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5-Methoxy-N,N-dimethyltryptamine

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Identification
Molecular formula
C14H22N2S
CAS number
1019-45-0
IUPAC name
N,N-dimethyl-3-(5-methylsulfanyl-1H-indol-3-yl)butan-2-amine
State
State
The compound is typically encountered as a solid at room temperature. It may also be found in a powdered form.
Melting point (Celsius)
61.00
Melting point (Kelvin)
334.15
Boiling point (Celsius)
160.00
Boiling point (Kelvin)
433.15
General information
Molecular weight
246.40g/mol
Molar mass
246.3780g/mol
Density
1.1524g/cm3
Appearence

The compound typically appears as a white crystalline powder. It can be hygroscopic, absorbing moisture from the air, and is usually solid at room temperature.

Comment on solubility

Solubility of N,N-dimethyl-3-(5-methylsulfanyl-1H-indol-3-yl)butan-2-amine

The solubility of N,N-dimethyl-3-(5-methylsulfanyl-1H-indol-3-yl)butan-2-amine can be influenced by several factors, primarily due to its complex molecular structure. Here are some key points regarding its solubility characteristics:

  • Polarity: The presence of both dimethyl amine groups and the indole ring can affect its overall polarity, potentially leading to varying solubility in different solvents.
  • Solvent Compatibility: It is likely to be soluble in organic solvents such as ethanol, methanol, and dichloromethane due to the hydrophobic nature of the indole moiety.
  • Water Solubility: Given the specific structure, water solubility might be limited, as larger alkyl groups typically hinder solvation in polar solvents.
  • Temperature Influence: Solubility may increase with temperature, which is a common behavior for many organic compounds.

In summary, while the specific solubility characteristics can vary, it is essential to consider the impact of molecular structure on solubility behavior. As the adage goes, "Like dissolves like," indicating that the solubility is likely highest in non-polar or weakly polar solvents, while its solubility in water may be significantly restricted.

Interesting facts

Interesting Facts about N,N-Dimethyl-3-(5-methylsulfanyl-1H-indol-3-yl)butan-2-amine

N,N-Dimethyl-3-(5-methylsulfanyl-1H-indol-3-yl)butan-2-amine, often referred to more practically in scientific discussions, is an intriguing compound that bridges several fascinating areas of chemistry, primarily in the realm of medicinal and synthetic chemistry.

1. Structure and Functionality

The unique structure of this compound includes the indole ring, a component that is significant in many natural products and pharmaceuticals. Indoles are known for their ability to interact with biological systems, making them vital in drug design. The presence of sulfur in the methylsulfanyl group also adds an interesting twist, as sulfur can influence the reactivity and properties of compounds.

2. Biological Relevance

This compound's structure suggests potential biological activity, often studied for:

  • Neurotransmitter Modulation: The indole structure is common in compounds that can influence serotonin receptors.
  • Antimicrobial Properties: Sulfur-containing compounds have been known to exhibit antimicrobial effects, suggesting a potential application in treating infections.
  • Potential as a Drug Lead: The diverse functionalities within this compound may lead to novel pharmaceutical agents.

3. Synthesis and Application

From a synthetic chemist's perspective, the ability to incorporate various functional groups, such as methylsulfanyl and dimethyl amine, showcases the versatility of synthetic methods. Techniques like:

  • Grignard Reactions: Useful for creating carbon-carbon bonds.
  • Rearrangements and Substitution Reactions: Essential for constructing the complex backbone of the indole structure.

Many researchers focus on elaborating the core structure of similar compounds for therapeutic uses.

4. In the Research Community

N,N-Dimethyl-3-(5-methylsulfanyl-1H-indol-3-yl)butan-2-amine serves as a prime example of how compound structure informs function. Researchers often quote, "The more we understand the structure, the more we unlock potential applications." This highlights the ongoing journey of discovery within the field of chemistry.

In summary, this compound exemplifies the fascinating intersection between structure, biological activity, and application in medicinal chemistry, making it a compelling subject for further investigation!

Synonyms
BRN 0402795
INDOLE, 3-(3-(DIMETHYLAMINO)-2-BUTYL)-5-METHYLTHIO-
3-(2'-Dimethylaminobutyl-3')-5-methylthioindole
5564-16-9
5-22-12-00101 (beilstein handbook reference)
DTXSID70970983
N,N-Dimethyl-3-[5-(methylsulfanyl)-1H-indol-3-yl]butan-2-amine