Fludarabine phosphate

Fludarabine phosphate

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Catalog Number ACM75607679
CAS Number 75607-67-9
Structure
Synonyms Fludarabine 5'-monophosphate
IUPAC Name [(2R,3S,4S,5R)-5-(6-Amino-2-fluoropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Molecular Weight 365.21
Molecular Formula C10H13FN5O7P
Canonical SMILES C1=NC2=C(N=C(N=C2N1C3C(C(C(O3)COP(=O)(O)O)O)O)F)N
InChI 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)/t3-,5-,6+,9-/m1/s1
InChI Key GIUYCYHIANZCFB-FJFJXFQQSA-N
Purity 98%+
Storage Store in dry, low temperature, sealed, 2-8 °C.
Complexity 514
Exact Mass 365.05366293
Heavy Atom Count 24
Isomeric SMILES C1=NC2=C(N=C(N=C2N1[C@H]3[C@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)F)N
Monoisotopic Mass 365.05366293
Topological Polar Surface Area 186Ų
Custom Q&A

What is the chemical formula of Fludarabine phosphate?

The chemical formula of Fludarabine phosphate is C10H13FN5O7P.

What is the melting point of Fludarabine phosphate?

The melting point of Fludarabine phosphate is 203°C (dec.).

What is the storage temperature recommended for Fludarabine phosphate?

The storage temperature recommended for Fludarabine phosphate is 2-8°C.

What is the solubility of Fludarabine phosphate in DMSO?

Fludarabine phosphate is soluble in DMSO at 1mg/mL.

What is the brand name for Fludarabine phosphate?

The brand name for Fludarabine phosphate is Fludara (Berlex), Benefluor (Schering AG).

What is the mechanism of action of Fludarabine phosphate?

Fludarabine phosphate acts by inhibiting DNA synthesis. It interferes with phosphorylation and inhibits DNA polymerase alpha, ribonucleotide reductase, and DNA primase.

What are the side effects of Fludarabine phosphate?

The side effects of Fludarabine phosphate include bone marrow suppression, anemia, thrombocytopenia, and neutropenia.

How is Fludarabine phosphate metabolized in the body?

Fludarabine phosphate is rapidly dephosphorylated to 2-fluoro-ara-A and then phosphorylated intracellularly by deoxycytidine kinase to the active triphosphate, 2-fluoro-ara-ATP.

What is the clinical use of Fludarabine phosphate?

Fludarabine phosphate is used for the treatment of patients with B-cell chronic lymphocytic leukemia who have not responded to standard alkylating agent-containing regimens.

What are the potential drug interactions of Fludarabine phosphate?

Fludarabine phosphate has potentially hazardous interactions with antipsychotics like clozapine and cytotoxics like pentostatin, leading to increased pulmonary toxicity and intracellular concentration of cytarabine, respectively.

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