Skip to main content

5-(2-Aminoethyl)indole-3-thiol

ADVERTISEMENT
Identification
Molecular formula
C10H12N2S
CAS number
131539-57-6
IUPAC name
3-(2-aminoethyl)-1H-indole-5-thiol
State
State

This compound is commonly found as a solid at room temperature due to its crystalline structure and organic nature.

Melting point (Celsius)
153.00
Melting point (Kelvin)
426.15
Boiling point (Celsius)
462.80
Boiling point (Kelvin)
735.95
General information
Molecular weight
192.28g/mol
Molar mass
192.2840g/mol
Density
1.3503g/cm3
Appearence

This compound appears as a yellow crystalline solid, which is typical for many sulfur-containing heterocycles. Its crystalline form aids in both handling and measurement.

Comment on solubility

Solubility of 3-(2-aminoethyl)-1H-indole-5-thiol

The solubility of 3-(2-aminoethyl)-1H-indole-5-thiol can be quite intriguingly complex due to its unique structural characteristics. Being an analog of indole containing both an aminoethyl group and a thiol group contributes significantly to its solubility behavior. Here are some key points to consider:

  • Polar Functional Groups: The presence of the -NH2 (amino) and -SH (thiol) groups enhances polarity, which can lead to increased solubility in polar solvents like water.
  • Hydrogen Bonding: This compound can engage in strong hydrogen bonding with solvent molecules, allowing it to dissolve better in polar environments.
  • Hydrophobic Regions: The indole moiety introduces some hydrophobic character, which may limit solubility in purely aqueous environments and suggest better solubility in organic solvents.

In summary, the solubility of 3-(2-aminoethyl)-1H-indole-5-thiol likely varies significantly with the solvent used. It is expected to be more soluble in polar organic solvents and possibly somewhat limited in non-polar environments. Understanding these solubility properties is crucial for applications in pharmaceuticals and biochemistry, as solubility can impact bioavailability and transport of the compound within biological systems.

Interesting facts

Interesting Facts about 3-(2-Aminoethyl)-1H-Indole-5-Thiol

The compound 3-(2-aminoethyl)-1H-indole-5-thiol is a fascinating molecule that belongs to the larger family of indole derivatives, renowned for their diverse biological activities. Here are some key points about this compound:

  • Biological Significance: Compounds derived from indole structures are known for their roles in nature, including contributions as neurotransmitters, hormones, and natural products. This specific compound may possess properties that contribute to its potential as a pharmaceutical agent.
  • Structural Features: The presence of both an aminoethyl group and a thiol functional group in the structure enriches its reactivity. This can allow for diverse chemical modifications, potentially leading to the synthesis of novel derivatives with enhanced properties.
  • Research Implications: There has been considerable interest in indole derivatives in medicinal chemistry. The potential applications of 3-(2-aminoethyl)-1H-indole-5-thiol could range from anti-cancer properties to the development of new antimicrobial agents.
  • Thiol Functionality: The thiol group (-SH) is known for its unique properties, including the ability to form disulfide bonds and participate in redox reactions. This functionality is crucial in biochemical processes and can influence the biological activity of the compound.

In summary, 3-(2-aminoethyl)-1H-indole-5-thiol embodies the complexity and versatility of indole chemistry. As research continues to unfold, compounds like this offer the promise of contributing to advancements in pharmaceutical science and other fields of study.

Synonyms
5-Mercaptotryptamine
1H-Indole-5-thiol, 3-(2-aminoethyl)-
3-(2-Aminoethyl)-1H-indole-5-thiol
1078-01-9
INDOLE-5-THIOL, 3-(2-AMINOETHYL)-
DTXSID50148244
DTXCID5070735