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2-Chloro-2′-deoxyadenosine

SIGMA/C4438 - antileukemic

Synonym: CdA; Cladribine

CAS Number: 4291-63-8
Empirical Formula (Hill Notation): C10H12ClN5O3
Molecular Weight: 285.69
MDL Number: MFCD00153939
Linear Formula: C10H12ClN5O3
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-C4438-10MG 10 mg
 $363.00
1/EA		 Add To Favorites
45-C4438-25MG 25 mg
 $728.00
1/EA		 Add To Favorites
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: C4438-25MG

 

assay ≥98% (HPLC)
form powder or crystals
InChI 1S/C10H12ClN5O3/c11-10-14-8(12)7-9(15-10)16(3-13-7)6-1-4(18)5(2-17)19-6/h3-6,17-18H,1-2H2,(H2,12,14,15)/t4-,5+,6+/m0/s1
InChI key PTOAARAWEBMLNO-KVQBGUIXSA-N
Quality Level 200 
SMILES string Nc1nc(Cl)nc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO)O3
storage temp. 2-8°C
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).
Application: 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.
Biochem/physiol Actions: Deoxyadenosine analog resistant to adenosine deaminase; antileukemic with immunosuppressive activity
Packaging: 10 mg in poly bottle
Packaging: 25 mg in glass bottle
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 41106305

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