5-Fluorouracil (F-ara-AMP)
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- Molecular formula
- C4H3FN2O2
- CAS Number
- 51-21-8
- IUPAC Name
- 4-amino-1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-fluoro-pyrimidin-2-one
- Molecular Weight
- 130.08g/mol
- Melting Point
- (Celsius)
- Boiling Point
- (Celsius)
- Density
- 1.5517g/cm3
- Appearance
- due to the presence of the fluorine atom, which contributes to its unique properties among pyrimidine analogues.
- Synonyms
- Ara-fluorocytosine
Identification
Interesting facts
Interesting Facts About 4-amino-1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-fluoro-pyrimidin-2-one
This compound, often appreciated in the field of medicinal chemistry, belongs to a class of molecules known for their biological activity. Here are some key highlights about this interesting molecule:
- Structure and Chirality: The molecule features a complex chiral center, specifically at the tetrahydrofuran ring, contributing to its unique properties and interactions within biological systems.
- Pharmacological Potential: Compounds with similar structures are often investigated for their potential as antiviral or anticancer agents, illustrating the significance of this compound in drug discovery.
- Fluorine's Role: The presence of a fluorine atom in the pyrimidine ring enhances metabolic stability and can significantly improve the binding affinity towards target enzymes or receptors, an essential aspect in the design of pharmaceuticals.
- Sugar-Like Moiety: The inclusion of a sugar-like structure such as the 3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran promotes the idea of "mimicking" natural substrates, aiding in better cellular uptake and activity.
- Research and Applications: Many researchers are drawn to explore the structure-activity relationships of molecules like this, with a goal to design newer variants that exhibit enhanced efficacy and reduced toxicity profiles.
In conclusion, the exploration of compounds like 4-amino-1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-fluoro-pyrimidin-2-one is a testament to the intricate connection between chemical structure and biological functionality, showcasing the endless possibilities within the realm of organic and medicinal chemistry.