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Fluorouracil

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Identification
Molecular formula
C4H3FN2O2
CAS number
51-21-8
IUPAC name
3-[4-[2-chloroethyl(2-fluoroethyl)amino]phenyl]prop-2-enoic acid
State
State

Fluorouracil is solid at room temperature.

Melting point (Celsius)
282.00
Melting point (Kelvin)
555.15
Boiling point (Celsius)
241.40
Boiling point (Kelvin)
514.55
General information
Molecular weight
130.08g/mol
Molar mass
130.0770g/mol
Density
1.4920g/cm3
Appearence

Fluorouracil typically appears as a white to practically white, crystalline powder.

Comment on solubility

Solubility of 3-[4-[2-chloroethyl(2-fluoroethyl)amino]phenyl]prop-2-enoic acid

The solubility of 3-[4-[2-chloroethyl(2-fluoroethyl)amino]phenyl]prop-2-enoic acid is influenced by several factors due to its complex molecular structure. This compound, featuring both a polar carboxylic acid group and non-polar hydrocarbon segments, exhibits a distinctive solubility profile.

Factors Affecting Solubility

  • Polarity: The presence of the carboxylic acid group tends to enhance solubility in polar solvents such as water, but the overall hydrophobic character from the alkyl groups may impede complete dissolution.
  • Temperature: Generally, increasing temperature can improve solubility for many organic acids due to enhanced molecular motion and solute-solvent interactions.
  • pH of the Solution: The acidity of the medium can affect the ionization of the carboxylic group, potentially increasing solubility in basic conditions where the compound is likely to be deprotonated.

In a typical scenario, you might find that:

  • The compound is more soluble in organic solvents like ethanol or methanol due to its hydrophobic parts.
  • In aqueous environments, limited solubility can be expected, possibly leading to precipitation.

In conclusion, understanding the solubility of 3-[4-[2-chloroethyl(2-fluoroethyl)amino]phenyl]prop-2-enoic acid requires careful consideration of its molecular interactions and the effects of the surrounding environment. Always remember: "Solubility is a dance of forces and balances." Success in solubility studies with this compound greatly hinges on these intricate details.

Interesting facts

Interesting Facts About 3-[4-[2-chloroethyl(2-fluoroethyl)amino]phenyl]prop-2-enoic acid

3-[4-[2-chloroethyl(2-fluoroethyl)amino]phenyl]prop-2-enoic acid, commonly referred to in the scientific community for its unique structure and potential applications, is a compound worth noting for several compelling reasons:

  • Pharmaceutical Potential: This compound is viewed as a promising candidate in drug development, particularly for targeting certain types of cancer cells due to its ability to interfere with cellular mechanisms.
  • Structure-Activity Relationship: The intricate structure of this compound highlights an interesting structure-activity relationship (SAR) which is essential in medicinal chemistry. Its functional groups—such as the chloroethyl and fluoroethyl moieties—play a crucial role in its biological activity.
  • Amino Acid Connection: The amino group in the compound is a key player, offering a link to various biological functions. Amino acids are fundamental to life, and modifications to their structures can lead to significant changes in function.
  • Reactivity and Stability: The presence of the prop-2-enoic acid segment suggests potential reactivity towards various electrophiles, making it an interesting subject for synthetic chemists looking for new pathways in organic synthesis.
  • Research Directions: Ongoing research aims to explore the compound's full potential in the field of antitumor agents, making it a noteworthy topic in both clinical and experimental chemistry studies.

In summary, 3-[4-[2-chloroethyl(2-fluoroethyl)amino]phenyl]prop-2-enoic acid stands out due to its complex structure and promises of therapeutic applications, embodying the intersection of organic chemistry and pharmacology.

Synonyms
NCIOpen2_004710