2-Methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)aniline
[CAS# 1609394-10-6]

Identification

• Classification: Organic raw materials >> Aryl compounds >> Anilines
• Name: 2-Methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)aniline
• Synonyms: MFCD30489435
• Molecular Formula: C₁₀H₁₂N₄O
• Molecular Weight: 204.23
• CAS Registry Number: 1609394-10-6
• EC Number: 832-890-9
• SMILES: CN1C=NC(=N1)C2=C(C(=CC=C2)N)OC

Properties

• Density: 1.3±0.1 g/cm³
• Boiling point: 437.6±55.0 ºC (760 mmHg)
• Flash point: 218.4±31.5 ºC
• Refractive index: 1.633

Safety Data

• Hazard Symbols: GHS05;GHS07 Danger
• Hazard Statements: H302-H315-H318-H319-H335
• Precautionary Statements: P261-P264-P264+P265-P270-P271-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P305+P354+P338-P317-P319-P321-P330-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H302
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2A	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2	H319
Serious eye damage	Eye Dam.	1	H318

Discovory and Applicatios

2-Methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)aniline is a noteworthy compound in contemporary chemical research, appreciated for its unique structure and multiple uses. The molecule has a methoxy group and a 1-methyl-1H-1,2,4-triazol-3-yl moiety, making it a valuable tool in various scientific fields.

The synthesis of 2-methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)aniline was first reported in the early 2010s as part of a search for novel heterocyclic compounds with potential biological activity. The compound was synthesized by reacting 2-methoxyaniline with 1-methyl-1H-1,2,4-triazole-3-carboxaldehyde followed by a reductive amination process. This approach effectively introduced the triazole group into the aniline ring, enhancing the chemical and biological properties of the molecule.

2-Methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)aniline is used in the pharmaceutical industry to develop new drug candidates. The triazole ring is known for its ability to form strong interactions with biological targets, making this compound a promising scaffold for designing therapeutic drugs. Its derivatives are explored for their potential as anti-inflammatory, antifungal, and antibacterial agents.

In chemical research, this compound serves as a versatile intermediate for the synthesis of more complex molecules. Its unique structure allows researchers to study new reaction mechanisms and develop innovative synthetic methods. The presence of methoxy and triazole groups provides opportunities for functionalization and modification, contributing to the development of organic chemistry.

2-Methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)aniline is also explored for its potential in materials science. The compound can be used to create functionalized materials with customized properties, such as improved electronic or optical properties. These materials can be used in sensors, coatings, and advanced electronic devices.

References

2019. Synthesis of Allosteric Inhibitor BMS-986165. Synfacts, 15(12).
DOI: 10.1055/s-0039-1691315

2022. Synthesis of Deucravacitinib. Synfacts, 18(7).
DOI: 10.1055/s-0041-1738228