3-(1-Benzylpyrrolidin-2-yl)-5-chloro-1H-indole

Identification

Molecular formula

C₁₉H₁₉ClN₂

CAS number

119356-77-3

IUPAC name

3-(1-benzylpyrrolidin-2-yl)-5-chloro-1H-indole

State

At room temperature, 3-(1-Benzylpyrrolidin-2-yl)-5-chloro-1H-indole is usually in a solid state.

Melting point (Celsius)

177.00

Melting point (Kelvin)

450.15

Boiling point (Celsius)

535.50

Boiling point (Kelvin)

808.70

General information

Molecular weight

312.81g/mol

Molar mass

312.8060g/mol

Density

1.2300g/cm³

Appearence

This compound typically appears as a white to off-white crystalline powder. It may be slightly hygroscopic, absorbing moisture from the air.

Comment on solubility

Solubility of 3-(1-benzylpyrrolidin-2-yl)-5-chloro-1H-indole

The solubility of 3-(1-benzylpyrrolidin-2-yl)-5-chloro-1H-indole can be characterized by several key factors:

Polarity: The presence of the chloro substituent and the nitrogen atom in the pyrrolidine ring can influence its overall polarity. Generally, compounds that possess polar functional groups tend to be more soluble in polar solvents.
Hydrophobic Interactions: The indole and benzyl components contribute significant hydrophobic characteristics, making the compound more soluble in non-polar solvents.
pH Sensitivity: The solubility may also vary with the pH of the solvent, particularly due to the amine group in the pyrrolidine ring, which could engage in protonation under acidic conditions.

In summary, while direct data on the solubility of this compound may be limited, one can infer:

Higher solubility in non-polar solvents due to hydrophobic interactions.
Moderate to low solubility in polar solvents, influenced by its ionic and hydrogen bonding potential.

The interplay between these factors ultimately determines the solubility behavior of 3-(1-benzylpyrrolidin-2-yl)-5-chloro-1H-indole in various environments.

Interesting facts

Interesting Facts About 3-(1-benzylpyrrolidin-2-yl)-5-chloro-1H-indole

3-(1-benzylpyrrolidin-2-yl)-5-chloro-1H-indole, a fascinating compound in the realm of organic chemistry, represents a bridge between traditional pharmaceutical chemistry and innovative design for potential therapeutic applications. This compound features a complex structure, combining an indole moiety with a pyrrolidine and a chloro group, which contributes to its unique biological properties.

Key Characteristics

Indole Framework: The indole structure is prominent in many natural products and pharmaceuticals, known for its role in influencing neural processes and as a building block for various drugs.
Pyrrolidine Influence: The presence of the benzylpyrrolidinyl group may enhance the compound's interaction with biological targets, positioning it as a potential candidate in neuropharmacology and medicinal chemistry.
Chlorine Substitution: The introduction of the chlorine atom at the 5-position of the indole ring can significantly affect the compound’s reactivity and bioactivity, making it an interesting subject for exploration in drug design.

This compound has drawn attention for its potential implications in therapeutic areas such as:

Neuropharmacology: Investigations into how this compound might modulate neurotransmitter systems could pave the way for new treatments of neurological disorders.
Anticancer Research: The structural features of indoles are often associated with compounds showing anticancer properties, warranting further studies into its pharmacological potential.
Drug Development: The synthesis and modification of this compound can lead to the discovery of new derivatives that may exhibit enhanced biological efficacy or reduced side effects.

As one delves deeper into the chemical landscape of 3-(1-benzylpyrrolidin-2-yl)-5-chloro-1H-indole, the complexity and potential applications of this compound become progressively apparent. Its structural intricacies make it an exciting subject for ongoing research and educational discussions in the field of chemistry.