Decitabine

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Decitabine
Systematic (IUPAC) name
4-amino-1-(2-deoxy-b-D-erythro-pentofuranosyl)-
1,3,5-triazin-2(1H)-one
Clinical data
Trade names Dacogen
AHFS/Drugs.com monograph
MedlinePlus a608009
Pregnancy cat. D
Legal status Prescription only
Routes Intravenous
Pharmacokinetic data
Protein binding <1%
Half-life 30 minutes
Identifiers
CAS number 2353-33-5 YesY
ATC code L01BC08
PubChem CID 451668
DrugBank DB01262
ChemSpider 397844 YesY
UNII 776B62CQ27 YesY
KEGG D03665 YesY
ChEBI CHEBI:50131 YesY
ChEMBL CHEMBL1201129 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

[edit] 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.

[edit] 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.

[edit] Chemical Synth

Decitabine.png

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

[edit] Further reading

[edit] 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. 

[edit] External links


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