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C4438 Sigma

2-Chloro-2′-deoxyadenosine

antileukemic

Synonym: CdA, Cladribine

  • CAS Number 4291-63-8

  • Empirical Formula (Hill Notation) C10H12ClN5O3

  • Molecular Weight 285.69

  •  MDL number MFCD00153939

  •  PubChem Substance ID 24892693

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Properties

Related Categories Biochemicals and Reagents, Nucleoside Analogs, Nucleosides, Nucleotides, Oligonucleotides More...
InChI Key   PTOAARAWEBMLNO-KVQBGUIXSA-N
storage temp.   2-8°C
Gene Information   human ... NP(4860)
rat ... Adora1(29290), Adora2a(25369), Adora3(25370)

Description

Biochem/physiol Actions

Deoxyadenosine analog resistant to adenosine deaminase; antileukemic with immunosuppressive activity

Packaging

10 mg in poly bottle

25 mg in glass bottle

Application

2-Chloro-2′-deoxyadenosine (2-CdA) is a chlorinated purine nucleoside with activity against lymphoproliferative disorders, such as hairy cell leukemia (HCL) and multiple myeloma (MM). 2-CdA resists ADA degradation and is phosphorylated to CdATP in lymphocytes. CdATP incorporation into DNA induces strand breaks and the activation of apoptosis. 2-CdA may also be used in studies involving the inhibition of DNA polymerase(s).
Cladribiane, like fludarabine, is a prodrug that is must be phosphorylated intracellularly to the monophosphate by the nuclear/cytosol enzyme deoxycytidine kinase (dCK) and possibly by the mitochondrial enzyme deoxyguanosine kinase (dGK).

Cladribiane, like fludarabine, is a prodrug that is must be phosphorylated intracellularly to the monophosphate by the nuclear/cytosol enzyme deoxycytidine kinase (dCK) and possibly by the mitochondrial enzyme deoxyguanosine kinase (dGK). Clinically used for treatment of hairy cell leukemia, chronic lymphocytic leukemia and other indolent leukemias.

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3
RTECS 
AU7357560

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles
Peer-Reviewed Papers
15

References

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