Cas no 74832-57-8 (Fludarabine triphosphate)
Fludarabine triphosphate Chemical and Physical Properties
Names and Identifiers
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- 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
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- 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
Fludarabine triphosphate Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| A2B Chem LLC | AE05240-1mg |
3,3-dimethyl-1-(4-methylphenyl)triaz-1-ene |
74832-57-8 | 1mg |
$213.00 | 2024-04-19 | ||
| A2B Chem LLC | AE05240-2mg |
3,3-dimethyl-1-(4-methylphenyl)triaz-1-ene |
74832-57-8 | 2mg |
$263.00 | 2024-04-19 | ||
| A2B Chem LLC | AE05240-5mg |
3,3-dimethyl-1-(4-methylphenyl)triaz-1-ene |
74832-57-8 | 5mg |
$413.00 | 2024-04-19 | ||
| A2B Chem LLC | AE05240-10mg |
3,3-dimethyl-1-(4-methylphenyl)triaz-1-ene |
74832-57-8 | 10mg |
$600.00 | 2024-04-19 | ||
| A2B Chem LLC | AE05240-25mg |
3,3-dimethyl-1-(4-methylphenyl)triaz-1-ene |
74832-57-8 | 25mg |
$1038.00 | 2024-04-19 | ||
| Biosynth | FA103525-1 mg |
Fludarabine triphosphate trisodium |
74832-57-8 | 1mg |
$120.08 | 2023-01-05 | ||
| Biosynth | FA103525-2 mg |
Fludarabine triphosphate trisodium |
74832-57-8 | 2mg |
$173.58 | 2023-01-05 | ||
| Biosynth | FA103525-5 mg |
Fludarabine triphosphate trisodium |
74832-57-8 | 5mg |
$333.60 | 2023-01-05 | ||
| Biosynth | FA103525-10 mg |
Fludarabine triphosphate trisodium |
74832-57-8 | 10mg |
$533.60 | 2023-01-05 | ||
| Biosynth | FA103525-25 mg |
Fludarabine triphosphate trisodium |
74832-57-8 | 25mg |
$1,000.75 | 2023-01-05 |
Fludarabine triphosphate Suppliers
Fludarabine triphosphate Related Literature
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Domenico Lombardo,Gianmarco Munaò,Pietro Calandra,Luigi Pasqua,Maria Teresa Caccamo Phys. Chem. Chem. Phys., 2019,21, 11983-11991
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Abdelaziz Houmam,Emad M. Hamed Chem. Commun., 2012,48, 11328-11330
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Shintaro Takata,Yoshihiro Miura Phys. Chem. Chem. Phys., 2014,16, 24784-24789
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Vishwesh Venkatraman,Marco Foscato,Vidar R. Jensen,Bj?rn K?re Alsberg J. Mater. Chem. A, 2015,3, 9851-9860
Related Categories
- Solvents and Organic Chemicals Organic Compounds Nucleosides, nucleotides, and analogues Purine nucleotides Purine ribonucleoside triphosphates
- Solvents and Organic Chemicals Organic Compounds Nucleosides, nucleotides, and analogues Purine nucleotides Purine ribonucleotides Purine ribonucleoside triphosphates
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.
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