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Cladribine
Cladribine
2D structure of cladribine
Cladribine
3D structure of cladribine
Names
Synonyms D017338
Brand names Leustatin, Litak

IUPAC name
IUPAC name
(2R,3S,5R)-5-(6-amino-2-chloro-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
Clinical information
Preg. cat.
AU: D
US: D
Legal status
AU: Prescription Only Medicine (S4)
CA: ℞-only
UK: POM
US: ℞-only
Routes IV, SC


Identifiers
ATC code L01BB04
ChemSpider 19105
DrugBank DB00242
PubChem 20279
MedlinePlus a693015
MeSH ID D017338
PDB IDs
PDBs
2ZI9 (RCSB, PDBe; X-ray)
2ZIA (RCSB, PDBe; X-ray)
External links
DailyMed cladribine search
Drugs.com international, monograph
Jmol 3D structure
Licensing data US FDA: link.
MSR monograph
emc cladribine search
TGA-eBS cladribine search
Chemical properties
Formula C10H12ClN5O3
Mol. mass
Mol. mass for MFs
285.687 g/mol
SMILES
SMILES
NC1=C2N=CN([C@H]3C[C@H](O)[C@@H](CO)O3)C2=NC(Cl)=N1
InChI
InChI
1S/C10H12ClN5O3/c11-10-14-8(12)7-9(15-10)16(3-13-7)6-1-4(18)5(2-17)19-6/h3-6,17-18H,1-2H2,(H2,12,14,15)/t4-,5+,6+/m0/s1
InChIKey
InChIKey
PTOAARAWEBMLNO-KVQBGUIXSA-N


Cladribine is a purine antimetabolite that inhibits adenosine deaminase and inhibits DNA synthesis and repair, especially in lymphocytes and monocytes. It is used in the management of hairy-cell leukaemia, chronic lymphocytic leukaemia, Langerhans cell histiocytosis, multiple sclerosis and Waldenström macroglobulinaemia.[1]


External linksEdit

Reference listEdit

  1. Brayfield, A, ed. (13 December 2013). "Cladribine". Martindale: The Complete Drug Reference. London, UK: Pharmaceutical Press. Retrieved 7 December 2014. 

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