Interesting facts
4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-fluoro-pyrimidin-2-one
This intriguing compound is a complex molecule that can be classified as a modified pyrimidine derivative. Its structural elements reflect important characteristics in medicinal chemistry, particularly in the design of pharmaceuticals. Here are several fascinating aspects of this compound:
- Fluorine's Role: The presence of the fluoro group is significant as fluorine can greatly enhance the biological activity of compounds. It often improves the metabolic stability and lipophilicity of molecules, making them more effective drugs.
- Chiral Centers: The stereochemistry indicated by the (2R,3R,4S,5R) configuration demonstrates that this compound contains chiral centers. This feature can lead to varying biological activities; therefore, understanding and controlling stereochemistry is crucial in drug design.
- Importance in Nucleoside Analogues: This compound’s structure resembles certain nucleosides which are vital in cellular processes and have shown promise in cancer and antiviral therapies. The ability of such compounds to mimic natural substrates can be leveraged in therapeutic applications.
- Potential Uses: Compounds like this are often explored for their potential in treating infections, particularly viral ones. Using modified nucleobases can lead to novel mechanisms of action against resistant strains.
- Research Utility: Being a relatively sophisticated structure, it serves as a valuable target for synthetic chemists. Challenges in its synthesis can lead to the development of new methodologies in organic chemistry.
In conclusion, the compound is a significant example of how structural modification can influence biological activity, emphasizing the interplay between chemistry and pharmacology. As researchers continue to explore its potential, it may unveil novel therapeutic pathways in the fight against various diseases.
Synonyms
5-Fluorocytidine
2341-22-2
CYTIDINE, 5-FLUORO-
5-Fluoro Cytidine
VOR4X0D7WR
CHEBI:38190
DTXSID60177964
5-fluoro-cytidine
DTXCID20100455
622-623-2
4-Amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-fluoropyrimidin-2(1H)-one
MFCD00210953
4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoropyrimidin-2-one
5-Fluoro-D-cytidine
4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoro-1,2-dihydropyrimidin-2-one
4-Amino-1-[(2r,3r,4s,5r)-3,4-Dihydroxy-5-(Hydroxymethyl)oxolan-2-Yl]-5-Fluoro-Pyrimidin-2-One
C9H12FN3O5
3elc
FLUC
UNII-VOR4X0D7WR
5-Fluorocytidine, 97%
5-FCR
SCHEMBL207772
CHEMBL490033
BDBM31914
STRZQWQNZQMHQR-UAKXSSHOSA-
AKOS015853116
AKOS015896914
AC-6193
NF04135
PS-7362
PD120275
DB-007048
F0534
EN300-313811
Q27117405
Z3234819146
4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoropyr
4-amino-1-[(2R,3R,4S,5R)-3, 4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoropyrimidin-2-one
F01
InChI=1/C9H12FN3O5/c10-3-1-13(9(17)12-7(3)11)8-6(16)5(15)4(2-14)18-8/h1,4-6,8,14-16H,2H2,(H2,11,12,17)/t4-,5-,6-,8-/m1/s1
Solubility of 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-fluoro-pyrimidin-2-one
The solubility of the compound 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-fluoro-pyrimidin-2-one can be influenced by several key factors:
It is often stated that “like dissolves like”, indicating that compounds with similar polarities tend to solubilize each other effectively. Therefore, due to its polar nature, this compound would likely exhibit good solubility in polar solvents while possibly being less soluble in nonpolar solvents.
In summary, the solubility profile of this compound is expected to be relatively good in aqueous solutions, thanks to its polar characteristics and hydrogen bonding capabilities.