138112-84-2

Basic information

• Product Name: 2-bromo-N-[2-(7-methoxynaphthalen-1-yl)ethyl]acetamide
• Synonyms: 2-bromo-N-[2-(7-methoxynaphthalen-1-yl)ethyl]acetamide
• CAS NO: 138112-84-2
• Molecular Formula: C₁₅H₁₆BrNO₂
• Molecular Weight: 0
• Mol File: 138112-84-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 515.8°Cat760mmHg
• Flash Point: 265.8°C
• Appearance: /
• Density: 1.385g/cm³
• Vapor Pressure: 9.5E-11mmHg at 25°C
• Refractive Index: 1.613
• CAS DataBase Reference: 2-bromo-N-[2-(7-methoxynaphthalen-1-yl)ethyl]acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-N-[2-(7-methoxynaphthalen-1-yl)ethyl]acetamide(138112-84-2)
• EPA Substance Registry System: 2-bromo-N-[2-(7-methoxynaphthalen-1-yl)ethyl]acetamide(138112-84-2)

Safety Data

• Hazardous Substances Data: 138112-84-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H16BrNO2/c1-19-13-6-5-11-3-2-4-12(14(11)9-13)7-8-17-15(18)10-16/h2-6,9H,7-8,10H2,1H3,(H,17,18)

Upstream product

• 22118-09-8 2-bromoacetyl chloride 
• 139525-77-2 2-(7-methoxynaphthalen-1-yl)ethanamine hydrochloride 
• 598-21-0 2-Bromoacetyl bromide 

Downstream Products

• 138112-85-3 N-[2-(7-methoxynaphth-1-yl)ethyl]-2-morpholinoacetamide 
• 1363155-75-2 2-(benzylmethylamino)-N-[2-(-7-methoxy-naphthalen-1-yl)ethyl]acetamide 
• 138113-04-9 S 20319 

Relevant articles and documents

Design, synthesis and pharmacological evaluation of new series of naphthalenic analogues as melatoninergic (MT1/MT2) and serotoninergic 5-HT2C dual ligands (I)

As part of our ongoing interest in developing new melatoninergic ligands bearing the same pharmacological profile as agomelatine, we focused our attention on this compound as a lead. Several chemical modifications have been performed on positions C-3 and 8 of the naphthalene ring determined as primary targets for the agomelatine metabolism. Herein we report the modulation of the positions C-3 and 7 in addition of the amide side chain because of this later prominent role in the affinity profile of such ligands. Synthesized compounds were then biologically evaluated at human cloned melatoninergic and serotoninergic receptors and showed different binding affinity and intrinsic activity profiles. Compounds bearing fluoroacetamide group (compounds 4 and 5) showed a high melatoninergic binding affinity particularly towards MT 1 receptor subtype. Thus, the fluoroacetamide 4 exhibited a good melatoninergic (MT1/MT2) binding affinity (70 pM) higher than the lead. Moreover, other compounds (10a, 10e, 16, 17 and 18) issued from these modulations behaved as MT1 and MT2 agonists and exhibited a sub-nanomolar binding affinity towards these receptors. However, only compounds 10e, 17 and 18 showed a sub-nanomolar binding affinity at 5-HT2C higher than the agomelatine.

Compounds having a naphthalene structure

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