Sapacitabine

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Sapacitabine
Sapacitabine.png
Systematic (IUPAC) name
1-(2-cyano-2-deoxy-β-D-arabinofuranosyl)-4-(palmitoylamino)pyrimidin-2(1H)-one
Clinical data
Legal status
?
Identifiers
CAS number151823-14-2 YesY
ATC codeNone
PubChemCID 153970
ChemSpider135703 N
UNIIW335P73C3L YesY
SynonymsN-[1-[(2R,3S,4S,5R)-3-Cyano-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxopyrimidin-4-yl]hexadecanamide
Chemical data
FormulaC26H42N4O5 
Mol. mass490.64 g/mol
 N (what is this?)  (verify)
 
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Sapacitabine
Sapacitabine.png
Systematic (IUPAC) name
1-(2-cyano-2-deoxy-β-D-arabinofuranosyl)-4-(palmitoylamino)pyrimidin-2(1H)-one
Clinical data
Legal status
?
Identifiers
CAS number151823-14-2 YesY
ATC codeNone
PubChemCID 153970
ChemSpider135703 N
UNIIW335P73C3L YesY
SynonymsN-[1-[(2R,3S,4S,5R)-3-Cyano-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxopyrimidin-4-yl]hexadecanamide
Chemical data
FormulaC26H42N4O5 
Mol. mass490.64 g/mol
 N (what is this?)  (verify)

Sapacitabine is a drug undergoing research for potential use in chemotherapy.[1][2]

Sapacitabine is an oral nucleoside analog prodrug that acts through a dual mechanism. The compound interferes with DNA synthesis by causing single-strand DNA breaks and induces arrest of the cell division cycle at G2 phase.

Both sapacitabine and its major metabolite, CNDAC, have demonstrated potent anti-tumor activity in both blood and solid tumors in preclinical studies. In a liver metastatic mouse model, sapacitabine was shown to be superior to gemcitabine (Gemzar; Lilly) or 5-FU, two widely used nucleoside analogs, in delaying the onset and growth of liver metastasis.

Clinical trials[edit]

Cyclacel has initiated a number of clinical trials to evaluate sapacitabine in both solid and hematological tumors laying the foundation for future Phase 2 studies and combination studies with other anti-cancer agents. Three Phase 1 studies have been completed, which evaluated safety and pharmacokinetics of a variety of dosing schedules in approximately 120 patients with solid tumors.

Sapacitabine is currently being evaluated in two Phase 2 trials in patients with advanced cutaneous T-cell lymphoma (CTCL) and in elderly patients with acute myeloid leukemias (AML).

As of February 2013 it is in a phase 3 trial for AML.[3]

References[edit]