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fludarabine phosphate

CHEBI:CHEBI_63599

Definition

A purine arabinonucleoside monophosphate having 2-fluoroadenine as the nucleobase. A prodrug, it is rapidly dephosphorylated to 2-fluoro-ara-A and then phosphorylated intracellularly by deoxycytidine kinase to the active triphosphate, 2-fluoro-ara-ATP. Once incorporated into DNA, 2-fluoro-ara-ATP functions as a DNA chain terminator. It is used for the treatment of adult patients with B-cell chronic lymphocytic leukemia (CLL) who have not responded to, or whose disease has progressed during, treatment with at least one standard alkylating-agent containing regimenas.

Chemical Information

Molecular Formula
C10H13FN5O7P
Molecular Mass
365.21170
Charge
0
SMILES
Nc1nc(F)nc2n(cnc12)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O
InChI
InChI=1S/C10H13FN5O7P/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(18)5(17)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,17-18H,1H2,(H2,12,14,15)(H2,19,20,21)/t3-,5-,6+,9-/m1/s1
InChIKey
GIUYCYHIANZCFB-FJFJXFQQSA-N

Alternative Names

  • 2-fluoro-9-(5-O-phosphono-beta-D-arabinofuranosyl)-9H-purin-6-amine
  • 2-Fluoro-ARA AMP
  • 2-Fluoroadenine arabinoside 5'-monophosphate
  • 2F-ara-AMP
  • 9-beta-Arabinofuranosyl-2-fluoroadenine-5'-phosphate
  • 9-beta-D-Arabinofuranosyl-2-fluoroadenine 5'-(dihydrogen phosphate)
  • 9-beta-D-Arabinofuranosyl-2-fluoroadenine 5'-monophosphate
  • FAMP
  • Fludara
  • Fludarabine 5'-monophosphate
  • Fludarabine monophosphate

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

DRON_00010000
24698
oboInOwl#hasDbXref
Wikipedia:Fludarabine
core#notation
CHEBI:63599

Additional References

Wikipedia:Fludarabine

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
24698
oboInOwl#hasDbXref
Wikipedia:Fludarabine
oboInOwl#hasAlternativeId
CHEBI:31616
oboInOwl#id
CHEBI:63599
core#notation
CHEBI:63599
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_50266
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#has_functional_parent
http://purl.obolibrary.org/obo/CHEBI_72457
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
has_treatment
http://purl.obolibrary.org/obo/DOID_12972
owl#annotatedSource
t262987
owl#someValuesFrom
t2997501