Decitabine

Decitabine
Decitabine
Systematic (IUPAC) name
4-amino-1-(2-deoxy-b-D-erythro-pentofuranosyl)-
1,3,5-triazin-2(1H)-one
Clinical data
AHFS/Drugs.com monograph
MedlinePlus a608009
Pregnancy cat. D
Legal status  ?
Routes Intravenous
Pharmacokinetic data
Protein binding <1%
Half-life 30 minutes
Identifiers
CAS number 2353-33-5
ATC code L01BC08
PubChem CID 451668
DrugBank DB01262
ChemSpider 397844 YesY
UNII 776B62CQ27 YesY
KEGG D03665 YesY
ChEBI CHEBI:50131 YesY
ChEMBL CHEMBL66115 YesY
Chemical data
Formula C8H12N4O4 
Mol. mass 228.206 g/mol
SMILES eMolecules & PubChem
 YesY(what is this?)  (verify)

Decitabine (trade name Dacogen), or 5-aza-2'-deoxycytidine, is a cytidine analog.

Contents

Mechanism

It is a hypomethylating agent.[1][2] It hypomethylates DNA by inhibiting DNA methyltransferase.

It functions in a similar manner to azacitidine, although decitabine can only be incorporated into DNA strands while azacitidine can be incorporated into both DNA and RNA chains.

Clinical uses

Decitabine is indicated for the treatment of myelodysplastic syndromes (MDS) including previously treated and untreated, de novo and secondary MDS of all French-American-British subtypes (refractory anemia, refractory anemia with ringed sideroblasts, refractory anemia with excess blasts, refractory anemia with excess blasts in transformation, and chronic myelomonocytic leukemia) and Intermediate-1, Intermediate-2, and High-Risk International Prognostic Scoring System groups.

Chemical Synth

Decitabine.png

Piml, J.; Sorm, F.; Coll. Czech. Chem. Commun. 1964, 29, 2576.

Further reading

References

  1. ^ Kantarjian H, Issa JP, Rosenfeld CS, et al. (April 2006). "Decitabine improves patient outcomes in myelodysplastic syndromes: results of a phase III randomized study". Cancer 106 (8): 1794–803. doi:10.1002/cncr.21792. PMID 16532500. 
  2. ^ Kantarjian HM, O'Brien S, Cortes J, et al. (August 2003). "Results of decitabine (5-aza-2'deoxycytidine) therapy in 130 patients with chronic myelogenous leukemia". Cancer 98 (3): 522–8. doi:10.1002/cncr.11543. PMID 12879469. 

External links