CAS 103882-84-4

4-Amino-1-(2-deoxy-2,2-difluoro-D-erythro-pentofuranosyl)-2(1H)-pyrimidinone

Description:

4-Amino-1-(2-deoxy-2,2-difluoro-D-erythro-pentofuranosyl)-2(1H)-pyrimidinone, with CAS number 103882-84-4, is a synthetic nucleoside analog that exhibits structural similarities to naturally occurring nucleosides. This compound features a pyrimidinone base, which is substituted with an amino group, enhancing its potential for biological activity. The presence of a 2-deoxy-2,2-difluoro-D-erythro-pentofuranosyl moiety contributes to its stability and solubility, making it a candidate for antiviral or anticancer research. The difluorination at the sugar moiety may influence its interaction with nucleic acid targets and enzymes involved in nucleic acid metabolism. Additionally, the compound's unique structure may allow it to evade certain metabolic pathways, potentially leading to enhanced efficacy in therapeutic applications. Overall, this substance is of interest in medicinal chemistry due to its potential role in drug development, particularly in the context of viral infections or cancer treatment. Further studies would be necessary to fully elucidate its pharmacological properties and mechanisms of action.

Formula: C₉H₁₁F₂N₃O₄

InChI: InChI=1S/C9H11F2N3O4/c10-9(11)6(16)4(3-15)18-7(9)14-2-1-5(12)13-8(14)17/h1-2,4,6-7,15-16H,3H2,(H2,12,13,17)/t4-,6-,7?/m1/s1

InChI key: InChIKey=SDUQYLNIPVEERB-WETFRILZSA-N

SMILES: FC1(F)C(O[C@H](CO)[C@H]1O)N2C(=O)N=C(N)C=C2

Synonyms:

• 2'-Deoxy-2',2'-Difluorocytidine
• 2'-Deoxy-2',2'-difluorocytidine hydrochloride (1:1)
• 2(1H)-Pyrimidinone, 4-amino-1-(2-deoxy-2,2-difluoro-<span class="text-smallcaps">D</span>-erythro-pentofuranosyl)-
• 4-Amino-1-(2-deoxy-2,2-difluor-beta-D-erythro-pentofuranosyl)pyrimidin-2(1H)-onhydrochlorid
• 4-Amino-1-(2-deoxy-2,2-difluoro-<span class="text-smallcaps">D</span>-erythro-pentofuranosyl)-2(1H)-pyrimidinone
• 4-Amino-1-[(2R,4R,5R)-3,3-difluor-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2(1H)-onhydrochlorid
• 4-Amino-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-2(1H)-pyrimidinone hydrochloride
• 4-amino-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2(1H)-one hydrochloride
• 4-amino-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxyméthyl)tétrahydrofuran-2-yl]pyrimidin-2(1H)-one chlorhydrate
• Cytidine, 2'-deoxy-2',2'-difluoro-, hydrochloride (1:1)
• 4-Amino-1-(2-deoxy-2,2-difluoro-D-erythro-pentofuranosyl)-2(1H)-pyrimidinone

2’,2’-Difluoro-2’-deoxycytidine

Controlled Product

CAS: 103882-84-4

Applications Gemcitabine is a nucleoside analog with anti-cancer properties. An inhibitor of DNA synthesis active on solid tumors.
References Eliopoulos, N., et al.: Prog. Exp. Tumor Res., 36, 124-142 (1999); Di Stefano, G., et al.: Biochem. Pharmacol., 57, 793-799 (1999)

Formula: C₉H₁₁F₂N₃O₄

Color and Shape: Neat

Molecular weight: 263.2

Ref: TR-G305030