7-Chloro-1H-benzo[d][1,2,3]triazole - 67130-04-5

7-Chloro-1H-benzo[d][1,2,3]triazole

Catalog Number: EVT-3161962
CAS Number: 67130-04-5
Molecular Formula: C6H4ClN3
Molecular Weight: 153.57 g/mol
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Product Introduction

Description
7-Chloro-1H-benzo[d][1,2,3]triazole is a chemical compound that belongs to the class of benzo[d][1,2,3]triazoles. It has gained significant attention in scientific research due to its diverse biological activities and potential applications in various fields. This paper aims to provide an overview of the synthesis methods, chemical structure, biological activity, and applications of 7-Chloro-1H-benzo[d][1,2,3]triazole.
Applications in Various Fields
In Medical Research, 7-Chloro-1H-benzo[d][1,2,3]triazole has been investigated for its role in drug development. It has shown promise as a lead compound for the development of novel antimicrobial and anticancer agents. Clinical trials are underway to evaluate its efficacy and safety in human subjects. However, potential side effects and toxicity need to be carefully assessed.
In Environmental Research, the compound's effects on ecosystems and its role in pollution management have been explored. Studies have shown that 7-Chloro-1H-benzo[d][1,2,3]triazole can have detrimental effects on aquatic organisms and soil microorganisms. Its use in pollution management, such as the degradation of organic pollutants, is being investigated. However, the environmental impact of its widespread use needs to be considered.
In Industrial Research, 7-Chloro-1H-benzo[d][1,2,3]triazole has found applications in manufacturing processes. It is used as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its use has been shown to improve product quality and efficiency. However, health and safety considerations must be taken into account during its handling and manufacturing processes.

Properties

CAS Number

67130-04-5

Product Name

7-Chloro-1H-benzo[d][1,2,3]triazole

IUPAC Name

4-chloro-2H-benzotriazole

Molecular Formula

C6H4ClN3

Molecular Weight

153.57 g/mol

InChI

InChI=1S/C6H4ClN3/c7-4-2-1-3-5-6(4)9-10-8-5/h1-3H,(H,8,9,10)

InChI Key

NGKNMHFWZMHABQ-UHFFFAOYSA-N

SMILES

C1=CC2=NNN=C2C(=C1)Cl

Canonical SMILES

C1=CC2=NNN=C2C(=C1)Cl
Method of Synthesis or Extraction
Several methods have been developed for the synthesis of 7-Chloro-1H-benzo[d][1,2,3]triazole. One commonly used method involves the reaction of 7-chlorobenzoic acid with sodium azide, followed by cyclization using phosphorus oxychloride. This method offers good efficiency and yield, with the reaction typically carried out under reflux conditions. However, it is important to consider environmental and safety considerations, as the use of phosphorus oxychloride can pose hazards. Alternative methods, such as microwave-assisted synthesis and catalytic approaches, have also been explored to improve efficiency and reduce environmental impact.
Chemical Structure and Biological Activity
The chemical structure of 7-Chloro-1H-benzo[d][1,2,3]triazole consists of a benzene ring fused with a triazole ring, with a chlorine atom attached to the benzene ring. This unique structure contributes to its diverse biological activities. Studies have shown that 7-Chloro-1H-benzo[d][1,2,3]triazole exhibits potent antimicrobial, antifungal, and anticancer properties. Its mechanism of action involves targeting specific biological pathways and molecular targets, such as DNA replication and protein synthesis. The compound has also demonstrated promising activity against drug-resistant strains of microorganisms, making it a potential candidate for the development of new therapeutic agents.
Biological Effects
The effects of 7-Chloro-1H-benzo[d][1,2,3]triazole on cell function and signal transduction have been extensively studied. It has been shown to inhibit cell proliferation, induce apoptosis, and modulate various signaling pathways involved in cell growth and survival. Additionally, the compound has shown potential therapeutic effects in the treatment of diseases such as cancer, bacterial and fungal infections. However, it is important to consider potential toxic effects, as high concentrations of 7-Chloro-1H-benzo[d][1,2,3]triazole may have adverse effects on normal cellular functions.
Future Perspectives and Challenges
Despite the promising potential of 7-Chloro-1H-benzo[d][1,2,3]triazole, there are current limitations in its use and study. Further research is needed to fully understand its mechanism of action, optimize synthesis methods, and assess its long-term effects on human health and the environment. Possible solutions and improvements include the development of more sustainable synthesis methods and the exploration of novel derivatives with enhanced biological activity. Future trends and prospects in the application of 7-Chloro-1H-benzo[d][1,2,3]triazole in scientific research include its potential use as a targeted therapy for specific diseases and its incorporation into drug delivery systems for improved efficacy and reduced toxicity.
In conclusion, 7-Chloro-1H-benzo[d][1,2,3]triazole is a versatile compound with diverse biological activities and potential applications in various fields. Its synthesis methods, chemical structure, biological activity, and applications have been discussed in this paper. Further research and development are needed to fully explore its potential and address the challenges associated with its use.

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