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 Y
UNII	776B62CQ27 Y
KEGG	D03665 Y
ChEBI	CHEBI:50131 Y
ChEMBL	CHEMBL66115 Y
Chemical data
Formula	C8H12N4O4
Mol. mass	228.206 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C8H12N4O4/c9-7-10-3-12(8(15)11-7)6-1-4(14)5(2-13)16-6/h3-6,13-14H,1-2H2,(H2,9,11,15)/t4-,5+,6+/m0/s1 Y Key:XAUDJQYHKZQPEU-KVQBGUIXSA-N Y
Y(what is this?)  (verify)

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

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

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

Further reading

• Moon C, Kim SH (June 2009). "Use of epigenetic modification to induce FOXP3 expression in naïve T cells". Transplant Proc. 41 (5): 1848–54. doi:10.1016/j.transproceed.2009.02.101. PMID 19545742. 

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

• Product website

This antineoplastic or immunomodulatory drug article is a stub. You can help Wikipedia by expanding it.v · Categories: Nucleosides Antineoplastic antimetabolites Triazines Antineoplastic and immunomodulating drug stubs Wikimedia Foundation. 2010. Игры ⚽ Нужно решить контрольную? Sini, Jharkhand Tim Day Look at other dictionaries: decitabine — noun 5 aza 2 deoxycytidine, a cytosine analogue that hypomethylates DNA by inhibiting DNA methyltransferase …   Wiktionary decitabine — de·ci·ta·bine (DAC) (de siґtə bēn″) an S phase specific cytotoxic compound used as an antineoplastic in the treatment of acute leukemia; administered by intravenous infusion …   Medical dictionary decitabine — A drug that is used to treat myelodysplastic syndromes and is being studied in the treatment of other types of cancer. It is a type of antimetabolite. Also called Dacogen …   English dictionary of cancer terms Myelodysplastic syndrome — Classification and external resources ICD 10 D46 ICD 9 238.7 …   Wikipedia Myelodysplasie — Klassifikation nach ICD 10 D46 Myelodysplastische Syndrome …   Deutsch Wikipedia Myelodysplastische Syndrome — Klassifikation nach ICD 10 D46 Myelodysplastische Syndrome …   Deutsch Wikipedia Myelodysplastisches Syndrom — Klassifikation nach ICD 10 D46 Myelodysplastische Syndrome …   Deutsch Wikipedia DNA methylation — Illustration of a DNA molecule that is methylated at the two center cytosines. DNA methylation plays an important role for epigenetic gene regulation in development and disease. DNA methylation is a biochemical process that is important for… …   Wikipedia Demethylating agent — Demethylating agents are compounds that can inhibit methylation, resulting in the expression of the previously hypermethylated silenced genes (see methylation: methylation and cancer for more detail). Cytidine analogs such as 5 azacytidine… …   Wikipedia Azacitidine — Systematic (IUPAC) name 4 amino 1 β D ribofuranosyl 1,3,5 triazin 2(1H) one Clinical data Trade names …   Wikipedia 18+ © Academic, 2000-2024 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”