Overview

  • Product name

    Clofarabine, Purine analogue
  • Description

    Antimetabolite agent. Purine analogue.
  • Biological description

    Antimetabolite agent. Purine analogue. Deoxycytidine kinase substrate. Competes with dATP for DNA polymerase-α and -ε. Potent ribonucleotide reductase inhibitor (IC50 = 65 nM). Induces apoptosis by directly altering mitochondrial transmembrane potential. Shows antitumor effects in vivo.
  • Purity

    > 98%
  • CAS Number

    123318-82-1
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    (2R,3R,4S,5R)-5-(6-Amino-2-chloropurin-9-yl)-4-fluoro-2-(hydroxymethyl)oxolan-3-ol
  • Molecular weight

    303.68
  • Molecular formula

    C10H11ClFN5O3
  • PubChem identifier

    119182
  • Storage instructions

    Store at Room Temperature. The product can be stored for up to 12 months.
  • Solubility overview

    Soluble in water to 10 mM and in DMSO to 100 mM
  • Handling

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

  • SMILES

    C1=NC2=C(N1C3C(C(C(O3)CO)O)F)N=C(N=C2N)Cl
  • Source

    Synthetic

  • Research areas

References

This product has been referenced in:

  • Lee JT  et al. Stratification of nucleoside analog chemotherapy using 1-(2'-deoxy-2'-18F-fluoro-ß-D-arabinofuranosyl)cytosine and 1-(2'-deoxy-2'-18F-fluoro-ß-L-arabinofuranosyl)-5-methylcytosine PET. J Nucl Med 53:275-80 (2012). Read more (PubMed: 22302964) »
  • Stackhouse MA  et al. Preclinical combination therapy of clofarabine plus radiation. Nucleosides Nucleotides Nucleic Acids 31:692-705 (2012). Read more (PubMed: 23004932) »
  • Parker WB  et al. Effects of 2-chloro-9-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)adenine on K562 cellular metabolism and the inhibition of human ribonucleotide reductase and DNA polymerases by its 5'-triphosphate. Cancer Res 51:2386-94 (1991). Read more (PubMed: 1707752) »

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