99416-99-6

Basic information

• Product Name: 7-Methoxy-1-naphthaleneethanol
• Synonyms: 7-Methoxy-1-naphthaleneethanol;2-(7-methoxynaphthalen-1-yl)ethanol
• CAS NO: 99416-99-6
• Molecular Formula: C₁₃H₁₄O₂
• Molecular Weight: 202.24906
• Product Categories: Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 99416-99-6.mol
• Article Data: 12

Chemical Properties

• Melting Point: 83.5-85.5 °C
• Boiling Point: 363.9±17.0 °C(Predicted)
• Appearance: /
• Density: 1.137±0.06 g/cm3(Predicted)
• PKA: 14.79±0.10(Predicted)
• CAS DataBase Reference: 7-Methoxy-1-naphthaleneethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Methoxy-1-naphthaleneethanol(99416-99-6)
• EPA Substance Registry System: 7-Methoxy-1-naphthaleneethanol(99416-99-6)

Safety Data

• Hazardous Substances Data: 99416-99-6(Hazardous Substances Data)

Usage

Description

7-Methoxy-1-naphthaleneethanol is an organic compound that serves as an intermediate in the synthesis of various pharmaceutical compounds, particularly Agomelatine (A430000) and its analogues, which are new melatoninergic ligands.

Uses

Used in Pharmaceutical Industry:
7-Methoxy-1-naphthaleneethanol is used as a key intermediate in the synthesis of Agomelatine (A430000) and its analogues, which are new melatoninergic ligands. These compounds have potential applications in the treatment of various disorders related to melatonin, such as sleep disorders, mood disorders, and circadian rhythm disturbances.

Upstream product

• 6836-21-1 ethyl 2-(7-methoxynaphthalen-1-yl)acetate 
• 185336-03-2 methyl 2-(7-methoxynaphthalen-1-yl)acetate 
• 75-21-8 oxirane 
• 6836-22-2 2-(7-methoxynaphthalen-1-yl)acetic acid 
• 6836-19-7 7-Methoxy-1-tetralone 
• 4521-28-2 4-(4-Methoxyphenyl)butyric acid 
• 99416-97-4 ethyl 1-hydroxy-7-methoxy-1,2,3,4-tetrahydro-1-naphthaleneacetate 
• 135-19-3 β-naphthol 
• 1523-11-1 naphthalen-2-yl acetate 
• 3453-56-3 1-(7-hydroxy-1-naphthalenyl)ethanone 
• 3453-55-2 1-(7-methoxy-1-naphthalenyl)ethanone 
• 176727-95-0 2-(2-methoxynaphthalen-8-yl)acetaldehyde 

Downstream Products

• 99417-10-4 7-methoxy-1-naphthylethyl benzenesulfonate 
• 99439-47-1 3-<2-(7-methoxy-1-naphthyl)ethyl>-2-cyclohexeneone 
• 139525-77-2 2-(7-methoxynaphthalen-1-yl)ethanamine hydrochloride 
• 138112-76-2 agomelatine 
• 1441343-98-1 1-[2-(7-methoxynaphthalen-1-yl)ethyl]-3.5.7-triaza-1-azoniatricyclo[3.3.1.1³'⁷]decane 4-nitrobenzene sulfonate 
• 1430225-76-5 2-(7-methoxynaphthalen-1-yl)ethyl 4-nitrobenzene sulfonate 
• 138113-09-4 2-(7-methoxynaphth-1-yl)ethylamine 

Relevant articles and documents

PROCESS FOR THE SYNTHESIS OF AGOMELATINE

Process for the industrial synthesis of the compound of formula (I):

Simple and Efficient Process for the Large-Scale Preparation of Agomelatine: An Antidepressant Drug

A simple and efficient process for the large-scale preparation of agomelatine (1), an antidepressant drug is, described. Agomelatine was prepared in a linear manner starting from readily available, inexpensive 2-naphthol. Key steps in the synthesis are Friedel-Crafts acylation of 2-naphthyl acetate with chloroacetyl chloride, reduction of keto intermediate, and nucleophilic displacement of chloro intermediate with sodium diformylamide. A systemic approach was described to streamline the process into a robust scalable process by controlling the impurities.

PROCESS FOR THE PREPARATION OF AGOMELATINE

The present invention provides a process for the preparation of agomelatine and its intermediate compounds. The invention also provides an intermediate compound of agomelatine represented by Formula (V).