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Cytarabine
Cytarabine
2D structure of cytarabine
Cytarabine
3D structure of cytarabine
Names
Synonyms Arabinosylcytosine (Ara-C), NSC-63878, U-19920, U-19920A, WR-28453
Brand names Alexan, Cytosar, Cytosar-U, DepoCyte, Depocyt

IUPAC name
IUPAC name
4-amino-1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one
Clinical information
Preg. cat.
AU: D
US: D
Legal status
AU: Prescription Only Medicine (S4)
CA: ℞-only
UK: POM
US: ℞-only
Routes IT, IV, SC

Salts Hydrochloride
Identifiers
ATC code L01BC01
ChemSpider 6017
DrugBank DB00987
PubChem 6253
MedlinePlus a682222
MeSH ID D003561
PDB IDs
PDBs
1P5Z (RCSB, PDBe; X-ray)
4LWR (RCSB, PDBe; X-ray)
External links
DailyMed cytarabine search
Drugs.com international, monograph
Jmol 3D structure
Licensing data US FDA: link.
MSR monograph
emc cytarabine search
TGA-eBS cytarabine search
Chemical properties
Formula C9H13N3O5
Mol. mass
Mol. mass for MFs
243.2166 g/mol
SMILES
SMILES
NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O
InChI
InChI
1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7+,8-/m1/s1
InChIKey
InChIKey
UHDGCWIWMRVCDJ-CCXZUQQUSA-N


Cytarabine is a purine antimetabolite that is a key cornerstone of the therapy of acute myeloid leukaemia, acute lymphoblastic leukaemia and the blast phase of chronic myeloid leukaemia.[1]


External linksEdit

Reference listEdit

  1. Brayfield, A, ed. (13 December 2013). "Cytarabine". Martindale: The Complete Drug Reference. London, UK: Pharmaceutical Press. Retrieved 6 December 2014. 

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