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Phenprocoumon

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Identification
Molecular formula
C18H16O3
CAS number
435-97-2
IUPAC name
2-hydroxy-7-methoxy-3-(1-phenylpropyl)chromen-4-one
State
State

At room temperature, phenprocoumon is in a solid state, typically found as a crystalline powder.

Melting point (Celsius)
179.00
Melting point (Kelvin)
452.15
Boiling point (Celsius)
360.00
Boiling point (Kelvin)
633.15
General information
Molecular weight
268.32g/mol
Molar mass
268.2960g/mol
Density
1.2137g/cm3
Appearence

Phenprocoumon appears as a white crystalline solid. It is typically odorless and may be supplied in various forms like a powder or tablets when used for medicinal purposes.

Comment on solubility

Solubility of 2-hydroxy-7-methoxy-3-(1-phenylpropyl)chromen-4-one

The solubility of 2-hydroxy-7-methoxy-3-(1-phenylpropyl)chromen-4-one, with the chemical formula C18H16O3, is influenced by various factors including its molecular structure and polarity. This compound belongs to the class of flavonoids and exhibits the following solubility characteristics:

  • Solvent Compatibility:
    • Generally poorly soluble in water due to its hydrophobic phenylpropyl group.
    • More soluble in organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO).
  • Temperature Influence:
    • Solubility may increase with temperature in organic solvents.
  • pH Sensitivity:
    • The solubility could be affected by the pH of the solution, leading to different chemical forms of the compound.

In summary, this compound's solubility exhibits significant variation depending on the solvent used and external conditions. It is always recommended to consider the context of use, such as in pharmaceutical applications, where solubility plays a crucial role in bioavailability.

Interesting facts

Interesting Facts about 2-Hydroxy-7-methoxy-3-(1-phenylpropyl)chromen-4-one

2-Hydroxy-7-methoxy-3-(1-phenylpropyl)chromen-4-one, commonly known for its complex chemical structure, belongs to the family of flavonoids. Flavonoids are known for their diverse biological activities and are found in various plants, contributing to the vibrant colors of fruits and flowers. This compound specifically showcases the rich chemistry often associated with chromenes.

Biological Significance

  • Antioxidant Properties: Like many flavonoids, this compound exhibits strong antioxidant activity, which helps to combat oxidative stress in living organisms.
  • Potential Therapeutic Uses: Research suggests that compounds related to chromenone structures may play roles in anti-inflammatory and anti-cancer therapies.

Chemical Characteristics

Its structure features a hydroxy group that contributes to hydrogen bonding, enhancing its solubility and interaction with biological molecules. The presence of a methoxy group serves to modulate its reactivity and bioavailability:

  • Hydroxyl (-OH) Groups: Essential for biological activity, these groups often participate in crucial interactions with receptors.
  • Methoxy (-OCH3) Groups: Typically enhance the lipophilicity of the compound, facilitating its absorption in biological systems.

Chemistry and Applications

The intriguing combination of phenylpropyl and chromenone moieties suggests potential applications in synthetic organic chemistry and medicinal chemistry. The customization of such compounds may lead to the development of novel pharmaceuticals with targeted effects:

  • Synthetic Pathways: This compound serves as a template for the synthesis of derivatives with enhanced properties.
  • Medicinal Chemistry: Exploring modifications can lead to specific compounds with tailored therapeutic activities.

In conclusion, 2-hydroxy-7-methoxy-3-(1-phenylpropyl)chromen-4-one is not just a molecule of interest due to its structural intricacies but also its potential applications in science. It embodies the exciting intersection between chemistry and biology, paving the way for innovative discoveries in therapeutic agents.