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3-(dimethylamino)-1-(1H-indol-3-yl)propan-1-one

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Identification
Molecular formula
C13H16N2O
CAS number
1868-22-0
IUPAC name
3-(dimethylamino)-1-(1H-indol-3-yl)propan-1-one
State
State

At room temperature, the state of this compound is typically a solid. It is often encountered as a powder for ease of handling in laboratory and industrial settings.

Melting point (Celsius)
82.00
Melting point (Kelvin)
355.15
Boiling point (Celsius)
382.30
Boiling point (Kelvin)
655.50
General information
Molecular weight
216.29g/mol
Molar mass
216.2880g/mol
Density
1.1240g/cm3
Appearence

The compound is a solid at room temperature. Typically, it is found as a crystalline powder. The color can range from white to off-white or even slightly yellowish. Its appearance can be influenced by purity and storage conditions.

Comment on solubility

Solubility of 3-(dimethylamino)-1-(1H-indol-3-yl)propan-1-one

The solubility of the compound 3-(dimethylamino)-1-(1H-indol-3-yl)propan-1-one can be quite intriguing due to its unique structure. This compound's solubility is significantly influenced by several factors:

  • Polarity: The presence of the dimethylamino group adds a degree of polar character that can enhance solubility in polar solvents, such as water, to some extent.
  • Hydrophobic Interactions: The indole ring is largely hydrophobic, which may limit solubility in water but could enhance solubility in organic solvents like ethanol and chloroform.
  • pH Dependence: The solubility of this compound can also vary with pH. As a weak base, it may increase solubility in acidic conditions, where it can be protonated.
  • Temperature: Solubility generally increases with temperature. Higher temperatures may result in a greater solubility for this compound in various solvents.

In summary, while 3-(dimethylamino)-1-(1H-indol-3-yl)propan-1-one may display moderate solubility characteristics, it is essential to consider environmental factors such as solvent choice, pH, and temperature to predict its behavior accurately. As with many compounds in organic chemistry, the complex interplay of molecular structure and external conditions leads to a captivating solubility profile.

Interesting facts

Interesting Facts about 3-(dimethylamino)-1-(1H-indol-3-yl)propan-1-one

3-(dimethylamino)-1-(1H-indol-3-yl)propan-1-one, often abbreviated as DMAP-propanone, is an intriguing compound in the world of chemistry, particularly noted for its structural composition and biological significance. Here are some fascinating insights:

  • Synergistic Structure: The compound features both an indole ring and a dimethylamino group, which together create a unique electronic environment. The indole moiety plays a critical role in biological activity due to its presence in many natural products and pharmaceuticals.
  • Biological Activity: Compounds with similar structures are often found to exhibit neuropharmacological properties. This suggests that DMAP-propanone could have potential applications in drug discovery, particularly in developing treatments for neurological disorders.
  • Versatile Synthesis: The synthesis of this compound can involve various methods, making it a versatile target for organic chemists. It serves as a valuable intermediate in the production of more complex molecules.
  • Research Applications: The compound's unique properties make it a subject of ongoing research. Scientists continuously explore its potential uses, not only in pharmaceuticals but also in materials science and organic electronics.
  • Intriguing Derivatives: Modifications to the dimethylamino group or the indole structure can lead to a wide array of derivatives, each with distinct chemical and biological properties. This variability makes it a rich area for exploration in medicinal chemistry.

As science evolves, compounds like 3-(dimethylamino)-1-(1H-indol-3-yl)propan-1-one serve as pivotal points of inquiry, illustrating the complex interplay between structure and function in the realm of chemical research.

Synonyms
24955-83-7
Indole, 3-(3-dimethylaminopropionyl)-
3-(3-Dimethylaminopropionyl)indole
J6VTL2SY1R
1-Propanone, 3-(dimethylamino)-1-(1H-indol-3-yl)-
NSC 80681
3-(beta-Dimethylaminopropionyl)-indole
BRN 0166177
5-Dimethylamino-3-piperidinoacetylindole
3-(Dimethylamino)-1-(1H-indol-3-yl)-1-propanone
INDOLE, 5-(DIMETHYLAMINO)-3-(PIPERIDINOACETYL)-
UNII-J6VTL2SY1R
NSC-80681
DTXSID80179667
1-Propanone, 3-(dimethylamino)-1-indol-3-yl-
5-22-13-00047 (Beilstein Handbook Reference)
RefChem:198185
DTXCID40102158
1-Propanone, 3-(dimethylamino)-1-(1H-indol-3-yl)-(9CI)
1-Propanone, 3-(dimethylamino)-1-indol-3-yl-(6CI,7CI,8CI)
3-(dimethylamino)-1-(1H-indol-3-yl)propan-1-one
NSC80681
3-DIMETHYLAMINO-1-(1H-INDOL-3-YL)PROPAN-1-ONE
1-Propanone,3-(dimethylamino)-1-(1H-indol-3-yl)-
SCHEMBL7279129
LAHVNBMMXFLOQD-UHFFFAOYSA-N
WLN: T56 BMJ DV2N1&1
AKOS022506355
3-(.beta.-Dimethylaminopropionyl)-indole
DS-008658