Buy 2-(4-Fluorophenyl)naphtho[2,3-d]oxazole-4,9-dione (BT-262365)

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2-(4-Fluorophenyl)naphtho[2,3-d]oxazole-4,9-dione

Catalog Number: BT-262365

CAS Number: 192718-06-2

Molecular Formula: C17H8FNO3

Molecular Weight: 293.25 g/mol

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

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Product Introduction

Description

2-(4-Fluorophenyl)naphtho[2,3-d]oxazole-4,9-dione is a chemical compound that has gained significant attention in the scientific community due to its potential therapeutic and environmental applications. This paper aims to provide an overview of the synthesis, chemical structure, biological activity, and potential applications of this compound.

Properties

CAS Number

192718-06-2

Product Name

2-(4-Fluorophenyl)naphtho[2,3-d]oxazole-4,9-dione

IUPAC Name

2-(4-fluorophenyl)benzo[f][1,3]benzoxazole-4,9-dione

Molecular Formula

C17H8FNO3

Molecular Weight

293.25 g/mol

InChI

InChI=1S/C17H8FNO3/c18-10-7-5-9(6-8-10)17-19-13-14(20)11-3-1-2-4-12(11)15(21)16(13)22-17/h1-8H

InChI Key

ULJDFEYQOPCCPM-UHFFFAOYSA-N

SMILES

C1=CC=C2C(=C1)C(=O)C3=C(C2=O)OC(=N3)C4=CC=C(C=C4)F

Solubility

Soluble in DMSO

Synonyms

C527; C-527; C 527;

Canonical SMILES

C1=CC=C2C(=C1)C(=O)C3=C(C2=O)OC(=N3)C4=CC=C(C=C4)F

Method of Synthesis or Extraction

The synthesis of 2-(4-Fluorophenyl)naphtho[2,3-d]oxazole-4,9-dione can be achieved through various methods, including the reaction of 4-fluoroaniline with 2-hydroxy-1,4-naphthoquinone in the presence of a catalyst. Another method involves the reaction of 4-fluorobenzaldehyde with 2-hydroxy-1,4-naphthoquinone in the presence of a base. The efficiency and yield of each method vary, with the former method yielding a higher percentage of the desired product. Environmental and safety considerations must be taken into account during the synthesis process, as some of the reagents used can be hazardous.

Chemical Structure and Biological Activity

2-(4-Fluorophenyl)naphtho[2,3-d]oxazole-4,9-dione has a unique chemical structure that consists of a naphtho[2,3-d]oxazole ring system with a 4-fluorophenyl group attached to it. This compound has been found to exhibit potent biological activity, particularly in the inhibition of certain enzymes and receptors. It has been shown to inhibit the activity of topoisomerase II, an enzyme involved in DNA replication, and to bind to the estrogen receptor, making it a potential candidate for the treatment of breast cancer.

Biological Effects

The biological effects of 2-(4-Fluorophenyl)naphtho[2,3-d]oxazole-4,9-dione on cell function and signal transduction have been extensively studied. It has been found to induce apoptosis, or programmed cell death, in cancer cells, while having minimal effects on normal cells. However, the compound's potential therapeutic effects must be balanced against its potential toxic effects, which can include liver and kidney damage.

Applications

In medical research, 2-(4-Fluorophenyl)naphtho[2,3-d]oxazole-4,9-dione has been studied for its role in drug development, particularly in the treatment of breast cancer. Clinical trials have shown promising results, with the compound exhibiting potent anti-tumor activity. However, further research is needed to determine its safety and efficacy in humans. In environmental research, the compound has been studied for its effects on ecosystems and its potential role in pollution management. In industrial research, it has been used in manufacturing processes to improve product quality and efficiency, with health and safety considerations being of utmost importance.

Future Perspectives and Challenges

Despite the potential applications of 2-(4-Fluorophenyl)naphtho[2,3-d]oxazole-4,9-dione, there are still limitations in its use and study. One of the main challenges is the compound's potential toxicity, which must be carefully evaluated before it can be used in humans. Additionally, further research is needed to determine its efficacy in treating other types of cancer and to explore its potential applications in other fields, such as agriculture and materials science. However, with continued research and development, this compound has the potential to make significant contributions to scientific research and to society as a whole.

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