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Melatonin

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Identification
Molecular formula
C13H16ClN2O2
CAS number
73-31-4
IUPAC name
N-[2-(6-chloro-5-methoxy-1H-indol-3-yl)ethyl]acetamide
State
State

At room temperature, melatonin is a solid. It is chemically stable under normal conditions but should be protected from light to prevent degradation.

Melting point (Celsius)
117.00
Melting point (Kelvin)
390.15
Boiling point (Celsius)
296.00
Boiling point (Kelvin)
569.15
General information
Molecular weight
232.28g/mol
Molar mass
232.2780g/mol
Density
1.1740g/cm3
Appearence

Melatonin appears as a white to off-white crystalline powder. It is a naturally occurring hormone found in animals and in small amounts in plants. The powder can sometimes appear as a light tan or pale color if impurities are present.

Comment on solubility

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

The solubility of N-[2-(6-chloro-5-methoxy-1H-indol-3-yl)ethyl]acetamide (C13H16ClN2O2) can be influenced by various factors inherent to its molecular structure. Generally speaking, several aspects dictate the solubility of a compound:

  • Polarity: The presence of polar functional groups can enhance solubility in polar solvents.
  • Hydrogen Bonding: The ability to form hydrogen bonds typically increases solubility in aqueous solutions.
  • Temperature: Solubility often increases with temperature, allowing for greater dissolution of the compound in solvent.

In the case of this particular compound, it’s characterized by:

  • A chlorinated aromatic system, which may enhance interactions with *organic solvents*
  • A methoxy group that can provide nonpolar characteristics, possibly reducing solubility in water
  • A carbonyl group from the acetamide that is likely to interact favorably with water

As a result, while solubility in water may be limited, this compound may demonstrate increased solubility in organic solvents such as methanol or dimethyl sulfoxide (DMSO). The interplay between its polar and nonpolar regions highlights the complexity of predicting solubility behavior. In summary, understanding the balance of hydrophilic and hydrophobic elements is key in assessing the solubility of N-[2-(6-chloro-5-methoxy-1H-indol-3-yl)ethyl]acetamide.

Interesting facts

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

N-[2-(6-chloro-5-methoxy-1H-indol-3-yl)ethyl]acetamide is a fascinating compound with significant potential in various fields of research. Here are some intriguing points about this compound:

  • Biological Activity: This compound is known to exhibit interesting pharmacological properties, particularly in the realm of neuroscience. Research suggests it may influence various neurotransmitter systems, potentially offering therapeutic benefits for conditions like depression or anxiety.
  • Structural Features: The compound includes a unique indole structure, which is a key component in many biologically active molecules. The presence of both a chloro and a methoxy group plays a crucial role in modulating its biological activity.
  • Medicinal Chemistry: As part of drug design, structural modifications, such as the incorporation of the acetamide moiety, enhance the compound's solubility and stability, making it a valuable candidate for further drug development.
  • Synthesis Routes: The synthesis of this compound often involves multi-step approaches, emphasizing the importance of synthetic methodology in the development of complex organic molecules. This can include techniques like nucleophilic substitution and amide formation.

In conclusion, N-[2-(6-chloro-5-methoxy-1H-indol-3-yl)ethyl]acetamide stands out not only for its structural complexity but also for its promising applications in medicinal chemistry. As students and scientists delve deeper into its properties, the potential for discovering novel therapeutic agents remains an exciting frontier.

As the renowned chemist Linus Pauling once said, "The best way to have a good idea is to have a lot of ideas." This principle holds true in the exploration of compounds like this one, where every structural feature can lead to new insights.

Synonyms
6-CHLOROMELATONIN
63762-74-3
N-(2-(6-Chloro-5-methoxy-1H-indol-3-yl)ethyl)acetamide
n-[2-(6-chloro-5-methoxy-1h-indol-3-yl)ethyl]acetamide
6-Cl-melatonin
6-Cl-MLT
BRN 0410191
CHEMBL34730
DTXSID30213202
5-22-12-00064 (Beilstein Handbook Reference)
Acetamide, N-(2-(6-chloro-5-methoxy-1H-indol-3-yl)ethyl)-
N-[2-(6-Chloro-5-methoxy-1H-indol-3-yl)-ethyl]-acetamide
SR-01000075735
Lopac-C-0331
melatonin, 6-Chloro
Tocris-0443
Lopac0_000178
MLS002153444
SCHEMBL677517
SCHEMBL677518
GTPL1346
DTXCID90135693
CHEBI:109545
LUINDDOUWHRIPW-UHFFFAOYSA-N
HMS2234G13
HMS3260D17
HMS3266A08
HMS3374G08
HMS3411M07
HMS3675M07
Tox21_500178
BDBM50043289
PDSP1_001786
PDSP2_001769
AKOS024458157
N-Acetyl-6-chloro-5-methoxytryptamine
CCG-204273
LP00178
SDCCGSBI-0050166.P002
NCGC00015203-01
NCGC00015203-02
NCGC00015203-03
NCGC00015203-04
NCGC00015203-05
NCGC00015203-06
NCGC00024593-01
NCGC00024593-02
NCGC00024593-03
NCGC00024593-04
NCGC00260863-01
DA-70301
SMR001230810
TS-08269
HY-100940
CS-0020611
EU-0100178
C 0331
L000082
SR-01000075735-1
SR-01000075735-3
BRD-K34663752-001-02-6
BRD-K34663752-001-09-1
N-[2-(5-Methoxy-6-chloroindol-3-yl)ethyl]acetamide
Q27074008
N-[2-(6-Chloro-5-methoxy-1H-indol-3-yl)-ethyl]-acetamide(6-Chloromelatonin)
636-315-0