142959-59-9

Basic information

• Product Name: 2-BROMOMELATONIN
• Synonyms: N-[2-(2-BROMO-5-METHOXY-1H-INDOL-3-YL)ETHYL]ACETAMIDE;2-BROMOMELATONIN;N-[2-(2-bromo-5-methoxy-1H-indol-3-yl)ethyl]ethanamide;N-Acetyl-2-broMo-5-MethoxytryptaMine;NSC 674637
• CAS NO: 142959-59-9
• Molecular Formula: C₁₃H₁₅BrN₂O₂
• Molecular Weight: 311.17
• EINECS: 604-604-1
• Product Categories: Agro Products;Agonist;Amines;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 142959-59-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 138-140°C
• Boiling Point: 556.8 °C at 760 mmHg
• Flash Point: 290.5 °C
• Appearance: yellow solid
• Density: 1.455 g/cm³
• Vapor Pressure: 1.96E-12mmHg at 25°C
• Refractive Index: 1.622
• Storage Temp.: -20°C Freezer
• Solubility: Acetonitrile (Slightly), Chloroform (Slightly)
• CAS DataBase Reference: 2-BROMOMELATONIN(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMOMELATONIN(142959-59-9)
• EPA Substance Registry System: 2-BROMOMELATONIN(142959-59-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 142959-59-9(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Solid

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

InChI:InChI=1/C13H15BrN2O2/c1-8(17)15-6-5-10-11-7-9(18-2)3-4-12(11)16-13(10)14/h3-4,7,16H,5-6H2,1-2H3,(H,15,17)

Upstream product

• 128-08-5 N-Bromosuccinimide 
• 73-31-4 5-methoxy-N-acetyl-tryptamine 
• 67199-10-4 methyl N-[2-(5-methoxy-1H-indol-3-yl)ethyl]carbamate 
• 180910-53-6 1-hydroxy-N_b-methoxycarbonyltryptamine 
• 180910-64-9 2,3-dihydro-Nb-methoxycarbonyltryptamine 
• 58635-45-3 methyl 2-(1-H-indol-3-yl)ethylcarbamate 
• 608-07-1 2-(5-methoxyindol-3-yl)ethylamine 
• 214416-47-4 2,4-dibromomelatonin 

Downstream Products

• 151889-03-1 2-phenylmelatonin 

Relevant articles and documents

Substituted melatonin derivatives, process for their preparation, and methods of use

The invention provides 2 aryl substituted derivatives of melatonin. The invention further provides pharmaceutical compositions comprising such derivatives, methods for preparing such derivatives, and methods of using such derivatives to induce general ane

Syntheses of melatonin and its derivatives

Two simple synthetic methods for melatonin are newly developed from tryptamine through intermediates, which are promising lead compounds for drug developing research. Novel chemical reactivities of melatonin in its bromination, lithiation, and acylation are also reported.

Pharmaceutical compositions active in the therapy of sleep disorders

The present invention relates to new pharmaceutical compositions active in the therapy of sleep disorders comprising N-acetyl-5-methoxy-triptamine (melatonin) or one of its derivatives, preferably 2-iodo-N-acetyl-5-methoxy-triptamine (2-iodomelatonin), 2-bromo-N-acetyl-5-methoxy-triptamine (2-bromomelatonin), 2-chloro-N-acetyl-5-methoxy-triptamine (2-chloromelatonin) or 6-chloro-N-acetyl-5-methoxy-triptamine (6-chloromelatonin), at a dosage comprised between 10 and 100 mg, preferably comprised respectively between 20 and 80 mg between 10 and 20 mg and between 10 and 40 mg alone or in association with a benzodiazepinic derivative at a dosage comprised between 0.06 and 25 mg.