Cas no 74832-57-8 (Fludarabine triphosphate)

Fludarabine triphosphate is a biologically active metabolite of fludarabine, a purine nucleoside analog. It functions as a potent inhibitor of DNA synthesis by competitively inhibiting DNA polymerase and ribonucleotide reductase, leading to termination of DNA chain elongation. This compound is primarily utilized in research applications to study its mechanisms in inducing apoptosis in rapidly dividing cells, particularly in hematologic malignancies. Its high specificity and efficacy make it a valuable tool for investigating nucleotide metabolism and antineoplastic drug action. Fludarabine triphosphate is characterized by its stability under controlled conditions, ensuring reliable performance in experimental settings. It is commonly employed in biochemical and pharmacological studies.
Fludarabine triphosphate structure
Fludarabine triphosphate structure
Product Name:Fludarabine triphosphate
CAS No:74832-57-8
MF:C10H15FN5O13P3
MW:525.171488046646
CID:564173
PubChem ID:22842095
Update Time:2025-06-14

Fludarabine triphosphate Chemical and Physical Properties

Names and Identifiers

    • 9H-Purin-6-amine,2-fluoro-9-[5-O-[hydroxy[[hydroxy(phosphonooxy)phosphinyl]oxy]phosphinyl]-b-D-arabinofuranosyl]-
    • 2-fluoro-araATP
    • [[(2R,3S,4S)-5-(6-amino-2-fluoropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
    • 2-Fluoro-9-[5-O-(hydroxy{[hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl)pentofuranosyl]-9H-purin-6-amine
    • 9-beta-D-Arabinofuranosyl-2-fluoroadenine 5'-triphosphate
    • 9-.BETA.-D-ARABINOFURANOSYL-2-FLUOROADENINE 5'-TRIPHOSPHATE
    • 74832-57-8
    • Fludarabine-TRIPHOSPHATE
    • Fludarabine triphosphate
    • AKOS040758327
    • UNII-Z2ANO885BI
    • F-Ara-ATP
    • Z2ANO885BI
    • HFD
    • 2-fluoro-9-{5-O-[(R)-hydroxy{[(R)-hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl]-beta-D-arabinofuranosyl}-9H-purin-6-a mine
    • CHEMBL4570249
    • 2-F-Araatp
    • SCHEMBL8923315
    • CS-0132814
    • 2-fluoro-9-{5-O-[(R)-hydroxy{[(R)-hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl]-beta-D-arabinofuranosyl}-9H-purin-6-a
    • 9H-Purin-6-amine, 2-fluoro-9-(5-O-(hydroxy((hydroxy(phosphonooxy)phosphinyl)oxy)phosphinyl)-beta-D-arabinofuranosyl)-
    • 9H-PURIN-6-AMINE, 2-FLUORO-9-(5-O-(HYDROXY((HYDROXY(PHOSPHONOOXY)PHOSPHINYL)OXY)PHOSPHINYL)-.BETA.-D-ARABINOFURANOSYL)-
    • 2-fluoro-9-{5-O-[(R)-hydroxy{[(R)-hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl]-beta-D-arabinofuranosyl}-9H-purin-6-amine
    • HY-136650
    • 9beta-D-Arabinofuranosyl-2-fluoroadenine 5'-triphosphate
    • 9-.BETA.-D-ARABINOFURANOSYL-2-FLUOROADENINE TRIPHOSPHATE
    • [[(2R,3S,4S,5R)-5-(6-amino-2-fluoropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
    • Inchi: 1S/C10H15FN5O13P3/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(18)5(17)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2-3,5-6,9,17-18H,1H2,(H,22,23)(H,24,25)(H2,12,14,15)(H2,19,20,21)/t3-,5-,6+,9-/m1/s1
    • InChI Key: PIOKUWLZUXUBCO-FJFJXFQQSA-N
    • SMILES: P(=O)(O)(OP(=O)(O)OP(=O)(O)O)OC[C@@H]1[C@H]([C@@H]([C@H](N2C=NC3C(N)=NC(=NC2=3)F)O1)O)O

