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5-Chloro-3-(1-methyl-2-propylamino)-1H-indole

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Identification
Molecular formula
C11H13ClN2
CAS number
21761-18-0
IUPAC name
2-(5-chloro-1H-indol-3-yl)propan-1-amine
State
State

This compound is generally in a solid state at room temperature.

Melting point (Celsius)
188.50
Melting point (Kelvin)
461.65
Boiling point (Celsius)
420.15
Boiling point (Kelvin)
693.30
General information
Molecular weight
208.68g/mol
Molar mass
208.6770g/mol
Density
1.2220g/cm3
Appearence

The compound typically presents as a solid with a crystalline structure. It is typically off-white to pale yellow in color.

Comment on solubility

Solubility of 2-(5-chloro-1H-indol-3-yl)propan-1-amine

The solubility of the compound 2-(5-chloro-1H-indol-3-yl)propan-1-amine is an important characteristic that impacts its applications and behavior in various environments. This compound, being a derivative of indole, displays varying degrees of solubility depending on the solvent used. Here are some key points to consider:

  • Polarity: The presence of the chloro group and the amine functional group can enhance solubility in polar solvents like water.
  • Solvent Influence: Its solubility may significantly increase in organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO).
  • Temperature Dependence: Like many organic compounds, the solubility might vary with temperature—generally, higher temperatures can result in increased solubility.
  • pH Sensitivity: Since the amine group can interact with protons, changes in pH can alter the degree of ionization and hence affect solubility.

In summary, the solubility of 2-(5-chloro-1H-indol-3-yl)propan-1-amine is multifaceted and can be influenced by various factors, including polarity, solvent choice, and temperature. As quoted in many analytical studies, "solubility is a fundamental property that determines the utility of a compound in biological and chemical processes." Understanding these aspects is crucial for effectively utilizing this compound in research and applied chemistry.

Interesting facts

Interesting Facts About 2-(5-chloro-1H-indol-3-yl)propan-1-amine

The compound 2-(5-chloro-1H-indol-3-yl)propan-1-amine presents a fascinating case study in medicinal chemistry, particularly due to its structural features that lend it potential biological activity. Here are some key details that underscore its importance:

  • Indole Derivative: This compound is derived from the indole structure, a well-known framework in biochemical pathways. Indoles have been recognized for their presence in numerous bioactive compounds, including neurotransmitters and alkaloids.
  • Chlorine Substitution: The presence of a chlorine atom at the 5-position makes it interesting for synthetic modifications and influences the compound's pharmacological properties, potentially enhancing its biological efficacy.
  • Amine Functionality: The propan-1-amine group contributes to its reactivity and ability to form hydrogen bonds, which is critical for interactions with biological targets.
  • Potential Applications: Similar compounds have been investigated for various applications, including but not limited to:
    • Anticancer agents
    • Neurological disorder treatments
    • Antidepressants
  • Research Highlight: A study outlined in a prominent pharmacological journal noted, "The nuanced interplay of substituents on indole frameworks can lead to significant alterations in both affinity and selectivity for biological targets."

Research surrounding this compound is ongoing, as scientists continue to explore its potential implications in drug design and therapy. Understanding the intricacies of such derivatives can pave the way for innovative treatments in various medical fields.

Synonyms
5-Chloro-beta-methyltryptamine
14517-78-3
BRN 0393254
INDOLE, 5-CHLORO-3-(1-AMINO-2-PROPYL)-
2-(5-chloro-1H-indol-3-yl)propan-1-amine
Indole, 3-(2-amino-1-methylethyl)-5-chloro-
5-22-10-00157 (Beilstein Handbook Reference)
SCHEMBL1247512
DTXSID00932519