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Fludarabine Phosphate (Fludara)

CAT: 0607-A8317-200Size: 200 mgDry Ice: NoHazardous: No
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CAT#:0607-A8317-200Size:200 mg
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Description
Inhibits STAT1 activation and DNA synthesis
CAS Number
75607-67-9
Product Name Alternative
[(2R,3S,4S,5R)-5-(6-amino-2-fluoropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Sequence
Fludura
Field of Research
DNA Damage DNA Repair DNA Synthesis JAK STAT Signaling STAT
Purity
0.9988
Solubility
insoluble in EtOH; ≥17.6 mg/mL in DMSO; ≥6.7 mg/mL in H2O with gentle warming and ultrasonic
Smiles
C1=NC2=C(N1C3C(C(C(O3)COP(=O)(O)O)O)O)N=C(N=C2N)F
Molecular Formula
C10H13FN5O7P
Molecular Weight
365.21
Shipping Conditions
Blue ice
Storage Conditions
Store at -20°C.

Chemical Information

Fludarabine Phosphate

Fludarabine phosphate is a purine arabinonucleoside monophosphate having 2-fluoroadenine as the nucleobase. A prodrug, it is rapidly dephosphorylated to 2-fluoro-ara-A and then phosphorylated intracellularly by deoxycytidine kinase to the active triphosphate, 2-fluoro-ara-ATP. Once incorporated into DNA, 2-fluoro-ara-ATP functions as a DNA chain terminator. It is used for the treatment of adult patients with B-cell chronic lymphocytic leukemia (CLL) who have not responded to, or whose disease has progressed during, treatment with at least one standard alkylating-agent containing regimenas. It has a role as an antiviral agent, an antimetabolite, an antineoplastic agent, an immunosuppressive agent, a prodrug and a DNA synthesis inhibitor. It is an organofluorine compound, a purine arabinonucleoside monophosphate and a nucleoside analogue. It is functionally related to a 2-fluoroadenine.

CAS Number75607-67-9
PubChem CID30751
IUPAC Name[(2R,3S,4S,5R)-5-(6-amino-2-fluoropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Molecular FormulaC10H13FN5O7P
Molecular Weight365.21
XLogP-3.1
Topological Polar Surface Area186
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count12
Rotatable Bond Count4
Heavy Atom Count24
Formal Charge0
Complexity514
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
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
InChIKey
GIUYCYHIANZCFB-FJFJXFQQSA-N
Chemical Structure
2D Structure
2D structure of Fludarabine Phosphate
CAS: 75607-67-9
CID: 30751
Formula: C10H13FN5O7P
MW: 365.21
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight365.21
XLogP3-3.1
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count12
Rotatable Bond Count4
Exact Mass365.05366293
Monoisotopic Mass365.05366293
Topological Polar Surface Area186 Ų
Heavy Atom Count24
Formal Charge0
Complexity514
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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A10395-500Fludarabine Phosphate (Fludara) 500mg
A10395-200Fludarabine Phosphate (Fludara) 200mg
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A10396-5Fludarabine (Fludara) 5mg
A10396-200Fludarabine (Fludara) 200mg
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