Skip to main content

5-Fluorouracil

ADVERTISEMENT
Identification
Molecular formula
C4H3FN2O2
CAS number
51-21-8
IUPAC name
5-fluoro-1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione
State
State

5-Fluorouracil is a solid at room temperature. It is typically encountered in its pure form as a powder and might also be found in various pharmaceutical preparations.

Melting point (Celsius)
282.00
Melting point (Kelvin)
555.00
Boiling point (Celsius)
250.00
Boiling point (Kelvin)
523.00
General information
Molecular weight
130.08g/mol
Molar mass
130.0770g/mol
Density
1.4430g/cm3
Appearence

5-Fluorouracil is generally available as a white to off-white crystalline powder. It is odorless and has a slightly bitter taste. The compound is also available in various pharmaceutical formulations such as creams, solutions, and tablets according to its application in oncology therapies.

Comment on solubility

Solubility of 5-fluoro-1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione

The solubility of 5-fluoro-1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione, with the chemical formula C4H3FN2O2, can be influenced by various factors. Understanding these factors helps in predicting how this compound behaves in different environments:

  • Polar Characteristics: This compound contains hydroxyl groups which are indicative of high polarity. Polar substances tend to be soluble in polar solvents.
  • Hydrogen Bonding: The presence of hydroxyl functional groups enhances its ability to form hydrogen bonds, further increasing solubility in water.
  • Temperature Effects: Like many organic compounds, its solubility may increase with higher temperatures, facilitating dissolution.
  • pH Influence: The solubility can also change with different pH levels. Alterations in pH may deprotonate or protonate functional groups, affecting solubility.

Overall, while the polar nature and potential for hydrogen bonding suggest good solubility in polar solvents such as water, further empirical studies are necessary to define specific solubility parameters. It is often interesting to say that "solubility is a dynamic property," as it varies not just with the solvent but also with environmental conditions and the state of the compound itself.

Interesting facts

Interesting Facts about 5-fluoro-1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione

The compound 5-fluoro-1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione is a fascinating member of the pyrimidine family, offering a unique combination of structural and functional characteristics. Here are some intriguing aspects of this compound:

  • Medicinal Potential: This compound has garnered interest in medicinal chemistry due to its structural similarity to nucleosides. Such compounds can exhibit antiviral and anticancer properties, making them potential candidates for therapeutic applications.
  • Fluorine Influence: The presence of fluorine in the structure can significantly enhance bioactivity. Fluorinated compounds often exhibit improved pharmacokinetic properties, which can lead to increased stability and bioavailability in drug formulation.
  • Hydroxymethyl Tetrahydrofuran: The inclusion of a tetrahydrofuran moiety adds to the structural complexity and can influence the compound’s interaction with biological systems. This functional group can facilitate various chemical reactions, enhancing the compound's versatility in synthesis.
  • Synthetic Relevance: The synthetic pathways to create this compound have implications for developing new heterocyclic compounds in the laboratory, showcasing the importance of fluorinated derivatives in organic chemistry.
  • Research Applications: Ongoing studies often explore the compound's potential in various fields, including agrochemicals and molecular biology, emphasizing its role as a versatile building block in organic synthesis.

In summary, 5-fluoro-1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione is more than just a complex molecule; it represents a convergence of biological activity and synthetic chemistry that tantalizes scientists with its potential. As research continues, this compound may unlock new avenues in drug development and application.

Synonyms
5-Fluoro-2'-deoxyuridine
2968-28-7
5-fluoro-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
5-fluoro-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
1397179-21-3
Uridine, 2'-deoxy-5-fluoro-
5-FUDR
5-Fluorouracil deoxyriboside
5-fluoro-1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione
NSC 27640
Ro 5-0360
(+)-5-fluoro-2'-deoxyuridine
Uridine, 2'-deoxy-5'-fluoro-
Neuro_000015
CHEMBL6628
NCIOpen2_002917
SCHEMBL2050487
CHEBI:94445
DTXSID70274397
ODKNJVUHOIMIIZ-UHFFFAOYSA-N
.beta.-5-Fluoro-2'-deoxyuridine
HMS3259B07
HMS3371D03
HMS3654N13
5-fluoro-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione
ALBB-023675
NSC66259
NSC-66259
NSC527320
AKOS015998165
NC00623
NSC-527320
NCGC00018095-02
NCGC00018095-03
NCGC00018095-04
NCGC00094992-01
NCGC00094992-02
NCGC00094992-03
LS-07473
NCI60_002251
DB-020996
WLN: T6NVMVJ EF A- ET5OTJ B1Q CQ
EN300-50293
1.beta.-D-2'-Deoxyribofuranosyl-5-flurouracil
1.beta.-D-2'-Deoxyribofuranosyl-5-fluorouracil
AB01273927-01
1-(2-Deoxy-.beta.-D-ribofuranosyl)-5-fluorouracil
BRD-A80638690-001-01-0
Q27166311
5-Fluor-1-(.beta.-2'-deoxyribofuranosyl)pyrimidin-2,4(1H,3H)-dion
5-fluoro-1-[4-hydroxy-5-(hydroxymethyl)-2-oxolanyl]pyrimidine-2,4-dione