138112-82-0

Basic information

• Product Name: N-(2-(7-Methoxynaphth-1-yl)ethyl)-4-chlorobutyramide
• Synonyms: N-(2-(7-Methoxynaphth-1-yl)ethyl)-4-chlorobutyramide
• CAS NO: 138112-82-0
• Molecular Formula: C17H20 Cl N O2
• Molecular Weight: 0
• Mol File: 138112-82-0.mol

Chemical Properties

• Boiling Point: 535.6°Cat760mmHg
• Flash Point: 277.7°C
• Appearance: /
• Density: 1.159g/cm³
• Vapor Pressure: 1.52E-11mmHg at 25°C
• Refractive Index: 1.576
• CAS DataBase Reference: N-(2-(7-Methoxynaphth-1-yl)ethyl)-4-chlorobutyramide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-(7-Methoxynaphth-1-yl)ethyl)-4-chlorobutyramide(138112-82-0)
• EPA Substance Registry System: N-(2-(7-Methoxynaphth-1-yl)ethyl)-4-chlorobutyramide(138112-82-0)

Safety Data

• Hazardous Substances Data: 138112-82-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C17H20ClNO2/c1-21-15-8-7-13-4-2-5-14(16(13)12-15)9-11-19-17(20)6-3-10-18/h2,4-5,7-8,12H,3,6,9-11H2,1H3,(H,19,20)

Upstream product

• 139525-77-2 2-(7-methoxynaphthalen-1-yl)ethanamine hydrochloride 
• 4635-59-0 4-Chlorobutanoyl chloride 
• 138113-08-3 (7-methoxy-1-naphthyl)acetonitrile 
• 138113-09-4 2-(7-methoxynaphth-1-yl)ethylamine 

Relevant articles and documents

Novel conformationally constrained analogues of agomelatine as new melatoninergic ligands

Novel conformationally restricted analogues of agomelatine were synthesized and pharmacologically evaluated at MT1 and MT2 melatoninergic receptors. Replacement of the N-Acetyl side chain of agomelatine by oxathiadiazole-2-oxide (compound 3), oxadiazole-5(4H)-one (compound 4), tetrazole (compound 5), oxazolidinone (compound 7a), pyrrolidinone (compound 7b), imidazolidinedione (compound 12), thiazole (compounds 13 and 14) and isoxazole moieties (compound 15) led to a decrease of the melatoninergic binding affinities, particularly at MT1. Compounds 7a and 7b exhibiting nanomolar affinity towards the MT2 receptors subtypes have shown the most interesting pharmacological results of this series with the appearance of a weak MT2-selectivity.

Synthesis and structure-activity relationships of novel naphthalenic and bioisosteric related amidic derivatives as melatonin receptor ligands

A series of N-naphthylethyl amide derivatives were synthesized and evaluated as melatonin receptor ligands. The affinity of each compound for the melatonin receptor was determined by binding studies using [2- 125I]iodomelatonin on ovine pars tuberalis membrane homogenates. Structure-activity relationships led to the conclusion that naphthalene is a bioisostere of the indole moiety of melatonin. Moreover it appears that the affinity is strongly affected by the size of the substituent of the nitrogen of the amidic function. Many of these ligands give biphasic dose-response curves which suggests that there may be two melatonin receptor subtypes within the ovine pars tuberalis cells. The replacement of naphthalene by benzofuran or benzothiophene did not strongly alter the affinity for the melatonin receptor. In contrast, the benzimidazole analogue was a poor ligand. Compound 7, the naphthalenic analogue of melatonin, a selective ligand of the melatonin receptor and an agonist derivative, has been selected for clinical development.

Compounds having a naphthalene structure

Compounds of general formula: STR1 in which A and R are defined in the description.