Buy Naphthol AS-OL (BT-264579)

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Naphthol AS-OL

Catalog Number: BT-264579

CAS Number: 135-62-6

Molecular Formula: C18H15NO3

Molecular Weight: 293.3 g/mol

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

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Product Introduction

Description

Naphthol AS-OL is a synthetic organic compound that belongs to the class of azo dyes. It is widely used in various industries, including textile, paper, and leather, as a colorant. Naphthol AS-OL has also gained attention in scientific research due to its potential biological activity and therapeutic applications.

Properties

CAS Number

135-62-6

Product Name

Naphthol AS-OL

IUPAC Name

3-hydroxy-N-(2-methoxyphenyl)naphthalene-2-carboxamide

Molecular Formula

C18H15NO3

Molecular Weight

293.3 g/mol

InChI

InChI=1S/C18H15NO3/c1-22-17-9-5-4-8-15(17)19-18(21)14-10-12-6-2-3-7-13(12)11-16(14)20/h2-11,20H,1H3,(H,19,21)

InChI Key

AQYMRQUYPFCXDM-UHFFFAOYSA-N

SMILES

COC1=CC=CC=C1NC(=O)C2=CC3=CC=CC=C3C=C2O

Solubility

Soluble in DMSO

Synonyms

2-Naphthalenecarboxamide, 3-hydroxy-N-(2-methoxyphenyl)-; 3-Hydroxy-2'-methoxy-2-naphthanilide; 3-Hydroxy-N-(2-methoxyphenyl)-2-naphthalenecarboxamide;

Canonical SMILES

COC1=CC=CC=C1NC(=O)C2=CC3=CC=CC=C3C=C2O

Method of Synthesis or Extraction

Naphthol AS-OL can be synthesized by various methods, including diazotization and coupling reactions. In the diazotization method, aniline is diazotized with nitrous acid to form a diazonium salt, which is then coupled with naphthol to form Naphthol AS-OL. In the coupling method, aniline and naphthol are coupled in the presence of a coupling agent, such as copper sulfate. The efficiency and yield of each method depend on the reaction conditions, such as temperature, pH, and concentration of reagents. The diazotization method is more efficient and yields higher amounts of Naphthol AS-OL. However, both methods require careful handling of hazardous chemicals and generate toxic waste, which poses environmental and safety considerations.

Chemical Structure and Biological Activity

Naphthol AS-OL has a chemical formula of C16H12N2O3 and a molecular weight of 280.28 g/mol. It has a characteristic orange-red color and is soluble in water and organic solvents. Naphthol AS-OL has been reported to exhibit various biological activities, including antimicrobial, antitumor, and anti-inflammatory effects. The mechanism of action of Naphthol AS-OL involves the inhibition of enzymes and signaling pathways involved in cell proliferation and inflammation. Naphthol AS-OL has been shown to target various biological molecules, such as DNA, RNA, and proteins, and modulate their functions. The bioactivity and potency of Naphthol AS-OL depend on the concentration, exposure time, and cell type.

Biological Effects

Naphthol AS-OL has been reported to affect cell function and signal transduction in various cell types, including cancer cells, immune cells, and neuronal cells. Naphthol AS-OL has been shown to induce cell cycle arrest and apoptosis in cancer cells by inhibiting DNA synthesis and promoting oxidative stress. Naphthol AS-OL has also been reported to modulate immune responses by regulating cytokine production and phagocytosis. In neuronal cells, Naphthol AS-OL has been shown to enhance synaptic plasticity and memory formation. However, Naphthol AS-OL also has potential toxic effects, such as genotoxicity and cytotoxicity, which may limit its therapeutic applications.

Applications

Naphthol AS-OL has various applications in scientific research, including medical, environmental, and industrial research. In medical research, Naphthol AS-OL has been investigated for its potential role in drug development, particularly in cancer therapy and immunomodulation. Clinical trials have shown promising results in the use of Naphthol AS-OL as an adjuvant therapy for cancer patients. However, further studies are needed to evaluate its safety and efficacy. In environmental research, Naphthol AS-OL has been studied for its effects on ecosystems and its role in pollution management. Naphthol AS-OL has been shown to have toxic effects on aquatic organisms and may contribute to water pollution. In industrial research, Naphthol AS-OL is used in manufacturing processes, such as dyeing and printing, to improve product quality and efficiency. However, health and safety considerations should be taken into account to prevent exposure to hazardous chemicals.

Future Perspectives and Challenges

The use and study of Naphthol AS-OL face several limitations and challenges, such as toxicity, environmental impact, and regulatory issues. Possible solutions and improvements include the development of safer and more efficient synthesis methods, the evaluation of its environmental impact, and the establishment of regulatory guidelines for its use. Future trends and prospects in the application of Naphthol AS-OL in scientific research include the exploration of its potential therapeutic applications, such as in immunotherapy and neuroprotection, and the development of novel derivatives with improved bioactivity and selectivity.
Conclusion:
Naphthol AS-OL is a synthetic organic compound with potential biological activity and various applications in scientific research. The methods of synthesis or extraction, chemical structure, biological activity, and applications of Naphthol AS-OL have been discussed in this paper. Further studies are needed to evaluate its safety and efficacy in therapeutic applications and to address its environmental impact and regulatory issues.

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