Skip to main content

Melatonin

ADVERTISEMENT
Identification
Molecular formula
C13H16N2O2
CAS number
73-31-4
IUPAC name
N-[2-(6-hydroxy-5-methoxy-1H-indol-3-yl)ethyl]acetamide
State
State

At room temperature, melatonin is in a solid state. It is commonly formulated into various over-the-counter supplements such as tablets or pills.

Melting point (Celsius)
116.00
Melting point (Kelvin)
389.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
232.28g/mol
Molar mass
232.2780g/mol
Density
1.1740g/cm3
Appearence

Melatonin typically appears as a white to off-white crystalline powder. It is often supplied as capsules or tablets for medical or dietary supplemental use. Its appearance can vary slightly depending on the method of synthesis and formulation.

Comment on solubility

Solubility of N-[2-(6-hydroxy-5-methoxy-1H-indol-3-yl)ethyl]acetamide

N-[2-(6-hydroxy-5-methoxy-1H-indol-3-yl)ethyl]acetamide, with the chemical formula C13H16N2O2, exhibits a complex solubility profile due to its unique structure. This compound can be classified as having moderate solubility characteristics, influenced by a few key factors:

  • Polarity: The presence of hydroxyl (-OH) and methoxy (-OCH3) groups in the structure imparts some polar characteristics, allowing it to dissolve in polar solvents like water to a limited extent.
  • Hydrophobic Interactions: The indole moiety contributes hydrophobic properties, suggesting higher solubility in organic solvents such as ethanol or dimethyl sulfoxide (DMSO).
  • Hydrogen Bonding: The ability of the hydroxyl group to engage in hydrogen bonding can enhance interactions with solvent molecules, potentially increasing solubility in appropriate conditions.

Overall, while N-[2-(6-hydroxy-5-methoxy-1H-indol-3-yl)ethyl]acetamide does not dissolve readily in water, it demonstrates moderate solubility in various organic solvents, making it of interest for further applications in organic synthesis and medicinal chemistry.

Interesting facts

Interesting Facts about N-[2-(6-hydroxy-5-methoxy-1H-indol-3-yl)ethyl]acetamide

This intriguing compound, widely recognized for its pharmacological significance, serves as a fascinating subject for both chemists and biologists. Here are some interesting insights:

  • Pharmacological Potential: N-[2-(6-hydroxy-5-methoxy-1H-indol-3-yl)ethyl]acetamide has shown various biological activities, making it a candidate for therapeutic applications. Its structure resembles naturally occurring indole derivatives, which are known for their roles in numerous biochemical processes.
  • Structure-Activity Relationship: The specific arrangement of functional groups in this compound significantly influences its biological efficacy. The presence of a hydroxy and methoxy group enhances its interaction with biological receptors, potentially leading to improved pharmacological traits.
  • Natural Occurrence: Indole compounds, like the one at hand, are commonly found in many plants and are often responsible for the colors and odors in flowers. This compound could potentially be derived from or utilized in natural product synthesis, showing the interdisciplinary nature of chemistry and botany.
  • Research Applications: Researchers are continuously exploring the implications of this compound in medicinal chemistry, focusing on its possible effects on neurological disorders. Its structural characteristics could aid in developing new medications or treatments.
  • Historical Context: The indole nucleus has a long history in organic chemistry, with numerous derivatives being studied since the early 19th century. This compound stands as part of that legacy, contributing to ongoing discoveries in the field.

In the words of renowned chemist Linus Pauling, “The best way to have a good idea is to have a lot of ideas.” The exploration of N-[2-(6-hydroxy-5-methoxy-1H-indol-3-yl)ethyl]acetamide showcases the creativity and curiosity inherent in the scientific discipline, as we continue to unlock the secrets of such complex molecules.

Synonyms
6-HYDROXYMELATONIN
2208-41-5
6-hydroxy melatonin
N-[2-(6-Hydroxy-5-methoxy-1H-indol-3-yl)ethyl]acetamide
6-OH-melatonin
Lopac-H-0627
N-(2-(6-Hydroxy-5-methoxy-1H-indol-3-yl)ethyl)acetamide
6-OH-MLT
6-Hydroxy-N-acetyl-5-methoxytryptamine
CCRIS 3473
CHEBI:2198
3-(N-Acetylaminoethyl)-6-hydroxy-5-methoxyindole
MFCD00037971
TV437T5077
BRN 0483231
UNII-TV437T5077
Acetamide, N-(2-(6-hydroxy-5-methoxy-1H-indol-3-yl)ethyl)-
DTXSID00176577
ACETAMIDE, N-(2-(6-HYDROXY-5-METHOXYINDOL-3-YL)ETHYL)-
5-22-12-00353 (Beilstein Handbook Reference)
Acetamide, N-[2-(6-hydroxy-5-methoxyindol-3-yl)ethyl]-
Acetamide, N-[2-(6-hydroxy-5-methoxy-1H-indol-3-yl)ethyl]-
6-oxymelatonin
Melatonin,6-Hydroxy
melatonin, 6-Hydroxy
Melatonin, 6-hydroxy-
Lopac0_000612
MLS000860057
SCHEMBL674970
SCHEMBL674971
CHEMBL127421
GTPL1347
DTXCID1099068
BDBM82509
HMS2231I10
HMS3261L06
HMS3370G03
Tox21_500612
AC9489
PDSP1_001787
PDSP1_001812
PDSP2_001770
PDSP2_001795
AKOS022663797
CCG-204701
CS-W012672
FH24036
HY-W011956
LP00612
SDCCGSBI-0050594.P002
NCGC00015495-01
NCGC00015495-02
NCGC00015495-03
NCGC00015495-04
NCGC00015495-06
NCGC00093987-01
NCGC00093987-02
NCGC00261297-01
AS-78853
PD015290
SMR000326915
SY263339
EU-0100612
NS00014766
C05643
H 0627
L024000
SR-01000075901
SR-01000075901-1
Q20707319
0733A77F-D227-41FD-853E-28134CB5AC46
N-[2-(6-Hydroxy-5-methoxy-1H-indol-3-yl)ethyl]acetamide #
Acetamide, N-(2-(6-hydroxy-5-methoxy-1H-indol-3-yl)ethyl)-(9CI)
636-648-1