156482-69-8

Basic information

• Product Name: Cyclopropanecarboxamide,N-[2-(2-methoxy-1-naphthalenyl)ethyl]-
• CAS NO: 156482-69-8
• Molecular Formula: C₁₇H₁₉NO₂
• Molecular Weight: 269.34
• Mol File: 156482-69-8.mol

Chemical Properties

• CAS DataBase Reference: Cyclopropanecarboxamide,N-[2-(2-methoxy-1-naphthalenyl)ethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopropanecarboxamide,N-[2-(2-methoxy-1-naphthalenyl)ethyl]-(156482-69-8)
• EPA Substance Registry System: Cyclopropanecarboxamide,N-[2-(2-methoxy-1-naphthalenyl)ethyl]-(156482-69-8)

Safety Data

• Hazard Codes: M

Upstream product

• 116272-79-8 1-NITRO-2-(2-METHOXY-1-NAPHTHYL)ETHYLENE 
• 5392-12-1 2-methoxy-1-naphthaldehyde 
• 156482-75-6 2-(2-methoxynaphthalen-1-yl)ethan-1-amine 
• 4023-34-1 cyclopropanecarboxylic acid chloride 

Relevant articles and documents

ARYLALKYL (THIO) AMIDES

A compound which is selected from those of formula (I): STR1 in which A, R 1, R 2, R 3, R 4, R 5 and R. sub.6 are as defined in the description, its optical isomers, and its addition salts thereof with a pharmaceutically-acceptable acid or base, and medicinal products containing the same which are useful for treating a disorder of the melatoninergic system.

Design and Synthesis of New Naphthalenic Derivatives as Ligands for 2-Iodomelatonin Binding Sites

New melatonin-like agents were designed from the frameworks of 2,5-dimethoxyphenethylamine, an important structural moiety for the 5-HT receptor, and (2-methoxynaphthyl)ethylamine.The compounds were synthesized by classical methods and evaluated in binding assays with chicken brain membranes using 2-(125I>iodomelatonin as the radioligand.Preliminary studies on the series of N-acyl-disubstituted phenethylamines showed the favorable role of the methoxy group in the ortho position of the side chain on the affinity for the receptor ( Ki = 8 +/- 0.2 nM ) for N-propionamide (3o).This effect was confirmed in a series of the naphthalene derivatives, a bioisosteric moiety of the indole ring, and several potent ligands for melatonin binding sites were prepared such as N-propionamide (4b) ( Ki = 0.67 +/- 0.05 nM ) and N-cyclopropylformamide (Ki = 0.05 +/- 0.004 nM ( (4k).Structure-activity relationships are discussed with regard to melatonin and bioisosteric naphthalenic compound 2.The Ki value for 4b was affected to a similar extent to that of melatonin by GTP-γ-S or Mn2+ in competition experiments, suggesting an agonist profile for this compound.