93515-00-5

Basic information

• Product Name: 2-IODOMELATONIN
• Synonyms: n-(2-(2-iodo-5-methoxy-1h-indol-3-yl)ethyl)-acetamid;N-[2-(2-IODO-5-METHOXYINDOL-3-YL)ETHYL]ACETAMIDE;2-IODOMELATONIN;MELATONIN, 2-IODO-DERIVATIVE OF MELATON;N-Acetyl-2-iodo-5-methoxytryptamine;N-[2-(2-Iodo-5-methoxy-1H-indol-3-yl)ethyl]acetamide;N-Acetyl-2-iodo-5-methoxy-1H-indole-3-(ethanamine)
• CAS NO: 93515-00-5
• Molecular Formula: C13H15IN2O2
• Molecular Weight: 358.17
• Product Categories: Melatonin receptor
• Mol File: 93515-00-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 574.5°Cat760mmHg
• Flash Point: 301.3°C
• Appearance: /
• Density: 1.63g/cm³
• Vapor Pressure: 3.32E-13mmHg at 25°C
• Refractive Index: 1.654
• Storage Temp.: −20°C
• CAS DataBase Reference: 2-IODOMELATONIN(CAS DataBase Reference)
• NIST Chemistry Reference: 2-IODOMELATONIN(93515-00-5)
• EPA Substance Registry System: 2-IODOMELATONIN(93515-00-5)

Safety Data

• WGK Germany: 3
• RTECS: AC4376000
• Hazardous Substances Data: 93515-00-5(Hazardous Substances Data)

Usage

Uses

2-Iodomelatonin is a potent agonist of the melatonin receptors (MEL-1).

Biological Activity

Potent melatonin agonist (pK i values are 10.55 and 9.87 at human recombinant MT 1 and MT 2 receptors respectively). 2-[ 125 I]-iodomelatonin has been used to identify, characterize and localize melatonin binding sites in the brain and peripheral tissues.

InChI:InChI=1/C13H15IN2O2/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

• 73-31-4 5-methoxy-N-acetyl-tryptamine 

Relevant articles and documents

Synthesis process of radioactive tracer 2 - iodine melatonin

The invention relates to the technical field of drug synthesis, and provides a synthetic process of a radioactive tracer 2 - iodine melatonin. A mixture of potassium iodide and elementary iodine is selected as an iodide reagent in the reaction process, tetrabutylammonium bromide and cuprous chloride are used as catalysts, and reaction yield and product purity are greatly improved.

A convenient iodination of indoles and derivatives

We report a direct iodination of indole and derivative compounds with iodine monochloride (ICl) in the presence of Celite. This procedure has now been extended to the iodination of substituted indoles, azaindoles and pyrroles. The scope of this procedure

Synthesis of 131I derivatives of indolealkylamines for brain mapping

The synthesis and spectral properties of new radioiodinated indolealkylamines like 2-[131 I]-iodo-N,N-dimethyltryptamine, 2-[131 I]-iodo-N-methyltryptamine, 2-[131 I]-iodo-5-methoxy-N,N-dimethyltryptamine, 2-[131 I]-iodo-5-hydroxy-N,N-dimethyltryptamine (2-[131 I]-iodo-bufotenine), and 2-[131I]-iodo-tryptamine and the known 2-[131I]-iodo-N-acetyl-5-methoxy-tryptamine (2-[131I]-iodo-melatonine) are described herein. These were synthesized by a high-yield novel method, and their spectral properties are fully described. These compounds are of biological importance and can be used for brain mapping with SPECT technology.