Didanosine

Didanosine is an antiviral nucleoside analog and an inhibitor of reverse transcriptase. It undergoes cellular amination and phosphorylation to its active triphosphate form, 2',3'-dideoxyadenosine 5'-triphosphate (ddATP, Cay-17460). Didanosine inhibits human T cell leukemia virus type 1 (HTLV-1) reverse transcriptase activity (IC50 = 30 nM). It inhibits the replication of HIV-1 clinical isolates containing various mutations in the gene encoding reverse transcriptase, pol, in isolated human peripheral blood mononuclear cells (PBMCs, IC50s = 0.3-11.1 µM). Didanosine inhibits proliferation and differentiation of primary human skeletal muscle cells (IC50s = 1 and 0.1 mM, respectively), as well as decreases the activities of mitochondrial complex IV, also known as cytochrome c oxidase, and mitochondrial complex II, also known as succinate dehydrogenase, in the same cells when used at a concentration of 1 mM. In vivo, didanosine protects mice from HIV infection (EC50 = 13.7 mg/kg). Formulations containing didanosine have been used in the treatment of HIV-1 infections.Formal Name: 2',3'-dideoxy-inosine. CAS Number: 69655-05-6. Synonyms: ddl, 2',3'-Dideoxyinosine, NSC 612049. Molecular Formula: C10H12N4O3. Formula Weight: 236.2. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: 0.1 M HCl: 10 mg/ml, DMSO: 10 mg/ml. lambdamax: 246 nm. SMILES: OC[C@@H]1CC[C@H](N2C=NC3=C2N=CNC3=O)O1. InChi Code: InChI=1S/C10H12N4O3/c15-3-6-1-2-7(17-6)14-5-13-8-9(14)11-4-12-10(8)16/h4-7,15H,1-3H2,(H,11,12,16)/t6-,7+/m0/s1. InChi Key: BXZVVICBKDXVGW-NKWVEPMBSA-N.