CAS 4298-10-6

4-Amino-1-β-D-arabinofuranosyl-5-fluoro-2(1H)-pyrimidinone

Description:

4-Amino-1-β-D-arabinofuranosyl-5-fluoro-2(1H)-pyrimidinone, commonly known as a nucleoside analog, is characterized by its structural features that include a pyrimidine base and an arabinofuranosyl sugar moiety. The presence of the amino group at the 4-position and the fluorine atom at the 5-position of the pyrimidine ring contribute to its biological activity, particularly in the context of antiviral and anticancer properties. This compound is often studied for its potential use in therapeutic applications, especially in the treatment of viral infections and certain types of cancer, due to its ability to interfere with nucleic acid synthesis. Its solubility and stability in biological systems are also important characteristics that influence its efficacy as a drug. Additionally, the specific stereochemistry of the arabinofuranosyl sugar plays a crucial role in its interaction with nucleic acid targets. Overall, this compound exemplifies the importance of structural modifications in enhancing the pharmacological properties of nucleoside analogs.

Formula: C₉H₁₂FN₃O₅

InChI: InChI=1S/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

InChI key: InChIKey=STRZQWQNZQMHQR-MNCSTQPFSA-N

SMILES: O[C@@H]1[C@@H](O[C@H](CO)[C@H]1O)N2C(=O)N=C(N)C(F)=C2

Synonyms:

• 1-β-<span class="text-smallcaps">D</span>-Arabinofuranosyl-5-fluorocytosine
• 2(1H)-Pyrimidinone, 4-amino-1-β-<span class="text-smallcaps">D</span>-arabinofuranosyl-5-fluoro-
• 4-Amino-1-β-<span class="text-smallcaps">D</span>-arabinofuranosyl-5-fluoro-2(1H)-pyrimidinone
• 5-Fluoro-arabinosylcytosine
• 5-Fluorocytosine--D-arabinofuranoside
• Arafluorocytosine
• Cytosine, 1-β-<span class="text-smallcaps">D</span>-arabinofuranosyl-5-fluoro-
• NSC 529180
• β-<span class="text-smallcaps">D</span>-Arabinofuranosyl-5-fluorocytosine
• 2(1H)-Pyrimidinone, 4-amino-1-β-D-arabinofuranosyl-5-fluoro-
• 1-β-D-Arabinofuranosyl-5-fluorocytosine
• β-D-Arabinofuranosyl-5-fluorocytosine
• 4-Amino-1-β-D-arabinofuranosyl-5-fluoro-2(1H)-pyrimidinone

Ara-fluorocytosine

CAS: 4298-10-6

Ara-fluorocytosine is a biochemical.

Formula: C₉H₁₂FN₃O₅

Color and Shape: Solid

Molecular weight: 261.21

Ref: TM-T30117

5-Fluorocytosine arabinoside

CAS: 4298-10-6

5-Fluorocytosine arabinoside (5FCA) is an analog of fluorocytosine and a degradable prodrug that is converted to fluorouracil (5FU) in the human liver. It acts as an inhibitor of DNA synthesis and has been used for the treatment of leukemias. 5-Fluorocytosine arabinoside is rapidly degraded by tissue culture cells, which may be due to its reactive functional groups. The inhibitory activity of this drug against cell culture was found to be minimal at low concentrations and reached a maximum at concentrations greater than 1 mM. The affinity ligands for this compound are reactive functional groups such as sulfhydryl, hydroxyl, and carboxyl groups, but not ester or amide bonds. This drug can be used in the synthesis of affinity ligands with a reactive functional group.

Formula: C₉H₁₂FN₃O₅

Purity: Min. 95%

Molecular weight: 261.21 g/mol

Ref: 3D-NF78793