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Fluoxetine

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Identification
Molecular formula
C17H18ClFNO
CAS number
54910-89-3
IUPAC name
[5-chloro-2-[3-(dimethylamino)propylamino]phenyl]-(2-fluorophenyl)methanone
State
State

Fluoxetine is typically a solid at room temperature. In pharmaceutical preparations, it is used in the form of a hydrochloride salt, which appears as a crystalline powder.

Melting point (Celsius)
179.00
Melting point (Kelvin)
452.15
Boiling point (Celsius)
313.10
Boiling point (Kelvin)
586.25
General information
Molecular weight
309.33g/mol
Molar mass
309.3320g/mol
Density
1.3000g/cm3
Appearence

Fluoxetine is typically found as an off-white to white crystalline solid. It is odorless, and the crystalline powder tends to be somewhat hygroscopic.

Comment on solubility

Solubility of [5-chloro-2-[3-(dimethylamino)propylamino]phenyl]-(2-fluorophenyl)methanone

This compound exhibits interesting solubility characteristics that merit attention. Its solubility can largely be influenced by its structure, which contains both hydrophobic and hydrophilic components. Here are some key factors regarding its solubility:

  • Polar Functional Groups: The presence of the dimethylamino group can enhance solubility in polar solvents due to the ability to form hydrogen bonds.
  • Hydrophobic Regions: The aromatic rings contribute to hydrophobic interactions, making the compound less soluble in water but potentially soluble in organic solvents.
  • pH Dependence: The solubility may vary with pH, as the protonation state of the amine can significantly affect solubility in aqueous environments.
  • Temperature Effects: Generally, an increase in temperature can increase the solubility of organic compounds, which holds true for this compound as well.

In summary, while the solubility of [5-chloro-2-[3-(dimethylamino)propylamino]phenyl]-(2-fluorophenyl)methanone may be relatively low in water due to its hydrophobic characteristics, it may be more soluble in organic solvents, particularly those that are polar. As always, testing in specific solvent systems is crucial for accurate predictions on solubility.

Interesting facts

Interesting Facts about 5-chloro-2-[3-(dimethylamino)propylamino]phenyl-(2-fluorophenyl)methanone

This intriguing compound is gaining attention in the field of medicinal chemistry, due to its unique structural features and potential applications. Its complex design includes:

  • Chlorine Atom: The presence of a chlorine atom not only contributes to its chemical reactivity but can also enhance the compound's pharmacological properties. Halogenated compounds often exhibit improved bioavailability and altered metabolic profiles.
  • Dimethylamino Group: The dimethylamino substituent is known for its ability to increase solubility and improve interactions with biological targets, making it crucial in drug development.
  • Phenyl Units: Featuring multiple phenyl groups, this compound showcases the importance of aromatic systems in enhancing stability and activity of potential pharmaceuticals.
  • Fluorine Substitution: The fluorine atom's electronegative nature may contribute to unique electronic properties, which can modulate the compound’s interaction with biomolecular targets.

Researchers are particularly interested in compounds like this one for their potential roles in targeted therapies. The combination of different functional groups may yield both activity against various disease pathways and a more favorable side effect profile. As noted by chemists, "Innovation in molecular design leads to breakthroughs in treatment." This compound exemplifies the ongoing quest in medicinal chemistry to create more effective and specific therapeutic agents.

Furthermore, the synthesis of such complex molecules often poses challenges, encouraging scientists to develop novel synthetic routes. The interplay of these features makes 5-chloro-2-[3-(dimethylamino)propylamino]phenyl-(2-fluorophenyl)methanone a fascinating subject for both academic inquiry and practical application in drug development.

Synonyms
5-Chloro-2-(3-dimethylaminopropyl)amino-2'-fluorobenzophenone
K8T61515Z2
UNII-K8T61515Z2
734472-33-4
Methanone, (5-chloro-2-((3-(dimethylamino)propyl)amino)phenyl)(2-fluorophenyl)-
Q27282098