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Carmofur

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Identification
Molecular formula
C11H16BrN3O2
CAS number
37765-25-6
IUPAC name
5-(2-bromovinyl)-1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione
State
State

At room temperature, carmofur is a solid.

Melting point (Celsius)
32.83
Melting point (Kelvin)
306.00
Boiling point (Celsius)
415.15
Boiling point (Kelvin)
688.30
General information
Molecular weight
261.17g/mol
Molar mass
261.2030g/mol
Density
1.8200g/cm3
Appearence

Carmofur appears as a white to off-white crystalline powder.

Comment on solubility

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

The solubility of the compound C11H16BrN3O2 can be influenced by various factors due to its complex structure. Here are some key points to consider:

  • Polarity: The presence of multiple functional groups, including hydroxyl groups, contributes to its polarity, which can improve solubility in polar solvents, particularly water.
  • Hydrogen Bonding: The hydroxyl groups can engage in hydrogen bonding with water molecules, enhancing solubility.
  • Organic Solvents: In addition to water, this compound may exhibit solubility in certain organic solvents, such as ethanol and dimethyl sulfoxide (DMSO).
  • Temperature Effects: Solubility may vary with temperature; generally, increasing temperature can lead to an increase in solubility.
  • pH Influence: Changes in pH can also significantly affect the solubility behavior of this compound due to ionization of the hydroxyl groups.

In summary, the solubility characteristics of C11H16BrN3O2 highlight the intricate balance between its molecular structure and the solvent properties. Understanding these interactions is crucial for practical applications and formulation strategies.

Interesting facts

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

This compound is a fascinating example of synthetic organic chemistry, displaying unique structural characteristics that contribute to its potential applications in various fields. Here are some noteworthy aspects:

  • Structural Complexity: The compound features a pyrimidine ring fused with a tetrahydrofuran moiety, showcasing a blend of two distinct chemical frameworks. This combination often leads to intriguing properties and activities.
  • Pharmaceutical Potential: Compounds with a similar structure have been investigated for their biological activities, including antiviral and anticancer properties. The presence of the bromovinyl group is particularly notable, as vinyl halides can play critical roles in biological activity.
  • Hydroxymethyl Substituent: The hydroxymethyl group on the tetrahydrofuran enhances the compound's polarity and can influence its interactions with biological targets, making it a point of interest in medicinal chemistry.
  • Reactivity: The bromine atom in this compound can participate in nucleophilic substitution reactions, making it a versatile intermediate in organic synthesis. Such reactivity opens avenues for further chemical modifications to design novel derivatives.

Overall, 5-(2-bromovinyl)-1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione presents a wealth of opportunities for research and development. Its unique structure and potential applications make it a valuable compound for further exploration.

Synonyms
5-(2-bromoethenyl)-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
BCP09009
SB17359
NCI60_011225
SY060092
DB-055252
BVDR;BrVDU;Helpin;SC-38394;Brivudin;bromovinyl-deoxyuridine
(E)-5-(2-Bromovinyl)-2 inverted exclamation mark -deoxyuridine
5-(2-BROMOETHENYL)-1-[4-HYDROXY-5-(HYDROXYMETHYL)OXOLAN-2-YL]-3H-PYRIMIDINE-2,4-DIONE