AZT triphosphate

• CAT Number: I015369
• CAS Number: 92586-35-1
• Molecular Formula: C₁₀H₁₆N₅O₁₃P₃
• Molecular Weight: 507.18
• Purity: ≥95%
• IUPAC Name: [[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
• InChI: 1S/C10H16N5O13P3/c1-5-3-15(10(17)12-9(5)16)8-2-6(13-14-11)7(26-8)4-25-30(21,22)28-31(23,24)27-29(18,19)20/h3,6-8H,2,4H2,1H3,(H,21,22)(H,23,24)(H,12,16,17)(H2,18,19,20)/t6-,7+,8+/m0/s1
• InChIKey: GLWHPRRGGYLLRV-XLPZGREQSA-N
• SMILES: CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)N=[N+]=[N-]

AZT triphosphate is the active metabolite of the antiretroviral drug zidovudine (AZT), commonly used in the treatment of HIV/AIDS. Once inside the body, AZT is phosphorylated to its triphosphate form, which competes with natural nucleotides for incorporation into viral DNA by reverse transcriptase. Upon incorporation, AZT triphosphate terminates DNA synthesis, inhibiting viral replication. This compound plays a critical role in antiretroviral therapy, helping to reduce the viral load in patients and manage the progression of HIV infection.