C4438

2-Chloro-2′-deoxyadenosine

antileukemic

• Synonyme(s) : CdA, Cladribine
• Formule empirique (notation de Hill) : C₁₀H₁₂ClN₅O₃
• CAS Number: 4291-63-8
• Poids moléculaire : 285.69
• Numéro MDL: MFCD00153939
• Code UNSPSC : 41106305
• ID de substance PubChem : 24892693
• Nomenclature NACRES : NA.51

Propriétés

• Niveau de qualité: 200
• Essai: ≥98% (HPLC)
• Forme: powder or crystals
• Température de stockage: 2-8°C
• Chaîne SMILES: 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
• Clé InChI: PTOAARAWEBMLNO-KVQBGUIXSA-N
• Informations sur le gène: human ... NP(4860) ; rat ... Adora1(29290), Adora2a(25369), Adora3(25370)

Description

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.

Actions biochimiques/physiologiques

Deoxyadenosine analog resistant to adenosine deaminase; antileukemic with immunosuppressive activity

Informations sur la sécurité

• Pictogrammes: GHS06,GHS08
• Mention d'avertissement: Danger
• Mentions de danger: H301,H341,H361fd,H372
• Conseils de prudence: P202 - P260 - P264 - P280 - P301 + P310 - P405
• Classification des risques: Acute Tox. 3 Oral - Muta. 2 - Repr. 2 - STOT RE 1
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges