular Formula: C₉H₁₀N₄
• Molecular Weight: 174.2
• Mol File: 59301-23-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 421.3 °C at 760 mmHg
• Flash Point: 238.1 °C
• Appearance: /
• Density: 1.261
• Vapor Pressure: 2.64E-07mmHg at 25°C
• Refractive Index: 1.652
• PKA: 10.66±0.40(Predicted)
• CAS DataBase Reference: 5-(2-Methylphenyl)-4H-1,2,4-triazol-3-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(2-Methylphenyl)-4H-1,2,4-triazol-3-amine(59301-23-4)
• EPA Substance Registry System: 5-(2-Methylphenyl)-4H-1,2,4-triazol-3-amine(59301-23-4)

Safety Data

• Hazardous Substances Data: 59301-23-4(Hazardous Substances Data)

Usage

General Description

5-(2-Methylphenyl)-4H-1,2,4-triazol-3-amine is a chemical compound that belongs to the class of organic compounds known as phenyltriazoles. These are polycyclic aromatic compounds containing a triazole ring fused to a benzene ring. Specifically, this chemical has a structure that includes a 1,2,4-triazole ring, which is a five-membered aromatic heterocyclic ring made up of two carbon atoms, three nitrogen atoms, and substitutions on specific carbon positions. 5-(2-Methylphenyl)-4H-1,2,4-triazol-3-amine also includes a phenyl group (a ring of 6 carbon atoms, also known as a benzene ring) with a methyl group attached, which makes it a derivative of toluene. The precise properties and potential uses of this specific chemical might vary, but compounds in this class can be used in various chemical reactions due to their reactivity and stability.

InChI:InChI=1/C9H10N4/c1-6-4-2-3-5-7(6)8-11-9(10)13-12-8/h2-5H,1H3,(H3,10,11,12,13)

Upstream product

• 933-88-0 ortho-toluoyl chloride 
• 118-90-1 ortho-methylbenzoic acid 
• 1607425-99-9 2-(2-methylbenzoyl)hydrazinecarboximidamide 

Downstream Products

• 1607425-82-0 5-(1H-benzo[d][1,2,3]triazol-6-yl)-2-o-tolyl-[1,2,4]triazolo[1,5-a]pyrimidin-7(4H)-one 
• 1391916-82-7 C₁₈H₁₈N₄O₂ 

Relevant articles and documents

3-Aryl/Heteroaryl-5-amino-1-(3′,4′,5′-trimethoxybenzoyl)-1,2,4-triazoles as antimicrotubule agents. Design, synthesis, antiproliferative activity and inhibition of tubulin polymerization

Many natural and synthetic substances are known to interfere with the dynamic assembly of tubulin, preventing the formation of microtubules. In our search for potent and selective antitumor agents, a novel series of 1-(3′,4′,5′-trimethoxybenzoyl)-5-amino-1,2,4-triazoles were synthesized. The compounds had different heterocycles, including thiophene, furan or the three isomeric pyridines, and they possessed a phenyl ring bearing electron-releasing or electron-withdrawing substituents at the 3-position of the 5-amino-1,2,4-triazole system. Most of the twenty-two tested compounds showed moderate to potent antiproliferative activities against a panel of solid tumor and leukemic cell lines, with four (5j, 5k, 5o and 5p) showing strong antiproliferative activity (IC50 50 values 2-100-fold lower for Jurkat and RS4;11 cells than those for the three lines derived from solid tumors (HeLa, HT-29 and MCF-7 cells). Compound 5k strongly inhibited tubulin assembly, with an IC50 value of 0.66 μM, half that obtained in simultaneous experiments with CA-4 (IC50 = 1.3 μM).