20725-32-0

Basic information

• Product Name: 5-Methyl-1-phenyl-1H-[1, 2, 3]triazole-4-carboxylic acid
• Synonyms: 5-Methyl-1-phenyl-1H-[1,2,3]triazole-4-carboxylic acid;5-methyl-1-phenyl-1,2,3-triazole-4-carboxylic acid;5-methyl-1-phenyl-4-triazolecarboxylic acid;5-methyl-1-phenyl-triazole-4-carboxylic acid;5-methyl-1-phenyltriazole-4-carboxylic acid
• CAS NO: 20725-32-0
• Molecular Formula: C₁₀H₉N₃O₂
• Molecular Weight: 203.2
• Mol File: 20725-32-0.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 432.9 °C at 760 mmHg
• Flash Point: 215.6 °C
• Appearance: /
• Density: 1.35 g/cm³
• Vapor Pressure: 2.91E-08mmHg at 25°C
• Refractive Index: 1.653
• PKA: pK1:3.73 (25°C)
• CAS DataBase Reference: 5-Methyl-1-phenyl-1H-[1, 2, 3]triazole-4-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Methyl-1-phenyl-1H-[1, 2, 3]triazole-4-carboxylic acid(20725-32-0)
• EPA Substance Registry System: 5-Methyl-1-phenyl-1H-[1, 2, 3]triazole-4-carboxylic acid(20725-32-0)

Safety Data

• Hazardous Substances Data: 20725-32-0(Hazardous Substances Data)

Usage

Description

5-Methyl-1-phenyl-1H-[1,2,3]triazole-4-carboxylic acid is a heterocyclic chemical compound with the molecular formula C10H8N4O2. It is a triazole derivative, characterized by a ring structure containing three nitrogen atoms. 5-Methyl-1-phenyl-1H-[1, 2, 3]triazole-4-carboxylic acid serves as a versatile intermediate in the synthesis of various products and holds potential in medicinal chemistry due to its antifungal, antibacterial, and anticancer properties.

Uses

Used in Pharmaceutical Industry:
5-Methyl-1-phenyl-1H-[1,2,3]triazole-4-carboxylic acid is used as a key intermediate in the synthesis of pharmaceuticals for its ability to be modified into a variety of derivatives with distinct chemical and biological properties. These modifications can enhance the compound's therapeutic effects and target specific medical conditions.
Used in Agrochemical Industry:
In the agrochemical field, 5-Methyl-1-phenyl-1H-[1,2,3]triazole-4-carboxylic acid is utilized as an intermediate in the development of compounds that possess antifungal and antibacterial properties. This application helps in creating solutions to combat microbial infections in agriculture, thereby improving crop yields and quality.
Used in Materials Science:
5-Methyl-1-phenyl-1H-[1,2,3]triazole-4-carboxylic acid also finds application in materials science, where it serves as a building block for creating new materials with unique properties. Its versatility allows for the engineering of materials that can be tailored for specific applications, such as in coatings, adhesives, or other industrial products.
Used in Medicinal Chemistry Research:
5-Methyl-1-phenyl-1H-[1, 2, 3]triazole-4-carboxylic acid is used as a subject of study in medicinal chemistry research for its potential antifungal, antibacterial, and anticancer properties. Scientists are investigating its structure and how it can be altered to develop new drugs and therapies that can effectively treat various diseases and infections.

