158365-55-0

Basic information

• Product Name: 7-Methoxynaphthalene-1-carboxaldehyde
• Synonyms: 7-Methoxynaphthalene-1-carboxaldehyde;7-Methoxy-1-naphthaldehyde;7-Methoxy-1-naphthalenecarboxaldehyde;1-Naphthalenecarboxaldehyde, 7-Methoxy-
• CAS NO: 158365-55-0
• Molecular Formula: C₁₂H₁₀O₂
• Molecular Weight: 186.2066
• Product Categories: Aromatics;Fluorescent Labels & Indicators;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 158365-55-0.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 7-Methoxynaphthalene-1-carboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Methoxynaphthalene-1-carboxaldehyde(158365-55-0)
• EPA Substance Registry System: 7-Methoxynaphthalene-1-carboxaldehyde(158365-55-0)

Safety Data

• Hazardous Substances Data: 158365-55-0(Hazardous Substances Data)

Usage

Description

7-Methoxynaphthalene-1-carboxaldehyde, also known as MONAL-71, is a highly fluorogenic aldehyde used as an indicator for aldehyde dehydrogenase (ALDH) activity in human tissue homogenates and accessible body fluids. It is one of the two highly fluorogenic aldehydes, the other being 6-Methoxy-2-naphthaldehyde (MONAL-62).

Uses

Used in Research Applications:
7-Methoxynaphthalene-1-carboxaldehyde is used as an indicator for aldehyde dehydrogenase (ALDH) activity in human tissue homogenates and accessible body fluids. It is particularly useful for ALDH-related research, providing a means to assess and monitor the activity of this enzyme in various biological samples.
Used in Diagnostics:
In the field of diagnostics, 7-Methoxynaphthalene-1-carboxaldehyde serves as a valuable tool for detecting and measuring the presence of ALDH in samples, which can be crucial for understanding certain metabolic processes and conditions related to the enzyme's function.
Used in Pharmaceutical Development:
7-Methoxynaphthalene-1-carboxaldehyde can be employed in the development of new pharmaceuticals targeting ALDH, as understanding the enzyme's activity is essential for creating effective treatments for various diseases and conditions where ALDH plays a significant role.
Used in Analytical Chemistry:
In analytical chemistry, 7-Methoxynaphthalene-1-carboxaldehyde can be utilized as a reagent for the detection and quantification of ALDH activity, allowing for precise measurements and analysis of enzyme activity in different experimental setups.

Upstream product

• 1095930-99-6 7-methoxy-1-vinylnaphthalene 
• 30021-91-1 6-methoxy-4-methyl-1,2-dihydronaphthalene 
• 64-18-6 formic acid 
• 5060-82-2 7-methoxy-2-naphthol 
• 606492-95-9 C₁₂H₁₄O₂ 
• 66240-21-9 1-iodo-7-methoxynaphthalene 
• 68-12-2 N,N-dimethyl-formamide 
• 6836-19-7 7-Methoxy-1-tetralone 
• 158365-54-9 1-cyano-7-methoxynaphthalene 

Downstream Products

• 138113-09-4 2-(7-methoxynaphth-1-yl)ethylamine 
• 138112-76-2 agomelatine 
• 178366-52-4 1-chloromethyl-7-methoxynaphthalene 
• 144876-32-4 7-hydroxy-1-naphthaldehyde 

Relevant articles and documents

Tuning melatonin receptor subtype selectivity in oxadiazolone-based analogues: Discovery of QR2 ligands and NRF2 activators with neurogenic properties

New multi-target indole and naphthalene derivatives containing the oxadiazolone scaffold as a bioisostere of the melatonin acetamido group have been developed. The novel compounds were characterized at melatonin receptors MT1R and MT2/sub

Synthesizing method of fused-ring aryl substituted formaldehyde compound

The invention discloses a synthesizing method of a fused-ring aryl substituted formaldehyde compound, and belongs to the technical field of synthesis technologies of aldehyde compounds. According to the technical scheme, the synthesizing method of the fused-ring aryl substituted formaldehyde compound particularly comprises the steps that a 1-phenyl-4-pentyne-2-alcohol compound or a 1-(naphthalene-1-base)-4-pentyne-2-alcohol compound is dissolved in solvent, accelerant is added, a reaction is conducted in an air atmosphere at 0-40 DEG C, and the fused-ring aryl substituted formaldehyde compound is obtained, wherein the solvent adopts tetrahydrofuran or acetonitrile or dichloromethane, and the accelerant adopts iodine monochloride. The synthesizing method starts from the raw materials which are simple and easy to prepared, and by means of a one-pot cascade reaction, a 1-naphthaldehyde compound or a 1-phenanthrenecarboxaldehyde compound is obtained directly, that is to say, fused-ring aryl and aldehyde groups are built simultaneously in the one-pot cascade reaction; operation is convenient, the condition is mild, atoms are high in economic efficiency, substrates are wide in application scope, and the synthesizing method of the fused-ring aryl substituted formaldehyde compound is suitable for industrial production.

A facile synthesis of melatonergic antidepressant agomelatine

Agomelatine was synthesized from 8-aminonaphthalen-2-ol by diazotization-iodination, formylation, C-C bond formation by nitroaldol and Pd/C hydrogenation of β-nitrovinylnaphthalene followed by N-acetylation. The route reported employs readily and commercially viable starting materials and reagents, and can potentially be utilized for process synthesis of agomelatine.