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5-Methoxyindole-3-acetic acid

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Identification
Molecular formula
C11H11NO3
CAS number
547-26-6
IUPAC name
2-(5-methoxy-1H-indol-3-yl)acetic acid
State
State

At room temperature, 2-(5-methoxy-1H-indol-3-yl)acetic acid is in a solid state. It tends to be stable under normal conditions, but should be stored in a cool, dry place to maintain its stability.

Melting point (Celsius)
157.00
Melting point (Kelvin)
430.15
Boiling point (Celsius)
368.40
Boiling point (Kelvin)
641.60
General information
Molecular weight
205.22g/mol
Molar mass
205.2150g/mol
Density
1.4040g/cm3
Appearence

2-(5-methoxy-1H-indol-3-yl)acetic acid appears as an off-white to pale yellow crystalline powder. It is typically used in laboratory settings for chemical synthesis and research purposes.

Comment on solubility

Solubility of 2-(5-methoxy-1H-indol-3-yl)acetic acid

2-(5-methoxy-1H-indol-3-yl)acetic acid, a compound featuring both an indole structure and a carboxylic acid group, exhibits interesting solubility characteristics. The solubility of this compound can be influenced by various factors, including:

  • Polarity: The presence of the polar carboxylic acid group enhances its solubility in polar solvents such as water, allowing it to dissolve more readily in aqueous environments.
  • Hydrogen Bonding: The ability to form hydrogen bonds with water molecules further increases its solubility in aqueous solutions.
  • Alkyl Substituents: The methoxy group (–OCH3) contributes to the overall hydrophobic character of the molecule but also balances its solubility due to its capacity for weak interactions.

In organic solvents, such as ethanol or methanol, 2-(5-methoxy-1H-indol-3-yl)acetic acid is expected to have good solubility due to favorable intermolecular interactions. These solvents provide a more compatible environment for the molecule’s hydrophobic regions.

To summarize:

  • The compound is more soluble in polar solvents like water.
  • Good solubility is observed in organic solvents such as ethanol and methanol.

Understanding the solubility profile of 2-(5-methoxy-1H-indol-3-yl)acetic acid is crucial for its application in pharmaceuticals and research, as solubility can significantly impact the bioavailability and efficacy of medicinal compounds.

Interesting facts

Interesting Facts about 2-(5-methoxy-1H-indol-3-yl)acetic acid

2-(5-methoxy-1H-indol-3-yl)acetic acid, a compound with intriguing properties and potential applications, is an important subject of study in the field of organic chemistry and pharmacology.

Key Characteristics

  • Indole Derivative: This compound belongs to a class of molecules characterized by the indole structure, which is noted for its presence in numerous biologically active compounds.
  • Therapeutic Potential: Research has suggested that this compound may exhibit anti-inflammatory and analgesic properties, making it a candidate for pharmaceutical exploration.
  • Neurotransmitter Interaction: Its indole-like structure hints at possible interactions with serotonin receptors, which could enhance its significance in treating mood disorders.

Applications in Research

This compound can serve as a valuable building block in the synthesis of complex molecules in medicinal chemistry. One of the interesting aspects of working with such indole derivatives is the potential for modifying the methoxy group, which can influence the reactivity and biological activity of the compound.

Quote from a Chemist

As one chemist aptly put it, "The beauty of indole derivatives lies in their ability to bridge ordinary chemistry with extraordinary biological potential."

Future Directions

As research progresses, chemists are eager to explore:

  • Novel synthetic routes to increase yield and reduce cost.
  • In-depth studies of its mechanism of action at the molecular level.
  • Potential applications in the treatment of neurological disorders.

In summary, 2-(5-methoxy-1H-indol-3-yl)acetic acid is not just a simple chemical compound; it represents a fusion of organic chemistry and the quest for new therapeutic agents. Its complex structure and the implications of its properties make it a fascinating topic for future research endeavors.

Synonyms
5-Methoxyindole-3-acetic acid
3471-31-6
2-(5-methoxy-1H-indol-3-yl)acetic acid
5-Methoxyindoleacetic acid
5-Methoxy-3-indoleacetic acid
Methoxyindoleacetic acid
5-Methoxyindol-3-ylacetic acid
1H-Indole-3-acetic acid, 5-methoxy-
INDOLE-3-ACETIC ACID, 5-METHOXY-
MSN7CK6ETH
EINECS 222-438-3
5-METHOXY-IAA
CHEBI:28281
COCNDHOPIHDTHK-UHFFFAOYSA-
DTXSID70188268
2-(5-methoxyindole-3-yl)acetic acid
2-(5-methoxy-1H-indol-3-yl)ethanoic acid
DTXCID00110759
inchi=1/c11h11no3/c1-15-8-2-3-10-9(5-8)7(6-12-10)4-11(13)14/h2-3,5-6,12h,4h2,1h3,(h,13,14)
5-Methoxyindoleacetate
(5-Methoxy-1H-indol-3-yl)acetic acid
5-Methoxyindole-3-aceticacid
MFCD00005638
2-(5-Methoxy-3-indolyl)acetic Acid
142396-09-6
(5-Methoxy-1H-indol-3-yl)-acetic acid
1H-Indole-3-aceticacid,5-methoxy-,radicalion(1+)(9CI)
Methoxyindoleacetate
(5-methoxy-3-indolyl)-acetic acid
MYI
5-Methoxy-1H-indole-3-acetic acid
UNII-MSN7CK6ETH
5-methoxy-indole acetate
5-Methoxyindole-3-acetate
bmse000694
5-Methoxyindol-3-ylacetate
Oprea1_126132
MLS000515791
CHEMBL85433
SCHEMBL674415
5-Methoxy-3-indolylacetic acid
5-Methyloxyindole-3-acetic acid
(5-methoxy-3-indolyl)acetic acid
(5-methoxyindol-3-yl)acetic acid
HMS2267B20
BCP27387
BBL100075
Indole-3-acetic acid, 5- methoxy-
MSK001717
STL220637
(5-Methoxy-indol-3-yl)-acetic acid
5-Methoxy-3-indoleacetic acid, 98%
AKOS005207167
CS-W007566
FM30482
FS-3050
HY-W007566
NCGC00247046-01
AC-22684
PD126571
SMR000112265
SY030412
DB-007074
M1303
NS00014757
EN300-39512
C05660
Q6172526
50907E1A-6AC8-4D4D-8DE7-DD464A7A08C2
Z385472506