InChI:InChI=1/C10H9N3O2/c1-7-9(10(14)15)11-12-13(7)8-5-3-2-4-6-8/h2-6H,1H3,(H,14,15)

Upstream product

• 141-97-9 ethyl acetoacetate 
• 622-37-7 Phenyl azide 
• 1118-61-2 3-Aminocrotononitrile 
• 27049-64-5 5-methyl-1-phenyl-1H-1,2,3-triazole-4-carboxylic acid ethyl ester 
• 100-63-0 phenylhydrazine 
• 13148-05-5 ethyl 3-oxo-4-(triphenylphosphoranylidene)butanoate 
• 62-53-3 aniline 
• 64-17-5 ethanol 

Downstream Products

• 88958-17-2 1-phenyl-5-methyl-1H-1,2,3-triazole-4-carboxylic acid chloride 
• 1378894-53-1 N-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-N'-(1H-1,2,4-triazol-3-yl)urea 
• 1586765-10-7 5-methyl-N-[2-(6-methoxy-1H-indol-3-yl)ethyl]-1-phenyl-1H-1,2,3-triazole-4-carboxamide 
• 1586765-11-8 5-methyl-1-phenyl-N-[2-(5-fluoro-1H-indol-3-yl)ethyl]-1H-1,2,3-triazole-4-carboxamide 
• 1586765-12-9 5-methyl-1-phenyl-N-[2-(5-chloro-1H-indol-3-yl)ethyl]-1H-1,2,3-triazole-4-carboxamide 
• 1586765-16-3 1-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-7-methoxy-4,9-dihydro-3H-β-carboline 
• 1586765-17-4 1-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-6-fluoro-4,9-dihydro-3H-β-carboline 
• 1586765-18-5 1-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-6-chloro-4,9-dihydro-3H-β-carboline 
• 1586765-08-3 1-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-6-chloro-2,3,4,9-tetrahydro-1H-β-carboline 
• 923679-02-1 N-(5-benzyl-1,3-thiazol-2-yl)-5-methyl-1-phenyl-1H-1,2,3-triazole-4-carboxamide 

Relevant articles and documents

Homocoupling of bromotriazole derivatives on metal complex catalysts

Homocoupling of 4-bromo-1,2,3-triazoles upon treatment with stoichiometric amount of bis(pinacolato)diboron on a palladium catalyst gives 4,4-bi-1,2,3-triazoles in up to 95% yields.

DNDI-6148: A Novel Benzoxaborole Preclinical Candidate for the Treatment of Visceral Leishmaniasis

Visceral leishmaniasis (VL) is a parasitic disease endemic across multiple regions of the world and is fatal if untreated. Current therapies are unsuitable, and there is an urgent need for safe, short-course, and low-cost oral treatments to combat this ne

Picolinamide compound containing triazole or quinolinone structure and application of picolinamide compound

The invention provides a picolinamide compound containing a triazole or quinolinone structure and application of the picolinamide compound. According to a technical scheme in the invention, extensiveresearch is conducted on the picolinamide compound, and

Discovery of novel pyrrolopyrimidine/pyrazolopyrimidine derivatives bearing 1,2,3-triazole moiety as c-Met kinase inhibitors

Six series of pyrrolo[2,3-d]pyrimidine and pyrazolo[3,4-d]pyrimidine derivatives bearing 1,2,3-triazole moiety were designed and synthesized, and some bio-evaluation was also carried out. As a result, four points can be summarized: Firstly, some of compounds exhibited excellent cytotoxicity activity and selectivity with the IC50 values in single-digit μm level. In particular, the most promising compound 16d showed equal activity to lead compound foretinib against A549, HepG2, and MCF-7 cell lines, with the IC50 values of 4.79?±?0.82, 2.03?±?0.39, and 2.90?±?0.43?μm, respectively. Secondly, the SARs and docking studies indicated that the in vitro antitumor activity of pyrrolo[2,3-d]pyrimidine derivatives bearing 1,2,3-triazole moiety was superior to the pyrazolo[3,4-d]pyrimidine derivatives bearing 1,2,3-triazole moiety. Thirdly, three selected compounds (16d, 18d, and 20d) were further evaluated for inhibitory activity against the c-Met kinase, and the 16d could inhibit the c-Met kinase selectively by experiments of enzyme-based selectivity. What is more, 16d could induce apoptosis of HepG2 cells and inhibitor the cell cycle of HepG2 on G2/M phase by acridine orange staining and cell cycle experiments, respectively.