3-(1-Naphthoyl)indole CAS 109555-87-5

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Mar. 31th 2025

3-(1-Naphthoyl)indole is an organic compound structurally composed of an indole ring and a naphthalene ring, which is a white or off-white crystalline solid. It can be dissolved in many solvents, including ethyl acetate, chloroform, dichloromethane, ethanol and benzene. However, it has very limited solubility in water and is difficult to mix with water. Has a number of optical properties, including optical rotation and absorption spectrum. The compound has an optical rotation of -150.1° (at 25°C), and its absorption spectrum is characterized by two maximum absorption wavelengths at 218 nm and 336 nm, respectively. The boiling point was not determined. This may be due to the fact that the compound decomposes at temperatures close to its decomposition point, making accurate determination of the boiling point impossible.

• Epilepsy, Amyotrophic Lateral Sclerosis (ALS), and Multiple Sclerosis (MS): Preliminary research suggests that may have therapeutic potential in treating conditions such as epilepsy, ALS, and MS. However, it is important to note that these findings are based on limited studies, and further research is needed to confirm these effects.
• The compound's mechanism of action may involve modulating neural activity or interacting with specific receptors in the nervous system.
• Due to its similar effects to cannabis and potential for misuse, it is subject to strict controls and regulations. It is classified as a controlled substance in many countries, and its possession, use, and distribution are tightly regulated.

Pesticide Use

• Insecticidal Properties: It has been found to exhibit insecticidal properties, making it a potential candidate for use in pest control. By targeting specific insects, this compound can help protect crops from damage and increase overall yield.
• Fungicidal Properties: In addition to its insecticidal effects, which may also have fungicidal properties. This means it can be used to combat fungal infections in plants, further enhancing crop health and productivity.

Residue Detection Agent

• As a residue detection agent in agricultural settings. This is particularly important in monitoring the presence of pesticides and other chemicals on crops and in the environment. By detecting these residues, farmers and regulators can ensure that food safety standards are being met and that consumers are not exposed to harmful chemicals.

Synthesis of Plant Growth Regulators

• Another potential application in agriculture is in the synthesis of plant growth regulators. These regulators can be used to enhance plant growth and development, improve crop yield, and increase resistance to environmental stressors. By modulating plant hormone levels, 3-(1-Naphthoyl)indole may play a role in the development of new and effective plant growth regulators.

it is also used in scientific research, especially in chemical and pharmacological research. The pharmacological activity and mechanism of action of this compound have been extensively studied and used to design new drug molecules. In addition, 3-(1-Naphthoyl) indole has also been used in the synthesis of nanomaterials, optoelectronic devices and organic chemical reaction catalysts.

• Reference Substance: As a reference compound in drug detection tests. When analyzing samples suspected of containing synthetic marijuana, researchers can use it as a standard to compare against the results obtained from the sample. This helps to confirm the presence of specific synthetic cannabinoids, such as those found in synthetic marijuana.
• Criminal Investigation: In criminal investigations, identifying the presence of synthetic marijuana can be crucial for establishing a link between suspects and crimes involving drug use or trafficking. By using it as a reference substance, forensic scientists can provide reliable and accurate evidence that supports the prosecution of criminals.
• Toxin Identification: In addition to its use in drug detection, it can also be used in forensic toxicology to identify toxins or poisons in biological samples, such as blood or urine. This can be important in cases involving poisoning or overdose, where identifying the specific toxin is critical for determining the cause of death or illness.
• Quality Control in Forensic Laboratories: Using as a reference substance can also help ensure the accuracy and reliability of forensic testing procedures. By regularly testing and comparing results against known standards, forensic laboratories can maintain high levels of quality control and ensure that their results are accurate and trustworthy.

Mannich reaction is one of the commonly used methods to synthesize product. This reaction is based on the Engels-Perman synthesis method, and by reacting in the presence of carbamate, aromatic amine and formaldehyde, an intermediate similar to 3-(1-Naphthyl)-2-methylaminopropanol can be prepared, which intermediate 3-(1-Naphthyl)-2-methylacrylamide can be produced by acid catalysis, and finally it can be obtained by heating and dehydration.

Deoxyhydroacid reaction is a method of synthesizing 3-(1-Naphthoyl)indole using N,N-dimethylacetamide (DMA) as solvent and using acid catalyst reaction. First, aromatic amines and octanoic anhydride were esterified in the presence of DMA/NH4OAc, followed by acid catalysis to obtain the corresponding amide intermediates, and finally it was obtained by base treatment and dehydration.

In addition to the above several chemical synthesis methods, a method called chemiluminescence (CL) can also be used for the preparation of product. In this method, it was separated, quantified and detected by gas chromatography-mass spectrometry (GC-MS) using high performance liquid chromatography (HPLC) and chemiluminescence detector (CLD). This method has the advantages of high sensitivity, good selectivity and fast analysis speed.

3-(1-Naphthoyl)indole is a chemical compound belonging to the class of organic molecules known for their diverse structural and functional properties. The chemical formula indicating its composition of 20 carbon atoms, 15 hydrogen atoms, one nitrogen atom, and one oxygen atom.

Structurally, this compound features an indole moiety fused with a naphthalene ring system through an acyl (carbonyl-containing) linkage. The indole part consists of a pyrrole ring substituted at the 3-position with a benzene ring, while the naphthoyl group (derived from naphthalene by replacing a hydrogen atom with a carbonyl group) is attached to the indole's nitrogen atom via an ester bond.

It exhibits specific physicochemical properties, including a certain melting point and solubility characteristics, which influence its potential applications. Due to its aromatic nature and unique structure, this compound may display biological activities or serve as a precursor in the synthesis of more complex molecules.

In the field of chemical research, it has garnered attention for its potential use in the development of pharmaceuticals, dyes, or as a building block in advanced materials science. However, further investigation is required to fully understand its properties and explore its practical utilities. Additionally, given the complexity and potential hazards associated with some aromatic compounds, handling 3-(1-Naphthoyl)indole should be carried out with appropriate safety measures.

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