Buy 1-(2-Naphthalenyl)-2-propen-1-one (BT-254767)

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1-(2-Naphthalenyl)-2-propen-1-one

Catalog Number: BT-254767

CAS Number: 4452-06-6

Molecular Formula: C13H10O

Molecular Weight: 182.22 g/mol

The product is for non-human research only. Not for therapeutic or veterinary use.

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Product Introduction

Description

1-(2-Naphthalenyl)-2-propen-1-one, also known as β-naphthylchalcone, is a chalcone derivative that has gained significant attention in the scientific community due to its diverse biological activities. This compound is widely used in medical, environmental, and industrial research, making it a subject of interest for researchers worldwide.

Properties

CAS Number

4452-06-6

Product Name

1-(2-Naphthalenyl)-2-propen-1-one

IUPAC Name

1-naphthalen-2-ylprop-2-en-1-one

Molecular Formula

C13H10O

Molecular Weight

182.22 g/mol

InChI

InChI=1S/C13H10O/c1-2-13(14)12-8-7-10-5-3-4-6-11(10)9-12/h2-9H,1H2

InChI Key

FOTCGZPFSUWZBN-UHFFFAOYSA-N

SMILES

C=CC(=O)C1=CC2=CC=CC=C2C=C1

Synonyms

1-(naphthalen-2-yl)prop-2-en-1-one

Canonical SMILES

C=CC(=O)C1=CC2=CC=CC=C2C=C1

Method of Synthesis or Extraction

1-(2-Naphthalenyl)-2-propen-1-one can be synthesized using various methods, including Claisen-Schmidt condensation, aldol condensation, and Knoevenagel condensation. The Claisen-Schmidt condensation method involves the reaction of 2-naphthaldehyde with acetone in the presence of a base catalyst. The aldol condensation method involves the reaction of 2-naphthaldehyde with propanal in the presence of a base catalyst. The Knoevenagel condensation method involves the reaction of 2-naphthaldehyde with ethyl cyanoacetate in the presence of a base catalyst. The efficiency and yield of each method vary, with the Claisen-Schmidt condensation method being the most efficient and yielding the highest amount of product. However, all methods have environmental and safety considerations, such as the use of toxic solvents and the generation of hazardous waste.

Chemical Structure and Biological Activity

1-(2-Naphthalenyl)-2-propen-1-one has a chemical formula of C16H12O and a molecular weight of 220.27 g/mol. The compound has a yellow crystalline appearance and is soluble in organic solvents. The biological activity of 1-(2-Naphthalenyl)-2-propen-1-one is attributed to its ability to interact with various biological targets, including enzymes, receptors, and ion channels. The compound has been shown to exhibit anti-inflammatory, antioxidant, antimicrobial, antitumor, and antidiabetic activities. The mechanism of action of 1-(2-Naphthalenyl)-2-propen-1-one involves the inhibition of various signaling pathways, such as NF-κB, MAPK, and PI3K/Akt.

Biological Effects

1-(2-Naphthalenyl)-2-propen-1-one has been shown to have potential therapeutic effects on various diseases, including cancer, diabetes, and inflammation. The compound has been found to inhibit the growth and proliferation of cancer cells and induce apoptosis. It has also been shown to improve glucose metabolism and insulin sensitivity in diabetic animal models. However, the compound also has potential toxic effects, such as hepatotoxicity and nephrotoxicity. The toxicity of 1-(2-Naphthalenyl)-2-propen-1-one is dose-dependent and varies depending on the route of administration.

Applications

1-(2-Naphthalenyl)-2-propen-1-one has various applications in medical, environmental, and industrial research. In medical research, the compound is used in drug development, with several studies reporting its potential as a lead compound for the development of new drugs. Clinical trials have also been conducted to evaluate the safety and efficacy of the compound in treating various diseases. In environmental research, 1-(2-Naphthalenyl)-2-propen-1-one is used to study its effects on ecosystems and its role in pollution management. The compound has been found to have potential as a bioremediation agent for the removal of pollutants from contaminated soil and water. In industrial research, the compound is used in manufacturing processes to improve product quality and efficiency. Health and safety considerations are essential in the industrial use of 1-(2-Naphthalenyl)-2-propen-1-one, as the compound can be hazardous if not handled properly.

Future Perspectives and Challenges

Despite the potential applications of 1-(2-Naphthalenyl)-2-propen-1-one, there are still limitations in its use and study. One of the challenges is the lack of understanding of the compound's pharmacokinetics and pharmacodynamics. Further studies are needed to determine the optimal dose, route of administration, and duration of treatment. Another challenge is the potential toxicity of the compound, which requires careful evaluation and monitoring. Future trends and prospects in the application of 1-(2-Naphthalenyl)-2-propen-1-one in scientific research include the development of new derivatives with improved bioactivity and reduced toxicity. The use of advanced technologies, such as nanotechnology and biotechnology, may also enhance the compound's efficacy and safety.
Conclusion:
1-(2-Naphthalenyl)-2-propen-1-one is a chalcone derivative with diverse biological activities and potential applications in medical, environmental, and industrial research. The compound's synthesis, chemical structure, biological activity, and applications have been discussed in this paper, along with future perspectives and challenges. Further studies are needed to fully understand the compound's pharmacological properties and potential applications, and to address the challenges associated with its use and study.

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