N-(2-(2-Bromo-5-methoxy-1H-indol-3-yl)ethyl)acetamide

Base Information

• Chemical Name: N-(2-(2-Bromo-5-methoxy-1H-indol-3-yl)ethyl)acetamide
• CAS No.: 142959-59-9
• Molecular Formula: C13H15BrN2O2
• Molecular Weight: 311.178
• Hs Code.: 2933990090
• NSC Number: 674637
• DSSTox Substance ID: DTXSID60162239
• Nikkaji Number: J501.151E
• Wikidata: Q83030843
• ChEMBL ID: CHEMBL33415
• Mol file: 142959-59-9.mol

Synonyms:2-bromomelatonin;N-(2-(2-bromo-5-methoxy-1H-indol-3-yl)ethyl)acetamide

Chemical Property of N-(2-(2-Bromo-5-methoxy-1H-indol-3-yl)ethyl)acetamide

Chemical Property:

• Appearance/Colour: yellow solid
• Vapor Pressure: 1.96E-12mmHg at 25°C
• Melting Point: 138-140 °C
• Refractive Index: 1.622
• Boiling Point: 556.8 °C at 760 mmHg
• Flash Point: 290.5 °C
• PSA: 54.12000
• Density: 1.455 g/cm³
• LogP: 3.00850
• Storage Temp.: -20°C Freezer
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 310.03169
• Heavy Atom Count: 18
• Complexity: 301

Purity/Quality:

98%min ^*data from raw suppliers

2-BromoMelatonin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NCCC1=C(NC2=C1C=C(C=C2)OC)Br
• Uses: A melatonin agonist with high affinity for chicken brain membrane melatonin receptors (Ki=0.031nM) in a comptetition radioligand binding assay using 2-[125I]iodomelatonin

Technology Process of N-(2-(2-Bromo-5-methoxy-1H-indol-3-yl)ethyl)acetamide

There total 10 articles about N-(2-(2-Bromo-5-methoxy-1H-indol-3-yl)ethyl)acetamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.0%

5-methoxy-N-acetyl-tryptamine (73-31-4) → 2-bromomelatonin (142959-59-9)

Guidance literature:

With bromine; In acetic acid; at 50 ℃; for 0.5h;

Reference yield: 51.0%

2,4-dibromomelatonin (214416-47-4) → 2-bromomelatonin (142959-59-9)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -19 ℃; for 4.5h;

DOI:10.3987/COM-00-8930

Reference yield: 30.0%

N-Bromosuccinimide (128-08-5) + 5-methoxy-N-acetyl-tryptamine (73-31-4) → 2-bromomelatonin (142959-59-9)

Guidance literature:

With sodium hydroxide; In acetic acid;

upstream raw materials:

5-methoxy-N-acetyl-tryptamine

2,4-dibromomelatonin

2-(5-methoxyindol-3-yl)ethylamine

methyl 2-(1-H-indol-3-yl)ethylcarbamate

Downstream raw materials:

2-phenylmelatonin