21679-14-1 Fludarabine AKSci H015
 
 
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  H015    AKSci Reference Standard
Fludarabine
, 99% (HPLC)
 
Fludara
2-F-araA
2-Fluoro-9-beta-D-arabinofuranosyladenine




IDENTITY
CAS Number:21679-14-1
MDL Number:MFCD00132942
MF:C10H12FN5O4
MW:285.23
EINECS:244-525-5
BRN:1225932
SPECIFICATIONS & PROPERTIES
Min. Purity Spec:99% (HPLC)
Physical Form (at 20°C):Solid
Melting Point:270-274°C
Optical Rotation:+3.3° (c=0.15%, in 2N HCl)
Long-Term Storage:Store long-term at 2-8°C
DOT/IATA TRANSPORT INFORMATION
Not hazardous material

BIOLOGICAL INFO
Application(s):Antineoplastic Agent; STAT1 activation inhibitor; DNA synthesis inhibitor
Form:Free Base

REVIEW

 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. This metabolite appears to act by inhibiting DNA polymerase alpha, ribonucleotide reductase and DNA primase, thus inhibiting DNA synthesis. The mechanism of action of this antimetabolite is not completely characterized and may be multi-faceted.

REFERENCES
[1]Rai KR, Peterson BL, Appelbaum FR, Kolitz J, Elias L, Shepherd L, Hines J, Threatte GA, Larson RA, Cheson BD, Schiffer CA: Fludarabine compared with chlorambucil as primary therapy for chronic lymphocytic leukemia. N Engl J Med. 2000 Dec 14;343(24):1750-7.
[2] Gonzalez H, Leblond V, Azar N, Sutton L, Gabarre J, Binet JL, Vernant JP, Dighiero G: Severe autoimmune hemolytic anemia in eight patients treated with fludarabine. Hematol Cell Ther. 1998 Jun;40(3):113-8.
[3] Tournilhac O, Cazin B, Lepretre S, Divine M, Maloum K, Delmer A, Grosbois B, Feugier P, Maloisel F, Villard F, Villemagne B, Bastit D, Belhadj K, Azar N, Michallet M, Manhes G, Travade P: Impact of frontline fludarabine and cyclophosphamide combined treatment on peripheral blood stem cell mobilization in B-cell chronic lymphocytic leukemia. Blood. 2004 Jan 1;103(1):363-5. Epub 2003 Sep 11.

GLOBALLY HARMONIZED SYSTEM (GHS)

Pictograms

Signal Word
Danger

Hazard Statements
H302; H370

Precautionary Statements
P260; P264; P270; P301+P312; P307+P311; P321; P330; P405; P501


RELATED PRODUCTS
H015Fludarabine
K294Fludarabine phosphate

Current as of May 10, 2024

AKSci Reference Standards are high-purity, low-impurity compounds suitable for use as standards.


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CATEGORIES

 APIs and Bioactives > Chemotherapeutics


PubChem