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2-(2-Thienyl)benzothiazole

Catalog Number: EVT-290402

CAS Number: 34243-38-4

Molecular Formula: C11H7NS2

Molecular Weight: 217.3 g/mol

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Product Introduction

Description

2-(2-Thienyl)benzothiazole is a heterocyclic compound that has gained significant attention in the scientific community due to its diverse biological activities. It is a sulfur-containing organic compound that belongs to the class of benzothiazoles. This paper aims to provide a comprehensive review of the synthesis, chemical structure, biological activity, biological effects, applications, future perspectives, and challenges associated with 2-(2-Thienyl)benzothiazole.

Applications in Various Fields

2-(2-Thienyl)benzothiazole has various applications in medical research, environmental research, and industrial research. In medical research, the compound has been studied for its role in drug development, clinical trials, and findings, benefits, and potential side effects. In environmental research, the compound has been studied for its effects on ecosystems, role in pollution management, sustainability, and environmental impact. In industrial research, the compound has been used in manufacturing processes, improving product quality and efficiency, and health and safety considerations.

Properties

CAS Number

34243-38-4

Product Name

2-(2-Thienyl)benzothiazole

IUPAC Name

2-thiophen-2-yl-1,3-benzothiazole

Molecular Formula

C11H7NS2

Molecular Weight

217.3 g/mol

InChI

InChI=1S/C11H7NS2/c1-2-5-9-8(4-1)12-11(14-9)10-6-3-7-13-10/h1-7H

InChI Key

CNDVGJHQJAJTJK-UHFFFAOYSA-N

SMILES

C1=CC=C2C(=C1)N=C(S2)C3=CC=CS3

Solubility

0.7 [ug/mL]

Canonical SMILES

C1=CC=C2C(=C1)N=C(S2)C3=CC=CS3

Method of Synthesis or Extraction

2-(2-Thienyl)benzothiazole can be synthesized using various methods, including the reaction of 2-aminobenzothiazole with thiophene-2-carboxylic acid, the reaction of 2-chlorobenzothiazole with thiophene-2-carboxylic acid, and the reaction of 2-aminobenzothiazole with 2-bromo thiophene. The efficiency and yield of each method vary depending on the reaction conditions. The environmental and safety considerations associated with the synthesis of 2-(2-Thienyl)benzothiazole include the use of toxic reagents, solvents, and by-products.

Chemical Structure and Biological Activity

The chemical structure of 2-(2-Thienyl)benzothiazole consists of a benzothiazole ring fused with a thiophene ring. The compound exhibits diverse biological activities, including anticancer, antimicrobial, antiviral, anti-inflammatory, and antioxidant activities. The mechanism of action and biological targets of 2-(2-Thienyl)benzothiazole vary depending on the biological activity. For instance, the compound induces apoptosis in cancer cells by activating the caspase pathway, inhibits the growth of bacteria by disrupting the cell membrane, and inhibits the replication of viruses by interfering with viral enzymes.

Biological Effects

2-(2-Thienyl)benzothiazole has been shown to have significant effects on cell function and signal transduction. The compound modulates various signaling pathways, including the MAPK/ERK, PI3K/Akt, and NF-κB pathways. The potential therapeutic and toxic effects of 2-(2-Thienyl)benzothiazole depend on the dose, duration of exposure, and the target tissue. The compound has been shown to have therapeutic effects in cancer, bacterial infections, and viral infections. However, it can also exhibit toxic effects, including hepatotoxicity, nephrotoxicity, and neurotoxicity.

Future Perspectives and Challenges

The current limitations in the use and study of 2-(2-Thienyl)benzothiazole include the lack of understanding of its mechanism of action, toxicity, and pharmacokinetics. Possible solutions and improvements include the development of more efficient and safer synthesis methods, the identification of new biological targets, and the optimization of the compound's pharmacokinetic properties. Future trends and prospects in the application of 2-(2-Thienyl)benzothiazole in scientific research include the development of new therapeutic agents, the discovery of new biological activities, and the exploration of its potential in various fields, including agriculture and food science.
Conclusion:
2-(2-Thienyl)benzothiazole is a promising compound that exhibits diverse biological activities and has various applications in scientific research. The synthesis, chemical structure, biological activity, biological effects, applications, future perspectives, and challenges associated with 2-(2-Thienyl)benzothiazole have been discussed in this paper. Further research is needed to fully understand the potential of this compound in various fields and to overcome the current limitations and challenges associated with its use and study.

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