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Fludarabine Phosphate

Fludarabine Phosphate

Product ID F4782
Cas No. 75607-67-9
Purity ≥98%
Product Unit SizeCostQuantityStock
5 mg $71.50 In stock
10 mg $102.00 In stock
25 mg $245.30 In stock
100 mg $653.30 In stock
Bulk Quote

Quicklinks

  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Fludarabine is a purine nucleoside analog of adenosine that exhibits anti-inflammatory, immunosuppressive, and anticancer chemotherapeutic activities. Fludarabine is clinically used to treat acute myelogenous leukemia (AML), chronic lymphocytic leukemia (CLL), and other lymphoid malignancies. Fludarabine is also used to prevent graft-versus-host disease (GVHD) during hematopoietic stem cell transplantation. Fludarabine is incorporated into DNA and RNA, inhibiting ribonucleotide reductase, DNA polymerase, DNA ligase, and DNA primase, preventing DNA repair and synthesis. In Jurkat T cells, fludarabine inhibits TNF-α-stimulated production of IL-2 and IFN-γ and degradation of IκB kinase, inhibiting activity of NF-κB. In other in vitro models, fludarabine induces apoptosis and inhibits cell growth. Additionally, this compound binds and activates A1 adenosine receptors.

Product Info

Cas No.

75607-67-9

Purity

≥98%

Formula

C10H13FN5O7P

Formula Wt.

365.21

IUPAC Name

[(2R,3S,4S,5R)-5-(6-amino-2-fluoropurin-9-yl)-3, 4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate

Synonym

F-ara-A

Solubility

Slightly soluble in water (6 mg/mL). Soluble in DMSO (70 mg/mL)

Appearance

White to pale yellowish crystalline powder

Shipping and Storage

Store Temp

Ambient

Ship Temp

Ambient

Downloads

MSDS

F4782 MSDS PDF

Info Sheet

F4782 Info Sheet PDF

References

Robak P and Robak T. Older and new purine nucleoside analogs for patients with acute leukemias. Cancer Treat Rev. 2013 Dec;39(8):851-61. PMID: 23566572.

Jensen K, Johnson LA, Jacobson PA, et al. Cytotoxic purine nucleoside analogues bind to A1, A2A, and A3 adenosine receptors. Naunyn Schmiedebergs Arch Pharmacol. 2012 May;385(5):519-25. PMID: 22249336.

Nishioka C, Ikezoe T, Togitani K, et al. Fludarabine induces growth arrest and apoptosis of cytokine- or alloantigen-stimulated peripheral blood mononuclear cells, and decreases production of Th1 cytokines via inhibition of nuclear factor kappaB. Bone Marrow Transplant. 2008 Feb;41(3):303-9. PMID: 17994120.

Gandhi V, Plunkett W. Cellular and clinical pharmacology of fludarabine. Clin Pharmacokinet. 2002;41(2):93-103. PMID: 11888330.

Yamauchi T, Nowak BJ, Keating MJ, et al. DNA repair initiated in chronic lymphocytic leukemia lymphocytes by 4-hydroperoxycyclophosphamide is inhibited by fludarabine and clofarabine. Clin Cancer Res. 2001 Nov;7(11):3580-9. PMID: 11705880.

Catapano CV, Perrino FW, Fernandes DJ. Primer RNA chain termination induced by 9-beta-D-arabinofuranosyl-2-fluoroadenine 5'-triphosphate. A mechanism of DNA synthesis inhibition. J Biol Chem. 1993 Apr 5;268(10):7179-85. PMID: 7681821.

Custom Order

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