Substance

ID:182309

2-Chloro-2′-deoxyadenosine

Names and Identifiers
IUPAC name
(2R,3S,5R)-5-(6-amino-2-chloro-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
IUPAC Traditional name
cladribine
Synonyms
cladribineCdA2-Chloro-2′-deoxyadenosine
Registration numbers
CAS Number
MDL Number
PubChem SID
Properties
Safety Information
GHS Hazard statements
H301-H311-H315-H319-H331-H335
GHS Pictograms
GHS06
Acute toxicity (oral, dermal, inhalation), categories 1,2,3
Storage Temperature
2-8°C
European Hazard Symbols
Toxic Toxic (T)
GHS Precautionary statements
P261-P280-P301+P310-P305+P351+P338-P311
GHS Signal Word
Danger
German water hazard class
3
Personal Protective Equipment
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
RTECS
AU7357560
Risk Statements
23/24/25-36/37/38
Safety Statements
22-26-36-45
Pharmacology Properties
Gene Information
human ... NP(4860)rat ... Adora1(29290), Adora2a(25369), Adora3(25370)
Molecule Details
Biochem/physiol Actions
Deoxyadenosine analog resistant to adenosine deaminase; antileukemic with immunosuppressive activity
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.
Molecular Spectra
No Data Available
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References
No Data Available
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