Fludarabine , 98% , 21679-14-1

Synonym(s):
9-β-D-Arabinofuranosyl-2-fluoroadenine;F-ara-A;Fludarabine des-phosphate

CAS NO.：21679-14-1

Empirical Formula: C10H12FN5O4

Molecular Weight: 285.23

MDL number: MFCD00132942

EINECS: 244-525-5

PRODUCT Properties

• Melting point: 265-268°C
• alpha: D25 +17 ±2.5° (c = 0.1 in ethanol)
• Boiling point: 747.3±70.0 °C(Predicted)
• Density: 2.17±0.1 g/cm3(Predicted)
• storage temp.: 2-8°C
• solubility: DMF: 20 mg/mL, clear, faintly yellow
• form: Powder
• pka: 13.05±0.70(Predicted)
• color: White to Pale Yellow
• Water Solubility: Soluble in DMF, DMSO, methanol or ethanol. Sparingly soluble in water
• Merck: 13,4152
• BRN: 1225932
• Stability: Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
• InChI: InChI=1/C10H12FN5O4/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6+,9-/s3
• InChIKey: HBUBKKRHXORPQB-VOSPVXAENA-N
• SMILES: C12N=C(N=C(N)C=1N=CN2[C@H]1[C@@H](O)[C@H](O)[C@@H](CO)O1)F |&1:10,11,13,15,r|
• CAS DataBase Reference: 21679-14-1(CAS DataBase Reference)

Description and Uses

Fludarabine (21679-14-1) is a synthetic adenosine analog that inhibits DNA biosynthesis and is a clinically useful antineoplastic agent.1 In cells fludarabine accumulates as its 5’-triphosphate (F-ara-ATP) for which the rate-limiting step in formation is the conversion of fludarabine to its monophosphate.2 F-ara-ATP has multiple mechanisms of action including inhibition of ribonucleotide reductase, DNA polymerase, ligase and primase.2 A frequently used agent in myeloablative conditioning regimens for allogeneic hematopoietic cell transplantation.3 Immunosuppressive effects are mediated via inhibition of TNFa-stimulated production of IL-2 and IFN-g through inactivation of NFkB.4 Antagonist at adenosine A1 receptors.5

Fludarabine is not one of the most used drugs in pediatric oncology area. It is used in combination with other drugs to treat AML in children, mostly those who are receiving second-line therapy. It is commonly sold as 10 mg film-coated tablets and IV vial containing 50mg.

Safety

• Symbol(GHS): GHS08
• Signal word: Warning
• Hazard statements: H341-H361d
• Precautionary statements: P201-P202-P280-P308+P313-P405-P501
• Hazard Codes: Xn
• Risk Statements: 23/24/25-36/37/38-39/23/24/25-39-22
• Safety Statements: 26-36/37-45-36
• WGK Germany: 3
• RTECS: AU6207000
• F: 10
• HS Code: 29349990
• Hazardous Substances Data: 21679-14-1(Hazardous Substances Data)