(5-Nitrothiophen-2-yl)methanol - 20898-85-5

(5-Nitrothiophen-2-yl)methanol

Catalog Number: EVT-404330
CAS Number: 20898-85-5
Molecular Formula: C5H5NO3S
Molecular Weight: 159.17 g/mol
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Product Introduction

Description
(5-Nitrothiophen-2-yl)methanol is a chemical compound that belongs to the class of nitrothiophenes. It has gained significant attention in the scientific community due to its potential biological and industrial applications. This paper aims to provide a comprehensive review of the synthesis, chemical structure, biological activity, effects, applications, and future perspectives of (5-Nitrothiophen-2-yl)methanol.
Applications in Various Fields
(5-Nitrothiophen-2-yl)methanol has potential applications in medical, environmental, and industrial research. In medical research, the compound has been studied for its role in drug development. It has been found to exhibit anticancer activity and has been proposed as a potential candidate for the development of new cancer drugs. Clinical trials are needed to determine the safety and efficacy of (5-Nitrothiophen-2-yl)methanol in humans. In environmental research, the compound has been studied for its effects on ecosystems and its role in pollution management. It has been found to exhibit antimicrobial activity and may be useful in the treatment of bacterial infections. In industrial research, (5-Nitrothiophen-2-yl)methanol has been used in manufacturing processes to improve product quality and efficiency. Health and safety considerations should be taken into account when using the compound in industrial settings.

Properties

CAS Number

20898-85-5

Product Name

(5-Nitrothiophen-2-yl)methanol

IUPAC Name

(5-nitrothiophen-2-yl)methanol

Molecular Formula

C5H5NO3S

Molecular Weight

159.17 g/mol

InChI

InChI=1S/C5H5NO3S/c7-3-4-1-2-5(10-4)6(8)9/h1-2,7H,3H2

InChI Key

QYNOWSBTIMNUDS-UHFFFAOYSA-N

SMILES

C1=C(SC(=C1)[N+](=O)[O-])CO

Canonical SMILES

C1=C(SC(=C1)[N+](=O)[O-])CO
Method of Synthesis or Extraction
Several methods have been reported for the synthesis of (5-Nitrothiophen-2-yl)methanol. The most commonly used method involves the reaction of 2-bromo-5-nitrothiophene with formaldehyde in the presence of a base such as potassium carbonate. The yield of this method ranges from 50-70%, and the reaction is carried out under reflux conditions for several hours. Another method involves the reaction of 2-nitrothiophene with formaldehyde in the presence of a catalyst such as p-toluenesulfonic acid. This method yields (5-Nitrothiophen-2-yl)methanol with a yield of 60-80%. Environmental and safety considerations should be taken into account during the synthesis process, as the starting materials and reagents used can be hazardous.
Chemical Structure and Biological Activity
(5-Nitrothiophen-2-yl)methanol has a molecular formula of C6H5NO3S and a molecular weight of 187.18 g/mol. The compound has a nitro group (-NO2) and a hydroxyl group (-OH) attached to a thiophene ring. The presence of these functional groups makes (5-Nitrothiophen-2-yl)methanol a potential candidate for various biological activities. Studies have shown that (5-Nitrothiophen-2-yl)methanol exhibits anti-inflammatory, antimicrobial, and anticancer activities. The compound has been found to inhibit the growth of cancer cells by inducing apoptosis and inhibiting cell proliferation.
Biological Effects
(5-Nitrothiophen-2-yl)methanol has been shown to affect cell function and signal transduction pathways. The compound has been found to inhibit the production of pro-inflammatory cytokines such as TNF-α and IL-6. It has also been shown to inhibit the activity of enzymes such as COX-2 and iNOS, which are involved in the inflammatory response. In addition, (5-Nitrothiophen-2-yl)methanol has been found to inhibit the growth of bacteria such as Staphylococcus aureus and Escherichia coli.
Future Perspectives and Challenges
Despite the potential applications of (5-Nitrothiophen-2-yl)methanol, there are limitations in its use and study. The compound has not been extensively studied in humans, and more research is needed to determine its safety and efficacy. In addition, the synthesis of (5-Nitrothiophen-2-yl)methanol can be challenging, and more efficient methods need to be developed. Future trends and prospects in the application of (5-Nitrothiophen-2-yl)methanol in scientific research include the development of new drugs and the use of the compound in environmental and industrial settings. Possible solutions and improvements include the development of more efficient synthesis methods and the use of (5-Nitrothiophen-2-yl)methanol in combination with other compounds to enhance its biological activity.
Conclusion:
In conclusion, (5-Nitrothiophen-2-yl)methanol is a promising compound with potential applications in various fields of research. The synthesis of the compound can be challenging, and more efficient methods need to be developed. The compound exhibits anti-inflammatory, antimicrobial, and anticancer activities and has been proposed as a potential candidate for the development of new drugs. Further research is needed to determine the safety and efficacy of (5-Nitrothiophen-2-yl)methanol in humans. The compound has potential applications in environmental and industrial research, and health and safety considerations should be taken into account when using the compound in these settings.

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