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C4438

2-Chlor-2′-Desoxyadenosin

Name: 2-Chlor-2′-Desoxyadenosin
Brand: SIGMA

antileukemic

Synonym(e):

CdA, Cladribin

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Über diesen Artikel

Empirische Formel (Hill-System):

C₁₀H₁₂ClN₅O₃

CAS-Nummer:

4291-63-8

Molekulargewicht:

285.69

NACRES:

NA.51

PubChem Substance ID:

24892693

UNSPSC Code:

41106305

MDL number:

MFCD00153939

Assay:

≥98% (HPLC)

Form:

powder or crystals

Storage temp.:

2-8°C

Technischer Dienst

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Eigenschaften

Quality Segment

200

assay

≥98% (HPLC)

form

powder or crystals

storage temp.

2-8°C

SMILES string

Nc1nc(Cl)nc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO)O3

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

Gene Information

human ... NP(4860)
rat ... Adora1(29290), Adora2a(25369), Adora3(25370)

Beschreibung

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.