2-Chlorothiophene-3-carbaldehyde - 14345-98-3

2-Chlorothiophene-3-carbaldehyde

Catalog Number: EVT-348325
CAS Number: 14345-98-3
Molecular Formula: C5H3ClOS
Molecular Weight: 146.6 g/mol
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Product Introduction

Description
2-Chlorothiophene-3-carbaldehyde is a heterocyclic organic compound that belongs to the family of thiophene derivatives. It is widely used in various fields, including medical, environmental, and industrial research. This paper aims to provide a comprehensive review of the synthesis, chemical structure, biological activity, biological effects, applications, future perspectives, and challenges of 2-Chlorothiophene-3-carbaldehyde.
Applications in Various Fields
2-Chlorothiophene-3-carbaldehyde has various applications in medical, environmental, and industrial research. In medical research, the compound has been used in drug development, with several studies reporting its potential as a lead compound for the development of new anticancer and antimicrobial agents. In environmental research, 2-Chlorothiophene-3-carbaldehyde has been studied for its effects on ecosystems and its potential role in pollution management. In industrial research, the compound has been used in manufacturing processes to improve product quality and efficiency, with a focus on health and safety considerations.

Properties

CAS Number

14345-98-3

Product Name

2-Chlorothiophene-3-carbaldehyde

IUPAC Name

2-chlorothiophene-3-carbaldehyde

Molecular Formula

C5H3ClOS

Molecular Weight

146.6 g/mol

InChI

InChI=1S/C5H3ClOS/c6-5-4(3-7)1-2-8-5/h1-3H

InChI Key

UFRQDLJDTSUKCS-UHFFFAOYSA-N

SMILES

C1=CSC(=C1C=O)Cl

Canonical SMILES

C1=CSC(=C1C=O)Cl
Method of Synthesis or Extraction
2-Chlorothiophene-3-carbaldehyde can be synthesized using various methods, including the Vilsmeier-Haack reaction, the Reimer-Tiemann reaction, and the Pfitzner-Moffatt oxidation. The Vilsmeier-Haack reaction is the most commonly used method for the synthesis of 2-Chlorothiophene-3-carbaldehyde. It involves the reaction of thiophene with chloroform and dimethylformamide in the presence of a Lewis acid catalyst. The efficiency and yield of this method are high, and it is relatively safe and environmentally friendly. However, the Reimer-Tiemann reaction and the Pfitzner-Moffatt oxidation are less commonly used due to their lower efficiency and yield and their potential environmental and safety hazards.
Chemical Structure and Biological Activity
The chemical structure of 2-Chlorothiophene-3-carbaldehyde consists of a thiophene ring with a chloro substituent and an aldehyde group. The compound has been found to exhibit various biological activities, including antimicrobial, antifungal, and anticancer activities. The mechanism of action of 2-Chlorothiophene-3-carbaldehyde involves the inhibition of cell growth and proliferation by inducing apoptosis and cell cycle arrest. The compound has been shown to target various biological pathways, including the MAPK/ERK and PI3K/Akt signaling pathways.
Biological Effects
2-Chlorothiophene-3-carbaldehyde has been found to have both therapeutic and toxic effects on cell function and signal transduction. The compound has been shown to have potential therapeutic effects in the treatment of various diseases, including cancer, bacterial and fungal infections, and inflammation. However, it also has potential toxic effects, including cytotoxicity and genotoxicity, which may limit its use in certain applications.
Future Perspectives and Challenges
Despite the potential applications of 2-Chlorothiophene-3-carbaldehyde, there are several limitations in its use and study. These include its potential toxicity, limited bioavailability, and lack of selectivity. Possible solutions and improvements include the development of more selective and less toxic derivatives, the use of drug delivery systems to improve bioavailability, and the identification of new biological targets. Future trends and prospects in the application of 2-Chlorothiophene-3-carbaldehyde in scientific research include the development of new therapeutic agents and the exploration of its potential in the treatment of other diseases.

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