27799-91-3

Basic information

• Product Name: 1H-BENZOTRIAZOLE, 5-METHOXY-
• Synonyms: 1H-BENZOTRIAZOLE, 5-METHOXY-;5-methoxy-1H-benzotriazole;6-Methoxy-1H-benzotriazole;5-Methoxy-1H-1,2,3-benzotriazole;5-Methoxy-1H-benzo[d][1,2,3]triazole;5-Methoxybenzotriazole;5-Methoxy-2H-benzotriazole
• CAS NO: 27799-91-3
• Molecular Formula: C₇H₇N₃O
• Molecular Weight: 149.15
• EINECS: 248-663-7
• Mol File: 27799-91-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 126.8-127.2℃ (water )
• Boiling Point: 317.2 °C at 760 mmHg
• Flash Point: 116.3 °C
• Appearance: /
• Density: 1.327 g/cm³
• Vapor Pressure: 0.000391mmHg at 25°C
• Refractive Index: 1.658
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 8.08±0.40(Predicted)
• CAS DataBase Reference: 1H-BENZOTRIAZOLE, 5-METHOXY-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-BENZOTRIAZOLE, 5-METHOXY-(27799-91-3)
• EPA Substance Registry System: 1H-BENZOTRIAZOLE, 5-METHOXY-(27799-91-3)

Safety Data

• Hazardous Substances Data: 27799-91-3(Hazardous Substances Data)

Usage

General Description

1H-Benzotriazole, 5-methoxy- is a chemical compound with the molecular formula C8H8N2O. It is a derivative of benzotriazole, a heterocyclic compound commonly used as a corrosion inhibitor and in the production of dyes, polymers, and pharmaceuticals. The addition of a methoxy group to the benzotriazole molecule can affect its reactivity and solubility, making it useful for specific applications in the chemical and pharmaceutical industries. 1H-BENZOTRIAZOLE, 5-METHOXY- may also have potential uses in the fields of organic synthesis and material science. Due to its potential impact on human health and the environment, the safety and handling of 1H-Benzotriazole, 5-methoxy- should be carefully managed in accordance with regulatory guidelines.

InChI:InChI=1/C7H7N3O/c1-11-5-2-3-6-7(4-5)9-10-8-6/h2-4H,1H3,(H,8,9,10)

Upstream product

• 102-51-2 4-methoxy-1,2-phenylenediamine 
• 106658-14-4 4-methoxy-1,2-phenylenediamine hydrochloride 
• 5472-37-7 2'-amino-p-acetanisidide 
• 33608-25-2 1-acetyl-5-methoxy-1H-benzo[1,2,3]triazole 

Downstream Products

• 1228885-20-8 2-(2,4-difluorophenyl)-1-(5-methoxy-1H-benzo[d][1,2,3]-triazol-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol 
• 108989-78-2 5-hydroxy-1H-benzotriazole-4-carboxylic acid anilide 

Relevant articles and documents

Rhodium-catalyzed intermolecular hydroarylation of internal alkynes with N-1-phenylbenzotriazoles

A rhodium-catalyzed intermolecular hydroarylation of internal alkynes with N-1-phenylbenzotriazoles via C-H bond activation is described. This transformation offers an alternative method for the hydroarylation of internal alkynes with high stereoselectivity. The reaction mechanism was discussed according to the deuterium-labeling experiments.

Design, synthesis and determination of antifungal activity of 5(6)-substituted benzotriazoles

In an effort to find inhibitors that are effective against both Candida and Aspergillus spp., a series of 5(6)-(un)substituted benzotriazole analogs, represented by compounds 3a-3h and 3b′-3f′, were prepared using a crystalline oxirane intermediate 1 previously synthesized in our laboratory. All the compounds were evaluated for inhibitory activity against various species of Candida and Aspergillus. Compounds 3b′ (5,6-dimethylbenzotriazol-2-yl derivative), 3d (5-chlorobenzotriazol-1-yl derivative) and 3e′ (6-methylbenzotriazol-1-yl derivative) exhibited potent antifungal activity, with the MICs for Candida spp. and Aspergillus niger, ranging from 1.6 μg/mL to 25 μg/mL and 12.5 μg/mL to 25 μg/mL, respectively. The present work describes the design, synthesis, regioisomer characterization (through COSY and NOESY 2D-NMR spectroscopy and single molecule X-ray crystallography), antifungal evaluation, molecular docking, and structure-activity relationships of the various 5(6)-(un)substituted benzotriazole analogs.