113934-31-9

Basic information

• Product Name: 1-(4-methylphenyl)-1H-1,2,3-triazole-4-carboxylic acid
• Synonyms: 1-(4-methylphenyl)-1H-1,2,3-triazole-4-carboxylic acid
• CAS NO: 113934-31-9
• Molecular Formula: C₁₀H₉N₃O₂
• Molecular Weight: 203.19736
• Mol File: 113934-31-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(4-methylphenyl)-1H-1,2,3-triazole-4-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-methylphenyl)-1H-1,2,3-triazole-4-carboxylic acid(113934-31-9)
• EPA Substance Registry System: 1-(4-methylphenyl)-1H-1,2,3-triazole-4-carboxylic acid(113934-31-9)

Safety Data

• Hazardous Substances Data: 113934-31-9(Hazardous Substances Data)

Usage

Uses

Used in Medicinal Chemistry:
1-(4-methylphenyl)-1H-1,2,3-triazole-4-carboxylic acid is used as a building block for the synthesis of pharmaceuticals due to its unique structure and properties. Its ability to form various bioactive molecules makes it a promising candidate for the development of new drugs and therapeutic agents.
Used in Materials Science:
In the field of materials science, 1-(4-methylphenyl)-1H-1,2,3-triazole-4-carboxylic acid is used as a component in the development of novel materials. Its structural characteristics allow for the creation of materials with specific properties tailored for various applications.
Used in Chemical Biology:
1-(4-methylphenyl)-1H-1,2,3-triazole-4-carboxylic acid is used as a lead compound in chemical biology for the exploration of its bioactivity. Studies have shown that it possesses potential as a starting point for the development of new drugs and therapeutic agents, particularly in the context of its interactions with biological systems.
Used in Agrochemicals:
1-(4-methylphenyl)-1H-1,2,3-triazole-4-carboxylic acid is also utilized as a building block in the agrochemical industry. Its unique structure and properties make it a valuable component in the synthesis of new agrochemicals, potentially leading to the development of more effective and targeted products for agricultural use.

Upstream product

• 2101-86-2 p-methylazidobenzene 
• 471-25-0 Propiolic acid 
• 875658-14-3 1‐(4‐methylphenyl)‐1H‐1,2,3‐triazole‐4‐yl‐methanol 
• 227959-99-1 methyl 1-(4-methylphenyl)-1H-1,2,3-triazole-4-carboxylate 

Downstream Products

• 875658-15-4 4-bromomethyl-1-(4-methylphenyl)-1,2,3-triazole 
• 20320-18-7 1-(4-methylphenyl)-1H-1,2,3-triazole 

Relevant articles and documents

Synthesis, characterization and thermal stability study of new heterocyclic compounds containing 1,2,3-triazole and 1,3,4-thiadiazole rings

In the current study, a new series of 1,2,3-triazole derivatives was synthesized via copper (I) catalyzed azide-alkyne cycloaddition reaction using a series of synthesised p-substituted phenyl azides and propiolic acid. In addition, a new series of hetero

Design, synthesis and antibacterial evaluation of novel 15-membered 11a-azahomoclarithromycin derivatives with the 1, 2, 3-triazole side chain

Macrolides are widely prescribed in clinic to treat various respiratory tract infections. However, due to their inappropriate use, the prevalence of macrolide-resistant strains among clinical isolates has become a concern for public health. Therefore, nov

Synthesis, and evaluation of in vitro and in vivo anticancer activity of 14-substituted oridonin analogs: A novel and potent cell cycle arrest and apoptosis inducer through the p53-MDM2 pathway

A series of novel oridonin derivatives bearing various substituents on the 14-OH position were designed and synthesised. Their antitumour activity was evaluated in vitro against three human cancer cell lines (HCT116, BEL7402, and MCF7). Most tested derivatives showed improved anti-proliferative activity compared to the lead compound oridonin and the positive control drug 5-fluorouracil (5-Fu). Among them, compound C7 (IC50 = 0.16 μM) exhibited the most potent anti-proliferative activity against HCT116 cells; it was about 43- and 155-fold more efficacious than that of oridonin (IC50 = 6.84 μM) and 5-Fu (IC50 = 24.80 μM) in HCT116 cancer cells. Interestingly, the IC50 value of compound C7 in L02 normal cells was 23.6-fold higher than that in HCT116 cells; it exhibited better selective anti-proliferative activity and specificity than oridonin and 5-Fu. Furthermore, compound C7 possibly induced cell cycle arrest and apoptosis by regulating the p53-MDM2 signalling pathway. Notably, C7 displayed more significant suppression of tumour growth than oridonin in colon tumour xenograft models where the tumour growth inhibition rate was 85.82%. Therefore, compound C7 could be a potential lead compound for the development of a novel antitumour agent.

One-Pot Synthesis of 1-Monosubstituted 1,2,3-Triazoles from Propargyl Alcohol

A one-pot synthesis of 1-monosubstituted-1,2,3-triazoles from propargyl alcohol and various aryl azides was achieved. This simple method provides concise and efficient access to various 1-monosubstituted 1,2,3-triazole derivatives through a three-step one

Synthesis of 1,2,3-triazole hydrazide derivatives exhibiting anti-phytopathogenic activity

A series of new 1,2,3-triazole derivatives have been prepared and screened for their antifungal activity against phytopathogenic fungi using the mycelium growth inhibition method in?vitro. The results indicated that the 1,2,3-triazole hydrazide scaffold d

Triazole containing novobiocin and biphenyl amides as Hsp90 C-terminal inhibitors

Hsp90 C-terminal inhibitors are advantageous for the development of new cancer chemotherapeutics due to their ability to segregate client protein degradation from induction of the prosurvival heat shock response, which is a major detriment associated with

Boronic acid catalysis for mild and selective [3+2] dipolar cycloadditions to unsaturated carboxylic acids

Herein, the concept of boronic acid catalysis (BAC) for the activation of unsaturated carboxylic acids is applied in several classic dipolar [3 + 2] cycloadditions involving azides, nitrile oxides, and nitrones as partners. These cycloadditions can be used to produce pharmaceutically interesting, small heterocyclic products, such as triazoles, isoxazoles, and isoxazolidines. These cycloadducts are formed directly and include a free carboxylic acid functionality that can be employed for fur-ther transformations, thereby avoiding prior masking or functionalization. In all cases, BAC provides faster reactions, under milder conditions, with much improved product yields and regioselectivities. In some instances, such as triazole formation from the reaction of azides with 2-alkynoic acids, catalysis with ort/io- nitrophenylboronic acid circumvents the undesirable product decarboxylation observed when using thermal activation. By using NMR spectroscopic studies, the boronic acid catalyst was shown to provide activation by a LUMO-lowering effect in the unsaturated carboxylic acid, likely via a monoacylated hemiboronic ester intermediate.