F9813
Fludarabine phosphate
Synonym(s):
2-Fluoro-9-(5-O-phosphono-β-D-arabinofuranosyl)-9H-purin-6-amine
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About This Item
Empirical Formula (Hill Notation):
C10H13FN5O7P
CAS Number:
Molecular Weight:
365.21
UNSPSC Code:
51102829
NACRES:
NA.85
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form
powder
Quality Level
color
white
solubility
DMSO: soluble
antibiotic activity spectrum
neoplastics
mode of action
DNA synthesis | interferes
storage temp.
−20°C
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)
InChI key
GIUYCYHIANZCFB-UHFFFAOYSA-N
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Related Categories
General description
Fludarabine is a purine analog included in the category of DNA-damaging drugs with well-known efficacy in B-cell chronic lymphocytic leukemia (B-CLL).
Application
- Characterization of Chemical Interactions between Clinical Drugs and the Oral Bacterium, Corynebacterium matruchotii, via Bioactivity-HiTES.: This study explores the interactions of clinical drugs like Fludarabine phosphate with Corynebacterium matruchotii, highlighting potential impacts on oral microbiota and implications for drug efficacy and safety (Lee DY et al., 2024).
- Cocktail of lipophilic and hydrophilic chemotherapeutics in high-load core@shell nanocarriers to treat pancreatic tumours.: Investigates the efficacy of a combination of Fludarabine phosphate with other chemotherapeutics delivered via nanocarriers, aiming to enhance treatment outcomes for pancreatic cancer by improving drug delivery to the tumor site (Rudolph D et al., 2024).
- Macrophage neogenin deficiency exacerbates myocardial remodeling and inflammation after acute myocardial infarction through JAK1-STAT1 signaling.: This research demonstrates the role of Fludarabine phosphate in modulating inflammation and cardiac repair post-myocardial infarction, offering insights into its potential therapeutic benefits beyond oncology (Zhang J et al., 2023).
- SLC25A51 promotes tumor growth through sustaining mitochondria acetylation homeostasis and proline biogenesis.: Discusses the cellular mechanisms by which Fludarabine phosphate may influence metabolic pathways in cancer cells, highlighting its potential to disrupt tumor metabolism and promote cancer cell death (Li Y et al., 2023).
- CD19-Targeting CAR T Cells for Myositis and Interstitial Lung Disease Associated With Antisynthetase Syndrome.: Reviews the use of Fludarabine phosphate in preconditioning regimens for CAR T-cell therapy, emphasizing its role in enhancing the efficacy of immunotherapy in treating autoimmune disorders (Pecher AC et al., 2023).
Biochem/physiol Actions
Fludarabine represses DNA replication and suppresses the nucleotide metabolism by inhibiting the enzyme ribonucleotide reductase.
signalword
Warning
hcodes
Hazard Classifications
Muta. 2 - Repr. 2
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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Besides its canonical role in stabilizing telomeres, telomerase reverse transcriptase (TERT) may promote tumorigenesis through extra-telomeric functions. The possible therapeutic effects of BIBR1532 (BIBR), a powerful TERT inhibitor, have been evaluated in different cellular backgrounds, but no data are currently
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Therapeutics and clinical risk management, 5(1), 187-207 (2009-05-14)
Fludarabine (FAMP) is the most effective and most extensively studied purine analog in indolent B-cell malignancies. Its use is indicated for first-and second-line treatment of B-cell chronic lymphocytic leukemia (B-CLL). FAMP as a single agent has produced superior response rates
Míriam Molina-Arcas et al.
Blood, 101(6), 2328-2334 (2002-11-02)
Nucleoside derivatives are currently used in the treatment of hematologic malignancies. Although intracellular events involved in the pharmacologic action of these compounds have been extensively studied, the role of plasma membrane transporters in nucleoside-derived drug bioavailability and action in leukemia
Fludarabine phosphate: a new active agent in hematologic malignancies.
M J Keating et al.
Seminars in hematology, 31(1), 28-39 (1994-01-01)
H G Chun et al.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 9(1), 175-188 (1991-01-01)
Fludarabine phosphate is the 2-fluoro, 5'-monophosphate derivative of vidarabine (ara-A) with the advantages of resistance to deamination by adenosine deaminase (ADA) and improved solubility. The mechanism of cytotoxic action of the compound appears to involve metabolic conversion to the active
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