API reference

Cladribine

CAS number
4291-63-8
Molecular formula
C10H12ClN5O3
Molecular weight
285.69 g/mol
Cladribine — 2D structure
2D structure (PubChem)

About this molecule

Cladribine is a purine nucleoside antimetabolite analogue. Cladribine triphosphate, a phosphorylated metabolite of cladribine, incorporates into DNA, resulting in single-strand breaks in DNA, depletion of nicotinamide adenine dinucleotide (NAD) and adenosine triphosphate (ATP), and apoptosis. Because this agent is resistant to adenosine deaminase, an enzyme that inactivates some antineoplastic agents, it is selectively toxic to lymphocytes and monocytes which exhibit little deoxynucleotide deaminase activity. (NCI04)

Source: NCI Thesaurus (NCIt), via PubChem.

Identifiers

IUPAC name
(2R,3S,5R)-5-(6-amino-2-chloropurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
InChIKey
PTOAARAWEBMLNO-KVQBGUIXSA-N
SMILES
C1[C@@H]([C@H](O[C@H]1N2C=NC3=C(N=C(N=C32)Cl)N)CO)O
Other CAS numbers recorded
24757-90-2
PubChem CID
20279

Also known as

Cladribine · 2-Chloro-2'-deoxyadenosine · Leustatin · 2-Chlorodeoxyadenosine · 2-CdA · Chlorodeoxyadenosine · Litak · ADENOSINE, 2-CHLORO-2'-DEOXY-

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