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5-MeO-DALT

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Identification
Molecular formula
C13H15F3N2O
CAS number
928822-98-4
IUPAC name
1-[5-(dimethylamino)-1H-indol-3-yl]-2,2,2-trifluoro-ethanone
State
State

At room temperature, it is a solid.

Melting point (Celsius)
96.00
Melting point (Kelvin)
369.15
Boiling point (Celsius)
350.00
Boiling point (Kelvin)
623.00
General information
Molecular weight
263.27g/mol
Molar mass
263.2670g/mol
Density
1.3500g/cm3
Appearence

The compound appears as a white to off-white crystalline powder. It has a crystalline structure and may be slightly hygroscopic, absorbing moisture from the air.

Comment on solubility

Solubility of 1-[5-(dimethylamino)-1H-indol-3-yl]-2,2,2-trifluoro-ethanone

The solubility of 1-[5-(dimethylamino)-1H-indol-3-yl]-2,2,2-trifluoro-ethanone can generally be assessed based on its structural characteristics and the presence of functional groups. This compound exhibits a combination of hydrophobic and hydrophilic features:

  • Hydrophobic Character: The trifluoro group contributes to a non-polar character, making the compound less soluble in water.
  • Polar Functional Groups: The dimethylamino group can interact favorably with polar solvents, potentially enhancing solubility in organic solvents.

Solubility often varies significantly with temperature and solvent polarity. To summarize:

  1. In Water: Likely low solubility due to hydrophobic interactions.
  2. In Organic Solvents: Increased solubility in solvents such as ethanol or dimethyl sulfoxide (DMSO), where the polar interactions can dominate.
  3. Temperature Influence: Higher temperatures may improve solubility by increasing kinetic energy and disrupting intermolecular forces.

In conclusion, while 1-[5-(dimethylamino)-1H-indol-3-yl]-2,2,2-trifluoro-ethanone may pose solubility challenges in aqueous environments, its compatibility with organic solvents opens avenues for application in various chemical processes. Ultimately, understanding the balance between hydrophobic and hydrophilic interactions is crucial in predicting and utilizing the solubility of this compound effectively.

Interesting facts

Interesting Facts about 1-[5-(Dimethylamino)-1H-indol-3-yl]-2,2,2-trifluoro-ethanone

This intriguing compound belongs to the family of indole derivatives and has drawn considerable attention in the field of medicinal chemistry due to its unique structure and potential biological activities. Here are some noteworthy aspects:

  • Indole Core: The indole structure, which is a fused ring system containing a benzene ring and a pyrrole, is known for its presence in many important natural compounds, signaling its importance in biochemistry.
  • Dimethylamino Group: The presence of a dimethylamino group enhances the electron density on the indole moiety, potentially increasing its reactivity and affinity towards various biological targets.
  • Trifluoro-Ethyl Unit: The trifluoroethanone moiety introduces significant lipophilicity, which is beneficial for membrane permeability and biological activity. Fluorinated compounds often exhibit interesting properties, including enhanced metabolic stability.
  • Potential Drug Candidate: Due to its structural features, this compound has been investigated for various pharmacological activities, revealing promising results in areas such as anti-cancer and anti-inflammatory applications.

Research into ligands or inhibitors derived from this compound highlights the ongoing quest in drug discovery, where modifications to the molecular structure can lead to enhanced therapeutic profiles. As scientists continue to explore such compounds, they often quote, "Chemistry is the art of transformation," illustrating the potential of such molecules in developing new treatments.

Overall, 1-[5-(dimethylamino)-1H-indol-3-yl]-2,2,2-trifluoro-ethanone stands as a prime example of innovative chemical design driving forward the frontiers of medicinal chemistry!

Synonyms
BRN 0483902
INDOLE, 5-(DIMETHYLAMINO)-3-(TRIFLUOROACETYL)-
5-Dimethylamino-3-trifluoroacetylindole
6884-81-7
DTXSID60218942
5-22-13-00035 (Beilstein Handbook Reference)
DTXCID10141433