386264-51-3

Basic information

• Product Name: 1-(3-methoxyphenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylic acid
• Synonyms: 1-(3-methoxyphenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylic acid
• CAS NO: 386264-51-3
• Molecular Formula: C₁₁H₁₁N₃O₃
• Molecular Weight: 233.23
• Mol File: 386264-51-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(3-methoxyphenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-methoxyphenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylic acid(386264-51-3)
• EPA Substance Registry System: 1-(3-methoxyphenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylic acid(386264-51-3)

Safety Data

• Hazardous Substances Data: 386264-51-3(Hazardous Substances Data)

Usage

Explanation

The molecular formula represents the number of atoms of each element present in a molecule. In this case, the compound has 11 carbon atoms, 10 hydrogen atoms, 4 nitrogen atoms, and 3 oxygen atoms.

Explanation

A heterocyclic compound is a ring-shaped molecule containing atoms of different elements. In this case, the 1,2,3-triazole ring contains three nitrogen atoms and two carbon atoms.

Explanation

The carboxylic acid group is a functional group consisting of a carbon atom double-bonded to an oxygen atom and single-bonded to a hydroxyl group (-OH). It is present in this compound, contributing to its potential pharmaceutical and biological activity.

Explanation

A methyl group is an alkyl group derived from methane, consisting of one carbon atom bonded to three hydrogen atoms. In this compound, the methyl group is attached to the triazole ring.

Explanation

The methoxyphenyl group is an aryl group derived from anisole, consisting of a benzene ring with a methoxy group (-OCH3) attached to it. In this compound, the methoxyphenyl group is attached to the triazole ring.
6. Pharmaceutical and biological activity

Explanation

The presence of the carboxylic acid, methyl, and methoxyphenyl groups in this compound suggests that it may have potential pharmaceutical and biological activity. This makes it an interesting candidate for further study and potential use in drug development.
7. Derivative of 1,2,3-triazole

Explanation

This compound is a derivative of the 1,2,3-triazole ring, which is a five-membered heterocyclic compound containing three nitrogen atoms and two carbon atoms. The addition of the carboxylic acid, methyl, and methoxyphenyl groups to the triazole ring creates a unique chemical structure with potential applications in various fields.

Heterocyclic compound

1,2,3-triazole

Carboxylic acid group

-COOH

Methyl group

-CH3

Methoxyphenyl group

-OCH3

Upstream product

• 536-90-3 m-Anisidine 
• 3866-16-8 3-methoxyphenyl azide 
• 1362020-64-1 C₁₃H₁₅N₃O₃ 
• 141-97-9 ethyl acetoacetate 

Downstream Products

• 1159000-61-9 C₁₁H₁₀ClN₃O₂ 
• 1187324-81-7 5-methyl-1-[3-(methyloxy)phenyl]-N-(6-methyl-2-pyridinyl)-1H-1,2,3-triazole-4-carboxamide 

Relevant articles and documents

Primary discovery of 1-aryl-5-substituted-1H-1,2,3-triazole-4-carboxamides as promising antimicrobial agents

Three series of novel 1H-1,2,3-triazole-4-carboxamides: 1-aryl-5-alkyl/aryl-1H-1,2,3-triazole-4-carboxamides, 1-aryl-5-amino-1H-1,2,3-triazole-4-carboxamides and 1,2,3-triazolo[1,5-a]quinazoline-3-carboxamides were synthesized via base-mediated click azide reactions. Compounds were evaluated for their antimicrobial activities against primary pathogens: Gram-positive and Gram-negative bacterial strains Escherichia coli, Klebsiella pneumonia, Acinetobacter baumannii, Pseudomonas aeruginosa, Staphylococcus aureus, as well as fungal strain Cryptococcus neoformans var. grubii and Candida albicans. Compounds exhibiting moderate to good activities were selected for SAR analysis. Several 5-methyl-1H-1,2,3-triazole-4-carboxamides 4d, 4l, 4r, showed potent antibacterial effect against S. aureus. On the contrary, 5-amino-1H-1,2,3-triazole-4-carboxamide 8b and [1,2,3]triazolo[1,5-a]quinazoline-3-carboxamide 9a were active against pathogenic yeast C. albicans. Thus, compound 4l under 1 μM demonstrated 50% growth inhibition against S. aureus. At the same concentration, the compound 9a killed approx. 40% of C. albicans cells. In general, these compounds demonstrated selective action and no significant impact on the viability of human keratinocytes of HaCaT line.

Synthesis of 1,2,4- and 1,3,4-oxadiazoles from 1-aryl-5-methyl-1H-1,2,3- triazole-4-carbonyl chlorides

5-Substituted 2-(1-aryl-5-methyl-1H-1,2,3-triazol-4-yl)-1,3,4-oxadiazoles were synthesized by reaction of 1-aryl-5-methyl-1H-1,2,3-triazole-4-carbonyl chlorides with the corresponding 5-substituted 1H-tetrazoles. 5-Methyl-1-phenyl-1H-1,2,3-triazole-4-carb