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5-Methoxyindole

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Identification
Molecular formula
C9H9NO
CAS number
1006-94-6
IUPAC name
5-methoxy-1H-indole
State
State

At room temperature, 5-Methoxyindole is typically in solid state, appearing as a crystalline substance.

Melting point (Celsius)
59.00
Melting point (Kelvin)
332.15
Boiling point (Celsius)
280.00
Boiling point (Kelvin)
553.15
General information
Molecular weight
147.17g/mol
Molar mass
147.1740g/mol
Density
1.2176g/cm3
Appearence

5-Methoxyindole appears as yellowish crystals or a crystalline solid.

Comment on solubility

Solubility of 5-methoxy-1H-indole

5-methoxy-1H-indole, with its intriguing structure, exhibits a relatively interesting solubility profile. This compound is categorized as an indole derivative and has notable properties that affect its interaction with solvents.

Solubility Characteristics

  • Solvent Types: 5-methoxy-1H-indole is generally more soluble in organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO), but it has limited solubility in water.
  • Polar vs. Nonpolar: As a moderately polar compound due to the methoxy group, it tends to favor dissolution in polar organic solvents compared to nonpolar solvents.
  • Temperature Dependence: Typically, solubility may increase with temperature, indicating that heating the solvent could enhance the dissolution of this compound.

It is often noted that “like dissolves like,” meaning that the solubility of 5-methoxy-1H-indole can be better anticipated in polar environments versus highly aqueous or nonpolar settings. Understanding these solubility patterns is essential for practical applications in the fields of pharmacology and organic chemistry.

Interesting facts

Interesting Facts about 5-Methoxy-1H-Indole

5-Methoxy-1H-indole is a fascinating compound with a rich history and a wide range of applications in the field of chemistry and beyond. This compound is a derivative of indole, a heterocyclic compound that serves as a significant building block in organic synthesis. Here are some key points that highlight the importance and intrigue surrounding 5-methoxy-1H-indole:

  • Biological Significance: Compounds related to indole, including 5-methoxy-1H-indole, are often found in various natural products. They play critical roles in biological systems, serving as precursors to important neurotransmitters, such as serotonin.
  • Research Applications: This molecule has been a subject of interest in medicinal chemistry. It has been studied for its potential therapeutic effects, including anti-inflammatory and anti-cancer properties, demonstrating its usefulness in drug discovery.
  • Versatile Chemistry: The methoxy group at the 5-position contributes to its chemical reactivity. This makes it an excellent candidate for further derivatization, leading to a broad array of analogs with potentially enhanced properties.
  • Insights into Nature: The presence of the methoxy group can influence the pharmacokinetics and bioactivity of the compound, showcasing the importance of functional group substitution in molecular design.
  • Cultural Relevance: Indoles have also found a place in traditional medicine. Certain plants containing indole derivatives have been used in folk remedies which indicates the longstanding human fascination with these compounds.

In conclusion, 5-methoxy-1H-indole is more than just a simple organic compound; its diverse potential applications and biological relevance make it a significant subject of study in both academic and industrial research. As the exploration of such compounds continues, the potential for discovering new therapeutic avenues and understanding complex biological interactions remains vast.

Synonyms
5-METHOXYINDOLE
1006-94-6
5-Methoxy-1H-indole
Femedol
Indole, 5-methoxy-
5-Methoxy indole
Methoxy-5 indole
Indol-5-yl methyl ether
Methoxy-5 indole [French]
UNII-DQM3AS43PQ
DQM3AS43PQ
EINECS 213-745-3
NSC 521752
NSC-521752
DTXSID80143424
DTXCID2065915
dwaqdrsovmlgrq-uhfffaoysa-n
inchi=1/c9h9no/c1-11-8-2-3-9-7(6-8)4-5-10-9/h2-6,10h,1h
1H-Indole, 5-methoxy-
MFCD00005674
CHEMBL280311
BZ3
5Methoxyindole
5-methoxyindol
5-methoxy-indole
3imc
3img
5-Methoxyindole, 99%
5-(methyloxy)-1H-indole
SCHEMBL74720
1H-Indol-5-yl methyl ether
916979-77-6
WLN: T56 BMJ GO1
1H-Indol-5-yl methyl ether #
CHEBI:167807
BCP26682
STR01848
BDBM50400288
NSC521752
STK510267
AKOS000121317
AB00488
CG-0503
CS-W007328
FM00669
HY-W007328
PB39301
AC-10504
BP-10264
SY004368
DB-031747
M0731
NS00015812
EN300-21650
AB-337/25021007
Q27276543
F0001-3019
Z104507276