CAS 162204-22-0

Cytidine, 5′-deoxy-5-fluoro-N-[(3-methylbutoxy)carbonyl]-, 2′,3′-diacetate

Description:

Cytidine, 5′-deoxy-5-fluoro-N-[(3-methylbutoxy)carbonyl]-, 2′,3′-diacetate, with CAS number 162204-22-0, is a synthetic nucleoside derivative that incorporates a fluorine atom at the 5' position of the cytidine base. This modification can influence its biological activity, particularly in antiviral and anticancer applications. The presence of the 3-methylbutoxycarbonyl group enhances its lipophilicity, potentially improving cellular uptake. The diacetate moiety at the 2' and 3' positions suggests that this compound may be designed to protect the hydroxyl groups, which can affect its stability and reactivity. This compound is likely to be of interest in medicinal chemistry and pharmaceutical research, particularly in the development of nucleoside analogs that can interfere with nucleic acid synthesis. Its structural characteristics may also allow for specific interactions with enzymes involved in nucleic acid metabolism, making it a candidate for further investigation in therapeutic contexts.

Formula: C₁₉H₂₆FN₃O₈

InChI: InChI=1S/C19H26FN3O8/c1-9(2)6-7-28-19(27)22-16-13(20)8-23(18(26)21-16)17-15(31-12(5)25)14(10(3)29-17)30-11(4)24/h8-10,14-15,17H,6-7H2,1-5H3,(H,21,22,26,27)/t10-,14-,15-,17-/m1/s1

InChI key: InChIKey=KXINDFSMIQLNEG-GWBBYGMBSA-N

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

Synonyms:

• Cytidine, 5′-deoxy-5-fluoro-N-[(3-methylbutoxy)carbonyl]-, 2′,3′-diacetate
• 2′,3′-Di-O-acetyl-5′-deoxy-5-fluoro-N4-(isopentyloxycarbonyl)cytidine
• 2′,3′-Di-O-acetyl-5′-deoxy-5-fluoro-N-[(3-methylbutoxy)carbonyl]cytidine

2',3'-Di-O-acetyl-5'-deoxy-5-fluoro-N4-(isopentyloxycarbonyl)cytidine

CAS: 162204-22-0

2',3'-Di-O-acetyl-5'-deoxy-5-fluoro-N4-(isopentyloxycarbonyl)cytidine is an antiviral nucleoside. It is a novel nucleotide analog that inhibits human immunodeficiency virus (HIV). The cytidine monophosphate moiety of 2',3'-Di-O-acetyl-5'-deoxy-5-fluoro-N4-(isopentyloxycarbonyl)cytidine has been modified with the substitution of the acetyl group at the 2' position with a deoxyribose group, and the 5' fluoro group with a 5'-deoxyfluro group. This modification prevents phosphodiesterases from hydrolyzing it to its monophosphate form, which leads to higher antiviral activity.
2',3'-Di-O-acetyl-5'-deoxy-5-fluoro -

Formula: C₁₉H₂₆FN₃O₈

Purity: Min. 95%

Molecular weight: 443.42 g/mol

Ref: 3D-ND22447