1-benzyl-3-(1-methylpyrrolidin-2-yl)indole

Identification

Molecular formula

C₁₉H₂₂N₂

CAS number

1346-79-0

IUPAC name

1-benzyl-3-(1-methylpyrrolidin-2-yl)indole

State

The compound is typically solid at room temperature, suggesting a stable structure commonly found in crystalline or powder form. The specific state can depend on its preparation and environmental conditions such as humidity and temperature.

Melting point (Celsius)

101.20

Melting point (Kelvin)

374.35

Boiling point (Celsius)

329.60

Boiling point (Kelvin)

602.75

General information

Molecular weight

275.40g/mol

Molar mass

275.3700g/mol

Density

1.1991g/cm³

Appearence

The compound is a colorless to light yellow crystalline solid. The appearance can vary depending on the purity and specific conditions of synthesis but is typically somewhat homogeneous.

Comment on solubility

Solubility of 1-benzyl-3-(1-methylpyrrolidin-2-yl)indole

The solubility characteristics of 1-benzyl-3-(1-methylpyrrolidin-2-yl)indole are of particular interest in both synthetic applications and medicinal chemistry. This compound is known for its somewhat limited aqueous solubility, which is often a challenge in pharmaceutical formulations. Here’s a closer look at its solubility profile:

Aqueous Solubility: Generally low due to the hydrophobic nature of the indole and pyrrolidine moieties.
Organic Solvents: More soluble in organic solvents such as ethanol, methanol, and dichloromethane, where it can be effectively utilized in various chemical reactions.
pH Influence: The solubility may also be affected by the pH of the solution; basic conditions can enhance solubility by deprotonating certain groups.
Temperature Effects: As with many organic compounds, an increase in temperature may enhance solubility in organic solvents.

In summary, while 1-benzyl-3-(1-methylpyrrolidin-2-yl)indole presents a challenge in terms of aqueous solubility, its favorable solubility in non-polar or slightly polar organic solvents can be harnessed effectively in diverse chemical applications. Understanding these solubility properties is crucial for optimizing its use in drug development and synthesis.

Interesting facts

Interesting Facts about 1-benzyl-3-(1-methylpyrrolidin-2-yl)indole

1-benzyl-3-(1-methylpyrrolidin-2-yl)indole is a fascinating compound that draws attention in the realm of organic chemistry, particularly due to its unique structural features and potential applications. Here are some captivating insights about this compound:

Structural Complexity: The compound features both an indole core and a pyrrolidine ring, which makes it a subject of interest for studying structure-activity relationships in medicinal chemistry.
Pharmacological Potential: Compounds like 1-benzyl-3-(1-methylpyrrolidin-2-yl)indole may show promise in drug development, particularly as potential candidates for neurological or psychiatric disorders due to their interaction with central nervous system receptors.
Synthetic Pathways: The synthesis of this compound involves multiple steps and can serve as an excellent educational example in organic synthesis courses, where students learn about methods such as condensation reactions and functional group transformations.
Emerging Research: Recent studies suggest that indole derivatives are gaining traction in research related to cancer therapy and anti-inflammatory effects. The unique functional groups in this compound may play a crucial role in its biological activity.
Cultural Significance: The indole structure itself is a building block found in several natural products, including the neurotransmitter serotonin, indicating the interconnectedness of various chemical entities in nature.

As more research unfolds, the significance of 1-benzyl-3-(1-methylpyrrolidin-2-yl)indole in chemistry and its applications in pharmacology continue to develop, making it a compound worth exploring for aspiring chemists and seasoned scientists alike.

Synonyms

1-benzyl-3-(1-methylpyrrolidin-2-yl)indole