2-Fluoro-9-(5-O-phosphono-β-D-arabinofuranosyl)-9H-purin-6-amine

Synonym
Product Category
Product Code
CAS Number
MDL Number
Pubchem CID
Reaxys RN
Fludarabine phosphate, 2-F-ara-AMP, NSC 312887, NSC 328002
API & Intermediates
KAPI1F05
75607-67-9
MFCD00866418
30751
8167686
image-155171-Trimethyl(trifluoromethyl)silane_reagent.png
Chemical Name
Molecular Formula
Molecular Weight
Assay
Appearance
Melting Point
Packaging
Storage
2-Fluoro-9-(5-O-phosphono-β-D-arabinofuranosyl)-9H-purin-6-amine
C10H13FN5O7P
365.21
≥98%(HPLC)
White Solid
203°C
500mg,1g,5g,10g,50g,100g,500g and 1kg
-20°C Freezer
Fludarabine phosphate (also known as 2-F-ara-AMP, NSC 312887, NSC 328002) is an adenine nucleoside analog that is rapidly dephosphorylated first to 9-β-D-arabinofuranosyl-2-fluoradenine (2-F-ara-A) and then phosphorylated intracellularly by deoxycytidine kinase to the active  metabolite 2-F-ara- A triphosphate (F-ara-ATP). The triphosphate inhibits the synthesis of primer RNA and DNA by DNA polymerase primase complex, and also induces cell death through apoptosis. Fludarabine phosphate shows activity against chronic lymphocytic leukemia (CLL) and indolent lymphoma.
Metabolism and action of fludarabine phosphate. [1]
Fludarabine phosphate in the treatment of chronic lymphocytic leukemia: biology, clinical impact, and future directions. [2]
Inhibition of the 3'→5' exonuclease of human DNA polymerase ε by fludarabine-terminated DNA. [3]
Differential induction of apoptosis by fludarabine monophosphate in leukemic B and normal T cells in chronic lymphocytic leukemia. [4]
In vitro cytotoxic effects of fludarabine (2-F-ara-A) in combination with commonly used antileukemic agents by isobologram analysis. [5]
Antitumor activity of fludarabine against human multiple myeloma in vitro and in vivo. [6]
References:
[1] W.Plunkett, et al, Semin. Oncol., 1990, 17(5 Suppl. 8), pp 3-17.
[2] L.E.Robertson, et al, Cancer Treat. Res., 1993, 64, pp 105-119.
[3] K.Kamiya, et al, J. Biol. Chem., 1996, 271, pp 19428-19435.
[4] U.Consoli, et al, Blood, 1998, 91(5), pp 1742-1748.
[5] Y.Kano, et al, Lenkemia, 2000, 14(3), pp 379-388.
[6] H.Meng, et al, Eur. J. Haematol., 2007, 79(6), pp 486-493.
Signal Word
Hazard Statements
Precautionary Statements
HS Code
RIDADR
Legal Information
Not a hazardous substance or mixture


29349990900
NONH for all modes of transport
Sales restrictions may apply.
1. Product Specification
For further information and support on Ph. Eur. Reference Standard, please go to the website of the issuing pharmacopoeia.
For further information and support on USP Reference Standard, please go to the website of the issuing pharmacopoeia.
2. Safety Data Sheet
SDS issued by EDQM can be found here.
SDS issued by USP can be found here.
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