Computed Properties

  • Exact Mass: 524.98632471g/mol
  • Monoisotopic Mass: 524.98632471g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 7
  • Hydrogen Bond Acceptor Count: 18
  • Heavy Atom Count: 32
  • Rotatable Bond Count: 8
  • Complexity: 836
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -5.3
  • Topological Polar Surface Area: 279

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Fludarabine triphosphate Suppliers

NewCan Biotech Limited
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(CAS:74832-57-8)Fludarabine triphosphate
Order Number:NC13776
Stock Status:
Quantity:10g
Purity:97%
Pricing Information Last Updated:Friday, 18 July 2025 16:02
Price ($):Price inquiry

Additional information on Fludarabine triphosphate

Recent Advances in Fludarabine Triphosphate (74832-57-8) Research: Implications for Cancer Therapy

Fludarabine triphosphate (CAS: 74832-57-8), the active metabolite of fludarabine phosphate, has garnered significant attention in recent years due to its pivotal role in the treatment of hematologic malignancies, particularly chronic lymphocytic leukemia (CLL) and non-Hodgkin lymphoma. As a purine analog, fludarabine triphosphate exerts its cytotoxic effects by inhibiting DNA synthesis and repair, ultimately leading to apoptosis in rapidly dividing cancer cells. This research brief synthesizes the latest findings on fludarabine triphosphate, focusing on its mechanism of action, clinical applications, and emerging therapeutic strategies.

Recent studies have elucidated the molecular mechanisms underlying fludarabine triphosphate's efficacy. A 2023 study published in Blood Cancer Journal demonstrated that fludarabine triphosphate preferentially incorporates into DNA strands during replication, causing chain termination and stalling DNA polymerase activity. This disruption in DNA synthesis triggers the activation of p53-dependent apoptotic pathways, highlighting the compound's dual role in DNA damage induction and cell cycle arrest. Furthermore, advanced mass spectrometry techniques have enabled researchers to quantify intracellular fludarabine triphosphate levels with unprecedented precision, offering new insights into pharmacokinetic variability among patients.

The clinical applications of fludarabine triphosphate continue to expand beyond its traditional use in CLL. A multicenter phase II trial (NCT04510194) recently reported promising results for fludarabine triphosphate in combination with novel immune checkpoint inhibitors for refractory diffuse large B-cell lymphoma. The study observed a 42% overall response rate, with complete responses in 28% of heavily pretreated patients. These findings, published in the Journal of Clinical Oncology (2024), suggest that fludarabine triphosphate may enhance the immunogenicity of tumor cells when used in combination therapies, opening new avenues for immuno-oncology applications.

Emerging research has also focused on overcoming resistance mechanisms to fludarabine triphosphate. A groundbreaking study in Nature Cancer (2024) identified specific nucleotide excision repair (NER) pathway alterations as key mediators of resistance. The research team developed a novel predictive biomarker panel using next-generation sequencing that accurately identifies patients likely to respond to fludarabine-based regimens. Additionally, innovative drug delivery systems, including nanoparticle-encapsulated fludarabine triphosphate formulations, have shown enhanced tumor penetration and reduced systemic toxicity in preclinical models, as reported in Advanced Drug Delivery Reviews (2023).

Despite these advances, challenges remain in optimizing fludarabine triphosphate therapy. Recent pharmacogenomic studies have revealed significant interpatient variability in drug metabolism, largely attributed to polymorphisms in genes encoding nucleoside transporters and activating enzymes. The 2024 WHO classification of hematologic malignancies now includes specific recommendations for genetic testing prior to fludarabine-based treatment initiation, reflecting the growing importance of personalized medicine approaches in this field.

Looking ahead, several clinical trials are investigating novel applications of fludarabine triphosphate. The ongoing FLAIR-2 trial (NCT05239403) is evaluating its use as a conditioning agent for allogeneic stem cell transplantation, while preclinical studies explore its potential in solid tumors with specific DNA repair deficiencies. As our understanding of fludarabine triphosphate's mechanisms continues to deepen, this compound remains a cornerstone of hematologic cancer treatment with evolving therapeutic possibilities.

Recommended suppliers
NewCan Biotech Limited
(CAS:74832-57-8)Fludarabine triphosphate
NC13776
Purity:97%
Quantity:10g
Price ($):Inquiry
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